Title: Best Hotels With Pool in Chicago | Top Picks | Expedia.com [Chicago Travel Guide](https://expedia.com/Chicago.dx178248)[Hotels in Chicago](https://expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels)[Vacation Rentals in Chicago](https://expedia.com/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.com/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.com/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Car Rentals in Chicago](https://expedia.com/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)[Chicago Vacation Packages](https://expedia.com/Chicago.d178248.Destination-Travel-Guides) ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Check availability on Chicago Hotels with a Pool Tonight [Apr 6 - Apr 7](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-04-06&endDate=2026-04-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 7 - Apr 8](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-04-07&endDate=2026-04-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-04-10&endDate=2026-04-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=178248&startDate=2026-04-17&endDate=2026-04-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chicago hotels with a pool ![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/693d9c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) Downtown Chicago 8.6/10 Excellent (3,166 reviews) - Splash into the city at this downtown hotel with a sleek indoor pool, stylish loungers, and a vibrant atmosphere to match. $106 nightly $124 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/a08c52fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/af50ca75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/6b5099c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2,404 reviews) - Seasonal outdoor pool with cabanas and loungers provides sanctuary after exploring Chicago's Magnificent Mile. $122 nightly $143 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a0ababda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/833194a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites [](https://www.expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (4,071 reviews) $119 nightly $140 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/da99f4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/w3995h2667x0y0-afbbbc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room service - dining](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wade [](https://www.expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) Downtown Chicago 8.4/10 Very Good (1,779 reviews) - Float away at this stunning luxury hotel with an indoor pool overlooking Lake Michigan and the city's iconic skyline. $129 nightly $151 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/2435ca6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/ec33d4f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/0ea4e737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Chicago Downtown Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) Downtown Chicago 8.2/10 Very Good (2,805 reviews) - Chicago hotel offers refreshing stays with indoor pool, fitness center, and walkable Michigan Avenue access. $153 nightly $179 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/d5b5d773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/3b2677cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/5bee96cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/e065e04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown South Loop [](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information) Downtown Chicago 8.8/10 Excellent (1,949 reviews) - Dive into downtown luxury with a rejuvenating pool experience close to Chicago landmarks. $118 nightly $139 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/dec7b24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d288265e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/66eb210e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) Downtown Chicago 8.6/10 Excellent (4,418 reviews) - Make a splash at this downtown Chicago hotel with an indoor pool, fitness center, and stunning city views from each room. $121 nightly $142 total Apr 28 - Apr 29 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/66b60053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 2 Queen Beds, Accessible, City View (Mobility, Accessible Tub) | Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/8acc816e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/2806d344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5500/5467/12cef3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Chicago Dwtn - The Mart by IHG [](https://www.expedia.com/Chicago-Hotels-Holiday-Inn-Chicago-Mart-Plaza.h5467.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2,242 reviews) - Float in style at this Chicago riverside retreat with a sleek indoor pool, two on-site restaurants, and skyline views. $127 nightly $149 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Holiday-Inn-Chicago-Mart-Plaza.h5467.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/58291697.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 2 Bedrooms | Private kitchen | Oven, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/83f39cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/ccaab668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 1 Bedroom | Private kitchen | Oven, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/77000000/76270000/76267500/76267438/f6d9d5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sentral Michigan Avenue [](https://www.expedia.com/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1,124 reviews) - Indoor pool oasis at upscale Michigan Avenue aparthotel offers year-round swimming enjoyment. $160 nightly $188 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Sentral-Michigan-Avenue.h76267438.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/311c65a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, Netflix, pay movies, streaming services](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/cccba568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/066ab9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4c0ebbe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Grand Chicago Riverwalk [](https://www.expedia.com/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information) Downtown Chicago 8.6/10 Excellent (1,617 reviews) - Riverside hotel offers waterfront relaxation with indoor pool near Michigan Avenue. $239 nightly $281 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-20&endDate=2026-04-21®ionId=178248&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Chicago Breakfast included Hot tub Water park Spa 4 stars ## Hotels with pools and free breakfast in Chicago ![Lobby](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/58ac280a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/693d9c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/56c2d84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/352e3b39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft Chicago Mag Mile [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) Downtown Chicago 8.6/10 Excellent (3166) $106 nightly $124 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Aloft-Chicago-Mag-Mile.h26998765.Hotel-Information) ![Room service - dining](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/4f24dada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/6d9bcb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/w3995h2667x0y0-afbbbc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wade [](https://www.expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) Downtown Chicago 8.4/10 Very Good (1779) $129 nightly $151 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/w5771h3835x0y5-963f61be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/a08c52fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/6b5099c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/d7ae47e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Chicago - Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) Downtown Chicago 8.8/10 Excellent (2404) $122 nightly $143 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/fb6e2600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, Multiple Beds | Living area | 37-inch TV with cable channels, pay movies](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/w3837h2559x3y0-81ee3aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago [](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2724) $196 nightly $231 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/da498d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/ec33d4f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/be69fa71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/580000/570400/570329/0ea4e737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Chicago Downtown Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) Downtown Chicago 8.2/10 Very Good (2805) $153 nightly $179 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown-Magnificent-Mile.h570329.Hotel-Information) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4a14c915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Flat-screen TV, Netflix, pay movies, streaming services](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/cccba568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/311c65a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/12200/12167/4c0ebbe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Grand Chicago Riverwalk [](https://www.expedia.com/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information) Downtown Chicago 8.6/10 Excellent (1617) $239 nightly $281 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Sheraton-Grand-Chicago.h12167.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/f57ccf79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/e1eb307d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/fa7d1870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3030000/3023900/3023837/20c3f16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Royal Sonesta Chicago River North [](https://www.expedia.com/Chicago-Hotels-Royal-Sonesta-Chicago-River-North.h3023837.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (2517) $170 nightly $200 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Royal-Sonesta-Chicago-River-North.h3023837.Hotel-Information) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/83e4c147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/1f085992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/e824a8ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JW Marriott Chicago [](https://www.expedia.com/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1002) $239 nightly $281 total Apr 11 - Apr 12 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/dec7b24e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/d288265e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/66eb210e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) Downtown Chicago 8.6/10 Excellent (4418) $121 nightly $142 total Apr 28 - Apr 29 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/210000/201300/201274/bcc149aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/201300/201274/ef156c16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/210000/201300/201274/27622d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/210000/201300/201274/84bc7418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn & Suites Chicago - Downtown by IHG [](https://www.expedia.com/Chicago-Hotels-Holiday-Inn-Suites-Chicago-Downtown.h201274.Hotel-Information) Downtown Chicago 8.6/10 Excellent (1011) $128 nightly $151 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Holiday-Inn-Suites-Chicago-Downtown.h201274.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-20&endDate=2026-04-21®ionId=829&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## Hotels with pools and hot tubs in Chicago ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/bbeef356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/fb6e2600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, Multiple Beds | Living area | 37-inch TV with cable channels, pay movies](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/w3837h2559x3y0-81ee3aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago [](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) Downtown Chicago 8.6/10 Excellent (2724) $196 nightly $231 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/83e4c147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/1f085992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves breakfast, lunch, and dinner](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/e824a8ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### JW Marriott Chicago [](https://www.expedia.com/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information) Downtown Chicago 9.2/10 Wonderful (1002) $239 nightly $281 total Apr 11 - Apr 12 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-JW-Marriott-Chicago.h3538327.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/461957e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed with Sofa bed, Corner | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/e4e07af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/3a5d3e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/160000/151200/151139/b90174ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Centric Chicago Magnificent Mile [](https://www.expedia.com/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1080) $177 nightly $208 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Hyatt-Centric-Chicago-Magnificent-Mile.h151139.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1ede47da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/d1b25ed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/c47ab94b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/dfd1e89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waldorf Astoria Chicago [](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) Downtown Chicago 9.4/10 Exceptional (1003) $453 nightly $532 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Waldorf-Astoria-Chicago.h2717582.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, Mediterranean cuisine](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/71f6a2f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/a75a4abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/af38c666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Langham, Chicago [](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) Downtown Chicago 9.8/10 Exceptional (1001) $464 nightly $545 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Langham.h6309326.Hotel-Information) ![Breakfast, lunch, dinner served; American cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c8149674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (LAKE MICHIGAN SUITE) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/ef2f5d42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/3c600fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Gold Coast) | View from room](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/aa0a7cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Hyatt Chicago [](https://www.expedia.com/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) Downtown Chicago 9.6/10 Exceptional (1004) $438 nightly $514 total Apr 9 - Apr 10 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Park-Hyatt-Chicago.h20695.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/0bd05cf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, City View | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/f19b4549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/39fc8c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, City View | Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/113000000/112870000/112868000/112867973/4b5d9cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay One Chicago [](https://www.expedia.com/Chicago-Hotels-Stay-One-Chicago.h112867973.Hotel-Information) Downtown Chicago 7.6/10 Good (4) $312 nightly $367 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Stay-One-Chicago.h112867973.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/d9d52d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/5ac2a6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/7593e673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/899300/899245/fb0cdbc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Chicago O'Hare Suites Hotel [](https://www.expedia.com/Chicago-Hotels-Renaissance-Chicago-OHare-Suites-Hotel.h899245.Hotel-Information) O'Hare 8.6/10 Excellent (1006) $129 nightly $152 total Apr 26 - Apr 27 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-Renaissance-Chicago-OHare-Suites-Hotel.h899245.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/92b6393d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/afed07db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/30af6beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds | Bathroom | Rainfall showerhead, designer toiletries, hair dryer, bathrobes](https://images.trvl-media.com/lodging/19000000/18390000/18385300/18385274/c51f1497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Hotel at Midtown [](https://www.expedia.com/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information) Bucktown 9.0/10 Wonderful (852) $260 nightly $305 total May 6 - May 7 Total with taxes and fees [](https://www.expedia.com/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-20&endDate=2026-04-21®ionId=829&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true) ## Top Chicago Hotel Reviews ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "The hotel is perfect. The view was beautiful. Room was clean, staff were professional and friendly. The food and drinks was amazing 😋 😍 " [](https://expedia.com/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![DoubleTree by Hilton Chicago - Magnificent Mile](https://images.trvl-media.com/lodging/1000000/30000/21200/21152/w5771h3835x0y5-963f61be_y.jpg) ### DoubleTree by Hilton Chicago - Magnificent Mile 10/10 Excellent "I wish it had a indoor pool " [](https://expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Magnificent-Mile.h21152.Hotel-Information) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg) ### Congress Plaza Hotel 10/10 Excellent "Property is always well maintained, very clean and tidy " [](https://expedia.com/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/109a2156_y.jpg) ### The Wade 10/10 Excellent "Very nice. Amazing view of Lake Michigan " [](https://expedia.com/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/24d28405_y.jpg) ### Embassy Suites by Hilton Chicago Downtown River North 8/10 Good "The room was very clean but the amenities are quite dirty. In general is a big hotel with a lot of movement, many families and a lot of people everywhere, so the breakfast (which is great by the way) is very busy. " [](https://expedia.com/Chicago-Hotels-Embassy-Suites-Chicago-Downtown.h11580.Hotel-Information) ![Hotel Felix River North/Magnificent Mile](https://images.trvl-media.com/lodging/3000000/2230000/2222400/2222364/d891f039_y.jpg) ### Hotel Felix River North/Magnificent Mile 10/10 Excellent "Great experience and friendly staff" [](https://expedia.com/Chicago-Hotels-Hotel-Felix-Chicago.h2222364.Hotel-Information) ![Hilton Garden Inn Chicago Downtown/Magnificent Mile](https://images.trvl-media.com/lodging/1000000/430000/424200/424187/f36e2ebe_y.jpg) ### Hilton Garden Inn Chicago Downtown/Magnificent Mile 8/10 Good "It’s ok " [](https://expedia.com/Chicago-Hotels-Hilton-Garden-Inn-Chicago-DowntownMagnificent-Mile.h424187.Hotel-Information) ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/8076f539_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "Great location. Staff was welcoming. Room could have been cleaned better hair on sink, toilet and bed but overall not the worse I’ve seen. Would stay again for sure." [](https://expedia.com/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 6/10 Okay "Didn't get the room I reserved (2 months ago), which was 2 double beds. Instead gave me a king (for 2 adults and a child). What's the point of a reservation if they're just going to give my room away? Easter weekend, hotel full of young teenage girls, who instead of acting like young ladies, were running up and down the hallways like 6 year old boys, and throwing ice at each other until I had to call security." [](https://expedia.com/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ## Frequently asked questions ### How much does a hotel with outdoor pool in Chicago cost? ### Are there hotels in Chicago that have private outdoor pools? > This hotel not only features a private outdoor pool but also provides stunning views of Lake Michigan, enriching the overall experience. Families appreciate the complimentary cribs and free WiFi, making it convenient for those traveling with children. The friendly and helpful staff further enhance the stay, ensuring that every guest feels attended to and valued. ### What are some of the best Chicago hotels with outdoor pools and scenic views? > Another fantastic option is the [Viceroy Chicago](https://www.expedia.com/Chicago-Hotels-Viceroy-Chicago.h18614145.Hotel-Information), also rated 4.5 stars and sharing that same high traveller rating of 9.4\. Here, you'll find a beautiful outdoor pool complete with sun loungers, ideal for soaking up the sun while enjoying a picturesque lake view. The hotel's stylish rooms, equipped with Egyptian cotton sheets and premium bedding, provide a cozy retreat after a day of adventures. Travellers frequently praise the great location and excellent service, making it a popular choice for families and adventure-seeking guests alike. > > > For those who prefer a touch of luxury, [The Ritz-Carlton, Chicago](https://www.expedia.com/Chicago-Hotels-The-Ritz-Carlton.h14447.Hotel-Information) stands out with its 5-star rating and a review score of 9.2\. The outdoor pool offers breathtaking lake views and is complemented by exceptional amenities, including rainfall showerheads and plush bathrobes. Guests consistently highlight the beautiful rooms and outstanding customer service, making it a premier destination for a sophisticated getaway in Chicago. > > > Lastly, the [Renaissance Chicago Downtown Hotel](https://www.expedia.com/Chicago-Hotels-Renaissance-Chicago-Downtown-Hotel.h19215.Hotel-Information), rated 4 stars with a solid traveller score of 9.2, features a refreshing outdoor pool with scenic river views. This hotel is well-loved for its friendly staff and excellent service, ensuring that every family can enjoy a fun and convenient stay. With access to a vibrant shopping district and a range of modern amenities, it's an ideal base for your Chicago adventure. ### Which Chicago hotels with outdoor pools are near Chicago, IL (MDW-Midway Intl.)? > Convenience is key at this hotel, as it provides free airport transportation and a 24-hour airport shuttle, ensuring a straightforward arrival and departure. Additionally, the hotel offers free self-parking and complimentary Wi-Fi, which are superb for families who value both quality and convenience during their travels. Located just 1.1 miles from Chicago Midway International Airport, this hotel makes it easy to access the city while enjoying a pleasant stay. > > > With a traveller rating of 9.2, the DoubleTree by Hilton Chicago Midway Airport is a reliable option for those looking for a blend of comfort and adventure in the Windy City. ### Which Chicago hotels offer poolside service for food and drinks? > Another excellent choice is [The Robey, Chicago, a Member of Design Hotels](https://www.expedia.com/Chicago-Hotels-The-Robey.h15758132.Hotel-Information). With a rating of 9.2, this 3.5-star hotel boasts a poolside bar as well, making it a great spot to unwind after a day of exploring the city. Visitors love the beautiful, clean rooms and the attentive service, ensuring a pleasant stay for families and couples alike. > > > For those looking for a convenient location, [Hilton Grand Vacations Club Chicago Magnificent Mile](https://www.expedia.com/Chicago-Hotels-Hilton-Grand-Vacations-Chicago-Downtown-Magnificent-Mile.h37641670.Hotel-Information) also offers poolside bar service. Rated 9.2, this hotel provides spacious rooms and a friendly setting, making it superb for families who appreciate both comfort and accessibility to Chicago's top attractions. > > > [The Hoxton Chicago](https://www.expedia.com/Chicago-Hotels-The-Hoxton-Chicago.h34761378.Hotel-Information) is another delightful option, featuring a poolside bar and a traveller rating of 9.0\. Guests appreciate its convenient location and the super clean, comfortable rooms, along with the friendly service that ensures a memorable stay. > > > Lastly, [The Hotel at Midtown](https://www.expedia.com/Chicago-Hotels-The-Hotel-At-Midtown.h18385274.Hotel-Information), with a traveller rating of 9.0, complements its poolside bar with a range of amenities, including fitness facilities and yoga classes. This 4-star hotel is superb for those looking to blend leisure with wellness, making it a great choice for families who appreciate both relaxation and activity. ### Is it cheaper to book flights and a Chicago hotel with a pool as a package? ### How can I save on a Chicago hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Packages - Cars - [Hotels near Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Cheap-Hotels.0-n6350699-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels-Luxury-Hotel.0-n6350699-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Riverwalk ](https://www.expedia.com/Chicago-Riverwalk-Hotels.0-l553248621533116610-0.Travel-Guide-Filter-Hotels) - 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