Title: Visit Jackson Park Highlands: 2026 Jackson Park Highlands, Chicago Travel Guide | Expedia.com [Hotels in Jackson Park Highlands](https://expedia.com/Jackson-Park-Highlands-Chicago-Hotels.0-n6132329-0.Travel-Guide-Filter-Hotels)[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 Jackson Park Highlands](https://expedia.com/Car-Rentals-In-Jackson-Park-Highlands.d6132329.Car-Rental-Guide)[Jackson Park Highlands Vacations](https://expedia.com/Jackson-Park-Highlands.d6132329.Destination-Travel-Guides) # Jackson Park Highlands, IL ## Chicago ## Visit Jackson Park Highlands Things to do Hotels Where to stay [Chicago Travel Guide](https://expedia.com/Chicago.dx178248) --- ### Popular places to visit ![Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept](https://images.trvl-media.com/place/6156167/9a44be22-322b-4187-8844-e2aa99b46184.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Michigan Avenue 4.5/5(332 reviews) You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants. [](https://expedia.com/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) ![Wrigley Field featuring cbd, a sporting event and a city](https://images.trvl-media.com/place/6034754/d10ea4fa-9a61-425f-b749-3325e9303223.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wrigley Field 4.5/5(2,128 reviews) Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.com/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) ![Beautiful autumn colors surround modern architecture in Millennium Park, Chicago during a sunny day](https://images.trvl-media.com/place/6069201/87d76a1e-e63f-48a2-8892-fb54ee86f8e1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Millennium Park 4.5/5(7,198 reviews) A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape. [](https://expedia.com/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) ![Chicago_UnitedCenter_6064077_01](https://images.trvl-media.com/place/6064077/45e0cfe3-9e5f-4653-8161-042a957b09fc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### United Center 4.5/5(701 reviews) Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices. [](https://expedia.com/United-Center-Near-West-Side.d6064077.Vacation-Attraction) ![Navy Pier featuring a sunset and rides](https://images.trvl-media.com/place/6069215/a6173fc5-04f4-4a58-b70a-61c78e1b648e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Navy Pier 4.5/5(4,870 reviews) A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.com/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) ![McCormick Place showing a high rise building and a city](https://images.trvl-media.com/place/6069191/6dd1da52-961b-4d36-a030-f105009f678b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### McCormick Place 4.5/5(1,805 reviews) Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges. [](https://expedia.com/McCormick-Place-Near-South-Side.d6069191.Vacation-Attraction) ### Things to do ![Chicago Bulls Basketball Game at United Center](https://mediaim.expedia.com/localexpert/47300776/972792e4-c31c-4347-9c2d-8d50ffbad913.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Bulls Basketball Game at United Center $166 per adult **80%** of travellers recommend [](https://expedia.com/things-to-do/chicago-bulls-basketball-game-at-united-center.a47300776.activity-details) ![Chicago: Navy Pier Centennial Wheel Regular & Express Ticket](https://mediaim.expedia.com/localexpert/4851853/9464687e-f5ac-4a15-9285-f6e26537484c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago: Navy Pier Centennial Wheel Ticket $25 per adult **88%** of travellers recommend [](https://expedia.com/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details) ![Flyover in Chicago](https://mediaim.expedia.com/localexpert/50023979/095bdacd-a8be-4515-aac0-469239aa8c0a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Flyover in Chicago $38 per adult **98%** of travellers recommend [](https://expedia.com/things-to-do/flyover-in-chicago.a50023979.activity-details) ![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wendella's 90-min Chicago River Architecture Tour $41 per adult **94%** of travellers recommend [](https://expedia.com/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details) ![Picture 7 for Activity Chicago River: 1.5-Hour Guided Architecture Cruise](https://mediaim.expedia.com/localexpert/4575180/37c87b99-f11d-4fe0-8f87-3e8f807e4c0c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago River: 1.5-Hour Guided Architecture Cruise $44 per adult **98%** of travellers recommend [](https://expedia.com/things-to-do/chicago-river-15-hour-guided-architecture-cruise.a4575180.activity-details) ![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/feac7bb1-c7ea-4b19-8342-818eafa34e83.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Color Factory Chicago Ticket $34 per adult **96%** of travellers recommend [](https://expedia.com/things-to-do/color-factory-chicago-ticket.a49191714.activity-details) [See all activities in Chicago](https://expedia.com/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) --- ## Jackson Park Highlands Hotel Deals ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue Chicago IL $93 nightly $109 total Feb 16 - Feb 17 Total with taxes and fees Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ... 8/10 Very Good! (9,880 reviews) Great location, beautiful historic hotel with clean, updated rooms. Reviewed on Feb 11, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F16%2F2026&endDate=2%2F17%2F2026&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=6132329) ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Riu Plaza Chicago 150 East Ontario Street Chicago IL $143 nightly $167 total Mar 4 - Mar 5 Total with taxes and fees Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ... 9.2/10 Wonderful! (3,327 reviews) The great customer service, clean room, and enjoyed the free breakfast. Reviewed on Feb 11, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=102622712&PinnedHotelID=102622712&HadPinnedHotel=true®ionId=6132329) ![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Embassy Suites by Hilton Chicago Downtown River North 600 N State St Chicago IL $94 nightly $111 total Feb 22 - Feb 23 Total with taxes and fees Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular ... 8.4/10 Very Good! (5,650 reviews) Average Reviewed on Feb 12, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=6132329) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago 720 S Michigan Ave Chicago IL $164 nightly $192 total Feb 21 - Feb 22 Total with taxes and fees Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ... 8.4/10 Very Good! (2,614 reviews) Outdated rooms and our heater stopped working overnight and the temp fell to 60's which felt freezing given it was zero outside with snow flurries But Matt the maintenance guy came quickly at 6 am thankfully and got it back up and running. Other than that, a truly beautiful hotel and the restaurant ... Reviewed on Feb 8, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F21%2F2026&endDate=2%2F22%2F2026&selected=12570&PinnedHotelID=12570&HadPinnedHotel=true®ionId=6132329) ![Aloft Chicago Mag Mile](https://images.trvl-media.com/lodging/27000000/27000000/26998800/26998765/d755f57e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Aloft Chicago Mag Mile 243 E. Ontario Chicago IL Fully refundableReserve now, pay when you stay $90 nightly $106 total Feb 25 - Feb 26 Total with taxes and fees Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ... 8.6/10 Excellent! (3,063 reviews) Everything was awesome at this hotel. From the attention and care of the desk staff to the fabulousness of the room and valet. Really great. Happy to stay there again. Reviewed on Feb 10, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F25%2F2026&endDate=2%2F26%2F2026&selected=26998765&PinnedHotelID=26998765&HadPinnedHotel=true®ionId=6132329) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago/Magnificent Mile Suites 198 E Delaware Pl Chicago IL $90 nightly $106 total Feb 19 - Feb 20 Total with taxes and fees Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ... 8.8/10 Excellent! (3,788 reviews) Spacious. Clean and great location Reviewed on Feb 11, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F19%2F2026&endDate=2%2F20%2F2026&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true®ionId=6132329) [See all 4,444 properties in Jackson Park Highlands](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=2%2F13%2F2026&endDate=2%2F14%2F2026®ionId=6132329) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=DX-NH_SPRING_PROMO_6132329) ## Check Jackson Park Highlands hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2026-02-12&endDate=2026-02-13)[Feb 12 - Feb 13](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2026-02-12&endDate=2026-02-13) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2026-02-13&endDate=2026-02-14)[Feb 13 - Feb 14](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2026-02-13&endDate=2026-02-14) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026)[Feb 13 - Feb 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2%2F13%2F2026&endDate=2%2F15%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026)[Feb 20 - Feb 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6132329&startDate=2%2F20%2F2026&endDate=2%2F22%2F2026) --- ### Other neighborhoods around Jackson Park Highlands ![Chicago_NearSouthSide_6132399_02](https://images.trvl-media.com/place/6132399/bed0102f-0e70-4cb1-8baa-b00fec33aaca.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Near South Side Travelers choose Near South Side for its abundant dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field. [](https://expedia.com/Chicago-Near-South-Side.dx6132399) ![South Loop featuring a skyscraper and a city](https://images.trvl-media.com/place/6130108/f1bd0360-1400-4c1c-882e-1779972b657f.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### South Loop 4.5/5(607 area reviews) Known for its fascinating museums, panoramic lake views, and popular shops, there's plenty to explore in South Loop. Top attractions like Soldier Field and Lake Michigan are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city. [](https://expedia.com/Chicago-South-Loop.dx6130108) ![Beautiful fireworks](https://images.trvl-media.com/place/829/1a8abde0-c15d-4b25-9c4c-74d2678f7428.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Theatre District While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line). [](https://expedia.com/Chicago-Theatre-District.dx651190586167894016) ![The Loop - Downtown which includes a river or creek](https://images.trvl-media.com/place/800024/9e323a45-98da-4519-b5ca-71275e70174f.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### The Loop 4.5/5(9,481 area reviews) Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago. [](https://expedia.com/Chicago-The-Loop.dx800024) ![A view of the Chicago skyline from the rooftop of the Ace Hotel in the West Loop.](https://images.trvl-media.com/place/829/1a47d60f-edf5-4e44-b25c-6a3708851864.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Near West Side 4.5/5(740 area reviews) Live music, theaters, and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town. [](https://expedia.com/Chicago-Near-West-Side.dx6132434) ![Downtown Chicago showing a city](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Chicago Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city. [](https://expedia.com/Chicago-Downtown-Chicago.dx6350699) [See our Where To Stay guide](https://expedia.com/Chicago.dx178248.Where-To-Stay?rfrr=TG.LP.Dest.Neigh.Neighborhoods) --- --- - [Stays](?pwaLob=wizard-hotel-pwa-v2) - [Packages](?pwaLob=wizard-package-pwa) - [Flights](?pwaLob=wizard-flight-pwa) - [Things to do](?pwaLob=wizard-lx-pwa) - [Cruises](?pwaLob=wizard-cruise-pwa) - [Cars](?pwaLob=wizard-car-pwa) # Jackson Park Highlands, IL ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Chicago Hotels ](https://www.expedia.com/Chicago-Hotels.d178248.Travel-Guide-Hotels) - [Hotels near Downtown Chicago ](https://www.expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Stony Island Station ](https://www.expedia.com/Chicago-Stony-Island-Station-Hotels.d6212811.Travel-Guide-Hotels) - [Hotels near Chicago Bryn Mawr Station ](https://www.expedia.com/Chicago-Bryn-Mawr-Station-Hotels.d6212817.Travel-Guide-Hotels) - [B&B in Chicago Stony Island Station ](https://www.expedia.com/Chicago-Stony-Island-Station-Bed-And-Breakfast.d6212811-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels near Jackson Park ](https://www.expedia.com/Jackson-Park-Hotels.0-l507388-0.Travel-Guide-Filter-Hotels) - [Hotels near South Shore Golf Course ](https://www.expedia.com/South-Shore-Golf-Course-Hotels.0-l553248621555594785-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago South Shore Station ](https://www.expedia.com/Chicago-South-Shore-Station-Hotels.d6212824.Travel-Guide-Hotels) - [Hotels near South Shore ](https://www.expedia.com/South-Shore-Chicago-Hotels.0-n6132437-0.Travel-Guide-Filter-Hotels) - [Hotels near Essex ](https://www.expedia.com/Essex-Chicago-Hotels.0-n6132371-0.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in Essex ](https://www.expedia.com/Essex-Chicago-Hotels-LGBT-Welcoming-Hotel.0-n6132371-0-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in Essex ](https://www.expedia.com/Essex-Chicago-Hotels-Hilton-Hotels.0-n6132371-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Motel 6 Hotels in South Shore ](https://www.expedia.com/South-Shore-Chicago-Hotels-Motel-6.0-n6132437-0--bMotel6.Travel-Guide-Filter-Hotels) - [Extended Stay America Hotels in South Shore ](https://www.expedia.com/South-Shore-Chicago-Hotels-Extended-Stay-America.0-n6132437-0--bExtendedStayAmerica.Travel-Guide-Filter-Hotels) - [5 Star Hotels in South Shore ](https://www.expedia.com/5Star-South-Shore-Chicago-Hotels.s50-n6132437-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago 63rd Street Station ](https://www.expedia.com/Chicago-63rd-Street-Station-Hotels.d6212802.Travel-Guide-Hotels) - [Guest Houses in Chicago 63rd Street Station ](https://www.expedia.com/Chicago-63rd-Street-Station-Guest-Houses.d6212802-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels near Oak Woods Cemetery ](https://www.expedia.com/Oak-Woods-Cemetery-Hotels.0-l553248621555594780-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago 75th Street Station ](https://www.expedia.com/Chicago-75th-Street-Station-Hotels.d6212910.Travel-Guide-Hotels) - [Hotels near ETA Creative Arts Foundation ](https://www.expedia.com/ETA-Creative-Arts-Foundation-Hotels.0-l553248621555594778-0.Travel-Guide-Filter-Hotels) - [Hotels near Garden of the Phoenix ](https://www.expedia.com/Garden-Of-The-Phoenix-Hotels.0-l6069229-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Museum of Science and Industry ](https://www.expedia.com/Chicago-Museum-Of-Science-And-Industry-Hotels.0-l6064043-0.Travel-Guide-Filter-Hotels) - [Guest Houses in Chicago Windsor Park Station ](https://www.expedia.com/Chicago-Windsor-Park-Station-Guest-Houses.d6212829-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels near Chicago Windsor Park Station ](https://www.expedia.com/Chicago-Windsor-Park-Station-Hotels.d6212829.Travel-Guide-Hotels) - [Cheap Hotels in Chicago ](https://www.expedia.com/Chicago-Hotels-Cheap-Hotels.0-0-d178248-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels near Chicago 59th Street Station ](https://www.expedia.com/Chicago-59th-Street-Station-Hotels.d6212800.Travel-Guide-Hotels) - [Hotels near Paul H. 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