Title: Downtown Chicago Vacation Packages 2026 from $266 | Expedia.com [Downtown Chicago Travel Guide](https://expedia.com/Chicago-Downtown-Chicago.dx6350699)[Hotels in Downtown Chicago](https://expedia.com/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.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 Downtown Chicago](https://expedia.com/Car-Rentals-In-Downtown-Chicago.d6350699.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Downtown Chicago Vacations from $266 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Downtown Chicago Vacation Reserving a Downtown Chicago vacation package is a great way to get to know this unique neighborhood. From its must-visit places to its lesser-known delights, you'll be sure to uncover something new. Some leading nearby attractions to see during your trip to Downtown Chicago include [Millennium Park](https://www.expedia.com/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction), [Willis Tower](https://www.expedia.com/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) and [Art Institute of Chicago](https://www.expedia.com/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction). Whatever your travel plans or the size of your budget, booking your dream Downtown Chicago vacation is a cinch with Expedia. ## The Latest Downtown Chicago Vacation Packages Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago Save 100% on your flight $266 per person May 8 - May 10 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 9.4/10 Exceptional! (2,790 reviews) Great staff, clean rooms. Great location Reviewed on Feb 21, 2026 ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago Save 100% on your flight $501 per person May 7 - May 10 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 9/10 Wonderful! (380 reviews) Had a great stay!! Kelly at the front desk was so sweet Reviewed on Feb 22, 2026 ![Holiday Inn Club Vacations at Lake Geneva Resort by IHG](https://images.trvl-media.com/lodging/2000000/1690000/1681300/1681285/bf062b0f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holiday Inn Club Vacations at Lake Geneva Resort by IHG $336 per person May 2 - May 7 found 1 day ago Roundtrip flight included New York (NYC) to Chicago (ORD) 8.8/10 Excellent! (1,003 reviews) Clean room. The only bad thing was that the Grand Geneva Hotel makes sure to let you know that they are only there to check you in nothing else. We were there for three nights, and nobody ever came to take garbage or anything. Reviewed on Feb 19, 2026 ![JW Marriott Chicago](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Chicago Downtown Chicago Save 100% on your flight $401 per person May 1 - May 3 found 1 day ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 9.2/10 Wonderful! (1,000 reviews) The room was great and clean , there was a toilet issue but the staff members gladly were readily available to fix it all ! The amenities including the hot tub, and pool as well as the in room service breakfast was 5/5 . Would absolutely stay here again . Reviewed on Feb 17, 2026 ![La Banque Hotel](https://images.trvl-media.com/lodging/15000000/14710000/14702200/14702161/a8c9af9e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Banque Hotel Save 100% on your flight $376 per person May 1 - May 4 found 9 hours ago Roundtrip flight included Atlanta (ATL) to Chicago (ORD) 9.4/10 Exceptional! (447 reviews) Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring. Reviewed on Jan 26, 2026 ### Things to do in and around Downtown Chicago Downtown Chicago offers a vibrant mix of family-friendly activities and outdoor attractions, making it perfect for a city-themed vacation. Visitors can enjoy popular shopping areas, arena entertainment, and theaters, alongside fun activities like mini golf. With its welcoming atmosphere and numerous nearby attractions, Downtown Chicago promises an unforgettable experience for tourists looking to explore the heart of the Windy City. **Shopping** Experience the vibrant shopping scene in Downtown Chicago at [Chicago Place Mall](https://www.expedia.com/Chicago-Place-Mall.d6199336.Vacation-Attraction), featuring a mix of business and family vibes. Don't miss [900 North Michigan Shops](https://www.expedia.com/900-North-Michigan-Shops.d6199347.Vacation-Attraction) for entertainment and city flair. For a unique experience, visit [Maxwell Street Market](https://www.expedia.com/Maxwell-Street-Market.d6199360.Vacation-Attraction), a bustling public market with a local feel. **Recreation** At [Soldier Field](https://www.expedia.com/Soldier-Field.d6058043.Vacation-Attraction), immerse yourself in the exhilarating sports atmosphere while enjoying outdoor activities. Experience the cultural charm of the [Chicago Theatre](https://www.expedia.com/Chicago-Theatre.d6064049.Vacation-Attraction), where captivating performances await. For a lively night out, visit the [House of Blues Chicago](https://www.expedia.com/House-Of-Blues-Chicago.d6227753.Vacation-Attraction), where soulful music and great food create an unforgettable entertainment experience. **Adventure** Experience the thrill at [Amazing Chicago's Funhouse Maze](https://www.expedia.com/Amazing-Chicagos-Funhouse-Maze.d553248621555594814.Vacation-Attraction), where adventure and family fun collide. For a scenic hike, explore the [Salt Creek Trail](https://www.expedia.com/Salt-Creek-Trail.d553248621532658620.Vacation-Attraction), offering beautiful outdoor vibes. Alternatively, bounce into fun at [Sky High Sports Niles](https://www.expedia.com/Sky-High-Sports-Niles.d553248621532658658.Vacation-Attraction), perfect for family-friendly activities and an adventurous atmosphere. **Nightlife** Experience the vibrant nightlife of Downtown Chicago at [Dave & Buster's](https://www.expedia.com/Dave-Busters.d553248621532658508.Vacation-Attraction), where you can enjoy drinks and entertainment in a lively atmosphere. For a more intimate vibe, head to [Kingston Mines](https://www.expedia.com/Kingston-Mines.d6322633.Vacation-Attraction) or [Blues on Halstead](https://www.expedia.com/Blues-On-Halstead.d6322643.Vacation-Attraction), both offering great live music and a romantic setting just a few miles away. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in Downtown Chicago Downtown Chicago is perfect for family vacations and outdoor adventures, featuring iconic skyscrapers, urban parks, and historic buildings. Visitors can explore cultural attractions and enjoy family-friendly experiences along the scenic Chicago Riverwalk, which is a must-see. Dive into the vibrant city life and discover everything Chicago has to offer, from stunning sights to engaging activities that cater to all ages and interests. - **[Navy Pier: ](https://www.expedia.com/Navy-Pier.d6069215.Vacation-Attraction)** Experience the vibrant atmosphere at Navy Pier, where you can enjoy breathtaking views of Lake Michigan and the Chicago skyline. This lively destination features amusement rides, restaurants, and cultural attractions, making it a perfect spot for families and friends to gather and relax. - **[Michigan Avenue: ](https://www.expedia.com/Michigan-Avenue.d6156167.Vacation-Attraction)** Stroll along Michigan Avenue, known as the Magnificent Mile, where you'll find an array of high-end shops, dining options, and iconic landmarks. The bustling energy of this street captures the essence of Chicago's urban life, perfect for shopping and people-watching. - **[Millennium Park: ](https://www.expedia.com/Millennium-Park.d6069201.Vacation-Attraction)** Visit Millennium Park, an urban oasis showcasing stunning art installations like the Cloud Gate sculpture. With beautiful gardens and open spaces, it's ideal for outdoor activities, picnics, and enjoying live performances, making it a favorite for families and visitors alike. ### Best time to go to Downtown Chicago The best time to visit Downtown Chicago can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Downtown Chicago falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Downtown Chicago falls in January, visitor numbers are slightly low and weather is mostly with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 25.7°F (-3.5°C) | Light Rain | Mostly | Slightly Low | Slightly Low | | February | 27.0°F (-2.8°C) | Light Rain | Mostly | Slightly Low | Slightly Low | | March | 37.0°F (2.8°C) | Light Rain | Mostly | Average | Average | | April | 46.0°F (7.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | May | 57.0°F (13.9°C) | Light Rain | Mostly Sunny | Average | Average | | June | 67.3°F (19.6°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 73.0°F (22.8°C) | Light Rain | Mostly Sunny | Slightly High | Average | | September | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Average | Slightly High | | October | 54.9°F (12.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 42.3°F (5.7°C) | Light Rain | Mostly Sunny | Average | Average | | December | 33.1°F (0.6°C) | Light Rain | Mostly | Average | Slightly Low | ### Tips to save on your trip to Downtown Chicago - Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Downtown Chicago. - Consider traveling to Downtown Chicago during the low season (December to February) for more affordable options. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Where to stay in Downtown Chicago Find the best Downtown Chicago areas and neighborhoods for the activities you enjoy most. [Learn more about Downtown Chicago](https://expedia.com/Chicago-Downtown-Chicago.dx6350699) ![Magnificent Mile illuminated at night showcasing vibrant lights and cultural attractions in Chicago, Illinois](https://images.trvl-media.com/place/800025/2f4bc1ac-f370-4b72-8a89-0aa7dcb93f0c.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Magnificent Mile Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service. [Find hotel + flight trips in Magnificent Mile](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Phoenix,%20Phoenix,%20Arizona,%20United%20States%20of%20America&Destination=Magnificent%20Mile&DestID=800025&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![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. [Find hotel + flight trips in The Loop](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Phoenix,%20Phoenix,%20Arizona,%20United%20States%20of%20America&Destination=The%20Loop&DestID=800024&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![River North showing railway items, street scenes and a city](https://images.trvl-media.com/place/6350695/b009c703-f7ab-4e4c-95a4-4b883071adef.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### River North Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building. [Find hotel + flight trips in River North](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Phoenix,%20Phoenix,%20Arizona,%20United%20States%20of%20America&Destination=River%20North&DestID=6350695&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Underground passage in the Chicago O'Hare airport](https://images.trvl-media.com/place/553248635074842747/1dda5453-2f05-4485-9f3c-404a7075d270.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### O'Hare 4/5(776 area reviews) Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates. [Find hotel + flight trips in O'Hare](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Phoenix,%20Phoenix,%20Arizona,%20United%20States%20of%20America&Destination=O%27Hare&DestID=553248635074842747&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Chicago which includes modern architecture and a city](https://images.trvl-media.com/place/6059328/2fb61786-4c0f-40e8-ae4e-a0fad3f9539a.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Lincoln Park 4.5/5(320 area reviews) Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads. [Find hotel + flight trips in Lincoln Park](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Phoenix,%20Phoenix,%20Arizona,%20United%20States%20of%20America&Destination=Lincoln%20Park&DestID=6059328&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Downtown Chicago 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 Fully refundableReserve now, pay when you stay $109 total per night Feb 23 - Feb 24 8/10 Very Good! (9,925 reviews) Room was very cold, key didn’t work for the side door Reviewed on Feb 22, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F23%2F2026&endDate=2%2F24%2F2026&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true®ionId=6350699) ![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 Fully refundableReserve now, pay when you stay $144 total per night Mar 4 - Mar 5 9.4/10 Exceptional! (3,386 reviews) Great staff, clean rooms. Great location Reviewed on Feb 21, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=102622712&PinnedHotelID=102622712&HadPinnedHotel=true®ionId=6350699) ![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 Fully refundableReserve now, pay when you stay $116 total per night Mar 4 - Mar 5 8.6/10 Excellent! (5,685 reviews) Nice location, clean room, Happy Hour passes, and included breakfast. Reviewed on Feb 22, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F4%2F2026&endDate=3%2F5%2F2026&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true®ionId=6350699) [See all 1,682 properties in Downtown Chicago](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F23%2F2026&endDate=2%2F24%2F2026®ionId=6350699) 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/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ### Discover the most popular places to visit in Downtown Chicago ![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) ![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) ![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) ### 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) ![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) ![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) [See all activities in Chicago](https://expedia.com/things-to-do/search?rid=6350699) ## Explore a world of travel with Expedia - 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[Streeterville Vacations ](https://www.expedia.com/Streeterville.d6130109.Destination-Travel-Guides) - [Museum of Broadcast Communications ](https://www.expedia.com/Museum-Of-Broadcast-Communications-Downtown-Chicago.d553248621533116576.Vacation-Attraction) - [Marshall Field Building ](https://www.expedia.com/Marshall-Field-Building-Downtown-Chicago.d553248621533116570.Vacation-Attraction) - [Daley Plaza ](https://www.expedia.com/Daley-Plaza-Downtown-Chicago.d553248621533116574.Vacation-Attraction) - [Water Tower Place ](https://www.expedia.com/Water-Tower-Place-Downtown-Chicago.d6064087.Vacation-Attraction) - [American Medical Association Headquarters ](https://www.expedia.com/American-Medical-Association-Headquarters-Downtown-Chicago.d6227758.Vacation-Attraction) - [House of Blues Chicago ](https://www.expedia.com/House-Of-Blues-Chicago-Downtown-Chicago.d6227753.Vacation-Attraction) - [Northwestern Memorial Hospital ](https://www.expedia.com/Northwestern-Memorial-Hospital-Downtown-Chicago.d6175159.Vacation-Attraction) - 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[Driehaus Museum ](https://www.expedia.com/Driehaus-Museum-Downtown-Chicago.d6246825.Vacation-Attraction) - [Chicago Place Mall ](https://www.expedia.com/Chicago-Place-Mall-Downtown-Chicago.d6199336.Vacation-Attraction) - [St. James Cathedral ](https://www.expedia.com/St-James-Cathedral-Downtown-Chicago.d553248621555594915.Vacation-Attraction) - [Picasso Statue ](https://www.expedia.com/Picasso-Statue-Downtown-Chicago.d6069235.Vacation-Attraction) - [Chase Tower ](https://www.expedia.com/Chase-Tower-Downtown-Chicago.d553248621555594882.Vacation-Attraction) - [Prentice Women's Hospital ](https://www.expedia.com/Prentice-Womens-Hospital-Downtown-Chicago.d6175153.Vacation-Attraction) - [State Street ](https://www.expedia.com/State-Street-Bronzeville.d6175182.Vacation-Attraction) - [Willis Tower ](https://www.expedia.com/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) - [Sullivan Center ](https://www.expedia.com/Sullivan-Center-Downtown-Chicago.d553248621533116571.Vacation-Attraction) - [Chinese Consulate ](https://www.expedia.com/Chinese-Consulate-Downtown-Chicago.d553248635921782896.Vacation-Attraction) - [Buckingham Fountain ](https://www.expedia.com/Buckingham-Fountain-Downtown-Chicago.d6064027.Vacation-Attraction) - [Richard J. Daley Center ](https://www.expedia.com/Richard-J-Daley-Center-Downtown-Chicago.d6175173.Vacation-Attraction) - [Ann and Robert H. Lurie Children's Hospital ](https://www.expedia.com/Ann-And-Robert-H-Lurie-Childrens-Hospital-Downtown-Chicago.d553248624898453771.Vacation-Attraction) - [Amazing Chicago's Funhouse Maze ](https://www.expedia.com/Amazing-Chicagos-Funhouse-Maze-Downtown-Chicago.d553248621555594814.Vacation-Attraction) - [Northwestern Pritzker School of Law ](https://www.expedia.com/Northwestern-Pritzker-School-Of-Law-Downtown-Chicago.d553248635921782785.Vacation-Attraction) - [Miró's Chicago ](https://www.expedia.com/Miros-Chicago-Downtown-Chicago.d553248621533116567.Vacation-Attraction) - [Holy Name Cathedral ](https://www.expedia.com/Holy-Name-Cathedral-Downtown-Chicago.d6246831.Vacation-Attraction) - [Chicago Temple ](https://www.expedia.com/Chicago-Temple-Downtown-Chicago.d553248621561883126.Vacation-Attraction) - [Cibc Theatre ](https://www.expedia.com/CIBC-Theatre-Downtown-Chicago.d553248621563220853.Vacation-Attraction) - [Chicago Children's Museum ](https://www.expedia.com/Chicago-Childrens-Museum-Downtown-Chicago.d6064033.Vacation-Attraction) - [Chicago City Hall ](https://www.expedia.com/Chicago-City-Hall-Downtown-Chicago.d6064035.Vacation-Attraction) - [Car rentals near Chicago ](https://www.expedia.com/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide) - [Chicago Vacation Rentals ](https://www.expedia.com/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals) - [Things to do in Chicago ](https://www.expedia.com/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.