Title: 10 TOP Things to Do in Chicago January 2026 | Expedia.ca [Chicago Travel Guide](https://expedia.ca/Chicago.dx178248)[Hotels in Chicago](https://expedia.ca/Chicago-Hotels.d178248.Travel-Guide-Hotels)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)[Chicago Vacation Packages](https://expedia.ca/Chicago.d178248.Destination-Travel-Guides) # What to do in Chicago, IL ## Activities, attractions and tours ## Visit Chicago Types of activities Where to stay [Chicago travel guide](https://expedia.ca/Chicago.dx178248) ![Chicago showing a high-rise building and a city as well as a family](https://images.trvl-media.com/place/178248/719a2712-bcc7-4b9d-86cc-997f107a7839.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chicago showing a high-rise building and a city as well as a family](https://images.trvl-media.com/place/178248/719a2712-bcc7-4b9d-86cc-997f107a7839.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chicago featuring heritage elements, signage and a high-rise building](https://images.trvl-media.com/place/178248/91a62933-53d7-480a-8a45-dedb89568969.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Lake Michigan showing city views, a river or creek and night scenes](https://images.trvl-media.com/place/6338716/1c2f76ba-f6ae-40b8-b881-ca4b468dedb9.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chicago which includes street scenes and a skyscraper as well as a family](https://images.trvl-media.com/place/178248/205f41a8-ca87-440e-ac5a-e579102fab0a.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Chicago Attractions People head to the Windy City for more than just pizza , as they should. In the summer you can claim part of the Lake Michigan shoreline, and when temperatures dip Millennium Park opens up an ice skating rink. From fine dining to world-class shopping , there are plenty of fun things to do in Chicago, Illinois. Of course, the Chicago art and culture scene is also quite the draw, bringing in all types of travelers from around the globe. You’re bound to leave Chicago with a full stomach and lots to talk about. #### Areas & Neighborhoods Chicago is a city of diverse neighborhoods, each with its own flavor. The heartland sure isn’t bland and cookie-cutter, at least in The Windy City. No, Chicago is teeming with cultures from around the globe and plenty of food to please any palate. **Chinatown** — On the south side of Chicago, Chinatown serves up authentic gastronomy and landmarks in near equal measure. This cultural haven is among the top attractions in Chicago; once you enter through the eye-catching Chinatown Gate, savor the sights and sounds of this bustling area and examine the tile mosaic art. **Hyde Park** — Hyde Park hosted the Chicago World’s Fair in 1893, and it has been welcoming visitors with open arms (and a bounty of good eats) ever since. The historically significant neighborhood is home to architecture designed by Frank Lloyd Wright and the University of Chicago. **Lincoln Park** — This north-side neighborhood is a favorite for shoppers and outdoor enthusiasts. Armitage Avenue is characterized by small boutiques, but you can still find upscale stores right around the corner. The area of Lincoln Park also has an actual park by the same name, where you can stroll through the free zoo or picnic somewhere on the 1,200-acre space. **Streeterville** — This waterfront is best known as the home of Navy Pier, where you can partake in amusement rides and more. The area has more to offer than the pier, however, so it’s also a good stop if you want to indulge in fine dining or stop by a contemporary art museum. #### What to See in Chicago If you trekked to Chicago with camera in hand, there are plenty of things to see in Chicago. The Willis Tower Skydeck offers stunning views of the city from the glass-bottomed ledge of its 103rd floor. Iconic buildings like the John Hancock Center and Tribune Tower are also worth a photo or two. More than 200 theaters are littered throughout Chicago, including The Chicago Theatre and The Second City comedy club, so you can take in a show any night of the week. #### Things to Do & Attractions in Chicago From hang-gliding to diving into a Chicago-style pizza , you will never run out of things to do in Chicago. The Magnificent Mile is an impressive stretch of nearly 500 stores and hundreds of restaurants, so you can easily fill a day here. When weather permits, hit the links at local greens like the Jackson Park Golf Course. From the evening until the wee hours of the morning, night owls can burn plenty of calories on the dancefloors of downtown nightclubs. You should also embark on one of the many Chicago tours, which help you see the city by Segway®, bicycle, boat tour, or foot. --- - ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. - ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. --- ## Top places to visit ### 1\. Wrigley Field Fans of baseball know Wrigley Field as the long-time home of the Chicago Cubs. Built in 1914, this is one of the oldest and best-known ballparks in the US. Some of the most memorable moments in baseball history have been played out here, including Babe Ruth’s now famous “called shot” in 1932 during the World Series. He allegedly pointed to the bleachers, predicting that he’d hit a home run, and then did. Legendary Cubs player Ernie Banks nicknamed the stadium "The Friendly Confines" because fans were wild about their team and ballpark. Catch a game and mingle with the passionate locals if you’re in town March through September. [Learn more ](https://www.expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction) ![Wrigley Field showing a city and landscape views](https://images.trvl-media.com/place/6034754/7e4dd8d1-ab93-4796-8cf1-197bcdfe18f6.jpg) ### 2\. McCormick Place McCormick Place is both the biggest convention center in Chicago and the biggest one anywhere in the U.S. This vast, sprawling complex is an impressive feat of architecture and engineering that was founded well over half a century ago. Attend an event here to get a sense of its incredible scale. [Learn more ](https://www.expedia.ca/McCormick-Place-Near-South-Side.d6069191.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) ### 3\. Navy Pier Navy Pier draws more than 8.6 million visitors each year. It has rides, restaurants, shops, parks and boat tours, all within a 50-acre pier on Lake Michigan. Open year-round, it’s busiest in the summer months when there are open-air stalls selling souvenirs and weekly firework displays. [Learn more ](https://www.expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) ![Navy Pier featuring a sunset and rides](https://images.trvl-media.com/place/6069215/a6173fc5-04f4-4a58-b70a-61c78e1b648e.jpg) ### 4\. Millennium Park Millennium Park is a 25-acre (10 hectare) park in the central Loop. Locals and tourists gather year-round for concerts, biking and jogging, and to admire the sculptures dotting the landscape. Conveniently located near other attractions, it’s easy to combine a walk through the park with a visit to the Art Institute of Chicago or shopping along the Magnificent Mile. [Learn more ](https://www.expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) ![Reflection of a Chicago buildings in a mirror of Chicago Bean, Millennium Park, Chicago city, USA., Shutterstock ID 1129809965, Purchase Order: SP-2109, Order Number: SP-2109 Qantas AU US Sale New Ads](https://images.trvl-media.com/place/6069201/dce58962-e3d4-4c61-b924-2acc9b980313.jpg) ### 5\. Soldier Field Soldier Field has been one of Chicago’s most well-known landmarks since its construction in 1924 and is the oldest NFL stadium in the country. [Learn more ](https://www.expedia.ca/Soldier-Field-Near-South-Side.d6058043.Vacation-Attraction) ![Soldier Field featuring landscape views and a city](https://images.trvl-media.com/place/6058043/6ea6a69b-909c-49e3-aff3-da30aff927fe.jpg) ### 6\. Chicago Riverwalk Get a sense of the culture and character of the Windy City by wandering along the Chicago Riverwalk. This scenic stretch of the city follows the banks of the Chicago River from near the edge of Lake Michigan through Downtown to where the river splits. As you follow the walkway, pass impressive bridges, fascinating museums and trendy dining spots. [Learn more ](https://www.expedia.ca/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction) ![Chicago Riverwalk featuring a river or creek, a high-rise building and a city](https://images.trvl-media.com/place/553248621533116610/2226c4aa-f944-42f1-81f9-955ea58ff161.jpg) ### 7\. Grant Park Grant Park is one of Chicago’s most loved and diverse public parks, with a host of family-friendly attractions and activities. It spreads across 319 acres (129 hectares) between Michigan Avenue and the banks of Lake Michigan. Grant Park is a scenic area blessed with everything from concert venues and museums to public art, statues and well-groomed lawns. Walk along wide tree-lined promenades dissecting the park. [Learn more ](https://www.expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction) ![Grant Park showing a city, a park and landscape views](https://images.trvl-media.com/place/507389/38980537-4868-42ef-a91f-c5c951b42b53.jpg) ## Recommended things to do in Chicago | Number of things to do | 180 | | ------------------------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [eSIM: Airalo United States Package](/things-to-do/esim-airalo-united-states-package.a49634661.activity-details): CA $3 | | Top 5 things to do | [360 CHICAGO Observation Deck](/things-to-do/360-chicago-observation-deck.a170348.activity-details)[Chicago CityPASS®: Experience 5 must-see attractions](/things-to-do/chicago-citypass-experience-5-must-see-attractions.a190061.activity-details)[Chicago Hop-On Hop-Off Big Bus Tour](/things-to-do/chicago-hop-on-hop-off-big-bus-tour.a370132.activity-details)[Chicago: Navy Pier Centennial Wheel Ticket](/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details)[Chicago Bulls Basketball Game at United Centre](/things-to-do/chicago-bulls-basketball-game-at-united-centre.a47300776.activity-details) | | Half-day tours | [360 CHICAGO Observation Deck](/things-to-do/360-chicago-observation-deck.a170348.activity-details)[Chicago Bulls Basketball Game at United Centre](/things-to-do/chicago-bulls-basketball-game-at-united-centre.a47300776.activity-details)[Chicago Crime and Mob Bus Tour](/things-to-do/chicago-crime-and-mob-bus-tour.a1342522.activity-details)[Colour Factory Chicago Ticket](/things-to-do/colour-factory-chicago-ticket.a49191714.activity-details)[Museum of Ice Cream Chicago](/things-to-do/museum-of-ice-cream-chicago.a44462004.activity-details) | | With kids | [360 CHICAGO Observation Deck](/things-to-do/360-chicago-observation-deck.a170348.activity-details)[Chicago CityPASS®: Experience 5 must-see attractions](/things-to-do/chicago-citypass-experience-5-must-see-attractions.a190061.activity-details)[Chicago Hop-On Hop-Off Big Bus Tour](/things-to-do/chicago-hop-on-hop-off-big-bus-tour.a370132.activity-details)[Chicago: Navy Pier Centennial Wheel Ticket](/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details)[Chicago Explorer Pass: Save up to 50 Percent - Includes SkyDeck](/things-to-do/chicago-explorer-pass-save-up-to-50-percent-includes-skydeck.a259056.activity-details) | ## What to do in Chicago --- ### Discover the most popular places to visit in 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(19 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.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction) ![Wrigley Field featuring central business district, a city and a sporting event](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(158 reviews) Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium. [](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.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(141 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.ca/McCormick-Place-Near-South-Side.d6069191.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(459 reviews) A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district. [](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction) ![Millennium Park featuring autumn colours, street scenes and a city](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(722 reviews) A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape. [](https://expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) ![Soldier Field which includes a high-rise building, a city and modern architecture](https://images.trvl-media.com/place/6058043/a6d7265e-c5df-4d76-82e8-7937dba83c13.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Soldier Field 4.5/5(114 reviews) Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations. [](https://expedia.ca/Soldier-Field-Near-South-Side.d6058043.Vacation-Attraction) ![Chicago Riverwalk featuring a river or creek, a bay or harbour and a city](https://images.trvl-media.com/place/553248621533116610/1742d80f-9a94-4104-8fda-70856c757147.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chicago Riverwalk 4.5/5(149 reviews) Stroll along the waterfront of the Chicago River to pass some of the city’s most appealing attractions and appreciate how a once grim area has been successfully revamped. [](https://expedia.ca/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.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(96 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.ca/United-Center-Near-West-Side.d6064077.Vacation-Attraction) ![Grant Park showing a garden and night scenes](https://images.trvl-media.com/place/507389/2bd47a5b-0f39-4df8-b69b-20c444a08481.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Grant Park 4.5/5(291 reviews) Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals. [](https://expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction) ### Explore areas of Chicago ![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 The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art. [](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699) ![Magnificent Mile - River North](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. [](https://expedia.ca/Chicago-Magnificent-Mile.dx800025) ![The Loop - Downtown featuring 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(725 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.ca/Chicago-The-Loop.dx800024) ![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. [](https://expedia.ca/Chicago-River-North.dx6350695) ![The dinosaur is ready for American football season.](https://images.trvl-media.com/place/829/7897d999-2146-461f-9e05-80d4a5ca217e.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### O'Hare 3.5/5(38 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. [](https://expedia.ca/Chicago-OHare.dx553248635074842747) ![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.ca/Chicago-Theatre-District.dx651190586167894016) --- Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. --- ## Day trip destinations from Chicago ![Beautiful morning , the small pond is still frozen.](https://images.trvl-media.com/place/6276/acb8f3d4-a89b-48fb-a964-79ad92f20924.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Buffalo Grove ![I like the architecture of this airport. I always find myself snapping pics at O'Hare](https://images.trvl-media.com/place/553248635074842747/4c830a7f-a9f5-4e29-83f7-dc2e54b474ac.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Schiller Park ![Sunrise on the 13th hole at the resort golf course. When I walked up to the tee box I had to take a few pictures of the beautiful colors.](https://images.trvl-media.com/place/319626121760998419/3f8386c8-068d-42d5-9750-a2cfb2189c1f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### West Chicago ![Autumn Orange Sunset Ray *Nature's Portraits Inspiration* #MyBackyard #Nature #City #Illinois #Villa Park #USA #Chicago #Sunrise #Mist #Tree #Landscape #Autumn #Fall How amazing if you can catch an orange sun ray created by combinations of dust, sunlight and autumn leafs color while a lady trimming lawn at her house front yard. Villa Park is just one of the residential city where located not far away from Chicago, Illinois. However, this unique scene caught in the right place, right angle, right timing, right moment and right season. This scene was a very rare and the beauty of "Nature", photo captured at Villa Park, Illinois USA during Autumn season. Photo Licensed by iLOVEnature's Photography Inspiration l All rights reserved](https://images.trvl-media.com/place/7471/2b4cc298-8917-44e9-aa25-9ab790814ec3.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Villa Park ![Rosemont](https://images.trvl-media.com/place/7581/af8b60eb-9b67-4b45-bb5b-bf215ecb3cbc.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Rosemont ![ Aerial Sunset View of Northside Park Wheaton Illinois DuPage County Scenic Landscape”](https://images.trvl-media.com/place/7599/4972bc7d-86b0-4b73-88e0-4e86a12b6f8e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Wheaton ![One of the few places in Illinois you can spot these magnificent birds on a regular basis. The call of this bird might be the most hideous in the wild. It sounds like a rusty door hinge and is very distinct. This is a bird you always hear before you see. These are very rare in Illinois. ](https://images.trvl-media.com/place/7602/2a0d368a-a6ce-4eb1-9dda-42714dfbf66c.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Hoffman Estates ![The Metra station on a foggy day](https://images.trvl-media.com/place/7613/2148183e-40ce-4059-b672-ca2c46f19954.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Deerfield ## Frequently asked questions ### Is Chicago worth visiting? ### How do I spend a day in Chicago? ### What is the top tourist attraction in Chicago? ### Is three days enough to stay in Chicago? ### Is Chicago a walkable city? ### What are some activities to do in Chicago with kids? > - [360 CHICAGO Observation Deck](https://expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details) > - [Chicago CityPASS®: Experience 5 must-see attractions](https://expedia.ca/things-to-do/chicago-citypass-experience-5-must-see-attractions.a190061.activity-details) > - [Chicago Hop-On Hop-Off Big Bus Tour](https://expedia.ca/things-to-do/chicago-hop-on-hop-off-big-bus-tour.a370132.activity-details) > - [Chicago: Navy Pier Centennial Wheel Ticket](https://expedia.ca/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details) > - [Chicago Explorer Pass: Save up to 50 Percent - Includes SkyDeck](https://expedia.ca/things-to-do/chicago-explorer-pass-save-up-to-50-percent-includes-skydeck.a259056.activity-details) ### What to do in Chicago for adults? ### Are there free things to do in Chicago? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [3 Star Hotels in The Loop ](https://www.expedia.ca/3Star-The-Loop-Chicago-Hotels.s30-n800024-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in The Loop ](https://www.expedia.ca/4Star-The-Loop-Chicago-Hotels.s40-n800024-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in The Loop ](https://www.expedia.ca/5Star-The-Loop-Chicago-Hotels.s50-n800024-0.Travel-Guide-Filter-Hotels) - [Hotels near Adams-Wabash Station ](https://www.expedia.ca/Adams-Wabash-Station-Hotels.d6210258.Travel-Guide-Hotels) - [Houseboats in Adams-Wabash Station ](https://www.expedia.ca/Adams-Wabash-Station-Houseboats.d6210258-aaHouseboats.Travel-Guide-Accommodation) - [Hotels near Art Institute of Chicago ](https://www.expedia.ca/Art-Institute-Of-Chicago-Hotels.0-l6064021-0.Travel-Guide-Filter-Hotels) - [Hotels near CIBC Theatre ](https://www.expedia.ca/CIBC-Theatre-Hotels.0-l553248621563220853-0.Travel-Guide-Filter-Hotels) - [Hotels near Chagall's Four Seasons ](https://www.expedia.ca/Chagalls-Four-Seasons-Hotels.0-l553248621533116569-0.Travel-Guide-Filter-Hotels) - [Hotels near Chase Tower ](https://www.expedia.ca/Chase-Tower-Hotels.0-l553248621555594882-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Temple ](https://www.expedia.ca/Chicago-Temple-Hotels.0-l553248621561883126-0.Travel-Guide-Filter-Hotels) - [Hotels near Chicago Theatre ](https://www.expedia.ca/Chicago-Theatre-Hotels.0-l6064049-0.Travel-Guide-Filter-Hotels) - [Downtown Chicago Hotels ](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Madison-Wabash Station ](https://www.expedia.ca/Madison-Wabash-Station-Apart-Hotels.d6210251-aaApartHotels.Travel-Guide-Accommodation) - [Hotels near Madison-Wabash Station ](https://www.expedia.ca/Madison-Wabash-Station-Hotels.d6210251.Travel-Guide-Hotels) - [Inns in Madison-Wabash Station ](https://www.expedia.ca/Madison-Wabash-Station-Inns.d6210251-aaInns.Travel-Guide-Accommodation) - [Magnificent Mile Hotels ](https://www.expedia.ca/Magnificent-Mile-Chicago-Hotels.0-n800025-0.Travel-Guide-Filter-Hotels) - [Hotels near Millennium Park ](https://www.expedia.ca/Millennium-Park-Hotels.0-l6069201-0.Travel-Guide-Filter-Hotels) - [Hotels near Monroe Station ](https://www.expedia.ca/Monroe-Station-Hotels.d6189309.Travel-Guide-Hotels) - [Houseboats in Monroe Station ](https://www.expedia.ca/Monroe-Station-Houseboats.d6210064-aaHouseboats.Travel-Guide-Accommodation) - [Hotels near Richard J. Daley Center ](https://www.expedia.ca/Richard-J-Daley-Center-Hotels.0-l6175173-0.Travel-Guide-Filter-Hotels) - [Hotels near State Street ](https://www.expedia.ca/State-Street-Hotels.0-l6175182-0.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Adults-Only-Resorts.0-n800024-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-All-Inclusive-Hotel.0-n800024-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Beach-Hotel.0-n800024-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Best Western Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Best-Western.0-n800024-0--bBestWestern.Travel-Guide-Filter-Hotels) - [Boutique Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Boutique-Hotel.0-n800024-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Cheap-Hotels.0-n800024-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Destination Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Destination-Hotels.0-n800024-0--bDestinationHotels.Travel-Guide-Filter-Hotels) - [Fairmont Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Fairmont.0-n800024-0--bFairmont.Travel-Guide-Filter-Hotels) - [Family Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Family-Hotel.0-n800024-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Golf-Hotel.0-n800024-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hilton Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hilton-Hotels.0-n800024-0--bHiltonHotels.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Honeymoon-Hotels.0-n800024-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotel-With-Pool.0-n800024-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Free-Airport-Shuttle.0-n800024-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Free-Breakfast.0-n800024-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Free-Parking.0-n800024-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Hot-Tubs.0-n800024-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Hotels-With-Indoor-Pool.0-n800024-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Kimpton Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Kimpton-Hotels.0-n800024-0--bKimptonHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Luxury-Hotel.0-n800024-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Marriott-Hotels-Resorts.0-n800024-0--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Oceanfront-Hotels.0-n800024-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Romantic Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Romantic-Hotel.0-n800024-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Shopping-Hotel.0-n800024-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in The Loop ](https://www.expedia.ca/The-Loop-Chicago-Hotels-Spa-Hotel.0-n800024-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [The Loop Hotels ](https://www.expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Theatre District ](https://www.expedia.ca/Theatre-District-Chicago-Hotels-Cheap-Hotels.0-n651190586167894016-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Theatre District ](https://www.expedia.ca/Theatre-District-Chicago-Hotels-Luxury-Hotel.0-n651190586167894016-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Theatre District Hotels ](https://www.expedia.ca/Theatre-District-Chicago-Hotels.0-n651190586167894016-0.Travel-Guide-Filter-Hotels) - [Flights from Toronto (YYZ) to Chicago (ORD) ](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago) - [Cibc Theatre ](https://www.expedia.ca/CIBC-Theatre-Downtown-Chicago.d553248621563220853.Vacation-Attraction) - [Visit Downtown Chicago ](https://www.expedia.ca/Chicago-Downtown-Chicago.dx6350699) - [Visit The Loop ](https://www.expedia.ca/Chicago-The-Loop.dx800024) - [Millennium Park ](https://www.expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction) - [Richard J. Daley Center ](https://www.expedia.ca/Richard-J-Daley-Center-Downtown-Chicago.d6175173.Vacation-Attraction) - [The Loop Vacations ](https://www.expedia.ca/The-Loop.d800024.Destination-Travel-Guides) - [Alamo Rent A Car Rental Cars in The Loop ](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-The-Loop.d800024-c6.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in The Loop ](https://www.expedia.ca/Avis-Car-Rentals-In-The-Loop.d800024-c41.Car-Rental-Guide-Suppliers) - [Car rentals near Richard J. Daley Center ](https://www.expedia.ca/Car-Rentals-In-Richard-J-Daley-Center.d6175173.Car-Rental-Guide) - [Car rentals near The Loop ](https://www.expedia.ca/Car-Rentals-In-The-Loop.d800024.Car-Rental-Guide) - [Dollar Rent A Car Rental Cars in The Loop ](https://www.expedia.ca/Dollar-Rent-A-Car-Car-Rentals-In-The-Loop.d800024-c43.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in The Loop ](https://www.expedia.ca/Enterprise-Car-Rentals-In-The-Loop.d800024-c15.Car-Rental-Guide-Suppliers) - [Fox Rental Cars Rental Cars in The Loop ](https://www.expedia.ca/Fox-Rental-Cars-Car-Rentals-In-The-Loop.d800024-c19.Car-Rental-Guide-Suppliers) - [Oryx Rent A Car Rental Cars in The Loop ](https://www.expedia.ca/ORYX-Rent-A-Car-Car-Rentals-In-The-Loop.d800024-c1059.Car-Rental-Guide-Suppliers) - [Payless Rental Cars in The Loop ](https://www.expedia.ca/Payless-Car-Rentals-In-The-Loop.d800024-c38.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in The Loop ](https://www.expedia.ca/Rent-A-Wreck-Car-Rentals-In-The-Loop.d800024-c33.Car-Rental-Guide-Suppliers) - [Routes Rental Cars in The Loop ](https://www.expedia.ca/Routes-Car-Rentals-In-The-Loop.d800024-c1101.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in The Loop ](https://www.expedia.ca/Sixt-Car-Rentals-In-The-Loop.d800024-c35.Car-Rental-Guide-Suppliers) - [Thrifty Car Rental Rental Cars in The Loop ](https://www.expedia.ca/Thrifty-Car-Rental-Car-Rentals-In-The-Loop.d800024-c45.Car-Rental-Guide-Suppliers) - [Things to do in Bensenville ](https://www.expedia.ca/Things-To-Do-In-Bensenville.d78950.Travel-Guide-Activities) - [Things to do in Central Chicago ](https://www.expedia.ca/Things-To-Do-In-Central-Chicago.d553248635976475413.Travel-Guide-Activities) - [Things to do in Countryside ](https://www.expedia.ca/Things-To-Do-In-Countryside.d7682.Travel-Guide-Activities) - [Things to do in Crystal Lake ](https://www.expedia.ca/Things-To-Do-In-Crystal-Lake.d7731.Travel-Guide-Activities) - [Things to do in Des Plaines ](https://www.expedia.ca/Things-To-Do-In-Des-Plaines.d7863.Travel-Guide-Activities) - [Things to do in East Dundee ](https://www.expedia.ca/Things-To-Do-In-East-Dundee.d553248634983561217.Travel-Guide-Activities) - [Things to do in Evanston ](https://www.expedia.ca/Things-To-Do-In-Evanston.d8049.Travel-Guide-Activities) - [Things to do in Glen Ellyn ](https://www.expedia.ca/Things-To-Do-In-Glen-Ellyn.d8004.Travel-Guide-Activities) - [Things to do in Highland Park ](https://www.expedia.ca/Things-To-Do-In-Highland-Park.d8345.Travel-Guide-Activities) - [Things to do in Kane County ](https://www.expedia.ca/Things-To-Do-In-Kane-County.d553248635976433351.Travel-Guide-Activities) - [Things to do in Lakemoor ](https://www.expedia.ca/Things-To-Do-In-Lakemoor.d553248634983526207.Travel-Guide-Activities) - [Things to do in North Chicago ](https://www.expedia.ca/Things-To-Do-In-North-Chicago.d9157.Travel-Guide-Activities) - [Things to do in North Suburbs ](https://www.expedia.ca/Things-To-Do-In-North-Suburbs.d6059336.Travel-Guide-Activities) - [Things to do in Northbrook ](https://www.expedia.ca/Things-To-Do-In-Northbrook.d9142.Travel-Guide-Activities) - [Things to do in Northwest Chicago ](https://www.expedia.ca/Things-To-Do-In-Northwest-Chicago.d6350697.Travel-Guide-Activities) - [Things to do in Oak Brook ](https://www.expedia.ca/Things-To-Do-In-Oak-Brook.d9218.Travel-Guide-Activities) - [Things to do in Oak Lawn ](https://www.expedia.ca/Things-To-Do-In-Oak-Lawn.d9227.Travel-Guide-Activities) - [Things to do in Oak Park ](https://www.expedia.ca/Things-To-Do-In-Oak-Park.d9228.Travel-Guide-Activities) - [Things to do in Palatine ](https://www.expedia.ca/Things-To-Do-In-Palatine.d9059.Travel-Guide-Activities) - [Things to do in Riverdale ](https://www.expedia.ca/Things-To-Do-In-Riverdale.d6132178.Travel-Guide-Activities) - [Things to do in Roselle ](https://www.expedia.ca/Things-To-Do-In-Roselle.d6084473.Travel-Guide-Activities) - [Things to do in Rosemont ](https://www.expedia.ca/Things-To-Do-In-Rosemont.d7581.Travel-Guide-Activities) - [Things to do in Round Lake ](https://www.expedia.ca/Things-To-Do-In-Round-Lake.d6216104.Travel-Guide-Activities) - [Things to do in Schiller Park ](https://www.expedia.ca/Things-To-Do-In-Schiller-Park.d6710.Travel-Guide-Activities) - [Things to do in Skokie ](https://www.expedia.ca/Things-To-Do-In-Skokie.d6903.Travel-Guide-Activities) - [Things to do in St. Charles ](https://www.expedia.ca/Things-To-Do-In-St-Charles.d9747.Travel-Guide-Activities) - [Things to do in Stickney ](https://www.expedia.ca/Things-To-Do-In-Stickney.d6132201.Travel-Guide-Activities) - [Things to do in Villa Park ](https://www.expedia.ca/Things-To-Do-In-Villa-Park.d7471.Travel-Guide-Activities) - [Things to do in West Chicago ](https://www.expedia.ca/Things-To-Do-In-West-Chicago.d6895.Travel-Guide-Activities) - [Things to do in Wheaton ](https://www.expedia.ca/Things-To-Do-In-Wheaton.d7599.Travel-Guide-Activities) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app