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. --- ### Most fun & popular experiences in Chicago ### Tours & day trips [See all 141 activities](https://expedia.ca/things-to-do/search?&rid=178248&location=Chicago&filter.categories=ToursDayTrips) ![Flyover in Chicago](https://mediaim.expedia.com/localexpert/50023979/095bdacd-a8be-4515-aac0-469239aa8c0a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Flyover in Chicago 30m 9.8/10 13 reviews Free cancellation available CA $52 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/flyover-in-chicago.a50023979.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago: Navy Pier Centennial Wheel Ticket](https://mediaim.expedia.com/localexpert/4851853/9464687e-f5ac-4a15-9285-f6e26537484c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Navy Pier Centennial Wheel Ticket 15m 8.8/10 75 reviews Free cancellation available CA $33 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago Hop-On Hop-Off Big Bus Tour](https://mediaim.expedia.com/localexpert/370132/082d94cf-cd61-4eef-bd73-4ae89827446f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Hop-On Hop-Off Big Bus Tour 1d+ 8.6/10 534 reviews Free cancellation available ~~CA $62~~CA $55 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-hop-on-hop-off-big-bus-tour.a370132.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago: Griffin Museum of Science and Industry Ticket](https://mediaim.expedia.com/localexpert/48205552/a70236a3-d3a0-4ccc-a8c2-ae14f2a167f9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Griffin Museum of Science and Industry Ticket 9.8/10 8 reviews Free cancellation available CA $35 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-griffin-museum-of-science-and-industry-ticket.a48205552.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago Crime and Mob Bus Tour](https://mediaim.expedia.com/localexpert/1342522/774cb728-0244-411c-ad5f-e594d00c816f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Crime and Mob Bus Tour 2h 9.2/10 42 reviews Free cancellation available CA $67 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-crime-and-mob-bus-tour.a1342522.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago Cocktail Adventure Part 1](https://mediaim.expedia.com/localexpert/51093071/2e6216a0-9aa5-4659-a514-c90efaff9820.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Cocktail Adventure Part 1 3h Free cancellation available CA $7 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-cocktail-adventure-part-1.a51093071.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago: Architecture Centre Exhibit Admission](https://mediaim.expedia.com/localexpert/4568241/5f6e21b6-651d-45ff-866b-b0d251c892a0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Architecture Centre Exhibit Admission Free cancellation available CA $20 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/chicago-architecture-centre-exhibit-admission.a4568241.activity-details?&rid=178248&location=Chicago&swp=off) ![Illinois Holocaust Museum Experience360 Admission](https://mediaim.expedia.com/localexpert/50968189/0183518c-71de-432f-86a9-6e3d35ec1291.jpg?impolicy=resizecrop&rw=500&rh=280) ### Illinois Holocaust Museum Experience360 Admission 2h Free cancellation available CA $16 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/illinois-holocaust-museum-experience360-admission.a50968189.activity-details?&rid=178248&location=Chicago&swp=off) ![Frank Lloyd Wright's Home & Studio Tour Ticket](https://mediaim.expedia.com/localexpert/2510698/400b070d-5bd7-4e8c-b0a3-97b459065c05.jpg?impolicy=resizecrop&rw=500&rh=280) ### Frank Lloyd Wright's Home & Studio Tour Ticket 1h 8.8/10 6 reviews Free cancellation available CA $37 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/frank-lloyd-wrights-home-studio-tour-ticket.a2510698.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago Favourites Ultimate Food and Walking Tour](https://mediaim.expedia.com/localexpert/1342675/c631318d-3b4e-4c4e-96bb-2afa3d0dc20f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Favourites Ultimate Food and Walking Tour 3h 9.8/10 38 reviews Free cancellation available CA $116 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-favourites-ultimate-food-and-walking-tour.a1342675.activity-details?&rid=178248&location=Chicago&swp=off) ### Private & custom tours [See all 55 activities](https://expedia.ca/things-to-do/search?&rid=178248&location=Chicago&filter.categories=Privatecustomtours) ![Chicago Cocktail Adventure Part 1](https://mediaim.expedia.com/localexpert/51093071/2e6216a0-9aa5-4659-a514-c90efaff9820.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Cocktail Adventure Part 1 3h Free cancellation available CA $7 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-cocktail-adventure-part-1.a51093071.activity-details?&rid=178248&location=Chicago&swp=off) ![Experience Chicago Cocktail Adventure Part 2](https://mediaim.expedia.com/localexpert/51012523/da6eb0ed-2347-4866-88f0-bfd46554da5f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Experience Chicago Cocktail Adventure Part 2 3h Free cancellation available CA $7 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/experience-chicago-cocktail-adventure-part-2.a51012523.activity-details?&rid=178248&location=Chicago&swp=off) ![Honeymooners Private South Guided Tour Mauritius](https://mediaim.expedia.com/localexpert/50727117/69fd8a7b-119f-47ea-92f9-9312d728b4a5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Honeymooners Private South Guided Tour Mauritius 8h Free cancellation available CA $177 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/honeymooners-private-south-guided-tour-mauritius.a50727117.activity-details?&rid=178248&location=Chicago&swp=off) ![Mauritius South Adventure Crocodile Park Rum Tasting and Lunch](https://mediaim.expedia.com/localexpert/51055464/802ca099-7754-42a8-b25d-c6573b1442e5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Mauritius South Adventure Crocodile Park Rum Tasting and Lunch 8h Free cancellation available CA $212 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/mauritius-south-adventure-crocodile-park-rum-tasting-and-lunch.a51055464.activity-details?&rid=178248&location=Chicago&swp=off) ![Eastside Chicago The Heist Exploration Game and Tour](https://mediaim.expedia.com/localexpert/3890294/81b5e167-e685-4d58-838c-285ff8f59b36.jpg?impolicy=resizecrop&rw=500&rh=280) ### Eastside Chicago The Heist Exploration Game and Tour 1h 35m Free cancellation available CA $13 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/chicago-quest-experience-the-heist.a3890294.activity-details?&rid=178248&location=Chicago&swp=off) ![Chamarel 7 Colours and Waterfalls - Exclusive South West Tour](https://mediaim.expedia.com/localexpert/47622470/122339ef-1d06-4bc0-8314-f95a00f6155f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chamarel 7 Colours and Waterfalls - Exclusive South West Tour 9h Free cancellation available CA $170 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-chamarel-7-colours-and-waterfalls-south-west-tour.a47622470.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago Gangsters: Self-Guided Crime Story Puzzle Walk](https://mediaim.expedia.com/localexpert/46532851/ec65726f-ec55-421d-a106-7462f0c68e9e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Gangsters: Self-Guided Crime Story Puzzle Walk 1h 30m Free cancellation available CA $13 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/gangster-story-quest-experience-in-chicago.a46532851.activity-details?&rid=178248&location=Chicago&swp=off) ![Fascinating Nature Tour Incl Ebony Forest, 7 Coloured Earth,Lunch](https://mediaim.expedia.com/localexpert/46041149/953c47c8-4f6c-4ee5-a6fc-84ed375676d7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Fascinating Nature Tour Incl Ebony Forest, 7 Coloured Earth,Lunch 8h Free cancellation available CA $184 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/fascinating-nature-tour-incl-ebony-forest-7-coloured-earth-lunch.a46041149.activity-details?&rid=178248&location=Chicago&swp=off) ![Dragon Kings Quest Experience in Chinatown Chicago](https://mediaim.expedia.com/localexpert/45763663/10042599-8522-494c-9792-d0fd1c2d7541.jpg?impolicy=resizecrop&rw=500&rh=280) ### Dragon Kings Quest Experience in Chinatown Chicago 1h 18m Free cancellation available CA $12 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/chicago-chinatown-search-for-the-dragon-kings-exploration-game.a45763663.activity-details?&rid=178248&location=Chicago&swp=off) ![Explore Mauritius South: 7-Coloured Earth, Curious Corner + Lunch](https://mediaim.expedia.com/localexpert/50221316/1862eaeb-e0f1-4269-a9d9-0e2db5248651.jpg?impolicy=resizecrop&rw=500&rh=280) ### Explore Mauritius South: 7-Coloured Earth, Curious Corner + Lunch 8h Free cancellation available CA $172 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/explore-mauritius-south-seven-coloured-earth.a50221316.activity-details?&rid=178248&location=Chicago&swp=off) ### Attractions [See all 21 activities](https://expedia.ca/things-to-do/search?&rid=178248&location=Chicago&filter.categories=Attractions) ![360 CHICAGO Observation Deck](https://mediaim.expedia.com/localexpert/170348/1cbf6a0b-f355-4f8a-a858-37fdc0668a64.jpg?impolicy=resizecrop&rw=500&rh=280) ### 360 CHICAGO Observation Deck 30m+ 8.8/10 698 reviews Free cancellation available CA $39 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago CityPASS®: Experience 5 must-see attractions](https://mediaim.expedia.com/localexpert/190061/f189c545-768d-4511-ba47-df30303ea656.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago CityPASS®: Experience 5 must-see attractions 9d 9.4/10 793 reviews Free cancellation available CA $193 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-citypass-experience-5-must-see-attractions.a190061.activity-details?&rid=178248&location=Chicago&swp=off) ![Skydeck - Willis Tower Admission](https://mediaim.expedia.com/localexpert/1342523/52299998-0f25-4483-b147-6aa89e72ca8e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Skydeck - Willis Tower Admission 1h 30m 9.8/10 16 reviews Free cancellation available CA $60 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/skydeck-chicago-admission-ticket.a1342523.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago Bulls Basketball Game at United Centre](https://mediaim.expedia.com/localexpert/47300776/972792e4-c31c-4347-9c2d-8d50ffbad913.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Bulls Basketball Game at United Centre 3h 8/10 1 review CA $82 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-bulls-basketball-game-at-united-centre.a47300776.activity-details?&rid=178248&location=Chicago&swp=off) ![Colour Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/feac7bb1-c7ea-4b19-8342-818eafa34e83.jpg?impolicy=resizecrop&rw=500&rh=280) ### Colour Factory Chicago Ticket 1h 30m 9.6/10 5 reviews CA $46 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/colour-factory-chicago-ticket.a49191714.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago Explorer Pass: Save up to 50 Percent - Includes SkyDeck](https://mediaim.expedia.com/localexpert/259056/50cfbadf-c4d7-49b2-b430-982e46c25417.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Explorer Pass: Save up to 50 Percent - Includes SkyDeck 60d 8.4/10 474 reviews Free cancellation available CA $114 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-explorer-pass-save-up-to-50-percent-includes-skydeck.a259056.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago C3® by CityPASS®](https://mediaim.expedia.com/localexpert/46362450/da44d619-18fc-4969-97e2-f7b8d0da99b5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago C3® by CityPASS® 9d 9/10 32 reviews Free cancellation available CA $144 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-c3-by-citypass.a46362450.activity-details?&rid=178248&location=Chicago&swp=off) ![Art Institute of Chicago](https://mediaim.expedia.com/localexpert/170360/cfa59fea-c028-46b9-93be-ea78b723f52e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Art Institute of Chicago 9.2/10 180 reviews Free cancellation available CA $54 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/art-institute-of-chicago.a170360.activity-details?&rid=178248&location=Chicago&swp=off) ![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/317321c4-e25a-4f59-82c4-45a13dc80967.jpg?impolicy=resizecrop&rw=500&rh=280) ### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting 1h 30m 9.8/10 6 reviews Free cancellation available CA $49 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/medieval-torture-museum-ticket-with-audio-guide-and-ghost-hunting.a4973725.activity-details?&rid=178248&location=Chicago&swp=off) ![Rosemont: Two Flight Indoor Skydiving Experience](https://mediaim.expedia.com/localexpert/2573196/563b98e9-df84-4044-9c7b-299dbe003729.jpg?impolicy=resizecrop&rw=500&rh=280) ### Rosemont: Two Flight Indoor Skydiving Experience 1h 7/10 8 reviews Free cancellation available CA $132 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/two-flight-indoor-skydiving-experience.a2573196.activity-details?&rid=178248&location=Chicago&swp=off) ### Food, drink & nightlife [See all 19 activities](https://expedia.ca/things-to-do/search?&rid=178248&location=Chicago&filter.categories=FoodDrinkNightlife) ![Chicago Favourites Ultimate Food and Walking Tour](https://mediaim.expedia.com/localexpert/1342675/c631318d-3b4e-4c4e-96bb-2afa3d0dc20f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Favourites Ultimate Food and Walking Tour 3h 9.8/10 38 reviews Free cancellation available CA $116 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-favourites-ultimate-food-and-walking-tour.a1342675.activity-details?&rid=178248&location=Chicago&swp=off) ![Vito's Vault Chicago finest dinner theatre speakeasy](https://mediaim.expedia.com/localexpert/50395749/d17809ab-2475-4929-9b8d-777b231a5fc3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Vito's Vault Chicago finest dinner theatre speakeasy 3h 8/10 2 reviews Free cancellation available CA $120 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/vitos-vault-chicago-finest-dinner-theatre-speakeasy.a50395749.activity-details?&rid=178248&location=Chicago&swp=off) ![Tea Around Town: Chicago Tea Experience & City Sights](https://mediaim.expedia.com/localexpert/50874193/5cf73a78-bfd7-45cb-9d84-996443148e52.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tea Around Town: Chicago Tea Experience & City Sights 1h 30m CA $107 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/tea-around-town-chicago-tea-experience-city-sights.a50874193.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago Craft Brewery Barrel Bus Tour](https://mediaim.expedia.com/localexpert/2135529/ed799f6f-aa8b-4c85-8c30-a268559b812c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Craft Brewery Barrel Bus Tour 3h 45m 10/10 9 reviews Free cancellation available CA $135 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-craft-brewery-barrel-bus-tour.a2135529.activity-details?&rid=178248&location=Chicago&swp=off) ![Private, Self-Guided Deep Dish Pizza Foodie Tour](https://mediaim.expedia.com/localexpert/4017194/c8bb95e9-5b12-47af-8e02-3331c3655ec2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private, Self-Guided Deep Dish Pizza Foodie Tour 2h CA $136 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-self-guided-deep-dish-pizza-foodie-tour.a4017194.activity-details?&rid=178248&location=Chicago&swp=off) ![CHICAGo MUSt Do Hidden GEm MiD-Century Cocktail BARS](https://mediaim.expedia.com/localexpert/46449456/86de9933-7149-4319-ae44-dd059b4affb9.jpg?impolicy=resizecrop&rw=500&rh=280) ### CHICAGo MUSt Do Hidden GEm MiD-Century Cocktail BARS 1h 30m Free cancellation available CA $69 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/michelin-spanish-dinner-with-live-flamenco.a46449456.activity-details?&rid=178248&location=Chicago&swp=off) ![Private Chicago-style deep dish pizza or pasta making class](https://mediaim.expedia.com/localexpert/47582798/9b8f9c01-2cc1-4b2d-a639-097e1f42ab67.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Chicago-style deep dish pizza or pasta making class 3h Free cancellation available CA $135 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-chicago-style-deep-dish-pizza-or-pasta-making-class.a47582798.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago: City centre Donut Tour with Tastings](https://mediaim.expedia.com/localexpert/4520600/62cadae3-5341-4219-b4ea-9e1c5b993914.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: City centre Donut Tour with Tastings 2h 9.4/10 6 reviews Free cancellation available CA $92 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-city-centre-donut-tour-with-tastings.a4520600.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago: Secret Food Tour](https://mediaim.expedia.com/localexpert/4518775/969d4bd1-f30f-4057-a555-7cb8451b6d6e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Secret Food Tour 3h 10/10 2 reviews Free cancellation available CA $130 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-secret-food-tour.a4518775.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago: Fulton Market Donut Adventure with Tastings](https://mediaim.expedia.com/localexpert/47764455/914849ea-7679-4b4b-9e07-1ac173c677c7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Fulton Market Donut Adventure with Tastings 2h Free cancellation available CA $92 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-fulton-market-donut-adventure-with-tastings.a47764455.activity-details?&rid=178248&location=Chicago&swp=off) ### Classes & workshops [See all 13 activities](https://expedia.ca/things-to-do/search?&rid=178248&location=Chicago&filter.categories=ClassesWorkshops) ![BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago](https://mediaim.expedia.com/localexpert/2185446/88b1414b-ad56-47d3-ae19-f8c1710c206d.jpg?impolicy=resizecrop&rw=500&rh=280) ### BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago 1h 30m 10/10 13 reviews Free cancellation available CA $61 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/byob-spray-paint-n-sip-at-studio-w-i-p-chicago.a2185446.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago Perfume Making Classes on Magnificent Mile](https://mediaim.expedia.com/localexpert/48984388/66d0d1b5-ee07-4a92-912f-c6a1ca077f0b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Perfume Making Classes on Magnificent Mile 1h 15m 10/10 1 review Free cancellation available CA $116 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-perfume-making-classes-on-magnificent-mile.a48984388.activity-details?&rid=178248&location=Chicago&swp=off) ![Private Bear Painting Class in Chicago](https://mediaim.expedia.com/localexpert/48687236/924933c4-9eed-40b3-a8d2-e9b65623f55d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Bear Painting Class in Chicago 45m CA $126 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-fluid-baby-bear-painting.a48687236.activity-details?&rid=178248&location=Chicago&swp=off) ![CHICAGo MUSt Do Hidden GEm MiD-Century Cocktail BARS](https://mediaim.expedia.com/localexpert/46449456/86de9933-7149-4319-ae44-dd059b4affb9.jpg?impolicy=resizecrop&rw=500&rh=280) ### CHICAGo MUSt Do Hidden GEm MiD-Century Cocktail BARS 1h 30m Free cancellation available CA $69 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/michelin-spanish-dinner-with-live-flamenco.a46449456.activity-details?&rid=178248&location=Chicago&swp=off) ![Private Chicago-style deep dish pizza or pasta making class](https://mediaim.expedia.com/localexpert/47582798/9b8f9c01-2cc1-4b2d-a639-097e1f42ab67.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Chicago-style deep dish pizza or pasta making class 3h Free cancellation available CA $135 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-chicago-style-deep-dish-pizza-or-pasta-making-class.a47582798.activity-details?&rid=178248&location=Chicago&swp=off) ![Private Shooting and Spinning DIY Painting Class in Chicago](https://mediaim.expedia.com/localexpert/47139386/bc2b5fb3-4da3-49eb-8683-b69471eb4dd3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Shooting and Spinning DIY Painting Class in Chicago 45m CA $135 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-shooting-and-spinning-diy-painting-class-in-chicago.a47139386.activity-details?&rid=178248&location=Chicago&swp=off) ![Chicago Candle Making Class On Magnificent Mile](https://mediaim.expedia.com/localexpert/46062339/1fe61b03-4426-4fdb-bbce-7f66e1a2de44.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Candle Making Class On Magnificent Mile 1h 15m 8/10 1 review Free cancellation available CA $102 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/candle-therapy-class.a46062339.activity-details?&rid=178248&location=Chicago&swp=off) ![Turkish Mosaic Art Workshop in Naperville, IL](https://mediaim.expedia.com/localexpert/51172851/5926f6ce-87f8-4e39-83d9-99b4c1399596.jpg?impolicy=resizecrop&rw=500&rh=280) ### Turkish Mosaic Art Workshop in Naperville, IL 2h 30m CA $107 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/turkish-mosaic-art-workshop-in-naperville-il.a51172851.activity-details?&rid=178248&location=Chicago&swp=off) ![Make Your Own Art: Adults-Only Private Art Experience in Chicago](https://mediaim.expedia.com/localexpert/48687247/a48618f0-78bd-4440-bcd2-2214f76adb65.jpg?impolicy=resizecrop&rw=500&rh=280) ### Make Your Own Art: Adults-Only Private Art Experience in Chicago 1h 30m Free cancellation available CA $265 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/adults-party-private-art-shot-in-chicago.a48687247.activity-details?&rid=178248&location=Chicago&swp=off) ![Cooking Class with Celebrity Chef Tony Hu](https://mediaim.expedia.com/localexpert/50866226/63099d69-733a-45a3-abee-9376dbcb185c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class with Celebrity Chef Tony Hu 1h 30m Free cancellation available CA $184 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/cooking-class-with-celebrity-chef-tony-hu.a50866226.activity-details?&rid=178248&location=Chicago&swp=off) ## Recommended things to do in Chicago | Number of things to do | 191 | | ------------------------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | 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)[LEGOLAND® Discovery Centre Chicago](/things-to-do/legoland-discovery-centre-chicago.a173546.activity-details)[Colour Factory Chicago Ticket](/things-to-do/colour-factory-chicago-ticket.a49191714.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 ![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 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) ![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 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) ![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 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 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) ![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 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) ![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 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) ![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 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) ![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 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) ![Six Flags Great America featuring rides](https://images.trvl-media.com/place/6023396/d9effc9f-2f3c-4f13-aed6-b094289d5725.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Six Flags Great America Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages. [](https://expedia.ca/Six-Flags-Great-America-Chicago.d6023396.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) ![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 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) ![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 5/5(20 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. [](https://expedia.ca/Chicago-Lincoln-Park.dx6059328) --- 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 ![Kishwaukee River in Northern Illinois](https://images.trvl-media.com/place/6276/f762fb9e-0bbd-4026-8ed2-6f20e87c4087.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Buffalo Grove ![709-42 Autumn Falls on Sawmill Creek](https://images.trvl-media.com/place/6330/11959188-91c6-41e0-aa9f-9c0509567ae7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Burr Ridge ![Summer Landscape of Japanese Island in Chicago Botanic Garden, Glencoe, USA](https://images.trvl-media.com/place/6371/6d59664a-80c4-4e42-836a-f3f27ebcf327.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Vernon Hills ![Blackhawk Springs Forest Preserve](https://images.trvl-media.com/place/6500/283f7449-d2ad-4eae-ad1f-6e556fecb3a5.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Carol Stream ![Schiller Woods view in Chicago of Illinois](https://images.trvl-media.com/place/6710/1dc2e167-b4fe-492f-b7c9-f091be53301d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Schiller Park ![High-angle view of Chicago city streets, buildings, and parking lots. Traffic flows through the urban landscape. West Loop, Chicago, Illinois, United States Of America](https://images.trvl-media.com/place/6895/a54e51de-f353-4366-a1c1-eaaa3cc1a061.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### West Chicago ![Cyclist at a fork on the North Shore Channel Trail in Skokie, Illinois](https://images.trvl-media.com/place/6903/15f6a332-952e-4daa-90fa-fcac3df4bd89.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Skokie ![Villa Park](https://images.trvl-media.com/place/7471/38053bf8-ed47-4807-bc91-20f3713cd819.jpg?impolicy=fcrop&w=512&h=288&q=medium) [Photo](https://creativecommons.org/publicdomain/zero/1.0/) by [Own work">]( - [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) - 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[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) - 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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. 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[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. 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