Title: 10 TOP Things to Do in Central Chicago September 2025 | Expedia.ca [Central Chicago Travel Guide](https://expedia.ca/Central-Chicago.dx553248635976475413)[Hotels in Central Chicago](https://expedia.ca/Central-Chicago-Hotels.d553248635976475413.Travel-Guide-Hotels)[Flights to Central Chicago](https://expedia.ca/Cheap-Flights-To-Central-Chicago.d553248635976475413.Travel-Guide-Flights)[Central Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Central-Chicago.d553248635976475413.Car-Rental-Guide)[Central Chicago Vacation Packages](https://expedia.ca/Central-Chicago.d553248635976475413.Destination-Travel-Guides) # What to do in Central Chicago, IL ## Activities, attractions and tours ## Visit Central Chicago Types of activities Where to stay [Central Chicago travel guide](https://expedia.ca/Central-Chicago.dx553248635976475413) ![Central Chicago](https://mediaim.expedia.com/destination/9/22c7b01c6dbee662deb2ad27e7057eb3.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chicago which includes rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23717-Chicago.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chicago which includes skyline, cbd and landscape views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23710-Chicago.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chicago featuring theatre scenes, a city and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23730-Chicago.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Frank Lloyd Wright Home and Studio which includes interior views and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26627-Frank-Lloyd-Wright-Home-And-Studio.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Central Chicago Attractions Let Expedia help you experience the best that Central Chicago has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours Central Chicago is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Central Chicago to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### Central Chicago Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Central Chicago. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Central Chicago attractions ensure that you’ll have a successful trip, whatever the season. * * * Explore thousands of activities with **free cancellation and no added fees**. Design your experience with airport transfers, excursions, day tours & more. Get an insider's look in what to book before you travel. * * * ### Most fun & popular experiences in Central Chicago ### Tours & day trips [See all 164 activities](https://expedia.ca/things-to-do/search?&rid=553248635976475413&location=Central+Chicago&filter.categories=ToursDayTrips) ![Architecture River Tour](https://mediaim.expedia.com/localexpert/170432/2ab44ef1-1211-4f4f-9436-ce9a14d4241f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Architecture River Tour 1h 15m 9.6/10 1,471 reviews Free cancellation available CA $67 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Wendella's 90-min Chicago River Architecture Tour](https://mediaim.expedia.com/localexpert/766175/932beb0e-70fe-42a4-baff-df68960da73f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Wendella's 90-min Chicago River Architecture Tour 1h 30m 9.4/10 339 reviews CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago By Night River & Lake Cruise](https://mediaim.expedia.com/localexpert/3025324/61ed97b0-d1b6-48bf-864d-4262ada314be.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago By Night River & Lake Cruise 1h 30m 9.6/10 20 reviews CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-by-night-river-lake-cruise.a3025324.activity-details?&rid=553248635976475413&location=Central+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 8.4/10 65 reviews Free cancellation available CA $34 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-navy-pier-centennial-wheel-ticket.a4851853.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![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 10/10 4 reviews Free cancellation available CA $53 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/flyover-in-chicago.a50023979.activity-details?&rid=553248635976475413&location=Central+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+ 8.4/10 524 reviews Free cancellation available CA $63CA $56 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-hop-on-hop-off-big-bus-tour.a370132.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago: Architecture Boat Tour with Drinks](https://mediaim.expedia.com/localexpert/48360649/efaa1a37-df53-4ed1-b5a8-ea2d6a80fef3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Architecture Boat Tour with Drinks 1h 30m 9/10 19 reviews Free cancellation available CA $58 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-architecture-boat-tour-with-drinks.a48360649.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago Sightseeing River and Lake Cruise](https://mediaim.expedia.com/localexpert/3025326/78e3976d-797f-4538-b4af-1e6872d837dd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Sightseeing River and Lake Cruise 1h 30m 10/10 13 reviews Free cancellation available CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-urban-adventure-river-and-lake-cruise.a3025326.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago Creepy Cruise](https://mediaim.expedia.com/localexpert/48800785/683758af-ae68-4539-9e8e-7ebf30b3c96a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Creepy Cruise 1h 30m 6/10 6 reviews Free cancellation available CA $62 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-creepy-cruise.a48800785.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago Architecture Centre River Cruise aboard First Lady](https://mediaim.expedia.com/localexpert/46106377/6686561e-a3aa-4cbf-9e71-f553bde2fa06.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Architecture Centre River Cruise aboard First Lady 1h 30m 9.6/10 71 reviews CA $77 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-architecture-centre-river-cruise-aboard-chicagos-first-lady.a46106377.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ### Food, drink & nightlife [See all 30 activities](https://expedia.ca/things-to-do/search?&rid=553248635976475413&location=Central+Chicago&filter.categories=FoodDrinkNightlife) ![Chicago: Architecture Boat Tour with Drinks](https://mediaim.expedia.com/localexpert/48360649/efaa1a37-df53-4ed1-b5a8-ea2d6a80fef3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Architecture Boat Tour with Drinks 1h 30m 9/10 19 reviews Free cancellation available CA $58 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-architecture-boat-tour-with-drinks.a48360649.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago: Museum of Ice Cream Entry Ticket](https://mediaim.expedia.com/localexpert/44512475/9fd9dab9-ab1a-4ddb-b92e-f6b97b226496.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Museum of Ice Cream Entry Ticket 9.6/10 5 reviews Free cancellation available CA $84 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-museum-of-ice-cream-entry-ticket.a44512475.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Odyssey Lake Michigan Premier Dinner Cruise](https://mediaim.expedia.com/localexpert/173241/21d8d1a0-e61c-4298-ab2f-118c1794b450.jpg?impolicy=resizecrop&rw=500&rh=280) ### Odyssey Lake Michigan Premier Dinner Cruise 2h 30m 7.6/10 41 reviews CA $282 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/odyssey-lake-michigan-premier-dinner-cruise.a173241.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Spirit of Chicago Signature Lunch Cruise on Lake Michigan](https://mediaim.expedia.com/localexpert/793486/dc2cc19e-2c27-474c-b603-64f1b23a2df6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Spirit of Chicago Signature Lunch Cruise on Lake Michigan 2h 5.4/10 19 reviews CA $119 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/spirit-of-chicago-signature-lunch-cruise-on-lake-michigan.a793486.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago: Secret Food Tour](https://mediaim.expedia.com/localexpert/4518775/203427ae-aab8-46a9-86de-7a1a8f455f63.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=553248635976475413&location=Central+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 $138 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-craft-brewery-barrel-bus-tour.a2135529.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago: Tiki Bar Cruise on Chicago River or Lake Michigan](https://mediaim.expedia.com/localexpert/50484066/24bac579-c2a8-4689-b465-757dcba04cba.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Tiki Bar Cruise on Chicago River or Lake Michigan 1h 15m Free cancellation available CA $57 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-tiki-bar-cruise-on-chicago-river-or-lake-michigan.a50484066.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago: Prohibition Speakeasies Bus Tour or Walking Tour](https://mediaim.expedia.com/localexpert/45730860/75853642-30c8-45d5-89f5-76f6f534e0ad.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Prohibition Speakeasies Bus Tour or Walking Tour 3h 10/10 4 reviews Free cancellation available CA $66 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-prohibition-speakeasies-bus-tour-or-walking-tour.a45730860.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago: City centre Donut Tour with Tastings](https://mediaim.expedia.com/localexpert/4520600/07198f80-6895-45cd-9961-cba02a1e43aa.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: City centre Donut Tour with Tastings 2h 9.4/10 6 reviews Free cancellation available CA $94 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-city-centre-donut-tour-with-tastings.a4520600.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago: Mimosa n' Bloody Mary Cruise](https://mediaim.expedia.com/localexpert/50484606/3cb1c1c7-435f-4ae5-a172-07233b86a909.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Mimosa n' Bloody Mary Cruise 1h 30m Free cancellation available CA $57 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-chicago-river-mimosa-n-bloody-mary-cruise.a50484606.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ### Private & custom tours [See all 29 activities](https://expedia.ca/things-to-do/search?&rid=553248635976475413&location=Central+Chicago&filter.categories=Privatecustomtours) ![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 $14 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=553248635976475413&location=Central+Chicago&swp=off) ![Gangster Story Quest Experience in Chicago](https://mediaim.expedia.com/localexpert/46532851/ec65726f-ec55-421d-a106-7462f0c68e9e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Gangster Story Quest Experience in Chicago 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=553248635976475413&location=Central+Chicago&swp=off) ![Chicago's Dark Side Self-Guided Smartphone Walking Tour](https://mediaim.expedia.com/localexpert/45050109/ef12e622-b3cc-423d-8c42-bff85382c663.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago's Dark Side Self-Guided Smartphone Walking Tour 1h 15m 9.8/10 6 reviews Free cancellation available CA $13 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicagos-dark-side-self-guided-smartphone-walking-tour.a45050109.activity-details?&rid=553248635976475413&location=Central+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=553248635976475413&location=Central+Chicago&swp=off) ![Chicago Lincoln Square Quest Experience](https://mediaim.expedia.com/localexpert/46447859/d9bc96c4-54a6-40e0-8300-2fc9b8d98bf7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Lincoln Square Quest Experience 2h 20m 10/10 1 review Free cancellation available CA $15 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/chicago-lincoln-square-city-exploration-game.a46447859.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Haunted Chicago Exploration Game and Tour](https://mediaim.expedia.com/localexpert/4887774/dc5a705e-0c61-44c8-b17b-880c189bd7f6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Haunted Chicago Exploration Game and Tour 2h Free cancellation available CA $16 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/ghosts-of-chicago-haunted-city-exploration-game.a4887774.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago Helicopter 25-Mile Tour for up to Three Passengers](https://mediaim.expedia.com/localexpert/49372529/b4180bc6-eaea-4b45-9bcc-293144eaa526.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Helicopter 25-Mile Tour for up to Three Passengers 15m Free cancellation available CA $899 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/the-chicago-helicopter-tour-25-miles-up-to-3-passengers.a49372529.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Private Shameless TV Show Location Tour](https://mediaim.expedia.com/localexpert/50321504/2f876441-3086-4757-813c-7de7060d578a.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Shameless TV Show Location Tour 2h Free cancellation available CA $435 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-shameless-tv-show-location-tour.a50321504.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![️ Chicago Instagram Walking Tour (Private & All- Inclusive)](https://mediaim.expedia.com/localexpert/3525296/8222a6f5-a101-4494-8e22-de36ce12b1ad.jpg?impolicy=resizecrop&rw=500&rh=280) ### ️ Chicago Instagram Walking Tour (Private & All- Inclusive) 4h Free cancellation available CA $326 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-instagram-walking-tour-private-all-inclusive.a3525296.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Private Chicago Fire TV Show Set Tour](https://mediaim.expedia.com/localexpert/48957697/ca84dd8f-5aca-4cf0-b7ff-864d125595b9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Chicago Fire TV Show Set Tour 2h Free cancellation available CA $435 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/northwestern-university-or-loyola-university-scenic-driving-tour.a48957697.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ### Attractions [See all 16 activities](https://expedia.ca/things-to-do/search?&rid=553248635976475413&location=Central+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+ 8.4/10 668 reviews Free cancellation available CA $41 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details?&rid=553248635976475413&location=Central+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 9.2/10 779 reviews Free cancellation available CA $196 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-citypass-experience-5-must-see-attractions.a190061.activity-details?&rid=553248635976475413&location=Central+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 8/10 474 reviews Free cancellation available CA $116 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=553248635976475413&location=Central+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 8.4/10 27 reviews Free cancellation available CA $147 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-c3-by-citypass.a46362450.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Skydeck Chicago Admission Ticket](https://mediaim.expedia.com/localexpert/1342523/d7dbfa90-2431-442d-b5ad-18eaa98ab71d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Skydeck Chicago Admission Ticket 1h 30m 10/10 7 reviews Free cancellation available CA $61 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/skydeck-chicago-admission-ticket.a1342523.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Colour Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/1b6e1be3-a6ba-4b3d-8e57-4d0336c3fd23.jpg?impolicy=resizecrop&rw=500&rh=280) ### Colour Factory Chicago Ticket 1h 30m 9.4/10 3 reviews CA $47 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/colour-factory-chicago-ticket.a49191714.activity-details?&rid=553248635976475413&location=Central+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 9.2/10 161 reviews Free cancellation available CA $55 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/art-institute-of-chicago.a170360.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting](https://mediaim.expedia.com/localexpert/4973725/0b36f3b1-b375-4fa2-8cfd-1a9815dcdcdc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting 1h 30m 9.6/10 4 reviews Free cancellation available CA $50 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=553248635976475413&location=Central+Chicago&swp=off) ![Chicago's Navy Pier Centennial Wheel Ticket](https://mediaim.expedia.com/localexpert/48840807/8856f18f-7399-4c59-bffa-336edc781f23.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago's Navy Pier Centennial Wheel Ticket 15m 6/10 1 review Free cancellation available CA $33 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicagos-navy-pier-centennial-wheel-ticket.a48840807.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Skip the Line: Public Tour-Adult Admission Ticket (50 mins)](https://mediaim.expedia.com/localexpert/2305131/80825fbb-e94f-47c1-a66a-38efb3b38535.jpg?impolicy=resizecrop&rw=500&rh=280) ### Skip the Line: Public Tour-Adult Admission Ticket (50 mins) 50m 8/10 1 review Free cancellation available CA $28 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/skip-the-line-public-tour-adult-admission-ticket-50-mins.a2305131.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ### Adventure & outdoor [See all 13 activities](https://expedia.ca/things-to-do/search?&rid=553248635976475413&location=Central+Chicago&filter.categories=AdventureOutdoor) ![Chicago: Two Flight Indoor Skydiving Experience](https://mediaim.expedia.com/localexpert/2577742/4234ac6e-21fa-481a-9de6-ed98da9888dd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Two Flight Indoor Skydiving Experience 1h 10/10 1 review Free cancellation available CA $142 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/two-flight-indoor-skydiving-experience.a2577742.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago Full Day Bike Rental](https://mediaim.expedia.com/localexpert/637010/cbd278ac-0281-4492-a3bd-2877e3a09d3f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Full Day Bike Rental 1d 6/10 2 reviews Free cancellation available CA $41 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-full-day-bike-rental.a637010.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago's Ultimate City Bike Tour](https://mediaim.expedia.com/localexpert/1342807/1e662383-a2f0-4213-a63e-59b4c1e3fbfb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago's Ultimate City Bike Tour 3h 10/10 1 review Free cancellation available CA $82 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicagos-ultimate-city-bike-tour.a1342807.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago Lakefront Electric Bike Tour](https://mediaim.expedia.com/localexpert/1247101/e914eb05-c7ae-48a2-9622-608fcba27cd1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Lakefront Electric Bike Tour 1h Free cancellation available CA $96 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-lakefront-electric-bike-tour.a1247101.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago City Tours](https://mediaim.expedia.com/localexpert/49751759/0463401b-9601-4661-97a3-1c85d5cee51f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago City Tours 8h Free cancellation available CA $275 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/chicago-city-tours.a49751759.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago's West Side Foodie Ride Bike Tour](https://mediaim.expedia.com/localexpert/2185100/58bf6229-92c8-44e7-aef1-81497c04f5c0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago's West Side Foodie Ride Bike Tour 4h 10/10 2 reviews Free cancellation available CA $137 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicagos-west-side-foodie-ride-bike-tour.a2185100.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Bike Tour of Chicago's Lakefront Areas](https://mediaim.expedia.com/localexpert/2364621/633af1f0-5c2e-43ce-b8a7-c218bfb43e7d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Bike Tour of Chicago's Lakefront Areas 3h 10/10 1 review Free cancellation available CA $82 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/bike-tour-of-chicagos-lakefront-areas.a2364621.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Bikes, Brews & Hidden Bars: A Ride Through RiNo & City centre](https://mediaim.expedia.com/localexpert/48577988/3902aba5-fc8e-4942-b144-4a2c92656ede.jpg?impolicy=resizecrop&rw=500&rh=280) ### Bikes, Brews & Hidden Bars: A Ride Through RiNo & City centre 2h 30m Free cancellation available CA $131 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/bike-and-booze-tour-of-river-north-art-district-city-centre.a48577988.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago Family Food and Bike Tour with Top Attractions](https://mediaim.expedia.com/localexpert/2364615/7b8e575c-e42c-40d1-9bd4-616d9b6bd588.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Family Food and Bike Tour with Top Attractions 4h 10/10 2 reviews Free cancellation available CA $109 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-family-food-bike-tour-with-top-attractions.a2364615.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ![Chicago Highlights Running Tour](https://mediaim.expedia.com/localexpert/46602003/bf56cabb-53d8-48de-ab7c-48f3930f61fb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Highlights Running Tour 1h 15m 10/10 1 review Free cancellation available CA $61 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-highlights-running-tour.a46602003.activity-details?&rid=553248635976475413&location=Central+Chicago&swp=off) ## Recommended things to do in Central Chicago | Number of things to do | 208 | | --- | --- | | Cheapest thing to do on Expedia | [eSIM: Airalo United States Package](https://expedia.ca/things-to-do/esim-airalo-united-states-package.a49634661.activity-details): CA $3 | | Top 5 things to do | - [Architecture River Tour](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) - [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) - [Wendella's 90-min Chicago River Architecture Tour](https://expedia.ca/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details) - [Chicago By Night River & Lake Cruise](https://expedia.ca/things-to-do/chicago-by-night-river-lake-cruise.a3025324.activity-details) | | Half-day tours | - [Architecture River Tour](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) - [360 CHICAGO Observation Deck](https://expedia.ca/things-to-do/360-chicago-observation-deck.a170348.activity-details) - [Wendella's 90-min Chicago River Architecture Tour](https://expedia.ca/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details) - [Chicago By Night River & Lake Cruise](https://expedia.ca/things-to-do/chicago-by-night-river-lake-cruise.a3025324.activity-details) - [Chicago: Architecture Boat Tour with Drinks](https://expedia.ca/things-to-do/chicago-architecture-boat-tour-with-drinks.a48360649.activity-details) | | With kids | - [Architecture River Tour](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details) - [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) - [Wendella's 90-min Chicago River Architecture Tour](https://expedia.ca/things-to-do/wendellas-90-min-chicago-river-architecture-tour.a766175.activity-details) - [Chicago By Night River & Lake Cruise](https://expedia.ca/things-to-do/chicago-by-night-river-lake-cruise.a3025324.activity-details) | ## What to do in Central Chicago * * * ### Discover the most popular places to visit in Central Chicago ![Magnificent Mile - River North which includes signage, a city and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.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) ![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.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) ![McCormick Place](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/248000/248117-Mccormick-Place.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) ![Millennium Park featuring autumn colours, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26436-Millennium-Park.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://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35616-Soldier-Field.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) ![Grant Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192059-Grant-Park-Chicago.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) ![Chicago Riverwalk featuring a river or creek, a bay or harbour and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332109-Chicago-Riverwalk.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) ![Art Institute of Chicago which includes interior views and art](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24557-Art-Institute-Of-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Art Institute of Chicago 4.5/5(304 reviews) Explore a massive collection of works celebrating different cultures and historical times, from ancient Egypt to modern installations. [](https://expedia.ca/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction) ![Willis Tower which includes a city, views and central business district](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191767-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Willis Tower 4.5/5(277 reviews) Visit the Skydeck and gaze down over the Chicago cityscape from a dazzling 1,353 feet above the sidewalk. [](https://expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction) ### Explore areas of Central Chicago ![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.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) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.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) ![Chicago which includes rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23717-Chicago.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) ![Navy Pier which includes wild flowers and general coastal views as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/297000/297915-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Streeterville Michigan Avenue and Navy Pier are just a few worthwhile attractions to visit in Streeterville. Travelers also love the fascinating museums, panoramic lake views, and popular shops. [](https://expedia.ca/Chicago-Streeterville.dx6130109) ![Gold Coast featuring street scenes as well as a couple](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191825-Gold-Coast.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Gold Coast Enjoy upscale shopping, varied dining experiences and waterfront walks at this affluent suburb set on the shores of Lake Michigan. [](https://expedia.ca/Chicago-Gold-Coast.dx6130105) ![Default Image](https://mediaim.expedia.com/destination/2/c360ed0010a42f9108a1dd4ce1ebaefa.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Rush and Division While you're in Rush and Division, take in top sights like Dave & Buster's or Oak Street, and hop on the metro to see more the city at Chicago Station (Red Line) or Clark-Division Station. [](https://expedia.ca/Chicago-Rush-And-Division.dx553248635976470100) * * * 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 Central Chicago ![Chicago showing a high-rise building and a city as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/332000/332049-Chicago.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Chicago [](https://expedia.ca/Chicago.dx178248) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - [4 Star Hotels in Downtown Chicago](https://www.expedia.ca/4Star-Downtown-Chicago-Chicago-Hotels.s40-n6350699-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Downtown Chicago](https://www.expedia.ca/5Star-Downtown-Chicago-Chicago-Hotels.s50-n6350699-0.Travel-Guide-Filter-Hotels) - [Hotels near Bally's Casino Chicago](https://www.expedia.ca/Ballys-Casino-Chicago-Hotels.0-l848311096229281792-0.Travel-Guide-Filter-Hotels) - [Hotels near Carbide and Carbon Building](https://www.expedia.ca/Carbide-And-Carbon-Building-Hotels.0-l553248621555594910-0.Travel-Guide-Filter-Hotels) - 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[Hotels with Wifi in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotel-With-Wifi.0-n6350699-0-tHotelwithwifi.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Balconies.0-n6350699-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Bar.0-n6350699-0-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Free-Airport-Shuttle.0-n6350699-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Free-Breakfast.0-n6350699-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Downtown Chicago](https://www.expedia.ca/Downtown-Chicago-Chicago-Hotels-Hotels-With-Free-Parking.0-n6350699-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - 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