Title: Wintrust Arena in Near South Side - Tours and Activities | Expedia.ca [Wintrust Arena Hotels](https://expedia.ca/Wintrust-Arena-Hotels.0-l553248634328853320-0.Travel-Guide-Filter-Hotels)[Wintrust Arena Car Rentals](https://expedia.ca/Car-Rentals-In-Wintrust-Arena.d553248634328853320.Car-Rental-Guide)[Near South Side Vacations](https://expedia.ca/Near-South-Side.d6132399.Destination-Travel-Guides) # Wintrust Arena Tours and Activities ## Visit Wintrust Arena Activities --- --- ## Plan a trip to see Wintrust Arena Price found within the past 48 hours. Click for updated prices. ![Hotel Riu Plaza Chicago](https://images.trvl-media.com/lodging/103000000/102630000/102622800/102622712/3e21593f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza Chicago Downtown Chicago CA $766 per person Jun 8 - Jun 10 found 1 day ago Roundtrip flight included Toronto (YTO) to Chicago (ORD) 9.4/10 Exceptional! (3,495 reviews) Everything was perfect. The staff are really friendly and helpful. Love it!!! Definitely I'll come back Reviewed on Apr 1, 2026 ![Hotel Chicago Downtown, Autograph Collection by Marriott](https://images.trvl-media.com/lodging/1000000/130000/125400/125334/117265ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Chicago Downtown, Autograph Collection by Marriott Downtown Chicago CA $1,327 per person May 5 - May 11 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 9/10 Wonderful! (1,004 reviews) Nice hotel with friendly staff! Housekeeping very helpful and kind. It does seem the front desk was understaffed for the size of hotel and how busy it was. Was hard to get call answered when phoned desk. Reviewed on Mar 30, 2026 ![Fairmont Chicago at Millennium Park](https://images.trvl-media.com/lodging/1000000/20000/16000/15937/8bd99f5f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fairmont Chicago at Millennium Park Downtown Chicago CA $1,405 per person May 5 - May 11 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Chicago (ORD) 8.6/10 Excellent! (2,076 reviews) Everything was perfect Reviewed on Mar 26, 2026 ### Tours & day trips [See all 191 activities](https://expedia.ca/things-to-do/search?&rid=553248634328853320&location=Wintrust+Arena&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 15 verified 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=553248634328853320&location=Wintrust+Arena&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 9.4/10 371 verified reviews CA $62 includes taxes & fees per adult 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available CA $146 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=553248634328853320&location=Wintrust+Arena&swp=off) ![Chinatown Chicago: Dragon Kings Quest Outdoor Escape Game](https://mediaim.expedia.com/localexpert/45763663/41126481-872c-4aa1-9b53-83649fde3812.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chinatown Chicago: Dragon Kings Quest Outdoor Escape Game 1h 18m 7/10 2 Viator reviews Free cancellation available ~~CA $13~~CA $10 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=553248634328853320&location=Wintrust+Arena&swp=off) ![Sip Happens: Chicago Loop Prohibition 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3h 45m 9.8/10 152 Viator 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=553248634328853320&location=Wintrust+Arena&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 $139 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/private-self-guided-deep-dish-pizza-foodie-tour.a4017194.activity-details?&rid=553248634328853320&location=Wintrust+Arena&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 7.8/10 77 GetYourGuide reviews Free cancellation available CA $85 includes taxes 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[](https://www.expedia.ca/things-to-do/colour-factory-chicago-ticket.a49191714.activity-details?&rid=553248634328853320&location=Wintrust+Arena&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 verified review CA $112 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-bulls-basketball-game-at-united-centre.a47300776.activity-details?&rid=553248634328853320&location=Wintrust+Arena&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 9.4/10 183 verified reviews Free cancellation available CA $56 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/art-institute-of-chicago.a170360.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ![Museum of Ice Cream Chicago Admission Ticket](https://mediaim.expedia.com/localexpert/44462004/edc22f4b-e530-47b8-a046-f9cf1607dc3d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Museum of Ice Cream Chicago Admission Ticket 1h 30m 8/10 30 Viator reviews CA $60 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/museum-of-ice-cream-chicago.a44462004.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ![Field Museum of Natural History Admission Tickets](https://mediaim.expedia.com/localexpert/1342751/d66062f7-d657-46ca-af53-c7a2a49d2848.jpg?impolicy=resizecrop&rw=500&rh=280) ### Field Museum of Natural History Admission Tickets 4h 9/10 40 Viator reviews Free cancellation available CA $40 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/field-museum-of-natural-history-admission-tickets.a1342751.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ### Adventure & outdoor [See all 16 activities](https://expedia.ca/things-to-do/search?&rid=553248634328853320&location=Wintrust+Arena&filter.categories=AdventureOutdoor) ![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 verified review CA $112 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-bulls-basketball-game-at-united-centre.a47300776.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ![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 verified review Free cancellation available CA $189 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/two-flight-indoor-skydiving-experience.a2577742.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ![Fascinating Nature Tour Incl Ebony Forest, 7 Coloured Earth,Lunch](https://mediaim.expedia.com/localexpert/46041149/2feba606-3ebf-43f5-a764-366e59243bc2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Fascinating Nature Tour Incl Ebony Forest, 7 Coloured Earth,Lunch 8h 10/10 2 Viator reviews Free cancellation available CA $187 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=553248634328853320&location=Wintrust+Arena&swp=off) ![Mauritius Guided South Tour (Private)](https://mediaim.expedia.com/localexpert/3050767/ff8a97dc-99f4-49ae-818f-30188d2132ac.jpg?impolicy=resizecrop&rw=500&rh=280) ### Mauritius Guided South Tour (Private) 7h 9.8/10 20 Viator reviews Free cancellation available CA $161 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/mauritius-private-south-tour-with-pickup.a3050767.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ![Buggy Tour South of Mauritius](https://mediaim.expedia.com/localexpert/52341168/4da2f3f9-69d2-42b4-be83-2b880a178408.jpg?impolicy=resizecrop&rw=500&rh=280) ### Buggy Tour South of Mauritius 3h 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/buggy-tour-south-of-mauritius.a52341168.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ![Chicago Full Day Bike Rental](https://mediaim.expedia.com/localexpert/637010/16a2f61c-8e40-49ce-9f14-8e66c6902f40.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago Full Day Bike Rental 1d 7.4/10 3 verified reviews Free cancellation available CA $42 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-full-day-bike-rental.a637010.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ![Chicago: Lakefront, Parks, and Museums E-Bike Tour](https://mediaim.expedia.com/localexpert/51856670/0ae91634-5275-4c0c-98b1-40bb0e71ef87.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chicago: Lakefront, Parks, and Museums E-Bike Tour 2h Free cancellation available CA $100 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chicago-lakefront-parks-and-museums-e-bike-tour.a51856670.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ![Mauritius Guided South Tour "Private"](https://mediaim.expedia.com/localexpert/3050620/ae2525af-0ed7-4858-b4ff-23742d332ab8.jpg?impolicy=resizecrop&rw=500&rh=280) ### Mauritius Guided South Tour "Private" 7h 10/10 1 verified review Free cancellation available CA $161 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/full-day-private-guided-sightseeing-tour-of-south-mauritius.a3050620.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ![Electric Bike Tours in Lincoln Park](https://mediaim.expedia.com/localexpert/50819799/ca407212-ae7c-4637-b03c-f0d1d62192aa.jpg?impolicy=resizecrop&rw=500&rh=280) ### Electric Bike Tours in Lincoln Park 2h 30m Free cancellation available CA $118 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/electric-bike-tours-in-lincoln-park.a50819799.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ![Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer](https://mediaim.expedia.com/localexpert/46208669/1a9520fd-9797-4b2f-b013-aa63087b81e8.jpg?impolicy=resizecrop&rw=500&rh=280) ### Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer 4h Free cancellation available CA $248 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/fun-chicago-bike-tour-with-pizza-hot-dogs-cupcakes-and-beer.a46208669.activity-details?&rid=553248634328853320&location=Wintrust+Arena&swp=off) ### Popular places to visit ![McCormick Place](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(143 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) ![Glessner House Museum](https://images.trvl-media.com/place/829/7c60cf02-af3c-485a-b818-add31f151b98.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Glessner House Museum You can spend time exploring the galleries in Glessner House Museum during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene. [](https://expedia.ca/Glessner-House-Museum-Chicago.d6227642.Vacation-Attraction) ![South Wentworth Street](https://images.trvl-media.com/place/829/985cb73f-fc0d-45b6-b0b3-db168356edea.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### South Wentworth Street You can find the perfect gifts to bring home at South Wentworth Street during your stay in Chicago. Amble around this family-friendly area's Chinatown and enjoy its top-notch restaurants. [](https://expedia.ca/South-Wentworth-Street-Chinatown.d864818854292119552.Vacation-Attraction) #### Chess Records Building / Blues Heaven You can spend time exploring the galleries in Chess Records Building / Blues Heaven during your travels in Chicago. While in this vibrant area, you can savor the top-notch restaurants. [](https://expedia.ca/Chess-Records-Building-Blues-Heaven-Chicago.d658957377585451008.Vacation-Attraction) #### Willie Dixon's Blues Heaven You can learn about the history of Chicago with a visit to Willie Dixon's Blues Heaven. Stroll along the lakeside or visit the notable monuments in this vibrant area. [](https://expedia.ca/Willie-Dixons-Blues-Heaven-Chicago.d553248621533116600.Vacation-Attraction) #### South Asia Institute You can spend time studying the exhibits at South Asia Institute in Chicago. While in this vibrant area, you can savor the top-notch restaurants. [](https://expedia.ca/South-Asia-Institute-Chicago.d709717047867334656.Vacation-Attraction) --- ## Best Lodging Options Near Wintrust Arena ## Check availability on hotels close to Wintrust Arena [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248634328853320&startDate=2026-04-02&endDate=2026-04-03)[Apr 2 - Apr 3](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248634328853320&startDate=2026-04-02&endDate=2026-04-03) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248634328853320&startDate=2026-04-03&endDate=2026-04-04)[Apr 3 - Apr 4](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248634328853320&startDate=2026-04-03&endDate=2026-04-04) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248634328853320&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[Apr 3 - Apr 5](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248634328853320&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248634328853320&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026)[Apr 10 - Apr 12](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248634328853320&startDate=10%2F04%2F2026&endDate=12%2F04%2F2026) ![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/11b63ec2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Congress Plaza Hotel 520 South Michigan Avenue Chicago IL [](https://expedia.ca/Chicago-Hotels-Congress-Plaza-Hotel.h6452.Hotel-Information) ![Marriott Marquis Chicago](https://images.trvl-media.com/lodging/19000000/18180000/18179000/18178914/92b66897_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Marriott Marquis Chicago 2121 South Prairie Avenue Chicago IL [](https://expedia.ca/Chicago-Hotels-Marriott-Marquis-Chicago.h18178914.Hotel-Information) ![Hyatt Regency McCormick Place Chicago ](https://images.trvl-media.com/lodging/1000000/90000/84800/84736/bc1f3373_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Regency McCormick Place Chicago 2233 S Martin Luther King Dr Chicago IL [](https://expedia.ca/Chicago-Hotels-Hyatt-Regency-McCormick-Place.h84736.Hotel-Information) ![Hampton Inn Chicago McCormick Place](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251274/52960016_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn Chicago McCormick Place 123 East Cermak, Suite 100 Chicago IL [](https://expedia.ca/Chicago-Hotels-Hampton-Inn-Chicago-McCormick-Place.h23251274.Hotel-Information) ![Hilton Garden Inn Chicago McCormick Place](https://images.trvl-media.com/lodging/21000000/20120000/20114600/20114575/48d21739_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Chicago McCormick Place 123 East Cermak, Suite 300 Chicago IL [](https://expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-McCormick-Place.h20114575.Hotel-Information) ![Home2 Suites by Hilton Chicago McCormick Place](https://images.trvl-media.com/lodging/21000000/20120000/20114600/20114548/5b337355_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Home2 Suites by Hilton Chicago McCormick Place 123 E. CERMAK ROAD Chicago IL [](https://expedia.ca/Chicago-Hotels-Home2-Suites-By-Hilton-Chicago-McCormick-Place.h20114548.Hotel-Information) ![The Wheeler Mansion](https://images.trvl-media.com/lodging/8000000/7820000/7818200/7818107/18dd5e87_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Wheeler Mansion 2020 South Calumet Avenue Chicago IL [](https://expedia.ca/Chicago-Hotels-The-Wheeler-Mansion.h7818107.Hotel-Information) ![McCormick 3B/2Ba w optional parking/Up to 8 guests](https://images.trvl-media.com/lodging/113000000/112440000/112431500/112431452/7071373f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### McCormick 3B/2Ba w optional parking/Up to 8 guests Chicago IL [](https://expedia.ca/Chicago-Hotels-Skyline-McCormick-Place-3-Bed2-Bath-Family-Unit-With-Optional-Parking.h112431452.Hotel-Information) ![SpringHill Suites by Marriott Chicago Chinatown](https://images.trvl-media.com/lodging/65000000/64630000/64624400/64624399/575b0923_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### SpringHill Suites by Marriott Chicago Chinatown 2357 S WENTWORTH AVE Chicago IL [](https://expedia.ca/Chicago-Hotels-SpringHill-Suites-By-Marriott-Chicago-Chinatown.h64624399.Hotel-Information) [See all 3,975 properties in Wintrust Arena](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248634328853320) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.