Title: Market Square in Chicago - Tours and Activities | Expedia.ca [Market Square Hotels](https://expedia.ca/Market-Square-Hotels.0-l955725119486197760-0.Travel-Guide-Filter-Hotels)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Market Square Car Rentals](https://expedia.ca/Car-Rentals-In-Market-Square.d955725119486197760.Car-Rental-Guide)[Chicago Vacation Packages](https://expedia.ca/Chicago.d178248.Destination-Travel-Guides) # Market Square Tours and Activities ## Visit Market Square Activities [Chicago travel guide](https://expedia.ca/Chicago.dx178248) --- --- ## Plan a trip to see Market Square Price found within the past 48 hours. Click for updated prices. ![JW Marriott Chicago](https://images.trvl-media.com/lodging/4000000/3540000/3538400/3538327/232aa080_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### JW Marriott Chicago Downtown Chicago CA $707 per person May 1 - May 3 found 24 hours ago Roundtrip non-stop flight included Montreal (YUL) to Chicago (ORD) 9.2/10 Wonderful! (1,000 reviews) Bottle of waters were not stocked in the refrigerator. Reviewed on Jan 6, 2026 ![Level Chicago – Old Town](https://images.trvl-media.com/lodging/40000000/39810000/39805900/39805843/8a983359_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago – Old Town Downtown Chicago CA $930 per person Mar 21 - Mar 27 found 1 hour ago Roundtrip non-stop flight included Montreal (YMQ) to Chicago (ORD) 9/10 Wonderful! (380 reviews) My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone! Reviewed on Feb 2, 2026 ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Pendry Chicago Downtown Chicago CA $972 per person Mar 21 - Mar 27 found 1 hour ago Roundtrip non-stop flight included Montreal (YMQ) to Chicago (ORD) 9.4/10 Exceptional! (1,130 reviews) Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium. Reviewed on Jan 31, 2026 ### Popular places to visit ![Sebago Lake State Park, Maine](https://images.trvl-media.com/place/553248635983986828/f59bac87-dc6b-4be6-9c74-fb2e27e8c227.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Forest Park Beach Why not spend a lazy afternoon at Forest Park Beach during your trip to Lake Forest? Stroll along the lakeside or visit the shops in this family-friendly area. [](https://expedia.ca/Forest-Park-Beach-Chicago.d553248635983986828.Vacation-Attraction) #### Lake Forest College Enjoy the collegiate vibe when you visit Lake Forest College, during your travels in Lake Forest. Wander the lakeside in this family-friendly area. [](https://expedia.ca/Lake-Forest-College-Chicago.d6156570.Vacation-Attraction) #### Northwestern Lake Forest Hospital Though Northwestern Lake Forest Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Lake Forest while you are here. [](https://expedia.ca/Northwestern-Lake-Forest-Hospital-Chicago.d6156568.Vacation-Attraction) #### Citadel Theatre Company You can make plans for a show at Citadel Theatre Company during your trip to Lake Forest. Stroll along the lakeside or attend a sporting event in this family-friendly area. [](https://expedia.ca/Citadel-Theatre-Company-Chicago.d553248621532659199.Vacation-Attraction) #### Middlefork Savanna Forest Preserve You can take time to visit Middlefork Savanna Forest Preserve during your travels to Chicago. [](https://expedia.ca/Middlefork-Savanna-Forest-Preserve-Chicago.d955608500996911104.Vacation-Attraction) #### Conway Farms Golf Club Enjoy a round of golf in Lake Forest at Conway Farms Golf Club. Amble within the forests or visit the shops in this family-friendly area. [](https://expedia.ca/Conway-Farms-Golf-Club-Chicago.d553248635958162078.Vacation-Attraction) --- ## Best Lodging Options Near Market Square ## Check availability on hotels close to Market Square [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=955725119486197760&startDate=2026-02-07&endDate=2026-02-08)[Feb 7 - Feb 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=955725119486197760&startDate=2026-02-07&endDate=2026-02-08) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=955725119486197760&startDate=2026-02-08&endDate=2026-02-09)[Feb 8 - Feb 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=955725119486197760&startDate=2026-02-08&endDate=2026-02-09) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=955725119486197760&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026)[Feb 13 - Feb 15](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=955725119486197760&startDate=13%2F02%2F2026&endDate=15%2F02%2F2026) ![Deer Path Inn](https://images.trvl-media.com/lodging/1000000/450000/449500/449424/c5730ce8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Deer Path Inn 255 East Illinois Road Lake Forest IL [](https://expedia.ca/Chicago-Hotels-Deer-Path-Inn.h449424.Hotel-Information) ![Coveted Location:Downtown Lake Forest 3/2.5 Duplex](https://images.trvl-media.com/lodging/101000000/100110000/100104300/100104219/9fcd5d7c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Coveted Location:Downtown Lake Forest 3/2.5 Duplex Lake Forest IL [](https://expedia.ca/Chicago-Hotels-Coveted-LocationDowntown-Lake-Forest-325-Duplex.h100104219.Hotel-Information) ![Fall Escape Near Naval Base & Beach](https://images.trvl-media.com/lodging/120000000/119640000/119635200/119635179/984930b8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fall Escape Near Naval Base & Beach Lake Forest IL [](https://expedia.ca/Chicago-Hotels-3BD-Townhome-Downtown-Lake-Forest.h119635179.Hotel-Information) ![Charming home near Lake Michigan, bike paths, and high school](https://images.trvl-media.com/lodging/93000000/92090000/92081400/92081324/f9ab1188_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Charming home near Lake Michigan, bike paths, and high school Lake Forest IL [](https://expedia.ca/Chicago-Hotels-Charming-Home-Near-Lake-Michigan.h92081324.Hotel-Information) ![Lake Forest Luxury 4 Bedroom with Beach nearby](https://images.trvl-media.com/lodging/90000000/89640000/89636100/89636060/w1010h683x7y0-99e13ea5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lake Forest Luxury 4 Bedroom with Beach nearby Lake Forest IL [](https://expedia.ca/Chicago-Hotels-Lake-Forest-Luxury-4-Bedroom-With-Beach-Nearby.h89636060.Hotel-Information) ![Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown](https://images.trvl-media.com/lodging/20000000/19380000/19370400/19370334/13111f48_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown Lake Forest IL [](https://expedia.ca/Chicago-Hotels-Beautifully-Decorated-Ranch.h19370334.Hotel-Information) ![Spacious Home Near Lake Michigan with Peaceful Backyard](https://images.trvl-media.com/lodging/118000000/117770000/117766200/117766162/7806e987_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spacious Home Near Lake Michigan with Peaceful Backyard Lake Forest IL [](https://expedia.ca/Chicago-Hotels-Spacious-Home-Near-Lake-Michigan-With-Peaceful-Backyard.h117766162.Hotel-Information) ![Contemporary house with partial lake views/quiet and private area/gut reno/2023](https://images.trvl-media.com/lodging/100000000/99970000/99968400/99968343/8c29dfc4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Contemporary house with partial lake views/quiet and private area/gut reno/2023 Lake Forest IL [](https://expedia.ca/Chicago-Hotels-Contemporary-House-With-Partial-Lake-Viewsquiet-And-Private-Areagut-Reno2023.h99968343.Hotel-Information) ![Sunset Motel](https://images.trvl-media.com/lodging/2000000/1460000/1453600/1453510/882ded3d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sunset Motel 511 Rockland Rd Lake Bluff IL [](https://expedia.ca/Chicago-Hotels-Sunset-Motel.h1453510.Hotel-Information) [See all 410 properties in Market Square](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=955725119486197760) 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.