Title: Orland Square in Chicago - Tours and Activities | Expedia.ca [Orland Square Hotels](https://expedia.ca/Orland-Square-Hotels.0-l553248635976375725-0.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)[Orland Square Car Rentals](https://expedia.ca/Car-Rentals-In-Orland-Square.d553248635976375725.Car-Rental-Guide)[Chicago Vacation Packages](https://expedia.ca/Chicago.d178248.Destination-Travel-Guides) # Orland Square Tours and Activities ## Visit Orland Square Activities [Chicago travel guide](https://expedia.ca/Chicago.dx178248) --- --- ## Plan a trip to see Orland Square Price found within the past 48 hours. Click for updated prices. ![Level Chicago Fulton Market](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/989904ac_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Level Chicago Fulton Market Downtown Chicago CA $1,013 per person May 11 - May 15 found 24 hours ago Roundtrip flight included Montreal (YMQ) to Chicago (ORD) 9.2/10 Wonderful! (421 reviews) 10/10 makes you feel at home. One of the best hotels I’ve ever stayed in. Reviewed on Mar 23, 2026 ![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 $1,190 per person Jun 4 - Jun 7 found 1 day ago Roundtrip flight included Montreal (YMQ) to Chicago (ORD) 9.4/10 Exceptional! (3,495 reviews) We loved everything about this modern hotel, with one exception: the room doors “bang” when closing. These sounds can be heard up and down the hall and woke us up multiple times. Recommendation to the property management to install some form of sound mitigation or softer closing mechanism in the doors. Reviewed on Mar 27, 2026 ![Sable at Navy Pier Chicago, Curio Collection by Hilton](https://images.trvl-media.com/lodging/58000000/57660000/57651200/57651125/6c1738b5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sable at Navy Pier Chicago, Curio Collection by Hilton Downtown Chicago CA $1,209 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Chicago (ORD) 9.4/10 Exceptional! (2,401 reviews) Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. Reviewed on Mar 27, 2026 ### Popular places to visit ![A bunch of camogie ash hurleys lie in the grass](https://images.trvl-media.com/place/6169731/21b4d43b-45c4-4c41-95f9-5311645c4175.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gaelic Park Learn about the events happening at Gaelic Park during your trip to Oak Forest. Experience the area's great live music or attend a sporting event. [](https://expedia.ca/Gaelic-Park-Chicago.d6169731.Vacation-Attraction) #### University Of Chicago Medicine Though University Of Chicago Medicine might be what brings you to town, perhaps you'll have a chance to explore more of Orland Park while you are here. [](https://expedia.ca/University-Of-Chicago-Medicine-Chicago.d624556175771512832.Vacation-Attraction) #### Space Golf Enjoy a round of golf in Orland Park at Space Golf. Experience the great live music or attend a sporting event in this family-friendly area. [](https://expedia.ca/Space-Golf-Orland-Park.d553248621532658610.Vacation-Attraction) #### Centennial Park Aquatic Center Enjoy the thrill rides with your kiddos at Centennial Park Aquatic Center as part of your trip to Orland Park. Experience the great live music or attend a sporting event in this family-friendly area. [](https://expedia.ca/Centennial-Park-Aquatic-Center-Orland-Park.d6247335.Vacation-Attraction) #### Centennial Park Explore the great outdoors at Centennial Park, a lovely green space in Orland Park. Experience the great live music or attend a sporting event in this family-friendly area. [](https://expedia.ca/Centennial-Park-Orland-Park.d6247339.Vacation-Attraction) #### Village Green You can take time to visit Village Green during your travels to Palos Park. Make some time to visit the shops while you're in the area. [](https://expedia.ca/Village-Green-Chicago.d998140501211582464.Vacation-Attraction) --- ## Best Lodging Options Near Orland Square ## Check availability on hotels close to Orland Square [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976375725&startDate=2026-03-27&endDate=2026-03-28)[Mar 27 - Mar 28](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976375725&startDate=2026-03-27&endDate=2026-03-28) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976375725&startDate=2026-03-28&endDate=2026-03-29)[Mar 28 - Mar 29](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976375725&startDate=2026-03-28&endDate=2026-03-29) [This weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976375725&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026)[Mar 27 - Mar 29](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=553248635976375725&startDate=27%2F03%2F2026&endDate=29%2F03%2F2026) ![Sybaris Pool Suites](https://images.trvl-media.com/lodging/76000000/75270000/75266900/75266838/e7c09de7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sybaris Pool Suites 600 Ogden Ave Downers Grove IL [](https://expedia.ca/Chicago-Hotels-Sybaris-Pool-Suites.h75266838.Hotel-Information) ![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) ![Hilton Garden Inn Chicago Downtown South Loop](https://images.trvl-media.com/lodging/34000000/33690000/33682500/33682469/d5b5d773_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Chicago Downtown South Loop 55 E 11th Street Chicago IL [](https://expedia.ca/Chicago-Hotels-Hilton-Garden-Inn-Chicago-Downtown-South-Loop.h33682469.Hotel-Information) ![Homewood Suites by Hilton Chicago Downtown South Loop](https://images.trvl-media.com/lodging/34000000/33390000/33387400/33387384/d2ddfcbe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Homewood Suites by Hilton Chicago Downtown South Loop 59 E. 11th Street Chicago IL [](https://expedia.ca/Chicago-Hotels-Homewood-Suites-By-Hilton-Chicago-Downtown-South-Loop.h33387384.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Chicago 720 S Michigan Ave Chicago IL [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![Best Western Grant Park Hotel](https://images.trvl-media.com/lodging/1000000/30000/23100/23023/a243f0c9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Best Western Grant Park Hotel 1100 S Michigan Ave Chicago IL [](https://expedia.ca/Chicago-Hotels-Best-Western-Grant-Park-Hotel.h23023.Hotel-Information) ![Holiday Inn & Suites Chicago - Downtown by IHG](https://images.trvl-media.com/lodging/1000000/210000/201300/201274/9b3b5e62_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn & Suites Chicago - Downtown by IHG 506 West Harrison Street Chicago IL [](https://expedia.ca/Chicago-Hotels-Holiday-Inn-Suites-Chicago-Downtown.h201274.Hotel-Information) ![Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/21200/21142/b975595d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel 500 South Dearborn Street Chicago IL [](https://expedia.ca/Chicago-Hotels-Hotel-Blake.h21142.Hotel-Information) ![The Blackstone, Autograph Collection](https://images.trvl-media.com/lodging/1000000/30000/22300/22295/22315c67_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Blackstone, Autograph Collection 636 S Michigan Ave Chicago IL [](https://expedia.ca/Chicago-Hotels-The-Blackstone.h22295.Hotel-Information) [See all 5,605 properties in Orland Square](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=553248635976375725) 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.