Orland Square Tours and Activities
Visit Orland Square
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $57
per adult
94% of travellers recommend
Plan a trip to see Orland Square
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,179, price is now CA $905 per person
CA $905
per person
Oct 28 - Oct 30
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
I had an amazing time at the hotel. The employees were helpful and the rooftop view is amazing.
Reviewed on Aug 17, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $1,657, price is now CA $1,132 per person
CA $1,132
per person
Oct 22 - Oct 25
found 8 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Always a great stay at The Swiss. Got upgraded to a corner room at no charge. Great views of the lake and the river. Paloma’s at the bar were great. Breakfast was awesome as well. Had the croissant sandwich and Belgian waffle.
Reviewed on Aug 17, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,149, price is now CA $1,501 per person
CA $1,501
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful.
Reviewed on Aug 12, 2026
Stay near popular Orland Square attractions
Best Lodging Options Near Orland Square
Check availability on hotels close to Orland Square
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
Sybaris Pool Suites
600 Ogden Ave Downers Grove IL
Embassy Suites by Hilton Chicago Lombard Oak Brook
707 E Butterfield Road Lombard IL
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
Hilton Chicago
720 S Michigan Ave Chicago IL
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
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.