The Old Post Office
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Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was HK$7,760, price is now HK$4,889 per person
HK$4,889
per person
6 Nov - 9 Nov
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
First time in Chicago, the hotel was walkable to a lot of things. Loved the location. Was clean and felt comfortable.
Reviewed on 5 Oct 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was HK$11,096, price is now HK$7,488 per person
HK$7,488
per person
6 Nov - 9 Nov
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Excellent all around
Reviewed on 4 Oct 2025
Swissotel - Chicago
Downtown Chicago
Save 100% on your flight
Price was HK$7,360, price is now HK$5,140 per person
HK$5,140
per person
6 Nov - 9 Nov
found 17 hours ago
Return flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (2,765 reviews)
Front desk clerk was great. Made us feel like VIPs.
Reviewed on 5 Oct 2025
Tours & day trips
See all 156 activities
Architecture River Tour
Activity duration is 1 hour and 15 minutes
9.6 out of 10 with 1479 reviews
Free cancellation available
Private & custom tours
See all 29 activities
Eastside Chicago The Heist Exploration Game and Tour
Activity duration is 1 hour and 35 minutes
Free cancellation available
Food, drink & nightlife
See all 25 activities
Chicago: Architecture Boat Tour with Drinks
Activity duration is 1 hour and 30 minutes
9.0 out of 10 with 19 reviews
Free cancellation available
Attractions
See all 16 activities
360 CHICAGO Observation Deck
Activity duration is 30 minutes
8.4 out of 10 with 671 reviews
Free cancellation available
Adventure & outdoor
See all 13 activities
Chicago: Two Flight Indoor Skydiving Experience
Activity duration is 1 hour
10.0 out of 10 with 1 review
Free cancellation available
Popular places to visit
311 S Wacker Dr
You can learn about the history of Chicago with a trip to 311 S Wacker Dr. Experience the acclaimed theatre scene and entertainment choices in this vibrant area.
Willis Tower
Visit the Skydeck and gaze down over the Chicago cityscape from a dazzling 1,353 feet above the sidewalk.
Chicago Board of Trade Building
You can learn about the history of Chicago when you stop by Chicago Board of Trade Building. Experience the acclaimed theatre scene and fascinating museums in this vibrant area.
Rookery
Built by famed 19th-century architects and renovated in 1907 by Frank Lloyd Wright, this early skyscraper is a great stop on a Chicago architecture tour.
Chicago Loop Synagogue
Chicago Loop Synagogue is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the acclaimed theatre scene in this vibrant area.
D'Angelo Dog Park
D'Angelo Dog Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the acclaimed art galleries and entertainment choices in this vibrant area.
Top The Old Post Office Hotel Deals
Check prices on hotels near The Old Post Office
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street, Chicago, IL
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
Holiday Inn Chicago Dwtn - The Mart by IHG
350 West Wolf Point Plaza, Building 2, Chicago, IL
The Midland Hotel Chicago, a Tribute Portfolio Hotel
172 W Adams St, 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.
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