Plan a trip to see Flat Iron Building

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Hotel Riu Plaza Chicago

Downtown Chicago

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per person

Aug 14 - Aug 18

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,122 reviews)

Hotel is beautiful! Staff was amazing! It was super clean, and the buffet was to die for! However, the wifi did not work! I needed it to do work on my computer and I couldn’t do anything!

Reviewed on Jul. 14, 2025

Virgin Hotels Chicago

Downtown Chicago

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per person

Sep 4 - Sep 9

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Chicago (ORD)

9.2/10 Wonderful! (1,334 reviews)

I loved the location of the property, and the overall concept of something fun and funky, but I had a "higher end" room, and it was right near the elevator, so I got a lot of noise on that side, plus the El from the other side. The rug wasn't super clean (although the bedding and the rest of the room were a delight). The most annoying thing was the TV. Anything I turned it to, 10 minutes later to the minute, it went back to the Virgin channel #1, here are all our hotels in the world. I really hated having to stay on top of a show, when usually I want the tv on as background while I'm getting ready, etc. Also, this hotel's amenities were oversold, i.e., good luck getting on the rooftop, especially if you just wanted a quiet sip of a drink. I loved the cafe and the staff, though, everyone was very pleasant.

Reviewed on Jul. 15, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

per person

Sep 4 - Sep 9

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Chicago (ORD)

9.4/10 Exceptional! (1,635 reviews)

Amazing customer service

Reviewed on Jul. 13, 2025

Tours & day trips

See all 178 activities

Architecture River Tour

Free cancellation available

Food, drink & nightlife

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Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Private & custom tours

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Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

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Chicago White Sox Baseball Game at Guaranteed Rate Field

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Though AMITA Health Saints Mary and Elizabeth Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Chicago while you are here.