Name: Cheerful 4 bedroom smart home w/ indoor fireplace
Address: Chicago

Price found within the past 48 hours. Click for updated prices.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

HK$4,889

per person

6 Nov - 9 Nov

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (2,427 reviews)

Great place to stay

Reviewed on 6 Oct 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

HK$7,488

per person

6 Nov - 9 Nov

found 1 day ago

Return flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses.

Reviewed on 6 Oct 2025

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

HK$5,140

per person

6 Nov - 9 Nov

found 1 day 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 145 activities

Architecture River Tour

Free cancellation available

Private & custom tours

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Eastside Chicago The Heist Exploration Game and Tour

Free cancellation available

Food, drink & nightlife

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Chicago: Architecture Boat Tour with Drinks

Free cancellation available

Attractions

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360 CHICAGO Observation Deck

Free cancellation available

Adventure & outdoor

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Chicago: Two Flight Indoor Skydiving Experience

Free cancellation available

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