Plan a trip to see Second City

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

Hotel Riu Plaza Chicago

Downtown Chicago

￥275,657

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (2,602 reviews)

Clean! Staff friendly and a great location.

Reviewed on Nov 11, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

￥290,705

per person

Jan 17 - Jan 21

found 1 day ago

Roundtrip flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,761 reviews)

Room exceptional well kept, staff extremely nice Ms Diana in the front desk and Luis in the concierge were superb

Reviewed on Nov 10, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

￥293,264

per person

Jan 1 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (303 reviews)

I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.

Reviewed on Oct 28, 2025

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Reviews of Second City

4.7

Top Destination

5 - Excellent

7

4 - Good

3

3 - Okay

0

2 - Disappointing

0

1 - Terrible

0

5/5 - Excellent

Verified traveler

Quite a bargain (about $40) with yummy food choices close by.

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