Plan a trip to see Second City

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

Pendry Chicago

Downtown Chicago

￥244,478

per person

Jan 7 - Jan 11

found 18 hours ago

Roundtrip flight included

Fukuoka (FUK) to Chicago (ORD)

18.8/10 Exceptional! (1,128 reviews)

Staff was our favorite part! Very very professional and friendly

Reviewed on Nov 14, 2025

Park Hyatt Chicago

Downtown Chicago

￥469,802

per person

Dec 26 - Dec 30

found 2 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.6/10 Exceptional! (1,006 reviews)

This is a beautiful hotel with lots of amenities that feel kind of luxurious. We especially loved the huge tub in our room. Also, the staff was amazing. One gripe we had is that we paid quite a bit more for a lake view room and we were on the eighth floor, which did not really afford much of a view. We called the front desk to see if we could get a higher floor and they said there was nothing available, but they did bring us a bottle of wine to compensate. I know someone has to be on the lower floors, but it seems that if you are going to pay more for a view they should make sure you are on a higher floor. Other than that, we would definitely stay here again and would recommend!

Reviewed on Oct 20, 2025

Waldorf Astoria Chicago

Downtown Chicago

￥506,492

per person

Dec 26 - Dec 30

found 2 hours ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

18.8/10 Exceptional! (1,001 reviews)

Beautiful place and service

Reviewed on Oct 29, 2025

Browse tours and tickets to explore Second City

Tours & day trips

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Architecture River Tour

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's Chinatown Food and Walking Tour

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

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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