Plan a trip to see Second City

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

Level Chicago Fulton Market

Downtown Chicago

￥387,560

per person

Jul 23 - Jul 27

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.2/10 Wonderful! (477 reviews)

The rooms were very clean!

Reviewed on May 4, 2026

Hotel Riu Plaza Chicago

Downtown Chicago

￥389,378

per person

Jul 23 - Jul 27

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (4,070 reviews)

“Our stay was exceptional in every way. The hotel exceeded our expectations with its comfort, service, and overall atmosphere.”

Reviewed on May 15, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

￥471,416

per person

Jul 23 - Jul 27

found 1 day ago

Roundtrip non-stop flight included

Tokyo (TYO) to Chicago (ORD)

9.4/10 Exceptional! (1,863 reviews)

I LOVE THIS HOTEL!!!

Reviewed on May 13, 2026

Browse tours and tickets to explore Second City

Tours & day trips

See all 229 activities

Architecture River Tour

Free cancellation available

Private & custom tours

See all 52 activities

Sip Happens: Chicago Loop Prohibition Tour

Free cancellation available

Food, drink & nightlife

See all 35 activities

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

Attractions

See all 24 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 17 activities

Chicago: BYOB Spray Paint and Sip Workshop

Free cancellation available

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