If you're spending a while in Old Town Chicago, Second City is a good place to start your exploring. This stand-up performance venue is one of numerous attractions that'll keep you occupied here. Wrigley Field, Millennium Park, and Willis Tower are also waiting for you close by.

Plan a trip to see Second City

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

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$398

per person

Mar 4 - Mar 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Great location, clean room and friendly staff!

Reviewed on Dec 14, 2025

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$416

per person

Mar 4 - Mar 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,130 reviews)

Concierge not helpful and neither is was the door man, Neither would get me a cab, they said to just stand outside

Reviewed on Dec 4, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

$693

per person

Mar 4 - Mar 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,773 reviews)

Pablo at reception was the most amazing! Amazing service, beautiful view, convenient location. Excellent hotel. Only thing for improvement would be better lighting in the bathroom.

Reviewed on Dec 14, 2025

Browse tours and tickets to explore Second City

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Free cancellation available

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Free cancellation available

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Free cancellation available

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360 CHICAGO Observation Deck

Free cancellation available

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BYOB Spray Paint and Sip at Studio W.I.P.

Free cancellation available

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