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.

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Hilton Garden Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

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per person

Sep 6 - Sep 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

8/10 Very Good! (1,810 reviews)

Hotel is huge, Webber Grill Restaurant is good and it is close to Ballys! Room was OK but bed was out dated, Old and like sleeping on a box spring not comfortable! If u gamble at Ballys they will comp your parking daily. It is not safe in the early morning lots of homeless, pan handlers, drunk people and migrants outside all the hotels in this area at day break like 5:30-6:00 am! They will tell u if u are not from Chicago to get on with yourself before u get hurt! We were approached twice on our way to the parking garage!

Reviewed on Jun 12, 2024

Level Chicago – Old Town

Downtown Chicago

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per person

Sep 6 - Sep 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

8.8/10 Excellent! (210 reviews)

Great room - fabulous fitness center. Easy access to grocery stores to stock fridge. Room is furnished with all amenities.

Reviewed on Jun 9, 2024

Trump International Hotel & Tower Chicago

Downtown Chicago

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per person

Sep 6 - Sep 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Chicago (ORD)

9.2/10 Wonderful! (1,212 reviews)

Love this property. Whenever we visit Chicago this is where we stay. It’s lovely.

Reviewed on Jun 12, 2024

Browse tours and tickets to explore Second City

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Ultimate Chicago Self-Guided Walking Audio Tour Bundle

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Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour

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BYOB Spray Paint 'n' Sip at Studio W.I.P. Chicago

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