You'll find this historic landmark in Downtown Chicago. Once you've explored everything you can at Old Colony Building, head to nearby Wrigley Field, Millennium Park, and Willis Tower.

Plan a trip to see Old Colony Building

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theWit Chicago, a Hilton Hotel

Downtown Chicago

Save 100% on your flight

$457

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (1,001 reviews)

great staff...loved our stay.

Reviewed on Nov 22, 2025

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

$680

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Everything was first class, even the coffee shop downstairs. Not to mention the grocery store that is attached to the same building. The ultimate convenience right near the miracle Mile in Chicago, my most favorite place in the world.

Reviewed on Nov 25, 2025

Pendry Chicago

Downtown Chicago

Save 100% on your flight

$544

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Chicago (ORD)

9.4/10 Exceptional! (1,130 reviews)

I thoroughly enjoyed my time at Pendry Chicago. I stayed in a tower king room. I originally was going to stay in a suite but the normal king room was very spacious for one person. The valet service was pretty quick and the valets were all very nice. The front desk clerk was extremely helpful and professional. I loved staying right on Michigan Ave and within walking distance to so many things. I read some reviews saying safety was a concern but I didn’t experience any safety issues. They lock the doors on Michigan Ave after a certain point to keep the flow of traffic thru a better monitored entrance. I also took an evening(beginning around 9:30pm) stroll around Millennium Park, down to Buckingham fountain and back up Michigan Ave to the river and the surroundings blocks around the hotel. At no point did I feel unsafe and would highly recommend this hotel to anyone coming to Chicago. The location is fantastic, the employees are amazing and the rooms are comfy. What more could you ask for?

Reviewed on Nov 26, 2025

Browse tours and tickets to explore Old Colony Building

Tours & day trips

See all 189 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

See all 59 activities

Experience Chicago Cocktail Adventure Part 2

Free cancellation available

Food, drink & nightlife

See all 27 activities

Chicago's Chinatown Food and Walking Tour

Free cancellation available

Attractions

See all 20 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 14 activities

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

Free cancellation available

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