Plan a trip to see Bronzeville Academy and Military Museum

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

theWit Chicago, a Hilton Hotel

Downtown Chicago

Save 100% on your flight

AU$672

per person

9 Feb - 15 Feb

found 19 hours ago

Return flight included

New York (NYC) to Chicago (ORD)

9/10 Wonderful! (1,001 reviews)

My family and I stayed at The Wit for Thanksgiving and were extremely pleased with the amenities and professionalism of the staff.

Reviewed on 8 Dec 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

AU$1,659

per person

9 Feb - 15 Feb

found 19 hours ago

Return flight included

New York (NYC) 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 14 Dec 2025

Level Chicago – Old Town

Downtown Chicago

Save 100% on your flight

AU$827

per person

9 Feb - 15 Feb

found 19 hours ago

Return flight included

New York (NYC) to Chicago (ORD)

9/10 Wonderful! (380 reviews)

Great location, clean room and friendly staff!

Reviewed on 14 Dec 2025

Tours & day trips

See all 138 activities

Wendella's 90-min Chicago River Architecture Tour

Private & custom tours

See all 47 activities

Zen Route - Private & Exclusive Full Day Tour with Lunch Included

Free cancellation available

Food, drink & nightlife

See all 21 activities

Odyssey Lake Michigan Premier Dinner Cruise

Attractions

See all 16 activities

360 CHICAGO Observation Deck

Free cancellation available

Classes & workshops

See all 11 activities

Chicago Perfume Making Classes on Magnificent Mile

Free cancellation available

Popular places to visit

Rainbow-PUSH Headquarters

Learn about the local history of Chicago when you take a trip to Rainbow-PUSH Headquarters. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Richard Wright Residence

You can learn about the history of Chicago with a trip to Richard Wright Residence. Wander the area's Chinatown or simply enjoy one of its top-notch restaurants.

Provident Hospital Of Chicago

If Provident Hospital Of Chicago is what brings you to town, hopefully you'll have a chance to explore more of Chicago.

Barack Obama Residence

You can find out about the history of Chicago with a stop at Barack Obama Residence. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

Obama's House

Find out about the history of Chicago with a stop at Obama's House. Amble around this vibrant area's lakeside or experience its fascinating museums.

Kam Isaiah Israel Congregation

You can find out about the history of Chicago when you stop by Kam Isaiah Israel Congregation. Stroll along the lakeside or experience the fascinating museums in this vibrant area.