Midway Plaisance

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was S$1,102, price is now S$943 per person
S$943
per person
30 Jan - 1 Feb
found 22 hours ago
Return flight included
Seattle (SEA) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Jasmine was courteous and friendly, made our check in process smooth. Clean rooms and the breakfast was amazing. I definitely recommend staying here.

Reviewed on 31 Dec, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was S$1,539, price is now S$1,215 per person
S$1,215
per person
30 Jan - 1 Feb
found 22 hours ago
Return flight included
Seattle (SEA) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Great time and staff

Reviewed on 30 Dec, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was S$1,118, price is now S$987 per person
S$987
per person
30 Jan - 1 Feb
found 22 hours ago
Return flight included
Seattle (SEA) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.

Reviewed on 18 Dec, 2025

Tours & day trips

See all 120 activities
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

Activity duration is 1 hour and 30 minutes
9.4 out of 10 with 365 reviews
Price is S$58 per adult
Wendella's 90-min Chicago River Architecture TourOpens in new tab

Private & custom tours

See all 44 activities
Zen Route - Private & Exclusive Full Day Tour with Lunch Included

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

Activity duration is 9 hours
Free cancellation available
Price is S$86 per adult*
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Food, drink & nightlife

See all 16 activities
Odyssey Chicago River Premier Dinner Cruise

Odyssey Chicago River Premier Dinner Cruise

Activity duration is 2 hours and 30 minutes
7.4 out of 10 with 3 reviews
Price is S$226 per adult
Odyssey Chicago River Premier Dinner CruiseOpens in new tab

Attractions

See all 16 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 30 minutes
8.8 out of 10 with 685 reviews
Free cancellation available
Price is S$37 per adult
360 CHICAGO Observation DeckOpens in new tab

Adventure & outdoor

See all 9 activities
Chicago Bulls Basketball Game at United Centre

Chicago Bulls Basketball Game at United Centre

Activity duration is 3 hours
8.0 out of 10 with 1 review
Price is S$94 per adult
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Popular places to visit

Robie House

University of Chicago

4/5(15 reviews)

Explore the campus of University of Chicago during your travels in Chicago. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

University of Chicago
Robie House

Robie House

Witness the simple beauty of Frank Lloyd Wright’s designs in a Chicago house that epitomizes a popular American style of architecture.

Robie House

Lorado Taft's Midway Studios

You can find out about the history of Chicago when you stop by Lorado Taft's Midway Studios. Stroll along the lakeside or experience the acclaimed art galleries in this vibrant area.

Lorado Taft's Midway Studios

University of Chicago Medicine

If University of Chicago Medicine is what brings you to town, hopefully you'll have a chance to explore more of Chicago.

University of Chicago Medicine

Bond Chapel

Find out about the history of Chicago with a stop at Bond Chapel. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

Bond Chapel

Chicago Hospital

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

Chicago Hospital

Top Midway Plaisance Hotel Deals

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

3 out of 5
5225 S Harper Ave Chicago IL
Hyatt Place Chicago-South/University Medical Center
Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90

2 out of 5
6535 S King Dr Chicago IL
Best Motel By OYO Chicago I-90
Sophy Hyde Park

Sophy Hyde Park

4 out of 5
1411 East 53rd Street Chicago IL
Sophy Hyde Park
Mccormick Place Guest House

Mccormick Place Guest House

3 out of 5
3643 South Indiana Avenue Chicago IL
Mccormick Place Guest House
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Hilton Chicago
Admiral Motel By Oyo Chicago I-94

Admiral Motel By Oyo Chicago I-94

2.5 out of 5
9118 S Cottage Grove Ave Chicago IL
Admiral Motel By Oyo Chicago I-94
SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown

3.5 out of 5
2357 S WENTWORTH AVE Chicago IL
SpringHill Suites by Marriott Chicago Chinatown
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Palmer House a Hilton Hotel
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4 out of 5
2233 S Martin Luther King Dr Chicago IL
Hyatt Regency McCormick Place Chicago
See all 3,690 properties in Midway Plaisance
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.