A detailed mural with angelic figures and a starry sky on a ceiling.

Search Hotels in Prairie District, Chicago

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Check prices for these dates

This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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Our top choices for Prairie District hotels

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

1. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 1.2 mi from Prairie District
8.0 out of 10, Very good, (10,195 reviews)
"Lovely stay, beautiful architecture"
United States
Mia
The price is £92
includes taxes & fees
8 Sept - 9 Sept
Congress Plaza Hotel
A modern interior with a bar area, seating, and decorative wooden panels.

2. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 0.8 mi from Prairie District
8.2 out of 10, Very good, (2,740 reviews)
"The location of the hotel is great close to many things."
United States
Melissa
The price is £122
includes taxes & fees
1 Sept - 2 Sept
Best Western Grant Park Hotel
An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

3. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 0.8 mi from Prairie District
8.8 out of 10, Excellent, (2,132 reviews)
"Great stay"
United States
Dhannetta
The price is £133
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Chicago Downtown South Loop
A modern kitchen with a large window, a dining area, and a view of the sea.

4. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 0.8 mi from Prairie District
8.8 out of 10, Excellent, (2,438 reviews)
"Clean, friendly staff, quick valet, and a decent breakfast"
United States
AMBER
The price is £140
includes taxes & fees
7 Sept - 8 Sept
Homewood Suites by Hilton Chicago Downtown South Loop
A large, multi-story hotel with a prominent entrance and classical architectural details.

5. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 1 mi from Prairie District
8.6 out of 10, Excellent, (3,084 reviews)
"Very nice place would stay again"
United States
Konner
The price is £169
includes taxes & fees
7 Sept - 8 Sept
Hilton Chicago
A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

6. Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 1 mi from Prairie District
9.0 out of 10, Wonderful, (1,000 reviews)
"The room, the staff and the restaurant were all great!"
United States
Jesse
The price is £161
includes taxes & fees
30 Aug - 31 Aug
Le Méridien Essex Chicago
A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

7. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 1.2 mi from Prairie District
7.6 out of 10, Good, (2,798 reviews)
"Very good to stay for a short term, budget friendly, and staff was helpful."
United States
Randall
The price is £98
includes taxes & fees
31 Aug - 1 Sept
Travelodge by Wyndham Downtown Chicago
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

8. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 1.6 mi from Prairie District
8.8 out of 10, Excellent, (3,620 reviews)
"Greta stay and location"
Canada
Youssef
The price is £116
includes taxes & fees
30 Aug - 31 Aug
Club Quarters Hotel, Central Loop, Chicago
A spacious lobby with two elevators, a reception area, and a seating area with blue and white ottomans.

9. Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
West Loop, 1.5 mi from Prairie District
8.6 out of 10, Excellent, (1,190 reviews)
"The hotel is so good."
United States
Julenny
The price is £139
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn & Suites Chicago - Downtown by IHG
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

10. Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 2.5 mi from Prairie District
9.4 out of 10, Exceptional, (2,658 reviews)
"Nice place to stay"
United States
Ashraf
The price is £176
includes taxes & fees
7 Sept - 8 Sept
Sable at Navy Pier Chicago, Curio Collection by Hilton

11. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
The Loop, 1.2 mi from Prairie District
9.6 out of 10, Exceptional, (1,274 reviews)
"The staff were really nice and friendly. Our room was nice and clean. I would stay here again!"
United States
Melanie
The price is £159
includes taxes & fees
1 Sept - 2 Sept
Hilton Vacation Club Hotel Blake Chicago
A cozy room with a sofa, a dining table, and a window with a view of buildings.

12. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
1.7 mi from Prairie District
9.4 out of 10, Exceptional, (235 reviews)
"Clean room, nice staff, cool vibe. Enjoyed my stay!!"
United States
Courtney
The price is £111
includes taxes & fees
30 Aug - 31 Aug
LIVN - West Loop Chicago
A hotel lobby with a bar area, seating, and a large mirror.

13. Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The Loop, 1.6 mi from Prairie District
9.2 out of 10, Wonderful, (1,397 reviews)
"Very clean, front desk staff were extremely friendly and welcoming. Beds were the most comfortable we have ever slept in when traveling!"
United States
Theresa
The price is £144
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Chicago Central Loop
A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

14. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 1.7 mi from Prairie District
9.2 out of 10, Wonderful, (2,359 reviews)
"Great location."
United States
Xiao
The price is £149
includes taxes & fees
7 Sept - 8 Sept
Silversmith Hotel Chicago Downtown
A grand lobby with ornate ceiling artwork, chandeliers, and a central staircase.

15. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 1.6 mi from Prairie District
8.6 out of 10, Excellent, (2,593 reviews)
"We loved our stay here!"
United States
G.
The price is £181
includes taxes & fees
7 Sept - 8 Sept
Palmer House a Hilton Hotel
An outdoor seating area with wicker chairs, a glass-top table, and a sofa with cushions.

16. Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 1.7 mi from Prairie District
9.0 out of 10, Wonderful, (2,741 reviews)
"Great place to stay!"
United States
Tamika
The price is £165
includes taxes & fees
30 Aug - 31 Aug
Hyatt Centric The Loop Chicago
A modern hotel with a glass facade, multiple floors, and a visible entrance.

17. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
The Loop, 1.9 mi from Prairie District
8.8 out of 10, Excellent, (1,559 reviews)
"Great place to stay!"
United States
LISA
The price is £148
includes taxes & fees
7 Sept - 8 Sept
Hyatt Place Chicago/Downtown - The Loop
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

18. Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 1.6 mi from Prairie District
8.6 out of 10, Excellent, (2,287 reviews)
"Great location."
United States
Yiyang
The price is £109
includes taxes & fees
30 Aug - 31 Aug
Central Loop Hotel
A hotel room with a large bed, two armchairs, a desk, and a view of a cityscape through large windows.

19. The Buckingham Hotel

The Buckingham Hotel
3.5 star property
The Loop, 1.4 mi from Prairie District
9.0 out of 10, Wonderful, (1,004 reviews)
"Nice place to stay"
United States
Dominique
The price is £146
includes taxes & fees
30 Aug - 31 Aug
The Buckingham Hotel
A corridor with ornate black metal railings and a patterned carpet.

20. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 1.8 mi from Prairie District
9.4 out of 10, Exceptional, (1,170 reviews)
"Great location for Lollapalooza, lots of character (in a good way). Loved the keys and super heavy doors. Nice stay."
United States
Nathan
The price is £157
includes taxes & fees
30 Aug - 31 Aug
Staypineapple, An Iconic Hotel, The Loop
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.
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Where to stay in Prairie District

Find the best Prairie District areas for the activities you enjoy most. Learn more about Prairie District
Learn more about Prairie District
A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A historic castle-like building with intricate stonework and a paved walkway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Prairie District Hotel Reviews

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

10/10 Excellent
"Great time! Helpful and great location."
John 2-night trip
Posted less than an hour ago
Hyatt Regency McCormick Place Chicago

Frequently asked questions

When is the best time to go to Prairie District?
The best time to visit the Prairie District is during the late spring (May to early June) and early autumn (September to October).

These periods offer the most pleasant weather for exploring the district's outdoor attractions and enjoying its cultural offerings. Spring brings blooming flora and comfortable temperatures, while autumn provides crisp air and the beauty of changing leaves, making both ideal for leisurely strolls and outdoor dining.

Couples looking for a romantic getaway will find these seasons particularly appealing. The milder weather is superb for enjoying a quiet evening out at one of the district's many acclaimed restaurants or taking a leisurely walk along the historic streets, perhaps hand-in-hand through a local park.

For those interested in the district's history and architecture, these months are also excellent. The comfortable temperatures make it easy to explore the various historic buildings and museums without the intensity of summer heat or the chill of winter.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Prairie District.
How much is the nightly rate at a Prairie District hotel?
Hotel prices in Prairie District often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.