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Hotels in Prairie District, Chicago

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Check prices for these dates

This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

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Our top choices for Prairie District hotels

Restaurant

1. Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 1.3 km from Prairie District
8.2 out of 10, Very good, (2,750 reviews)
"Very good hotel"
United States
Diego
The price is CA $199
CA $237 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Grant Park Hotel
Pool

2. Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 1.3 km from Prairie District
8.8 out of 10, Excellent, (2,142 reviews)
"Great stay"
United States
Dhannetta
The price is CA $212
CA $252 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Chicago Downtown South Loop
Exterior

3. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 1.7 km from Prairie District
8.6 out of 10, Excellent, (3,119 reviews)
"Very nice place would stay again"
United States
Konner
The price is CA $235
CA $321 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Chicago
Suite, 1 Bedroom, Corner | Private kitchen

4. Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 1.3 km from Prairie District
8.8 out of 10, Excellent, (2,441 reviews)
"Clean, friendly staff, quick valet, and a decent breakfast"
United States
AMBER
The price is CA $223
CA $266 total
includes taxes & fees
Sep 7 - Sep 8
Homewood Suites by Hilton Chicago Downtown South Loop
Lobby

5. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 2 km from Prairie District
8.0 out of 10, Very good, (10,237 reviews)
"The hotel offers an amazing, perfect location, and historic hotel experience."
United States
George
The price is CA $142
CA $169 total
includes taxes & fees
Sep 8 - Sep 9
Congress Plaza Hotel
Lobby

6. Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 1.6 km from Prairie District
9.0 out of 10, Wonderful, (1,004 reviews)
"Great location!"
United States
Smith
The price is CA $221
CA $288 total
includes taxes & fees
Sep 7 - Sep 8
Le Méridien Essex Chicago
Terrace/patio

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 4.1 km from Prairie District
9.4 out of 10, Exceptional, (2,672 reviews)
"Nice place to stay"
United States
Ashraf
The price is CA $236
CA $329 total
includes taxes & fees
Sep 7 - Sep 8
Sable at Navy Pier Chicago, Curio Collection by Hilton
Front of property

8. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
The Loop, 2 km from Prairie District
9.6 out of 10, Exceptional, (1,278 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 CA $252
CA $300 total
includes taxes & fees
Sep 2 - Sep 3
Hilton Vacation Club Hotel Blake Chicago
Lobby

9. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 1.9 km from Prairie District
7.6 out of 10, Good, (2,812 reviews)
"Great place"
United States
Matthew
The price is CA $185
CA $220 total
includes taxes & fees
Sep 8 - Sep 9
Travelodge by Wyndham Downtown Chicago
Nightclub

10. Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 2.5 km from Prairie District
8.6 out of 10, Excellent, (2,297 reviews)
"Great location."
United States
Yiyang
The price is CA $190
CA $226 total
includes taxes & fees
Sep 27 - Sep 28
Central Loop Hotel
Lobby sitting area

11. Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG
3.0 star property
West Loop, 2.4 km from Prairie District
8.6 out of 10, Excellent, (1,196 reviews)
"The hotel is so good."
United States
Julenny
The price is CA $207
CA $263 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn & Suites Chicago - Downtown by IHG
Rooftop terrace

12. Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 2.7 km from Prairie District
9.0 out of 10, Wonderful, (2,727 reviews)
"Great place to stay!"
United States
Tamika
The price is CA $332
CA $430 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Centric The Loop Chicago
Restaurant

13. Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
The Loop, 2.5 km from Prairie District
9.2 out of 10, Wonderful, (1,404 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 CA $235
CA $280 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Chicago Central Loop
Superior Apartment, 2 Bedrooms, Kitchen | Living area

14. LIVN - West Loop Chicago

LIVN - West Loop Chicago
4.0 star property
2.8 km from Prairie District
9.2 out of 10, Wonderful, (239 reviews)
"Clean room, nice staff, cool vibe. Enjoyed my stay!!"
United States
Courtney
The price is CA $208
CA $244 total
includes taxes & fees
Sep 1 - Sep 2
LIVN - West Loop Chicago
Exterior

15. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
The Loop, 3 km from Prairie District
8.8 out of 10, Excellent, (1,571 reviews)
"Great place to stay!"
United States
LISA
The price is CA $235
CA $279 total
includes taxes & fees
Sep 7 - Sep 8
Hyatt Place Chicago/Downtown - The Loop
Lobby

16. River Hotel

River Hotel
4.0 star property
The Loop, 3.4 km from Prairie District
8.8 out of 10, Excellent, (5,412 reviews)
"Awesome place in a great location"
United States
Meri
The price is CA $197
CA $234 total
includes taxes & fees
Sep 7 - Sep 8
River Hotel
Lobby

17. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 4 km from Prairie District
9.0 out of 10, Wonderful, (1,004 reviews)
"great location"
United States
Karaline
The price is CA $170
CA $203 total
includes taxes & fees
Sep 7 - Sep 8
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Lobby

18. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 2.7 km from Prairie District
9.2 out of 10, Wonderful, (2,373 reviews)
"Great location."
United States
Xiao
The price is CA $188
CA $266 total
includes taxes & fees
Sep 7 - Sep 8
Silversmith Hotel Chicago Downtown
Lobby lounge

19. THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
4.0 star property
Theatre District, 2.6 km from Prairie District
8.6 out of 10, Excellent, (1,009 reviews)
"It was a super place to stay!!! Great location!!!"
United States
Victoria
The price is CA $321
CA $382 total
includes taxes & fees
Sep 3 - Sep 4
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Nightclub

20. Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 2.5 km from Prairie District
8.8 out of 10, Excellent, (3,632 reviews)
"Great location very central"
United Kingdom
Simon
The price is CA $209
CA $249 total
includes taxes & fees
Sep 7 - Sep 8
Club Quarters Hotel, Central Loop, Chicago
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 and neighborhoods 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

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
A historic castle-like building with intricate stonework and a paved walkway.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Prairie District Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

8/10 Good
"Room was clean, bathroom was old and a bit smelly. Was fine for the one night we were there - a bit pricey tho"
Alexis 1-night trip
Posted 1 hour ago
Congress Plaza Hotel

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?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Prairie District hotel for you.
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.

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