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
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

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Our top choices for Prairie District hotels

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

1. 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, (2,187 reviews)
"Great place to stay at"
United States
Aran
The price is £114
includes taxes & fees
10 Nov - 11 Nov
Hilton Garden Inn Chicago Downtown South Loop
A modern living room with a sofa, armchairs, a coffee table, and a bookshelf.

2. 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)
"Amazing location, super helpful staff, and clean/comfortable rooms. I stay here every time I am in town."
United States
Kayla Rene
The price is £121
includes taxes & fees
11 Nov - 12 Nov
Le Méridien Essex Chicago
A modern interior with a bar area, seating, and decorative wooden panels.

3. 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, (2,743 reviews)
"Excellent stay at a reasonably priced hotel. Will stay again!"
United States
Shelby Ryann
The price is £112
includes taxes & fees
10 Nov - 11 Nov
Best Western Grant Park Hotel
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, (2,515 reviews)
"Kids loved the pool, location was great for access to museums, and the breakfast was better than I expected!"
United States
Corinn
The price is £129
includes taxes & fees
10 Nov - 11 Nov
Homewood Suites by Hilton Chicago Downtown South Loop
A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

5. Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 1 mi from Prairie District
8.6 out of 10, Excellent, (3,419 reviews)
"Friendly staff, great location"
Canada
Anna
The price is £172
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

6. 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, (10,204 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is £95
includes taxes & fees
11 Nov - 12 Nov
Congress Plaza Hotel
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
7.8 out of 10, Good, (2,900 reviews)
"Great stay"
United States
Sandra
The price is £109
includes taxes & fees
12 Nov - 13 Nov
Travelodge by Wyndham Downtown Chicago
A hotel room with two beds, a nightstand, a telephone, and a wall with printed text.

8. 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, (1,218 reviews)
"Great location!"
United States
Mario
The price is £155
includes taxes & fees
4 Nov - 5 Nov
Hilton Vacation Club Hotel Blake Chicago
An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

9. 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, (2,735 reviews)
"Amazing place to stay"
United States
Shanequa
The price is £195
includes taxes & fees
12 Nov - 13 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

10. 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, (3,675 reviews)
"perfect stay, would recommend"
United States
David
The price is £133
includes taxes & fees
25 Oct - 26 Oct
Club Quarters Hotel, Central Loop, Chicago
A modern hotel lobby with a reception desk, marble flooring, and elegant chandeliers.

11. 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, (2,432 reviews)
"Great location, great staff very pleasant stay in a historical building"
United States
Guy
The price is £153
includes taxes & fees
1 Nov - 2 Nov
Silversmith Hotel Chicago Downtown
A multi-story hotel with a prominent sign reading "Crowne Plaza."

12. Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG
3.5 star property
2 mi from Prairie District
9.0 out of 10, Wonderful, (2,733 reviews)
"Nice hotel and location was perfect."
United States
Chriselda
The price is £144
includes taxes & fees
15 Nov - 16 Nov
Crowne Plaza Chicago West Loop by IHG
A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

13. The Wade

The Wade
4.5 star property
Streeterville, 2.5 mi from Prairie District
8.6 out of 10, Excellent, (2,147 reviews)
"Had a wonderful stay here"
United States
Erin
The price is £114
includes taxes & fees
12 Nov - 13 Nov
The Wade
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

14. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 2.4 mi from Prairie District
8.8 out of 10, Excellent, (2,590 reviews)
"Nice stay for the weekend."
United States
Poua
The price is £119
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

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, (2,721 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is £194
includes taxes & fees
31 Oct - 1 Nov
Palmer House a Hilton Hotel
Room

16. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel

The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel
4.0 star property
River North, 2.5 mi from Prairie District
8.8 out of 10, Excellent, (1,549 reviews)
"Great hotel and wonderful location"
United States
stephanie
The price is £148
includes taxes & fees
12 Nov - 13 Nov
The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel
The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

17. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
3.3 mi from Prairie District
9.0 out of 10, Wonderful, (1,440 reviews)
"Convenient location near good restaurants."
United States
Scott
The price is £128
includes taxes & fees
10 Nov - 11 Nov
Claridge House Chicago, Tapestry Collection by Hilton
A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

18. Hyatt House Chicago/West Loop-Fulton Market

Hyatt House Chicago/West Loop-Fulton Market
3.5 star property
2.5 mi from Prairie District
9.0 out of 10, Wonderful, (1,308 reviews)
"Location was amazing. Loved the outdoor market in walking distance"
United States
Georgianna
The price is £175
includes taxes & fees
1 Nov - 2 Nov
Hyatt House Chicago/West Loop-Fulton Market
A spacious lobby with a wooden floor, a central round table with decorative items, a reception desk, and framed artwork on the walls.

19. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
2.1 mi from Prairie District
9.2 out of 10, Wonderful, (1,000 reviews)
"Nice place"
United States
Brock
The price is £184
includes taxes & fees
30 Oct - 31 Oct
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
A building with a sign reading "111" and "III West Adams Street" indicating a pub and restaurant.

20. Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 1.6 mi from Prairie District
8.6 out of 10, Excellent, (2,328 reviews)
"Great stay overall"
United States
Nathan
The price is £133
includes taxes & fees
25 Oct - 26 Oct
Central Loop Hotel
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 cityscape with tall skyscrapers and a historic tower.

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 busy urban street at dusk with tall buildings, a historic tower, and pedestrians.
Photo by © City of Chicago
Open Photo by © City of Chicago

Magnificent Mile

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

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 large, historic building with a central tower and multiple windows, located near a body of water.

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

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

8/10 Good
"veru convenient for early flights from share."
arvind 1-night trip
Posted 2 hours ago
Hilton Chicago O'Hare Airport

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.