Search Hotels in Prairie District, Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
14 Apr - 15 Apr
Tomorrow
15 Apr - 16 Apr
This weekend
17 Apr - 19 Apr
Next weekend
24 Apr - 26 Apr

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Prairie District hotels

Terrace/patio

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, (2,462 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is £217
includes taxes & fees
26 Apr - 27 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
Reception

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, (2,389 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is £166
includes taxes & fees
10 May - 11 May
Palmer House a Hilton Hotel
Shared kitchen

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 2.5 mi from Prairie District
8.6 out of 10, Excellent, (547 reviews)
"Love this place. Kind of like a college dorm with community kitchen. Will stay there again. "
United States
William
The price is £74
includes taxes & fees
27 Apr - 28 Apr
FOUND Hotel Chicago River North
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 2.5 mi from Prairie District
9.0 out of 10, Wonderful, (3,409 reviews)
"Great room and staff"
United States
Jose
The price is £111
includes taxes & fees
26 Apr - 27 Apr
Eurostars Magnificent Mile
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 2.5 mi from Prairie District
9.4 out of 10, Exceptional, (3,831 reviews)
"We loved the breakfast and how convenient the hotel is from the Magnificent Mile and the river walk."
United States
Alysa
The price is £129
includes taxes & fees
19 Apr - 20 Apr
Hotel Riu Plaza Chicago
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 2.6 mi from Prairie District
8.6 out of 10, Excellent, (3,041 reviews)
"Excellent service, clean, comfortable, and a great location. "
United States
Lisa
The price is £110
includes taxes & fees
27 Apr - 28 Apr
Warwick Allerton - Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 3.4 mi from Prairie District
8.2 out of 10, Very good, (1,370 reviews)
"The staff is so amazing, and accommodating, Cristin and David are amazing when helping! The area is so fun and so close to so many shopping centers and great places to eat. In a very convenient spot for traveling in !! "
United States
Sonovia
The price is £97
includes taxes & fees
28 Apr - 29 Apr
The Chicago Hotel Collection Ambassador Gold Coast
Cocktail bar

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
River North, 2.4 mi from Prairie District
9.0 out of 10, Wonderful, (1,995 reviews)
"Excellent location for shops,restaurants and casino."
United States
Deborah
The price is £99
includes taxes & fees
26 Apr - 27 Apr
ACME Hotel Chicago, Outset Collection by Hilton
Lobby sitting area

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 2.1 mi from Prairie District
8.8 out of 10, Excellent, (2,187 reviews)
"Great room, lovely staff and fantastic location "
United Kingdom
Jessica
The price is £105
includes taxes & fees
29 Apr - 30 Apr
Club Quarters Hotel Wacker at Michigan, Chicago
Rooftop bar, al fresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 2.6 mi from Prairie District
8.8 out of 10, Excellent, (2,167 reviews)
"Clean room , lovely staff and great location"
United States
Kathleen
The price is £129
includes taxes & fees
10 May - 11 May
The Godfrey Hotel Chicago
Deluxe Single Room, 1 King Bed, Lake View | Minibar, in-room safe, desk, blackout curtains

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
The Loop, 1.4 mi from Prairie District
9.0 out of 10, Wonderful, (1,000 reviews)
"Price was great. Room was huge with such a beautiful view of the city. Also a safe location within walking distance of things to see and do"
United States
Steve
The price is £133
includes taxes & fees
19 Apr - 20 Apr
The Buckingham Hotel
Property amenity

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 2 mi from Prairie District
9.4 out of 10, Exceptional, (4,285 reviews)
"The location was a block away from the riverwalk. The room was quiet. I loved the checkin area and the balcony. New check in system was fun. "
United States
JIN HUI
The price is £124
includes taxes & fees
30 Apr - 1 May
citizenM Chicago Downtown
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 1 mi from Prairie District
8.6 out of 10, Excellent, (2,735 reviews)
"Super friendly staff and the room was incredible!"
United States
James
The price is £197
includes taxes & fees
8 May - 9 May
Hilton Chicago
Nightclub

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, (3,458 reviews)
"Wonderful hotel, friendly and accommodating staff! "
United States
Chevon
The price is £86
includes taxes & fees
28 Apr - 29 Apr
Club Quarters Hotel, Central Loop, Chicago
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 2.5 mi from Prairie District
8.8 out of 10, Excellent, (1,236 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
The price is £109
includes taxes & fees
27 Apr - 28 Apr
Ivy Boutique Hotel
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 1.9 mi from Prairie District
9.4 out of 10, Exceptional, (2,084 reviews)
"Second time staying @ Arlo & will come again anytime I’m in Chicago. So much to do walking distance & the staff is always amazing!"
United States
Estephanie
The price is £138
includes taxes & fees
26 Apr - 27 Apr
Arlo Chicago
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 1.2 mi from Prairie District
9.6 out of 10, Exceptional, (1,229 reviews)
"It is a great hotel in a very nice location"
United States
Emmanuel
The price is £121
includes taxes & fees
26 Apr - 27 Apr
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 2.5 mi from Prairie District
8.6 out of 10, Excellent, (3,179 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is £112
includes taxes & fees
26 Apr - 27 Apr
Aloft Chicago Mag Mile
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 2.1 mi from Prairie District
8.8 out of 10, Excellent, (5,089 reviews)
"Great location and nice hotel! "
United States
James
The price is £104
includes taxes & fees
11 May - 12 May
River Hotel
Lobby lounge

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 1 mi from Prairie District
8.8 out of 10, Excellent, (1,016 reviews)
"Great views close to museums and great restaurants "
United States
Blanca L
The price is £125
includes taxes & fees
10 May - 11 May
Le Méridien Essex 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.
View all properties

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

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.

Magnificent Mile

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

Underground passage in the Chicago O'Hare airport

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

The Loop

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

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.

Top Prairie District Hotel Reviews

Freehand Chicago

Freehand Chicago

6/10 Okay
"I got what I paid for: it was cheap, and the experience fair but unpleasant for a hostel. My bunk mates did not follow some of house rules set by Freehand which made rooming with those folk’s difficult. I complained to the front desk, and yet nothing was done. Ultimately, I checkout early on my last night rather than try (and fail to sleep) for another night in a row. I spent that night reading in the nearby Subway restaurant and at Union Station which proved more relaxing than the room I paid for."
Curtis Nate 4-night trip
Posted 1 hour ago
Freehand 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 can I save on a Prairie District hotel booking with Expedia?
Members always get our best prices. Find our best Prairie District hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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.