Photo by Krystalvation

Prairie District hotels in Chicago

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Prairie District hotels

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 3.9 km from Prairie District
8.0 out of 10, Very good, (2674)
"It's an excellent place."
United States
Jose
The price is HK$378
HK$581 total
includes taxes & fees
5 Jan - 6 Jan 2026
Freehand Chicago
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
The Loop, 3.4 km from Prairie District
8.8 out of 10, Excellent, (4872)
"Clean friendly hotel "
United States
maria
The price is HK$635
HK$745 total
includes taxes & fees
13 Jan - 14 Jan 2026
River Hotel
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 2 km from Prairie District
8.0 out of 10, Very good, (9728)
"Wonderful stay!"
United States
Zach
Congress Plaza Hotel
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 4 km from Prairie District
8.6 out of 10, Excellent, (2993)
"Great place to stay"
United States
Elisha
The price is HK$715
HK$840 total
includes taxes & fees
26 Jan - 27 Jan 2026
Aloft Chicago Mag Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 3.8 km from Prairie District
8.2 out of 10, Very good, (2783)
"Great hotel staff and location. "
United States
Jacqueline
The price is HK$644
HK$984 total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

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, (3344)
"Great hotel "
United States
Anthony
The price is HK$634
HK$745 total
includes taxes & fees
13 Jan - 14 Jan 2026
Club Quarters Hotel, Central Loop, Chicago
Premium bedding, down duvets, pillow-top beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Streeterville, 4.1 km from Prairie District
8.4 out of 10, Very good, (1558)
"Great staff and great location. "
United States
Joe
The price is HK$721
HK$846 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Wade
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2297)
"Great stay!"
United States
Angela
The price is HK$676
HK$1,059 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3.4 km from Prairie District
9.4 out of 10, Exceptional, (3411)
"The Hotel was amazing great location "
United States
Donnisha
The price is HK$1,120
HK$1,544 total
includes taxes & fees
20 Jan - 21 Jan 2026
Hyatt Regency Chicago
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 3.9 km from Prairie District
8.8 out of 10, Excellent, (2209)
"It was a beautiful stay "
United States
Donald
The price is HK$663
HK$778 total
includes taxes & fees
6 Jan - 7 Jan 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Magnificent Mile, 4.1 km from Prairie District
8.4 out of 10, Very good, (3008)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is HK$485
HK$797 total
includes taxes & fees
11 Jan - 12 Jan 2026
Warwick Allerton - Chicago
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 3.4 km from Prairie District
8.8 out of 10, Excellent, (2023)
"Great stay"
United States
Kramer
The price is HK$635
HK$745 total
includes taxes & fees
13 Jan - 14 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 3.8 km from Prairie District
8.6 out of 10, Excellent, (4300)
"Amazing staff and perfect location "
United States
Brandi
The price is HK$604
HK$709 total
includes taxes & fees
12 Jan - 13 Jan 2026
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 1.7 km from Prairie District
8.4 out of 10, Very good, (2447)
"What a great stay!!"
United States
Alejandra
The price is HK$951
HK$1,344 total
includes taxes & fees
6 Jan - 7 Jan 2026
Hilton Chicago
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 4.6 km from Prairie District
8.2 out of 10, Very good, (3824)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is HK$595
HK$699 total
includes taxes & fees
26 Jan - 27 Jan 2026
The Whitehall Hotel, BW Premier Collection
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 4 km from Prairie District
9.4 out of 10, Exceptional, (3086)
"Excellent stay great location and great rooms"
United States
Joseph
The price is HK$775
HK$1,129 total
includes taxes & fees
26 Jan - 27 Jan 2026
Hotel Riu Plaza Chicago
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 4 km from Prairie District
9.0 out of 10, Wonderful, (1054)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is HK$763
HK$1,124 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hyatt Centric Chicago Magnificent Mile
Breakfast, lunch, dinner served; American cuisine
Central Loop Hotel

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 2.5 km from Prairie District
8.6 out of 10, Excellent, (1961)
"Good value and location worked well for our trip"
United States
Todd
The price is HK$634
HK$745 total
includes taxes & fees
13 Jan - 14 Jan 2026
Central Loop Hotel
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 5.3 km from Prairie District
9.0 out of 10, Wonderful, (1500)
"Nice stay"
United States
Michelle
The price is HK$483
HK$796 total
includes taxes & fees
18 Jan - 19 Jan 2026
Claridge House Chicago, Tapestry Collection by Hilton
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 3.3 km from Prairie District
9.4 out of 10, Exceptional, (4138)
"Great hotel"
United States
Richard
The price is HK$787
HK$924 total
includes taxes & fees
5 Jan - 6 Jan 2026
citizenM Chicago Downtown
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 featuring a city

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 - River North

Magnificent Mile

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

The Loop - Downtown which includes a river or creek

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.

Chicago showing rides

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more of the city at Washington Station or Monroe Station (Blue Line).

Top Prairie District Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Great"
Andrew 1-night trip
Posted 19 hours ago
Embassy Suites by Hilton Chicago Downtown River North

Frequently asked questions

What is Prairie District like?
Travellers are sure to enjoy a stay in Chicago's Prairie District neighbourhood. Make sure that you visit Glessner House Museum and National Vietnam Veterans Art Museum as part of your Prairie District travel plans.
If I need to cancel my hotel reservation in Prairie District, will I receive a refund?
Yes, most hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to get the top deals on offer in Prairie District.
What is there to do in this Chicago neighbourhood?
Glessner House Museum, Clarke House Museum and Elbridge G Keith House are landmarks that can't be missed during your stay in Prairie District. As you're discovering the neighbourhood, National Vietnam Veterans Art Museum and William K Kimball House are some other places worth a visit. Don't miss favourite places to visit in the surrounding area, such as Michigan Avenue, Soldier Field and Navy Pier. When you're sightseeing in Chicago, United Center and Joseph G Coleman House are also worth a stop.

Explore a world of travel with Expedia