
Hotels in Woodlawn, Chicago
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Woodlawn hotels

Best Motel By OYO Chicago I-90
Best Motel By OYO Chicago I-90Woodlawn
3.8 out of 10, (60 reviews)
The price is CA $78
CA $97 total
includes taxes & fees
May 6 - May 7

Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonStreeterville, 12.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,441 reviews)
The price is CA $285
CA $382 total
includes taxes & fees
Apr 13 - Apr 14

Hotel Riu Plaza Chicago
Hotel Riu Plaza ChicagoStreeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (3,734 reviews)
The price is CA $180
CA $250 total
includes taxes & fees
Apr 28 - Apr 29

River Hotel
River HotelThe Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (5,064 reviews)
The price is CA $165
CA $193 total
includes taxes & fees
Apr 26 - Apr 27

Congress Plaza Hotel
Congress Plaza HotelThe Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (10,050 reviews)
The price is CA $151
CA $177 total
includes taxes & fees
Apr 16 - Apr 17

Hilton Chicago
Hilton ChicagoThe Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,725 reviews)
The price is CA $278
CA $367 total
includes taxes & fees
Apr 10 - Apr 11

L7 Chicago by LOTTE
L7 Chicago by LOTTETheatre District, 12.3 km from Woodlawn
9.6 out of 10, Exceptional, (3,868 reviews)
The price is CA $172
CA $201 total
includes taxes & fees
Apr 8 - Apr 9

The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownThe Loop, 12.4 km from Woodlawn
9.4 out of 10, Exceptional, (3,373 reviews)
The price is CA $212
CA $293 total
includes taxes & fees
Apr 30 - May 1

Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium ParkThe Loop, 12.1 km from Woodlawn
8.8 out of 10, Excellent, (2,106 reviews)
The price is CA $267
CA $362 total
includes taxes & fees
Apr 10 - Apr 11

Eurostars Magnificent Mile
Eurostars Magnificent MileRiver North, 13.1 km from Woodlawn
9.0 out of 10, Wonderful, (3,378 reviews)
The price is CA $179
CA $210 total
includes taxes & fees
Apr 7 - Apr 8

Central Loop Hotel
Central Loop HotelTheatre District, 11.6 km from Woodlawn
8.6 out of 10, Excellent, (2,058 reviews)
The price is CA $129
CA $151 total
includes taxes & fees
Apr 8 - Apr 9

Aloft Chicago Mag Mile
Aloft Chicago Mag MileStreeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,167 reviews)
The price is CA $169
CA $198 total
includes taxes & fees
Apr 12 - Apr 13

Hilton Garden Inn Chicago Downtown South Loop
Hilton Garden Inn Chicago Downtown South LoopThe Loop, 10.4 km from Woodlawn
8.8 out of 10, Excellent, (1,949 reviews)
The price is CA $191
CA $224 total
includes taxes & fees
Apr 26 - Apr 27

Club Quarters Hotel Wacker at Michigan, Chicago
Club Quarters Hotel Wacker at Michigan, ChicagoThe Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (2,153 reviews)
The price is CA $146
CA $171 total
includes taxes & fees
Apr 26 - Apr 27

Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The LoopTheatre District, 11.9 km from Woodlawn
9.4 out of 10, Exceptional, (1,034 reviews)
The price is CA $185
CA $259 total
includes taxes & fees
Apr 26 - Apr 27

Palmer House a Hilton Hotel
Palmer House a Hilton HotelTheatre District, 11.7 km from Woodlawn
8.6 out of 10, Excellent, (2,359 reviews)
The price is CA $300
CA $387 total
includes taxes & fees
May 7 - May 8

FOUND Hotel Chicago River North
FOUND Hotel Chicago River NorthRiver North, 13.1 km from Woodlawn
8.6 out of 10, Excellent, (531 reviews)
The price is CA $108
CA $127 total
includes taxes & fees
Apr 14 - Apr 15

Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago DowntownTheatre District, 11.7 km from Woodlawn
9.2 out of 10, Wonderful, (2,243 reviews)
The price is CA $170
CA $242 total
includes taxes & fees
Apr 27 - Apr 28

The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold CoastGold Coast, 14.4 km from Woodlawn
8.2 out of 10, Very good, (1,359 reviews)
The price is CA $155
CA $182 total
includes taxes & fees
Apr 20 - Apr 21

Arlo Chicago
Arlo ChicagoTheatre District, 12.1 km from Woodlawn
9.4 out of 10, Exceptional, (2,068 reviews)
The price is CA $177
CA $248 total
includes taxes & fees
Apr 7 - Apr 8
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.
Where to stay in Woodlawn
Find the best Woodlawn areas and neighborhoods for the activities you enjoy most.

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
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.

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.

O'Hare
Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates.

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.
Frequently asked questions
Explore a world of travel with Expedia
- 1 Star Hotels in South Englewood
- Guest Houses in Chicago 51st-53rd Street Station
- Hotels near Chicago 51st-53rd Street Station
- Resorts in Chicago 51st-53rd Street Station
- Guest Houses in Chicago 55th-56th-57th Street Station
- Hotels near Chicago 55th-56th-57th Street Station
- Resorts in Chicago 55th-56th-57th Street Station
- Hotels near Chicago 59th Street Station
- Inns in Chicago 59th Street Station
- Guest Houses in Chicago 63rd Street Station
- Hotels near Chicago 63rd Street Station
- Hotels near Chicago 75th Street Station
- Guest Houses in Chicago 79th Street Station
- Chicago Hotels
- Hotels near Chicago Museum of Science and Industry
- Hotels near Chicago Stony Island Station
- Inns in Chicago Stony Island Station
- Hotels near Cottage Grove Station
- Downtown Chicago Hotels
- Hotels near DuSable Museum of African-American History
- East Hyde Park Hotels
- Cheap Hotels in Englewood
- Englewood Hotels
- Beach Hotel Hotels in Essex
- Best Western Hotels in Essex
- Boutique Hotels in Essex
- Cheap Hotels in Essex
- Hotels & Resorts for Couples in Essex
- Luxury Hotels in Essex
- Romantic Hotels in Essex
- Spa Hotels in Essex
- Essex Hotels
- Hotels near Garfield Station
- Inns in Garfield Station
- Family Hotels in Greater Grand Crossing
- Hotels with a Pool in Greater Grand Crossing
- Pet-Friendly Hotels in Greater Grand Crossing
- Greater Grand Crossing Hotels
- B&B in Halsted Station
- Hotels near Halsted Station
- All Inclusive Resorts and in Hyde Park
- Beach Hotel Hotels in Hyde Park
- Boutique Hotels in Hyde Park
- Cheap Hotels in Hyde Park
- Family Hotels in Hyde Park
- Historic Hotels in Hyde Park
- Hotels with Early Check-in in Hyde Park
- Hotels with an Indoor Pool in Hyde Park
- Hotels with Kitchenettes in Hyde Park
- Hyatt Hotels in Hyde Park
- La Quinta Inn & Suites Hotels in Hyde Park
- Luxury Hotels in Hyde Park
- Oceanfront Hotels in Hyde Park
- Pet-Friendly Hotels in Hyde Park
- Spa Hotels in Hyde Park
- Hyde Park Hotels
- Hotels near Hyde Park Hair Salon
- Cheap Hotels in Jackson Park Highlands
- Jackson Park Highlands Hotels
- Hotels near Jackson Park
- B&B in King Drive Station
- Hotels near King Drive Station
- Hotels near Midway Plaisance
- Hotels near Oriental Institute Museum
- Condo Rentals in South Side
- Adults Only Resorts & in South Side
- Boutique Hotels in South Side
- Club Quarters Hotels in South Side
- Hotels with Early Check-in in South Side
- Hotels with Free Parking in South Side
- Hotels with smoking rooms in South Side
- Lgbt Friendly Hotels in South Side
- Loews Hotels in South Side
- Motel 6 Hotels in South Side
- Sonesta Hotel in South Side
- Spa Hotels in South Side
- South Side Hotels
- Motels in South Side
- Resorts in South Side
- Hotels near University of Chicago
- Hotels near University of Chicago Medicine
- All Inclusive Resorts and in Washington Park
- Boutique Hotels in Washington Park
- Cheap Hotels in Washington Park
- Luxury Hotels in Washington Park
- Washington Park Hotels
- Washington Park Court Hotels
- Hotels near Washington Park
























































































