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Our top choices for Woodlawn hotels

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.6 out of 10, (52 reviews)
"Room"
United States
Nyi
The price is AU$132
includes taxes & fees
21 Feb - 22 Feb
Best Motel By OYO Chicago I-90

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,380 reviews)
"Great stay"
United States
Blake
The price is AU$274
includes taxes & fees
23 Feb - 24 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,683 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is AU$165
includes taxes & fees
1 Mar - 2 Mar
The Wade

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,206 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is AU$252
includes taxes & fees
22 Feb - 23 Feb
Swissotel - Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,322 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is AU$176
includes taxes & fees
27 Feb - 28 Feb
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,827 reviews)
"Great stay "
United States
Rudy
The price is AU$220
includes taxes & fees
3 Mar - 4 Mar
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,868 reviews)
"Room was very nice, views were fantastic and the restaurant was excellent "
United States
Michael
The price is AU$318
includes taxes & fees
22 Feb - 23 Feb
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,071 reviews)
"Great place "
United States
Kamilah
The price is AU$331
includes taxes & fees
21 Feb - 22 Feb
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,093 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is AU$143
includes taxes & fees
23 Feb - 24 Feb
Aloft Chicago Mag Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,127 reviews)
"I always stay here when in town. "
United States
Jeffrey
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,408 reviews)
"Can't wait to go back love the hotel and the location was great."
United States
eyulonda
The price is AU$165
includes taxes & fees
22 Feb - 23 Feb
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,810 reviews)
"The staff and the cleanliness of the Hotel was amazing and the views where great!!"
United States
Oliver
The price is AU$161
includes taxes & fees
27 Feb - 28 Feb
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,004 reviews)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is AU$170
includes taxes & fees
23 Feb - 24 Feb
Millennium Knickerbocker Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,482 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is AU$353
includes taxes & fees
22 Feb - 23 Feb
Hyatt Regency Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,079 reviews)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is AU$253
includes taxes & fees
27 Feb - 28 Feb
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,759 reviews)
"Great location and perfect for quick trips!"
United States
Andres
The price is AU$176
includes taxes & fees
26 Feb - 27 Feb
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,211 reviews)
"Amazing stay "
United States
Napoleon
The price is AU$160
includes taxes & fees
22 Feb - 23 Feb
The Chicago Hotel Collection - Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Downtown Chicago
8.0 out of 10, Very good, (1,406 reviews)
"Great hotel,, like so much"
United States
Ilham
The price is AU$149
includes taxes & fees
23 Feb - 24 Feb
Hampton Inn Chicago Downtown/Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,377 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is AU$205
includes taxes & fees
4 Mar - 5 Mar
Hotel Riu Plaza Chicago

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,002 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is AU$261
includes taxes & fees
22 Feb - 23 Feb
The Blackstone, Autograph Collection
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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Our guide on where to stay in Woodlawn

Find the best Woodlawn areas 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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

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.

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.

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