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Check prices for these dates

Tonight
Jan 22 - Jan 23
Tomorrow
Jan 23 - Jan 24
This weekend
Jan 23 - Jan 25
Next weekend
Jan 30 - Feb 1

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Our top choices for Woodlawn hotels

Lobby

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 ￥12,678
￥15,991 total
includes taxes & fees
Jan 23 - Jan 24
Best Motel By OYO Chicago I-90
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (3,054 reviews)
"All around a nice stay for the holiday "
United States
Alec
The price is ￥13,153
￥15,441 total
includes taxes & fees
Feb 1 - Feb 2
Aloft Chicago Mag Mile
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (3,216 reviews)
"Very nice place to stay in"
United States
Freddie
The price is ￥17,299
￥24,774 total
includes taxes & fees
Feb 3 - Feb 4
Hotel Riu Plaza Chicago
Ballroom

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 13.6 km from Woodlawn
9.0 out of 10, Wonderful, (3,746 reviews)
"Great stay!!!"
United States
Lorenzo Martrel
The price is ￥12,733
￥14,949 total
includes taxes & fees
Feb 1 - Feb 2
Hilton Chicago/Magnificent Mile Suites
Terrace/patio

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 12.8 km from Woodlawn
8.8 out of 10, Excellent, (2,253 reviews)
"Great staff, easy check in."
United States
Zachary
The price is ￥13,514
￥15,865 total
includes taxes & fees
Feb 1 - Feb 2
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (4,947 reviews)
"Would stay there again"
United States
Zach
The price is ￥12,211
￥14,334 total
includes taxes & fees
Feb 22 - Feb 23
River Hotel
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 13.2 km from Woodlawn
8.6 out of 10, Excellent, (3,024 reviews)
"Location was perfect, easily accessible"
United States
Adarsh
The price is ￥10,507
￥16,985 total
includes taxes & fees
Feb 1 - Feb 2
Warwick Allerton - Chicago
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very Good, (9,810 reviews)
"Staff was nice, clean room, nice location"
United States
Zyanya
The price is ￥14,038
￥16,481 total
includes taxes & fees
Jan 31 - Feb 1
Congress Plaza Hotel
Restaurant

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 11.7 km from Woodlawn
9.0 out of 10, Wonderful, (2,365 reviews)
"Will stay again!!"
United States
Luzabeth
The price is ￥15,126
￥21,718 total
includes taxes & fees
Feb 6 - Feb 7
Hyatt Centric The Loop Chicago
Rooftop bar, alfresco dining, open daily

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
River North, 13.3 km from Woodlawn
8.6 out of 10, Excellent, (2,006 reviews)
"Great room, great price, AMAZING location! Made my daughter's and I NYE a great one! "
United States
Melita Jackson
The price is ￥12,377
￥18,243 total
includes taxes & fees
Feb 18 - Feb 19
The Godfrey Hotel Chicago
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, 12.6 km from Woodlawn
9.4 out of 10, Exceptional, (2,335 reviews)
"Great stay"
United States
Blake
The price is ￥16,001
￥24,170 total
includes taxes & fees
Feb 17 - Feb 18
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 14.4 km from Woodlawn
9.0 out of 10, Wonderful, (1,512 reviews)
"Clean room, staff was very nice and it was in a very nice location! "
United States
Mary
The price is ￥8,966
￥15,175 total
includes taxes & fees
Feb 9 - Feb 10
Claridge House Chicago, Tapestry Collection by Hilton
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 11.7 km from Woodlawn
9.2 out of 10, Wonderful, (2,215 reviews)
"Amazing staff and stay "
United States
Melissa
Silversmith Hotel Chicago Downtown
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.4 out of 10, Very Good, (2,569 reviews)
"Great staff, good location . "
Canada
Sabeeh
The price is ￥20,661
￥28,904 total
includes taxes & fees
Feb 1 - Feb 2
Hilton Chicago
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,446 reviews)
"The Hotel was amazing great location "
United States
Donnisha
The price is ￥24,880
￥33,857 total
includes taxes & fees
Feb 8 - Feb 9
Hyatt Regency Chicago
Lobby sitting area

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (2,062 reviews)
"Great place"
United States
Nicholas
The price is ￥13,178
￥15,469 total
includes taxes & fees
Jan 24 - Jan 25
Club Quarters Hotel Wacker at Michigan, Chicago
Lobby

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
River North, 13.2 km from Woodlawn
8.2 out of 10, Very Good, (2,527 reviews)
"I liked the hotel. The staff was very courteous and friendly. The room was cute. The location is fantastic."
United States
Equilla
Hotel Felix River North/Magnificent Mile
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 12.9 km from Woodlawn
8.0 out of 10, Very Good, (2,717 reviews)
"would definitely stay again, good price point "
United States
Abby
The price is ￥8,557
￥12,836 total
includes taxes & fees
Feb 1 - Feb 2
Freehand Chicago
Shared kitchen

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 13.1 km from Woodlawn
8.4 out of 10, Very Good, (423 reviews)
"Great rooms, very clean, perfect location "
United States
Valerie Louise
The price is ￥9,349
￥10,975 total
includes taxes & fees
Feb 8 - Feb 9
FOUND Hotel Chicago River North
Lobby

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 10.9 km from Woodlawn
7.4 out of 10, Good, (2,506 reviews)
"Always a good stay"
Canada
Domenic
The price is ￥11,449
￥13,441 total
includes taxes & fees
Feb 22 - Feb 23
Travelodge by Wyndham Downtown 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.
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Where to stay in Woodlawn

Find the best Woodlawn areas and neighborhoods for the activities you enjoy most.
Downtown Chicago showing 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

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 - Downtown which includes a river or creek

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.

River North showing railway items, street scenes and a city

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.

Rosemont

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.

Top Woodlawn Hotel Reviews

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"The balcony was close so I didn’t get to walk out "
Shantae 1-night trip
Posted 17 hours ago
Eurostars Magnificent Mile

Frequently asked questions

What's it like in Woodlawn?
Woodlawn is a neighborhood that travelers like for its beaches, restaurants, and gardens. Looking for sights you might find in a travel guide about Woodlawn? Consider a visit to Lake Michigan while you're in the neighborhood.
Where is the best place to stay in Woodlawn?
Based on Expedia customer reviews, Best Motel By OYO Chicago I-90 is the highest ranked property in Woodlawn. This property offers free valet parking and flat-screen TVs.
How many hotels will I be able to find in the Woodlawn area?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 48 Woodlawn hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Woodlawn, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to view top deals in Woodlawn.
Where can I learn more about changing or cancelling my trip to Woodlawn?
To access more information about updating your trip to Woodlawn or cancelling it, go to https://www.expedia.com/service/.
What can I see and do in this Chicago neighborhood?
Spend some time exploring the great outdoors at Lake Michigan, Jackson Park, and Bob-O-Link Meadow. Lorado Taft's Midway Studios and Jackson Park Driving Range are also a couple of places to visit in the neighborhood. Oak Woods Cemetery, Stony Island Arts Bank, and Rockefeller Memorial Chapel are just a few of the places to visit in and around Woodlawn. While you're out sightseeing in Chicago, be sure to visit other sights like Oriental Institute Museum or Bond Chapel.
How can I get around Woodlawn and the greater Chicago area?
Looking for a quick way to explore more of the city? Catch a ride on metro transit at Cottage Grove Station and King Drive Station. To venture out of town, take a train from Chicago 63rd Street Station.

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