Photo by Richard Remington

Hotels in Woodlawn

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
24 Jun - 25 Jun
Tomorrow
25 Jun - 26 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Filter by

Guest rating
Guest rating
Property class

Top 10 Hotels in Woodlawn

Best Motel By OYO Chicago I-90
Reception

Best Motel By OYO Chicago I-90

2.0 star property
3.4 out of 10, (21)
"Ghetto property stay away from here "
The price is S$157
includes taxes & fees
30 Jun - 1 Jul
Best Motel By OYO Chicago I-90
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2544)
"Location was convenient for everything we had planned during our stay. We will definitely stay here again."
The price is S$256
includes taxes & fees
3 Jul - 4 Jul
L7 Chicago by LOTTE
Kinzie Hotel
Premium bedding, pillow-top beds, minibar, in-room safe

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1712)
"Location was great and staff was friendly."
Kinzie Hotel
ACME Hotel Company
Cocktail bar

ACME Hotel Company

3.5 star property
9.0 out of 10, Wonderful, (1728)
"We enjoy our stay here "
The price is S$188
includes taxes & fees
1 Jul - 2 Jul
ACME Hotel Company
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (215)
"Very nice spot , would stay there again."
Level Chicago Fulton Market
InterContinental Chicago Magnificent Mile by IHG
Exterior

InterContinental Chicago Magnificent Mile by IHG

4.5 star property
9.0 out of 10, Wonderful, (1919)
"Great hotel will be returning soon."
The price is S$277
includes taxes & fees
1 Jul - 2 Jul
InterContinental Chicago Magnificent Mile by IHG
Loews Chicago O'Hare Hotel
Reception hall

Loews Chicago O'Hare Hotel

4.5 star property
9.4 out of 10, Exceptional, (1858)
"Just a good place to stay "
The price is S$306
includes taxes & fees
27 Jun - 28 Jun
Loews Chicago O'Hare Hotel
Arlo Chicago
Exterior

Arlo Chicago

4.0 star property
9.2 out of 10, Wonderful, (1774)
"Great location, friendly staff, nice rooms! "
The price is S$277
includes taxes & fees
3 Jul - 4 Jul
Arlo Chicago
The Royal Sonesta Chicago Downtown
Exterior

The Royal Sonesta Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (2650)
"Very nice stay"
The price is S$296
includes taxes & fees
1 Jul - 2 Jul
The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago River North
Terrace/patio

The Royal Sonesta Chicago River North

4.5 star property
9.2 out of 10, Wonderful, (1818)
"The location of the property is perfect. "
The price is S$296
includes taxes & fees
1 Jul - 2 Jul
The Royal Sonesta Chicago River North
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1846)
"The staff were brilliant, particularly the breakfast crew in the restaurant. "
The price is S$217
includes taxes & fees
1 Jul - 2 Jul
Millennium Knickerbocker Chicago
Hilton Garden Inn Chicago Downtown Riverwalk
Exterior

Hilton Garden Inn Chicago Downtown Riverwalk

3.0 star property
9.0 out of 10, Wonderful, (1947)
"Great place to stayed"
The price is S$229
includes taxes & fees
2 Jul - 3 Jul
Hilton Garden Inn Chicago Downtown Riverwalk
SpringHill Suites by Marriott Chicago Chinatown
Lobby lounge

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property
9.6 out of 10, Exceptional, (895)
"Excellent place to stay if you are in Chicago!"
The price is S$202
includes taxes & fees
1 Jul - 2 Jul
SpringHill Suites by Marriott Chicago Chinatown
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2058)
"Amazing stay"
The price is S$313
includes taxes & fees
6 Jul - 7 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
Chicago Athletic Association, a Hyatt Hotel
Exterior

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1000)
"Beautifully unique location, great staff and nice rooftop "
The price is S$340
includes taxes & fees
1 Jul - 2 Jul
Chicago Athletic Association, a Hyatt Hotel
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3222)
"Great place to be "
The price is S$184
includes taxes & fees
2 Jul - 3 Jul
citizenM Chicago Downtown
Kimpton Gray Hotel by IHG
Argentinean cuisine

Kimpton Gray Hotel by IHG

4.5 star property
9.2 out of 10, Wonderful, (1005)
"Great boutique hotel in the heart of the city. "
The price is S$241
includes taxes & fees
29 Jun - 30 Jun
Kimpton Gray Hotel by IHG
21c Museum Hotel Chicago
Premium bedding, in-room safe, desk, blackout curtains

21c Museum Hotel Chicago

4.0 star property
8.6 out of 10, Excellent, (1737)
"Beautiful galleries with interesting art, Friendly accommodating staff. Nice happy hour in the restaurant."
The price is S$237
includes taxes & fees
29 Jun - 30 Jun
21c Museum Hotel Chicago
Wingate by Wyndham Tinley Park
Lobby

Wingate by Wyndham Tinley Park

2.5 star property
9.4 out of 10, Exceptional, (1002)
"My kids & I loved the hotel and it was great that breakfast was included! "
The price is S$160
includes taxes & fees
6 Jul - 7 Jul
Wingate by Wyndham Tinley Park
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1015)
"Loved the hotel and location!!!"
The price is S$267
includes taxes & fees
29 Jun - 30 Jun
The Chicago Hotel Collection Ambassador Gold Coast
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Woodlawn

Find the best Woodlawn areas for the activities you enjoy most. Learn more about Woodlawn
Learn more about Woodlawn
Downtown Chicago which includes a city
Downtown Chicago map

Downtown Chicago

2 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile - River North
Magnificent Mile map

Magnificent Mile

Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.

The Loop - Downtown featuring a river or creek
The Loop map

The Loop

Michigan Avenue and Art Institute of Chicago are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.

River North map

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 which includes a city and modern architecture
Lincoln Park map

Lincoln Park

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Frequently asked questions

What's it like in Woodlawn?

Woodlawn is a neighbourhood that travellers 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 neighbourhood.

How many hotels are there in the Woodlawn area?

If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 40 Woodlawn hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Woodlawn, will I receive a refund?

Yes, the majority of hotel room reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Enter dates in and click on "Search", then filter by "fully refundable" to view the best deals available in Woodlawn.

What can I see and do in this Chicago neighbourhood?

Spend some time exploring the great outdoors at Lake Michigan, Jackson Park and Bob-O-Link Meadow. 63rd Street Beach and Lorado Taft's Midway Studios are also a couple of places to visit in the neighbourhood. 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, make sure that you visit other sights such as Oriental Institute Museum or Bond Chapel.

How can I get around Woodlawn and the greater Chicago area?

Ready to get out and explore the city? Cottage Grove Station is the closest metro station. To venture out of town, take a train from Chicago 63rd Street Station.