Photo by Richard Remington

Find hotels in Woodlawn, Chicago from SAR 309

    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
25 Jul - 26 Jul
Tomorrow
26 Jul - 27 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Filter by

Guest rating
Guest rating
Star rating

Discover 4,421 Woodlawn hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very Good, (150)
"Great stay"
The price is SAR 460
SAR 540 total
includes taxes & fees
5 Aug - 6 Aug
FOUND Hotel Chicago River North
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2273)
"Location, cleanness and staff were very good "
The price is SAR 409
SAR 480 total
includes taxes & fees
25 Aug - 26 Aug
Travelodge by Wyndham Downtown Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2587)
"Excellent Hotel!!"
The price is SAR 462
SAR 543 total
includes taxes & fees
24 Aug - 25 Aug
Best Western Grant Park Hotel
Best Motel By OYO Chicago I-90
Hallway

Best Motel By OYO Chicago I-90

2.0 star property
3.2 out of 10, (32)
"Easy, safe parking "
The price is SAR 309
SAR 372 total
includes taxes & fees
24 Aug - 25 Aug
Best Motel By OYO Chicago I-90
Holiday Inn Express Chicago - Magnificent Mile by IHG
Exterior

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very Good, (1023)
"Great stay"
The price is SAR 555
SAR 652 total
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
Ohio House Motel
Reception

Ohio House Motel

3.0 star property
9.0 out of 10, Wonderful, (1013)
"Great place to stay!"
The price is SAR 508
SAR 597 total
includes taxes & fees
17 Aug - 18 Aug
Ohio House Motel
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (247)
"Great location, nice amenities"
The price is SAR 1,094
SAR 1,357 total
includes taxes & fees
27 Jul - 28 Jul
Level Chicago Fulton Market
Congress Plaza Hotel
Banquet hall

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8976)
"Great place to stay."
The price is SAR 666
SAR 781 total
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
The Hoxton Chicago
3 bars/lounges, piano bar

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Excellent location and great vibe. "
The price is SAR 747
SAR 876 total
includes taxes & fees
17 Aug - 18 Aug
The Hoxton Chicago
Residence Inn Chicago Downtown Magnificent Mile
Aerial view

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (307)
"This was a great hotel in a great location."
The price is SAR 822
SAR 964 total
includes taxes & fees
14 Aug - 15 Aug
Residence Inn Chicago Downtown Magnificent Mile
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very Good, (2120)
"Stayed many times, great fun!"
The price is SAR 353
SAR 591 total
includes taxes & fees
24 Aug - 25 Aug
Freehand Chicago
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1313)
"Great location and hotel "
The price is SAR 563
SAR 661 total
includes taxes & fees
24 Aug - 25 Aug
Crowne Plaza Chicago West Loop by IHG
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2235)
"Great location, great breakfast and perfect rooms."
The price is SAR 599
SAR 809 total
includes taxes & fees
24 Aug - 25 Aug
Hotel Riu Plaza Chicago
Kinzie Hotel
Premium bedding, pillowtop beds, minibar, in-room safe

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1799)
"Beautiful stay! "
The price is SAR 739
SAR 972 total
includes taxes & fees
27 Jul - 28 Jul
Kinzie Hotel
Central Loop Hotel
Breakfast, lunch, dinner served; American cuisine

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1823)
"Nice room, great location and excellent staff."
The price is SAR 597
SAR 700 total
includes taxes & fees
27 Jul - 28 Jul
Central Loop Hotel
Millennium Knickerbocker Chicago
Lobby

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1912)
"Great stay"
The price is SAR 476
SAR 647 total
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago
Thompson Chicago, by Hyatt
Restaurant

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1182)
"Good Hotel"
The price is SAR 459
SAR 650 total
includes taxes & fees
24 Aug - 25 Aug
Thompson Chicago, by Hyatt
Le Méridien Essex Chicago
City view

Le Méridien Essex Chicago

4.0 star property
8.6 out of 10, Excellent, (1010)
"The staff was so friendly, accommodations were modern and well appointed, a wonderful location with surprisingly good food in the attached restaurant "
The price is SAR 570
SAR 726 total
includes taxes & fees
24 Aug - 25 Aug
Le Méridien Essex Chicago
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Exterior

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4.0 star property
9.6 out of 10, Exceptional, (1023)
"Clean, large rooms, very comfortable."
The price is SAR 597
SAR 701 total
includes taxes & fees
24 Aug - 25 Aug
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3324)
"Great stay for a short weekend"
The price is SAR 810
SAR 1,061 total
includes taxes & fees
21 Aug - 22 Aug
Hyatt Regency 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.

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 map

Downtown Chicago

2 out of top 10 points of interest in this area

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 map

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 map

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 map

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.

Chicago which includes modern architecture and a city
Lincoln Park map

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Woodlawn Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"This place has the best view and is right in the heart of where you want to be in Chicago. The staff were awesome. The room was plenty big and had everything we wanted in a room. The hallways were a little dirty, could have been vacuumed. Overall, the property was in good condition and the gym was nice too. I will stay here again. I have been to several places in Chicago to stay and this is my favorite so far!"
Brian 4-night trip
Posted 7 hours ago
The Royal Sonesta Chicago Downtown

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 43 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. 63rd Street Beach and Lorado Taft's Midway Studios 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?

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.