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Find hotels in Woodlawn, Chicago from AED 154

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Discover 4,339 Woodlawn hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

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 AED 375
AED 449 total
includes taxes & fees
17 Jun - 18 Jun
Best Motel By OYO Chicago I-90

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2052)
"Amazing stay"
The price is AED 638
AED 855 total
includes taxes & fees
1 Jul - 2 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (2241)
"Wonderful stay!"
The price is AED 548
AED 751 total
includes taxes & fees
30 Jun - 1 Jul
Swissotel - Chicago

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1457)
"Great location and rooms "
The price is AED 621
AED 845 total
includes taxes & fees
30 Jun - 1 Jul
Loews Chicago Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1872)
"Great location, friendly staff "
The price is AED 559
AED 656 total
includes taxes & fees
6 Jul - 7 Jul
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1443)
"Stayed here a few times and its always great. "
The price is AED 675
AED 905 total
includes taxes & fees
29 Jun - 30 Jun
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1778)
"Great location ! And hotel felt very welcoming and comfortable. "
The price is AED 658
AED 880 total
includes taxes & fees
1 Jul - 2 Jul
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2758)
"Great hotel and location! "
The price is AED 459
AED 539 total
includes taxes & fees
2 Jul - 3 Jul
Aloft Chicago Mag Mile

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1003)
"The Ivy Hotel was so nice! It was very roomy and had everything to make our stay convenient and special! "
The price is AED 528
AED 619 total
includes taxes & fees
30 Jun - 1 Jul
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (1813)
"Had a wonderful stay"
The price is AED 502
AED 590 total
includes taxes & fees
10 Jul - 11 Jul
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3252)
"Room, service and restaurant were top notch."
The price is AED 687
AED 914 total
includes taxes & fees
6 Jul - 7 Jul
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2307)
"Great stay "
The price is AED 509
AED 597 total
includes taxes & fees
8 Jul - 9 Jul
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1839)
"Nice hotel! "
The price is AED 437
AED 599 total
includes taxes & fees
6 Jul - 7 Jul
Millennium Knickerbocker Chicago

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1016)
"A great place to stay"
The price is AED 621
AED 836 total
includes taxes & fees
29 Jun - 30 Jun
Hyatt Centric Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1092)
"Great stay! "
The price is AED 154
AED 694 total
includes taxes & fees
29 Jun - 30 Jun
The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1624)
"Great stay"
Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2031)
"Absolutely stunning place to stay. "
The price is AED 532
AED 729 total
includes taxes & fees
29 Jun - 30 Jun
Hotel Riu Plaza Chicago

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Close to major tourist attractions. Hotel rooms are tired. "
The price is AED 548
AED 751 total
includes taxes & fees
29 Jun - 30 Jun
The Blackstone, Autograph Collection

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very Good, (2526)
"Great stay"
The price is AED 421
AED 495 total
includes taxes & fees
1 Jul - 2 Jul
Best Western Grant Park Hotel

Super 8 by Wyndham South Holland

2.0 star property
7.4 out of 10, Good, (1008)
"Great place"
The price is AED 281
AED 317 total
includes taxes & fees
22 Jun - 23 Jun
Super 8 by Wyndham South Holland
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 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 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 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 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.

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.

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.

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 40 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.