Photo by Tanesha Thompson

Search Hotels in Woodlawn, Chicago

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Woodlawn, Chicago

Best Motel By OYO Chicago I-90

2.0 star property
Woodlawn
3.4 out of 10, (48)
"Clean room "
United States
Pierre
The price is 1.476.272 ₫
1.943.891 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Best Motel By OYO Chicago I-90

Eurostars Magnificent Mile

4.0 star property
River North, 13.1 km from Woodlawn
9.0 out of 10, Wonderful, (3113)
"Location was great "
United States
Hamik
The price is 2.754.225 ₫
3.233.185 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Eurostars Magnificent Mile

River Hotel

4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (4825)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is 2.334.856 ₫
2.740.889 ₫ total
includes taxes & fees
24 Nov - 25 Nov
River Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 12.8 km from Woodlawn
8.8 out of 10, Excellent, (2142)
"Great stay "
United States
Melinda
The price is 2.572.404 ₫
3.019.745 ₫ total
includes taxes & fees
11 Dec - 12 Dec
DoubleTree by Hilton Chicago - Magnificent Mile

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, (2241)
"Room was spotless…staff was great!"
United States
Tamika
The price is 2.243.355 ₫
3.531.713 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton

citizenM Chicago Downtown

4.0 star property
Theatre District, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (4064)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is 2.820.734 ₫
3.311.260 ₫ total
includes taxes & fees
10 Dec - 11 Dec
citizenM Chicago Downtown

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 13.6 km from Woodlawn
9.0 out of 10, Wonderful, (3343)
"Great stay!"
United States
Rose
The price is 2.195.955 ₫
2.577.832 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 12.9 km from Woodlawn
8.6 out of 10, Excellent, (2920)
"Great location!!"
United States
sarah e
The price is 2.558.860 ₫
3.003.846 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Aloft Chicago Mag Mile

Hilton Chicago

4.0 star property
The Loop, 10.7 km from Woodlawn
8.4 out of 10, Very good, (2306)
"Clean Rooms & very nice staff"
United States
Teresa
The price is 2.788.572 ₫
4.047.230 ₫ total
includes taxes & fees
28 Nov - 29 Nov
Hilton Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
River North, 12.8 km from Woodlawn
8.4 out of 10, Very good, (4184)
"Great location. "
United States
Rodger
The price is 2.004.880 ₫
2.353.529 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Freehand Chicago

4.0 star property
River North, 12.9 km from Woodlawn
8.0 out of 10, Very good, (2594)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is 2.111.596 ₫
2.942.999 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Freehand Chicago

FOUND Hotel Chicago River North

2.0 star property
River North, 13.1 km from Woodlawn
8.4 out of 10, Very good, (335)
"love this place definitely coming back !"
United States
Dayanara
The price is 1.781.837 ₫
2.091.699 ₫ total
includes taxes & fees
7 Dec - 8 Dec
FOUND Hotel Chicago River North

Crowne Plaza Chicago West Loop by IHG

3.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (1691)
"The location was great!!"
United States
Yvette
The price is 2.616.896 ₫
3.071.972 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Crowne Plaza Chicago West Loop by IHG

Congress Plaza Hotel

3.5 star property
The Loop, 11 km from Woodlawn
8.0 out of 10, Very good, (9623)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is 2.574.108 ₫
3.021.745 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Congress Plaza Hotel

Hotel Riu Plaza Chicago

4.0 star property
Streeterville, 13 km from Woodlawn
9.4 out of 10, Exceptional, (2830)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is 2.727.797 ₫
3.945.041 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Hotel Riu Plaza Chicago

Hyatt Centric The Loop Chicago

4.0 star property
Theatre District, 11.7 km from Woodlawn
9.0 out of 10, Wonderful, (2247)
"Clean room, friendly staff, convenient location. "
United States
Arthera
The price is 3.338.747 ₫
3.919.355 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Centric The Loop Chicago

Silversmith Hotel Chicago Downtown

4.0 star property
Theatre District, 11.7 km from Woodlawn
9.2 out of 10, Wonderful, (2079)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown

Palmer House a Hilton Hotel

4.0 star property
Theatre District, 11.7 km from Woodlawn
8.4 out of 10, Very good, (2079)
"Great place to stay."
United States
Aaron
The price is 2.702.105 ₫
3.831.051 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Palmer House a Hilton Hotel

Best Western Grant Park Hotel

2.5 star property
The Loop, 10.4 km from Woodlawn
8.2 out of 10, Very good, (2616)
"Loved our stay here! Was easy to check in and staff was super friendly! Loved the area and the walk to millennium park was nice."
United States
Mary
The price is 2.128.732 ₫
2.498.917 ₫ total
includes taxes & fees
25 Nov - 26 Nov
Best Western Grant Park Hotel

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
West Loop, 11.3 km from Woodlawn
8.4 out of 10, Very good, (1004)
"Really great location and warm and friendly staff"
United Kingdom
David
The price is 2.509.662 ₫
3.262.436 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn & Suites Chicago - Downtown by IHG
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 for the activities you enjoy most.

Downtown Chicago

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

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

Michigan Avenue and Lake Michigan 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

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.

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.

Top Woodlawn Hotel Reviews

Explore a world of travel with Expedia

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 46 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. Lorado Taft's Midway Studios and Jackson Park Driving Range 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?
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.