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Check prices for these dates

Tonight
27 Mar - 28 Mar
Tomorrow
28 Mar - 29 Mar
This weekend
27 Mar - 29 Mar
Next weekend
3 Apr - 5 Apr

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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
3.8 out of 10, (58 reviews)
"Parking"
United States
Sydney
The price is 1.475.264 ₫
1.837.187 ₫ total
includes taxes & fees
26 Apr - 27 Apr
Best Motel By OYO Chicago I-90
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, (2,413 reviews)
"Great spot and view, would stay again!"
United States
Kimberly
The price is 4.414.728 ₫
6.079.462 ₫ total
includes taxes & fees
30 Mar - 31 Mar
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,707 reviews)
"We love staying here "
United States
Carrie
The price is 4.188.696 ₫
5.690.567 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Hilton Chicago
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,223 reviews)
"Excellent stay."
United States
Fenton
The price is 5.099.741 ₫
6.914.387 ₫ total
includes taxes & fees
4 Apr - 5 Apr
Swissotel - Chicago
Room service – dining

The Wade

The Wade
4.5 star property
Streeterville, 12.9 km from Woodlawn
8.4 out of 10, Very good, (1,754 reviews)
"Staff was friendly, explained the hotel and amenities well. Great location."
United States
Mary
The price is 4.004.288 ₫
4.700.633 ₫ total
includes taxes & fees
29 Mar - 30 Mar
The Wade
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 12.1 km from Woodlawn
9.4 out of 10, Exceptional, (2,042 reviews)
"Great location and very clean hotel with nice staff. "
United States
Carrie
The price is 3.336.341 ₫
4.689.844 ₫ total
includes taxes & fees
29 Mar - 30 Mar
Arlo Chicago
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (5,030 reviews)
"very beautiful hotel and great location "
United States
Ciandra
The price is 3.112.544 ₫
3.653.815 ₫ total
includes taxes & fees
13 Apr - 14 Apr
River Hotel
In-room safe, iron/ironing board, free WiFi, bed sheets

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Theatre District, 12.2 km from Woodlawn
9.2 out of 10, Wonderful, (1,411 reviews)
"Check in was quick and easy, room was clean and spacious "
United States
Quinton
The price is 4.244.018 ₫
5.724.162 ₫ total
includes taxes & fees
31 Mar - 1 Apr
Sports Illustrated Resorts 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, (9,994 reviews)
"Clean room, nice hotel, nice staff"
United States
Melanie
The price is 3.022.974 ₫
3.548.667 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Congress Plaza Hotel
Lounge

Pendry Chicago

Pendry Chicago
4.5 star property
Theatre District, 12.2 km from Woodlawn
9.2 out of 10, Wonderful, (1,124 reviews)
"Staff really friendly and hotel was clean and close to everything around the city can’t wait to come back. "
United States
Pablo Ibarra
The price is 5.005.170 ₫
6.958.003 ₫ total
includes taxes & fees
12 Apr - 13 Apr
Pendry Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 14.4 km from Woodlawn
8.2 out of 10, Very good, (1,325 reviews)
"Very beautiful place to stay"
United States
angie
The price is 3.226.086 ₫
3.786.950 ₫ total
includes taxes & fees
29 Mar - 30 Mar
The Chicago Hotel Collection Ambassador Gold Coast
Nightclub

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 11.6 km from Woodlawn
8.8 out of 10, Excellent, (3,404 reviews)
"Wonderful hotel, friendly and accommodating staff! "
United States
Chevon
The price is 2.597.518 ₫
3.049.226 ₫ total
includes taxes & fees
19 Apr - 20 Apr
Club Quarters Hotel, Central Loop, Chicago
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 11.7 km from Woodlawn
8.6 out of 10, Excellent, (2,333 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is 4.320.416 ₫
5.730.336 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Palmer House a Hilton Hotel
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, (3,644 reviews)
"Great hotel "
United States
Marina
The price is 3.661.816 ₫
5.041.188 ₫ total
includes taxes & fees
31 Mar - 1 Apr
Hotel Riu Plaza Chicago
2 restaurants, breakfast, lunch, dinner served; American cuisine

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 12.4 km from Woodlawn
9.4 out of 10, Exceptional, (3,629 reviews)
"Great room great place to stay "
United States
Adrian Mark
The price is 6.587.054 ₫
7.732.543 ₫ total
includes taxes & fees
30 Mar - 31 Mar
LondonHouse Chicago, Curio Collection by Hilton
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 12.4 km from Woodlawn
9.4 out of 10, Exceptional, (3,347 reviews)
"I loved my stay"
United States
Janet
The price is 4.847.296 ₫
6.533.248 ₫ total
includes taxes & fees
15 Apr - 16 Apr
The Royal Sonesta Chicago Downtown
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, (2,135 reviews)
"Great stay!"
United States
Hannah
The price is 2.664.696 ₫
3.128.086 ₫ total
includes taxes & fees
27 Apr - 28 Apr
Club Quarters Hotel Wacker at Michigan, Chicago
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 13.1 km from Woodlawn
9.0 out of 10, Wonderful, (3,335 reviews)
"Great stay "
United States
Mariah
The price is 3.161.280 ₫
3.711.028 ₫ total
includes taxes & fees
31 Mar - 1 Apr
Eurostars Magnificent Mile
Shared kitchen

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 13.1 km from Woodlawn
8.6 out of 10, Excellent, (514 reviews)
"Lots of stuff close by , cool vibe inside and very nice staff"
United States
Abel
The price is 2.117.187 ₫
2.485.365 ₫ total
includes taxes & fees
7 Apr - 8 Apr
FOUND Hotel Chicago River North
Ice skating

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, (2,239 reviews)
"Great stay!"
United States
Jessica
The price is 3.002.821 ₫
4.329.031 ₫ total
includes taxes & fees
5 Apr - 6 Apr
Silversmith Hotel Chicago Downtown
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 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.

Underground passage in the Chicago O'Hare airport

O'Hare

Travellers choose O'Hare for its abundant dining options. Hop aboard the metro at Cumberland Station or Remote Parking Station and check out top sights like Fashion Outlets of Chicago.

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.

Top Woodlawn Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"Everything was perfect "
Sydney 2-night trip
Posted 1 hour ago
Hotel Riu Plaza Chicago

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 50 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?
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.