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Check prices for these dates

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

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Our top choices for Woodlawn hotels

Room, 2 Double Beds, Smoking | Bathroom | Free toiletries, towels

Best Motel By OYO Chicago I-90

Best Motel By OYO Chicago I-90
2.0 star property
Woodlawn
3.8 out of 10, (76 reviews)
"Horrible environment"
United States
Camilo
The price is Rp1.100.479
Rp1.401.965 total
includes taxes & fees
5 Jul - 6 Jul
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, (2,524 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
United States
Deborah
The price is Rp4.203.559
Rp5.617.114 total
includes taxes & fees
30 Jun - 1 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 12.3 km from Woodlawn
9.4 out of 10, Exceptional, (3,496 reviews)
"Staff was great."
United States
Marianne
The price is Rp3.970.707
Rp5.361.655 total
includes taxes & fees
4 Jul - 5 Jul
Hyatt Regency Chicago
2 bars/lounges

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 12.4 km from Woodlawn
8.6 out of 10, Excellent, (1,649 reviews)
"Excellent location."
United States
Mirna
The price is Rp4.349.811
Rp5.812.374 total
includes taxes & fees
3 Jul - 4 Jul
Sheraton Grand Chicago Riverwalk
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, (2,475 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is Rp3.447.508
Rp4.632.899 total
includes taxes & fees
1 Jul - 2 Jul
Palmer House a Hilton Hotel
Executive lounge

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 12.1 km from Woodlawn
8.8 out of 10, Excellent, (2,173 reviews)
"Great place"
United States
JOSE
The price is Rp3.217.890
Rp4.466.596 total
includes taxes & fees
1 Jul - 2 Jul
Fairmont Chicago at Millennium Park
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 12.3 km from Woodlawn
9.6 out of 10, Exceptional, (4,131 reviews)
"Love this hotel"
United States
Peggy
The price is Rp5.966.841
Rp7.093.911 total
includes taxes & fees
1 Jul - 2 Jul
L7 Chicago by LOTTE
Indoor pool

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 12.7 km from Woodlawn
9.2 out of 10, Wonderful, (3,078 reviews)
"Excellent staff and location"
United States
Sandra
The price is Rp3.503.565
Rp4.794.494 total
includes taxes & fees
1 Jul - 2 Jul
InterContinental Chicago Magnificent Mile by IHG
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, (4,331 reviews)
"Excellent location and good selection of breakfast"
United Kingdom
Neil
The price is Rp3.395.905
Rp4.549.451 total
includes taxes & fees
30 Jun - 1 Jul
Hotel Riu Plaza Chicago
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 12.1 km from Woodlawn
9.4 out of 10, Exceptional, (2,122 reviews)
"Excellent location and welcoming staff."
United States
Tammy
The price is Rp3.777.672
Rp5.034.416 total
includes taxes & fees
29 Jun - 30 Jun
Arlo Chicago
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 13.1 km from Woodlawn
9.2 out of 10, Wonderful, (1,789 reviews)
"Great place at a great location."
United States
Alejandro
The price is Rp2.860.490
Rp3.998.957 total
includes taxes & fees
30 Jun - 1 Jul
Omni Chicago Hotel
2 restaurants; breakfast, lunch and dinner served

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, (3,723 reviews)
"The room was clean, staff was excellent, and the food was excellent."
United States
Andrew Tyler
The price is Rp3.919.501
Rp5.187.226 total
includes taxes & fees
1 Jul - 2 Jul
LondonHouse Chicago, Curio Collection by Hilton
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 12.4 km from Woodlawn
8.8 out of 10, Excellent, (5,231 reviews)
"Location is great and staff is very nice and helpful"
United States
Deborah
The price is Rp2.323.627
Rp2.762.560 total
includes taxes & fees
5 Jul - 6 Jul
River Hotel
Lunch and dinner served

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
12.2 km from Woodlawn
8.6 out of 10, Excellent, (1,954 reviews)
"Great Hotel "
United States
Dylan
The price is Rp3.778.819
Rp5.047.998 total
includes taxes & fees
1 Jul - 2 Jul
Radisson Blu Aqua Hotel Chicago
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Woodlawn
8.6 out of 10, Excellent, (2,826 reviews)
"great hotel and excellent to stay"
United States
Ruben
The price is Rp4.294.113
Rp5.632.834 total
includes taxes & fees
30 Jun - 1 Jul
Hilton Chicago
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, (3,434 reviews)
"Great location, nice property, helpful staff, and spacious, comfortable rooms."
United States
Sunil
The price is Rp3.575.433
Rp4.825.776 total
includes taxes & fees
2 Jul - 3 Jul
The Royal Sonesta Chicago Downtown
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
12.2 km from Woodlawn
9.0 out of 10, Wonderful, (3,362 reviews)
"Great location!"
United States
Maria
The price is Rp3.147.818
Rp4.375.238 total
includes taxes & fees
5 Jul - 6 Jul
Swissotel - 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, (10,166 reviews)
"Excellent stay"
United States
Jennifer
The price is Rp2.488.540
Rp2.958.625 total
includes taxes & fees
29 Jun - 30 Jun
Congress Plaza Hotel
Lobby

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, (2,248 reviews)
"Great location"
United States
Gabino
The price is Rp2.064.768
Rp3.003.155 total
includes taxes & fees
5 Jul - 6 Jul
Silversmith Hotel Chicago Downtown
Lobby lounge

Residence Inn Chicago Downtown/Loop

Residence Inn Chicago Downtown/Loop
3.5 star property
Theatre District, 11.8 km from Woodlawn
9.4 out of 10, Exceptional, (1,001 reviews)
"Loved my stay here! Great location and comfy living for an extended stay!"
United States
Emma
The price is Rp3.719.169
Rp4.421.722 total
includes taxes & fees
1 Jul - 2 Jul
Residence Inn Chicago Downtown/Loop
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. Learn more about Woodlawn
Learn more about Woodlawn

Downtown Chicago

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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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.

Panoramic view of Lincoln Park and the Chicago skyline.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Woodlawn Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"I DID NOT TAKE THIS TRIP. I CANCELLED AND WAS STILL CHARGED! I HAVE TRIED TO REACH A MANAGER AT THE PROPERTY AND I TRIED TO COMMUNICATE VIA TEXT AS INSTRUCTED TO NO AVAIL. I PHONED THE PROPERTY TO CANCEL AND WAS STILL CHARGED! PLEASE REFUND MY MONEY THANK YOU!"
Chanell D 4-night trip
Posted 1 hour ago
Hilton 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.
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 are there in the Woodlawn area?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 48 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.