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Woodlawn Hotels, Chicago

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5 Sept - 6 Sept
Tomorrow
6 Sept - 7 Sept
This weekend
5 Sept - 7 Sept
Next weekend
12 Sept - 14 Sept

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4437 Cheap Hotels in Woodlawn - Specials, Reviews, & Last Minute Deals

Our top choices for Woodlawn hotels

Loews Chicago O'Hare Hotel
Reception hall

Loews Chicago O'Hare Hotel

4.5 star property
9.4 out of 10, Exceptional, (1885)
"Great location for airport "
The price is AU$383
includes taxes & fees
6 Sept - 7 Sept
Loews Chicago O'Hare Hotel
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2288)
"Nice place to stay!"
The price is AU$212
includes taxes & fees
23 Sept - 24 Sept
Freehand Chicago
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, (1003)
"Great hotel! "
The price is AU$290
includes taxes & fees
22 Sept - 23 Sept
Holiday Inn Express Chicago - Magnificent Mile by IHG
Best Motel By OYO Chicago I-90
Hallway

Best Motel By OYO Chicago I-90

2.0 star property
3.4 out of 10, (40)
"Easy, safe parking "
The price is AU$139
includes taxes & fees
5 Oct - 6 Oct
Best Motel By OYO Chicago I-90
Claridge House
Cocktail bar

Claridge House

4.0 star property
8.8 out of 10, Excellent, (1348)
"Great stay highly recommend!! "
The price is AU$384
includes taxes & fees
7 Sept - 8 Sept
Claridge House
Sofitel Chicago Magnificent Mile
Exterior

Sofitel Chicago Magnificent Mile

4.5 star property
9.4 out of 10, Exceptional, (2135)
"Lovely property in an great area! Loved my stay"
The price is AU$495
includes taxes & fees
21 Sept - 22 Sept
Sofitel Chicago Magnificent Mile
FOUND Hotel Chicago River North
Exterior

FOUND Hotel Chicago River North

2.0 star property
8.2 out of 10, Very good, (225)
"Great place "
The price is AU$214
includes taxes & fees
24 Sept - 25 Sept
FOUND Hotel Chicago River North
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2391)
"Enjoyed our stay "
The price is AU$381
includes taxes & fees
1 Oct - 2 Oct
Hotel Riu Plaza Chicago
The Chicago Hotel Collection Ambassador Gold Coast
Terrace/patio

The Chicago Hotel Collection Ambassador Gold Coast

4.0 star property
8.2 out of 10, Very good, (1103)
"Staff was great and loved the breakfast and location!"
The price is AU$275
includes taxes & fees
28 Sept - 29 Sept
The Chicago Hotel Collection Ambassador Gold Coast
The Emily Hotel
Exterior

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1200)
"Friendly staff, rooms very clean, food was excellent "
The price is AU$448
includes taxes & fees
14 Sept - 15 Sept
The Emily Hotel
Level Chicago Fulton Market
Executive lounge

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (281)
"I liked the patio, location, hot tub and staff!"
The price is AU$577
includes taxes & fees
7 Sept - 8 Sept
Level Chicago Fulton Market
Residence Inn Chicago Downtown Magnificent Mile
Aerial view

Residence Inn Chicago Downtown Magnificent Mile

4.0 star property
9.6 out of 10, Exceptional, (338)
"Enjoyable stay at this Hotel in a very large room close to all the sights and shopping."
The price is AU$448
includes taxes & fees
21 Sept - 22 Sept
Residence Inn Chicago Downtown Magnificent Mile
Hotel Chicago Downtown, Autograph Collection by Marriott
Meeting facility

Hotel Chicago Downtown, Autograph Collection by Marriott

4.0 star property
9.0 out of 10, Wonderful, (1011)
"Staff was friendly, service was quick and rooms were clean."
The price is AU$423
includes taxes & fees
21 Sept - 22 Sept
Hotel Chicago Downtown, Autograph Collection by Marriott
voco Chicago Downtown - Riverwalk by IHG
Bar (on property)

voco Chicago Downtown - Riverwalk by IHG

3.5 star property
8.8 out of 10, Excellent, (3050)
"Location to the Riverwalk and shops were great."
The price is AU$384
includes taxes & fees
14 Sept - 15 Sept
voco Chicago Downtown - Riverwalk by IHG
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (2101)
"Property was great, very clean and friendly staff. The location is wonderful. Will definitely stay here again. "
The price is AU$386
includes taxes & fees
12 Sept - 13 Sept
Hyatt Centric The Loop Chicago
The Chicago Hotel Collection - Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1217)
"Great location, nice room and roomy bathroom and good breakfast."
The Chicago Hotel Collection - Magnificent Mile
Pendry Chicago
View from property

Pendry Chicago

4.5 star property
9.4 out of 10, Exceptional, (1080)
"Awesome hotel!"
The price is AU$531
includes taxes & fees
21 Sept - 22 Sept
Pendry Chicago
L7 Chicago by LOTTE
Exterior

L7 Chicago by LOTTE

4.5 star property
9.6 out of 10, Exceptional, (2902)
"Very nice stay"
The price is AU$433
includes taxes & fees
22 Sept - 23 Sept
L7 Chicago by LOTTE
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2528)
"Had a wonderful stay here and staff was super friendly!"
The price is AU$366
includes taxes & fees
14 Sept - 15 Sept
La Quinta Inn & Suites by Wyndham Chicago Downtown
Kinzie Hotel
Premium bedding, pillow-top beds, minibar, in-room safe

Kinzie Hotel

4.0 star property
9.2 out of 10, Wonderful, (1888)
"Great location! Would stay there again! Clean property and staff was welcoming!"
The price is AU$398
includes taxes & fees
14 Sept - 15 Sept
Kinzie Hotel
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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Our guide on where to stay in Woodlawn

Find the best Woodlawn areas for the activities you enjoy most.
Downtown Chicago featuring a city

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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop - Downtown which includes a river or creek

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

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.

Chicago showing a city and modern architecture

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

Explore a world of travel with Expedia

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.

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 42 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?

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.