Photo by Richard Remington

Woodlawn Hotels, Chicago

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4066 Cheap Hotels in Woodlawn - Specials, Reviews, & Last Minute Deals

Best Motel By OYO Chicago I-90

2.0 star property
3.0 out of 10, (6)
"Pay little and get little. That’s the deal. Staff was courteous and helpful. "
The price is AU$145
includes taxes & fees
1 Apr - 2 Apr
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, (2020)
"Great "
The price is AU$305
includes taxes & fees
6 Apr - 7 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1983)
"Great location for a tourist. Great location with a great view of the river. "
The price is AU$355
includes taxes & fees
23 Mar - 24 Mar
Swissotel - Chicago

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1436)
"Clean and spacious room and bathroom! Stayed here for 3 nights. "
The price is AU$421
includes taxes & fees
26 Mar - 27 Mar
Loews Chicago Hotel

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2646)
"All workers were extremely kind!"
The price is AU$269
includes taxes & fees
2 Apr - 3 Apr
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1839)
"Check-in staff/front desk were exceptional! Great customer service. Thank you!"
The price is AU$193
includes taxes & fees
30 Mar - 31 Mar
DoubleTree by Hilton Chicago - Magnificent Mile

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1453)
"Haven’t received my deposit back but overall was good"
The price is AU$360
includes taxes & fees
20 Apr - 21 Apr
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1661)
"Best place to stay in downtown Chicago for the best price and staff, especially Gail Walker and Benjamin"
The price is AU$382
includes taxes & fees
4 Apr - 5 Apr
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2664)
"Atmosphere was awesome.. we will be back."
The price is AU$163
includes taxes & fees
20 Apr - 21 Apr
Aloft Chicago Mag Mile

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1002)
"Very good and fine stay Front desk man Charles different story very welcoming and helpful "
The price is AU$173
includes taxes & fees
23 Mar - 24 Mar
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very good, (1693)
"I cannot recommend this hotel enough!! Every single member of the staff was so polite and hospitable- from front desk to dining to housekeeping. The unit was so spacious and had everything I needed for a month-long stay. And you can’t beat the location!"
The price is AU$240
includes taxes & fees
30 Mar - 31 Mar
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3228)
"great St Patrick celebration"
The price is AU$371
includes taxes & fees
19 Apr - 20 Apr
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2064)
"Wonderful "
The price is AU$231
includes taxes & fees
25 Mar - 26 Mar
Hilton Chicago/Magnificent Mile Suites

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1796)
"Good all around except issue both on check in and check out .Upgrading their software/ PMS they had not transferred our booking so looked like we had no reservation. Took 2 of them several minutes to book us in. Frustrating as had been emailed day before to check in online with all our details(like airline)otherwise our booking would be seen as a no show .On checkout found they had not connected rooms for charging so delay while connected 2 room booking so could settle with one payment"
The price is AU$187
includes taxes & fees
2 Apr - 3 Apr
Millennium Knickerbocker Chicago

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1021)
"The area was beautiful, has a pool and hot tub , and plenty options around to shop and feast."
The price is AU$259
includes taxes & fees
30 Mar - 31 Mar
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

3.0 star property
8.8 out of 10, Excellent, (1265)
"No one has better mattresses than Marriot . I always get an amazing night sleep . It’s the only hotel chain I use . I specifically chose this location because it had valet parking. It was afraid to park in a lot at night by myself in the city . Delicious breakfast for only 7.00 . And a Starbucks inside the hotel . What more can you ask for. "
The price is AU$215
includes taxes & fees
6 Apr - 7 Apr
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1015)
"Everything was good, front desk and room cleanliness etc. FYI, only — parking is something you need to plan for it is in the middle of downtown (price wise), but available across the hotel. "
The price is AU$209
includes taxes & fees
23 Mar - 24 Mar
The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1547)
"Great experience "
The price is AU$183
includes taxes & fees
30 Mar - 31 Mar
Hotel Saint Clair- Magnificent Mile

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1615)
"Great Hotel, will definitely book again for my wife and I and with the kids too!"
The price is AU$268
includes taxes & fees
23 Mar - 24 Mar
Hotel Riu Plaza Chicago

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2507)
"Nice place to stay for 1 or 2 days."
The price is AU$167
includes taxes & fees
20 Apr - 21 Apr
Best Western Grant Park 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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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 38 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.