Woodlawn, IL
Chicago
Visit Woodlawn
Stay near popular Woodlawn attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Woodlawn Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
$149 nightly
The price is $177 total per night from Jul 1 to Jul 2
$177 total
Jul 1 - Jul 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (10,171 reviews)
"Great place to stay in the city"
Reviewed on Jun 30, 2026
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
$181 nightly
The price is $215 total per night from Jul 5 to Jul 6
$215 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,833 reviews)
"Staff was extremely friendly and helpful! Very clean and inviting environment!"
Reviewed on Jun 29, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $154 total per night from Jul 20 to Jul 21
$154 total
Jul 20 - Jul 21
Total with taxes and fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,752 reviews)
"Location close to airport"
Reviewed on Jun 29, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
$160 nightly
The price is $190 total per night from Jul 6 to Jul 7
$190 total
Jul 6 - Jul 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
9/10 Wonderful! (4,483 reviews)
"I booked three rooms at this hotel for a speacial occasion trip to celebrate a graduation. At check in I asked if one of the rooms could possibly have some kind of view of the city. I was quickly told it was not possible as the hotel was sold out. I was very sorry that out of the 100's of rooms in ..."
Reviewed on Jun 30, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
$176 nightly
The price is $209 total per night from Jul 5 to Jul 6
$209 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago ...
9.4/10 Exceptional! (4,580 reviews)
"Wonderful hotel in the midst of the action. Resort like buffet breakfast with helpful staff. Great experience"
Reviewed on Jun 29, 2026
River Hotel
75 East Wacker Drive Chicago IL
$156 nightly
The price is $185 total per night from Jul 5 to Jul 6
$185 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,278 reviews)
"Awesome view of river and city from our room. But carpet could use a good cleaning and need new desk. All the staff was very nice though."
Reviewed on Jun 30, 2026
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 and neighborhoods for the activities you enjoy most. Learn more about Woodlawn
Learn more about Woodlawn
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
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
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 Oz Park, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
Woodlawn, IL
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- Visit Jackson Park Highlands
- Visit United Center
- Visit Oak Park
- Visit Canaryville
- Visit Indian Village
- Visit Hyde Park
- Visit South Side
- Visit Washington Park
- Visit Magnificent Mile
- Visit Kenwood
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- Visit Cicero
- Visit Fuller Park
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- Where to stay in Chicago
- Visit Printers Row
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- Visit Greater Grand Crossing
- Visit West Englewood
- Visit Avalon Park
- Visit South Shore
- Visit Rush Street
- Visit South Loop
- Visit Wicker Park
- Visit Chatham
- Chicago Vacations
- Visit Downtown Chicago
- Visit Grand Boulevard
- Visit Essex
- Visit Englewood
