Woodlawn, IL
Chicago
Visit Woodlawn
Stay near popular Woodlawn attractions
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% 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
$135 nightly
The price is $161 total per night from Sep 7 to Sep 8
$161 total
Sep 7 - Sep 8
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! (10,220 reviews)
"The hotel was just across for the Lollapalooza. The A/C wasn’t cool enough for me. My friend got locked in the bathroom when she used the older lock, the door knob looks older too,it took a while to maneuver that so almost call the front desk. Only 3pillows for the king size bed. No coffee maker, ..."
Reviewed on Aug 7, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
$152 nightly
The price is $181 total per night from Aug 9 to Aug 10
$181 total
Aug 9 - Aug 10
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,942 reviews)
"Staff was amazing, room and bathroom were clean-but linens and bedding were not replaced or made. Breakfast had good options/however the restaurant menu was disappointing. Bedroom and Hall carpet needs replacing. Great location, I would stay here again. Thank you."
Reviewed on Aug 7, 2026
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St Chicago IL
$206 nightly
The price is $245 total per night from Sep 7 to Sep 8
$245 total
Sep 7 - Sep 8
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
9/10 Wonderful! (2,731 reviews)
"Outdated except for TV and bed."
Reviewed on Aug 7, 2026
Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
Fully refundableReserve now, pay when you stay
$211 nightly
The price is $251 total per night from Sep 1 to Sep 2
$251 total
Sep 1 - Sep 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
$169 nightly
The price is $193 total per night from Aug 30 to Aug 31
$193 total
Aug 30 - Aug 31
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 ...
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
$251 nightly
The price is $298 total per night from Aug 9 to Aug 10
$298 total
Aug 9 - Aug 10
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 ...
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 Navy Pier and Lake Michigan are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
The Loop
Lake Michigan and Michigan Avenue 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.
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.
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.
Photo by Mattyboy876
Open Photo by Mattyboy876
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).
Woodlawn, IL
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- Visit Jackson Park Highlands
- Visit United Center
- Visit Oak Park
- Visit Canaryville
- Visit Indian Village
- Visit Hyde Park
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- Visit Washington 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
