Woodlawn, IL
Chicago
Visit Woodlawn
Stay near popular Woodlawn attractions
Things to do
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
$158
per adult
80% of travellers recommend
Museum of Illusions Chicago Admission Ticket
$43
per adult
Chicago White Sox Baseball Game at Guaranteed Rate Field
$41
per adult
100% of travellers recommend
Woodlawn Hotel Deals
River Hotel
75 East Wacker Drive Chicago IL
$186 nightly
The price is $221 total per night from Oct 25 to Oct 26
$221 total
Oct 25 - Oct 26
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! (5,464 reviews)
"Toilet was running all three nights, dirty room and super rude and loud people next door. Ridiculously small room with only one mirror in bathroom and nowhere to put our luggage not even a dresser"
Reviewed on Sep 29, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundable
$157 nightly
The price is $187 total per night from Oct 26 to Oct 27
$187 total
Oct 26 - Oct 27
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 ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
$179 nightly
The price is $213 total per night from Oct 25 to Oct 26
$213 total
Oct 25 - Oct 26
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 ...
Hampton Inn Chicago Downtown/Magnificent Mile
160 E Huron Street Chicago IL
$203 nightly
The price is $242 total per night from Oct 25 to Oct 26
$242 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this family-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
$179 nightly
The price is $213 total per night from Oct 25 to Oct 26
$213 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
Hilton Chicago
720 S Michigan Ave Chicago IL
$193 nightly
The price is $227 total per night from Oct 30 to Oct 31
$227 total
Oct 30 - Oct 31
Total with taxes and fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (3,315 reviews)
"It was good..."
Reviewed on Sep 29, 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 Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Photo by © City of Chicago
Open Photo by © City of Chicago
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 Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
Woodlawn, IL
Explore a world of travel with Expedia
- Budget Hotels in Hyde Park
- Hilton Hotels in Hyde Park
- 5 Star Hotels in Hyde Park
- Kitchenette Hotels in Hyde Park
- Near South Side Hotels
- South Loop Hotels
- Chinatown Hotels
- Motels in Chicago
- Cabins in Chicago
- Marriott Hotels & Resorts Hotels in Hyde Park
- 4 Star Hotels in Pilsen
- South Shore Hotels
- Hyde Park Hotels
- South Chicago Hotels
- Delta Air Lines Atlanta (ATL) to Chicago (MDW) flights
- Flights to Chicago
- Flights to Oak Lawn
- Flights to Bridgeview
- Porter Airlines Toronto (YTZ) to Chicago (MDW) flights
- Flights to Alsip
- Flights to Midway Intl.
- Flights from Atlanta (ATL) to Chicago (MDW)
- Flights to Berwyn
- Flights from Los Angeles (LAX) to Chicago (MDW)
- Central Chicago All Inclusive Vacation Packages
- New City Vacations
- Chicago All Inclusive Vacation Packages
- Visit Hyde Park
- Where to stay in Alsip
- Chicago All Inclusive Vacation Packages
- Visit Canaryville
- Griffin Museum of Science
- Chicago All Inclusive Vacation Packages
- Where to stay in Bridgeview
- Visit Downtown Chicago
- Chicago All Inclusive Vacation Packages
- Where to stay in Central Chicago
- Robie House
- Visit River North
- Far Southwest Side All Inclusive Vacation Packages
- Art Institute of Chicago
- Central Chicago All Inclusive Vacation Packages
- Where to stay in North Pullman
- Visit Gold Coast
- Chicago All Inclusive Vacation Packages
- Bellwood Vacations
- Visit Magnificent Mile
- Where to stay in Cicero
- Blue Island Vacations
- Visit Printers Row
- Where to stay in Oakbrook Terrace
- Willis Tower
- Visit West Loop
- Visit Streeterville
- Where to stay in South Side
- Where to stay in Chicago
- Visit Oak Park
- South Side All Inclusive Vacation Packages
- Chicago All Inclusive Vacation Packages
- Where to stay in Oak Park
- Westchester Vacations
- Visit United Center
- Where to stay in Tinley Park
- Visit The Loop
- Visit South Loop
- Far Southeast Side All Inclusive Vacation Packages
- Oak Park Vacations
- Visit Chicago
- Chicago Vacations
- Visit Rush Street
- Woodlawn Vacations
- Visit Lincoln Park
