Cheap 2025 Woodlawn Hotels
Photo by Richard Remington
Choose from 4170 Woodlawn Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
11.01 km from Woodlawn
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
12.29 km from Woodlawn
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
13.64 km from Woodlawn
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 ...
The Westin Michigan Avenue Chicago
909 North Michigan Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
13.61 km from Woodlawn
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
Fairmont Chicago at Millennium Park
200 North Columbus Drive, Chicago, IL
12.13 km from Woodlawn
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
14.41 km from Woodlawn
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
Hotel Felix River North/Magnificent Mile
111 W Huron St, Chicago, IL
13.27 km from Woodlawn
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
12.22 km from Woodlawn
Book a stay at this eco-certified hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and ...
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
12.98 km from Woodlawn
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
River Hotel
75 East Wacker Drive, Chicago, IL
12.4 km from Woodlawn
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave, Rosemont, IL
Free Cancellation
Reserve now, pay when you stay
31.43 km from Woodlawn
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
12.73 km from Woodlawn
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in ...
DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
12.83 km from Woodlawn
Stay at this 4-star business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the ...
Freehand Chicago
19 East Ohio Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
12.93 km from Woodlawn
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
11.66 km from Woodlawn
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and ...
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.
Woodlawn, Chicago Hotel Guide
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More Woodlawn Hotel Deals for Seniors and Members
- Congress Plaza Hotel
- citizenM Chicago Downtown
- Hilton Chicago/Magnificent Mile Suites
- The Westin Michigan Avenue Chicago
- Fairmont Chicago at Millennium Park
- The Chicago Hotel Collection Ambassador Gold Coast
- Hotel Felix River North/Magnificent Mile
- Swissotel - Chicago
- Embassy Suites by Hilton Chicago Downtown River North
- River Hotel