Woodlawn
Chicago
Visit Woodlawn
Stay near popular Woodlawn attractions
Woodlawn Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CA $190 per night from Jun 29 to Jun 30
CA $190
CA $226 total
Jun 29 - Jun 30
includes taxes & 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! (10,254 reviews)
"It's a very unique and different hotel, however, it's in a historic building, so you will learn to understand it's uniqueness."
Reviewed on Jun 13, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is CA $213 per night from Jul 5 to Jul 6
CA $213
CA $243 total
Jul 5 - Jul 6
includes taxes & 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! (2,657 reviews)
"I really liked it and recommend it."
Reviewed on Jun 12, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is CA $202 per night from Jun 30 to Jul 1
CA $202
CA $240 total
Jun 30 - Jul 1
includes taxes & 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 ...
7.8/10 Good! (1,569 reviews)
"I"
Reviewed on Jun 12, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is CA $215 per night from Jul 5 to Jul 6
CA $215
CA $256 total
Jul 5 - Jul 6
includes taxes & 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 ...
8.2/10 Very Good! (1,597 reviews)
"Filthy, dirty, hotel housekeeping services rundown needs paint attention. It was absolutely disgusting like being in the college dorm room."
Reviewed on Jun 12, 2026
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
The price is CA $200 per night from Jul 5 to Jul 6
CA $200
CA $285 total
Jul 5 - Jul 6
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (2,788 reviews)
"the only issue i had it was that they didn’t do room service in the room, no new towels , no toilet paper and stuff like that"
Reviewed on Jun 12, 2026
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave Chicago IL
The price is CA $273 per night from Jul 1 to Jul 2
CA $273
CA $373 total
Jul 1 - Jul 2
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (3,095 reviews)
"Clean room Good breakfast"
Reviewed on Jun 10, 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.
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 Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
