Chicago 55th-56th-57th Street Station Vacation Homes
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Vacation Homes in Chicago 55th-56th-57th Street Station
Gorgeous historic mansion on UChicago campus. Renovation with original detail.
Guests staying at this vacation home have access to barbecue grills and a garden.
Kitchen
Free WiFi
Modern Historic Greystone - Near Lake - Free Prkg
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Woodlawn Oasis...10 Minutes to Dining & Downtown
At this vacation home, guests have access to an arcade/game room, laundry facilities, and barbecue grills.
Kitchen
Washer
University of Chicago Condo-Upgraded and Spacious w/Parking
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins
At LuxHome up to 6 guests in Chicago; WiFi, AC, Heat, Security cams, Downtown 8mins, guests have access to features like laundry facilities.
Washer
Dryer
The Urban Manor “Modern luxury style”
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
Ahh-mazing Home, rooftop deck, near lake front. Easy commute to Navy Pier/Loop.
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
Don't see what you're looking for?
See all available properties in Chicago 55th-56th-57th Street Station
View all propertiesLowest 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.
Hotel Options in Chicago 55th-56th-57th Street Station
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is $157 per night from May 11 to May 12
$157
includes taxes & fees
$133 per night
May 11 - May 12
7.8/10 Good! (8,741 reviews)
Best Western Grant Park Hotel
1100 S Michigan Ave, Chicago, IL
The price is $109 per night from May 27 to May 28
$109
includes taxes & fees
$93 per night
May 27 - May 28
8/10 Very Good! (2,516 reviews)
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
The price is $101 per night from May 11 to May 12
$101
includes taxes & fees
$86 per night
May 11 - May 12
7/10 Good! (2,126 reviews)