Frank Sinatra said Chicago was his kind of town. We bet it’ll be yours, too. The Windy City sits on Lake Michigan and there’s no place more American. From the Willis Tower to Millennium Park, Chicago is big, brash, and bold. There’s no place like it.

22 available properties found 

Very good8.0
25 reviews

Sonder at Library Lofts

room Chicago Loop, Chicago
0.3 mi from center

Situated in Chicago, near DePaul University, Willis Tower and CIBC Theatre, Sonder at Library Lofts features free WiFi.
Very good8.0
74 reviews

Sonder Jewelers Row

room Chicago Loop, Chicago
0.31 mi from center

Situated in Chicago, near CIBC Theatre, Art Institute of Chicago and Cloud Gate - The Bean, Sonder Jewelers Row features free WiFi.
Superb9.0
273 reviews

Level Chicago - Old Town

room Near North Side, Chicago
1.75 mi from center

Situated in Chicago, 1.5 km from 360 Chicago and 1.7 km from Water Tower Chicago, Level Chicago - Old Town features accommodation with free WiFi, air conditioning, a seasonal outdoor swimming pool and a fitness centre.
Very good8.0
177 reviews

Kasa Chicago South Loop

room Chicago Loop, Chicago
0.54 mi from center

Kasa Chicago South Loop features city views, free WiFi and free private parking, located in Chicago, 1.2 km from DePaul University.
Superb9.0
55 reviews

The Penthouse at Grand Plaza

room Magnificent Mile, Chicago
0.96 mi from center

Located in the heart of downtown Chicago, just 3 blocks away from the Magnificent Mile, this self-catering apartment features a balcony with iconic views of the city. Free WiFi access is available.
Very good8.0
156 reviews

Kasa Chicago River North

room Magnificent Mile, Chicago
1.18 mi from center

Located 400 metres from Michigan Avenue in Chicago, Kasa Chicago River North provides accommodation with air conditioning and free WiFi.
Very good8.0
142 reviews

Sonder South Wabash

room South Loop, Chicago
1.03 mi from center

Situated in Chicago, near Field Museum of Natural History, Grant Park and DePaul University, Sonder South Wabash features free WiFi.
Very good8.0
121 reviews

Modern Flat Right Next to Wrigley Field & Transit- Cubs!

room Lakeview, Chicago
4.92 mi from center

Modern Flat Right Next to Wrigley Field & Transit- Cubs! has well-equipped accommodation boasting free WiFi in Chicago, 200 metres from Wrigley Field and 3.8 km from Lincoln Park Zoo.
Superb9.0
58 reviews

Forrestville Ave Large Suite

room Bronzeville, Chicago
4.6 mi from center

Located in Chicago, 3.9 km from Guaranteed Rate Field and 5 km from Museum of Science and Industry - Chicago, Forrestville Ave Large Suite provides accommodation with amenities such as free WiFi and a flat-screen TV.
Superb9.0
35 reviews

Wrigley Oasis! Steps from the Field! - 3BD 1BA

room Lakeview, Chicago
4.93 mi from center

Situated in Chicago, 2.8 km from Montrose Beach and 500 metres from Wrigley Field, Wrigley Oasis! Steps from the Field! - 3BD 1BA provides accommodation with amenities such as free WiFi and a flat-screen TV. Guests benefit from a patio and a terrace.
Very good8.0
36 reviews

Sonder Greektown

room West Loop, Chicago
0.92 mi from center

Set in Chicago in the Illinois region, with Willis Tower and Chicago Board of Trade Building nearby, Sonder Greektown offers accommodation with free WiFi.
Very good8.0
30 reviews

1549 North Maplewood Avenue

room Wicker Park, Chicago
3.82 mi from center

Located in Chicago, 5 km from United Center and 6 km from Lincoln Park Zoo, 1549 North Maplewood Avenue offers air conditioning. The property, housed in a building dating from 1908, is 6 km from Water Tower Chicago and 7 km from Michigan Avenue.
Very good8.0
18 reviews

Wrigleyville Friends Unit - 5bdrm

room Lakeview, Chicago
4.72 mi from center

Situated in Chicago in the Illinois region, Wrigleyville Friends Unit - 5bdrm has a balcony. The accommodation is less than 1 km from Wrigley Field, and guests benefit from private parking available on site and free WiFi.
Very good8.0
15 reviews

Amazing Stay at Exquisite 2BR apartment with Self Check-in, Near Downtown

room Bronzeville, Chicago
4.88 mi from center

Set in Chicago, 3.6 km from Guaranteed Rate Field and 5 km from Museum of Science and Industry - Chicago, Amazing Stay at Exquisite 2BR apartment with Self Check-in, Near Downtown offers air-conditioned accommodation with a patio and free WiFi.
Very good8.0
15 reviews

Spacious 3br-2ba designer suite in near McCormick Place

room South Loop, Chicago
1.64 mi from center

Offering a fitness centre and city view, Spacious 3br-2ba designer suite in near McCormick Place is situated in Chicago, 2.8 km from Grant Park and 2.9 km from DePaul University. The air-conditioned accommodation is 2.
Good7.0
16 reviews

Perfect Wrigleyville Stay

room Lakeview, Chicago
4.72 mi from center

Situated in Chicago in the Illinois region, Perfect Wrigleyville Stay has a patio. The air-conditioned accommodation is less than 1 km from Wrigley Field, and guests benefit from private parking available on site and free WiFi.
Superb9.0
11 reviews

2BR Elegant Premium Suite With Gym & Pool by ENVITAE

room Downtown Chicago, Chicago
0.93 mi from center

Conveniently located in the centre of Chicago, 2BR Elegant Premium Suite With Gym & Pool by ENVITAE offers a patio, air conditioning, free WiFi and TV. Set less than 1 km from Shops at Northbridge, the property offers a fitness centre.
Good7.0
14 reviews

Wrigley Garden Unit

room Lakeview, Chicago
4.72 mi from center

Offering garden views, Wrigley Garden Unit is an accommodation situated in Chicago, 3.2 km from Lincoln Park Zoo and 6 km from 360 Chicago.
Very good8.0
11 reviews

Sonder at 943 Crosby

room Chicago
1.65 mi from center

Situated in Chicago, Sonder at 943 Crosby has well-equipped accommodation boasting free WiFi, 2.1 km from Water Tower Chicago and 2.2 km from Michigan Avenue.
Very good8.0
11 reviews

Cozy Studio near Wrigley field and Boystown

room Chicago
5.7 mi from center

Cozy Studio near Wrigley field and Boystown in Chicago features accommodation with free WiFi, 1.4 km from Wrigley Field, 5 km from Lincoln Park Zoo and 7 km from 360 Chicago.

Accommodations in Chicago

There are 383 options for staying in Chicago.
Check out the deals we offer for lodging in Chicago.