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Search resultsOver 1,000 places

Display total price
Includes all fees, before taxes
Boutique hotel in The Loop
Standard Double Room
8 min drive
Jun 6 – 13
$197 per night
Boutique hotel in The Loop
Standard King Room
8 min drive
Jun 14 – 19
$177 per night, originally $222
Apartment in The Loop
1BR South Loop Loft I Superhost + Top Rated!
9 min drive
Jun 30 – Jul 5
$335 per night
Superhost
Apartment in Near South Side
McCormick 420 friendly 2br/2ba/parking/sleeps 6
10 min drive
Jun 14 – 19
$493 per night
Superhost
Hotel in River North
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
13 min drive
Jun 10 – 15
$343 per night, originally $427
Apartment in Near West Side
UIC 5 min Sleeps 8 KING BED & FREE Indoor Parking
16 min drive
Jul 6 – 12
$402 per night, originally $462
Superhost
Boutique hotel in Gold Coast
Luxury Stay - Claridge House, Queen Room
14 min drive
Jun 25 – 30
$152 per night
Apartment in Near South Side
The Central Sanctuary (2BD/2BA)
9 min drive
Jul 7 – 12
$338 per night
Home in Woodlawn
Woodlawn Oasis...10 Minutes to Dining & Downtown
18 min drive
Jun 25 – 30
$233 per night
Superhost
Apartment in Near West Side
Modern Lux: Brand New 3BR Condo by UC in Chicago
15 min drive
Jul 3 – 10
$439 per night
Superhost
Apartment in Near South Side
Sonder South Wabash | Spacious 1BR w/ City View
9 min drive
Jun 18 – 23
$239 per night
Apartment in Near South Side
Secret McCormick Place family Oasis for 8 people
10 min drive
Jun 16 – 21
$404 per night
Superhost
Boutique hotel in The Loop
citizenM Chicago Downtown
11 min drive
Jun 6 – 13
$275 per night
Place to stay in Near South Side
1 Bed, Shared Bath. Downtown
8 min drive
Jun 17 – 22
$99 per night
Apartment in Near West Side
Charming city view | Sleeps 10|FREE garage parking
16 min drive
Jun 24 – 29
$315 per night, originally $362
Superhost
Apartment in Lake View
Luxe 3BR/3BA Oasis in Chicago
17 min drive
Jun 6 – 11
$620 per night
Apartment in Near North Side
Old Chi Modern Condo w/ cityview
12 min drive
Jul 7 – 13
$287 per night
Apartment in Near South Side
McCormick Pl Stylish corner unit/parking/sleeps 6
10 min drive
Jul 19 – 24
$454 per night, originally $567
Superhost