Search resultsOver 1,000 homes in Chicago

Hotel room in Near North Side
Hotel Perks - Private Bedroom | Private Bathroom
1 queen bed
Dec 8 – 15
$92 per night, originally $108
Hotel room in Near North Side
Traveler's Dream - 1 bed in a shared bedroom
4 single beds
Dec 8 – 14
$26 per night, originally $33
Apartment in Chicago
Sonder South Wabash | Superior One-Bedroom Apartment w/ Balcony
1 queen bed
Jan 19 – 24
$79 per night
Private room in Englewood
Living in a dream (unit 2 room #5)
1 bed
Dec 8 – 13
$24 per night
Superhost
Apartment in West Town
Cabin #102 at 747 Lofts– ADA Accessible!
1 bed
Dec 17 – 22
$66 per night
Superhost
Apartment in Lake View
🌟Homey|Snuggly|Modern|1BR Lakeview - Near Wrigley🌟
1 queen bed
Dec 18 – 23
$69 per night
Superhost
Apartment in Edgewater
Cozy 1 bdr in Edgewater close to Red L & Loyola
1 queen bed
Dec 9 – 14
$72 per night
Superhost
Apartment in Portage Park
Mesmerizing Studio with a free Parking Spot!
1 bed
Jan 3 – 8
$62 per night
Superhost
Apartment in Uptown
Dapper Uptown Studio near the Lake Pets welcome!
1 bed
Dec 16 – 21
$47 per night
Superhost
Apartment in East Rogers Park
10% Winter Promo! Superb Studio Loyola University
1 queen bed
Dec 12 – 17
$51 per night
Apartment in Uptown
Stylish studio at Uptown by Red Line
1 queen bed
Dec 10 – 15
$67 per night
Superhost
Private room in Uptown
Fast WiFi/Free Parking/93 Walk Score/1B*
1 queen bed
Feb 28 – Mar 5
$35 per night
Apartment in Near North Side
Great Location Studio II
1 queen bed
Jan 22 – 27
$40 per night
Superhost
Apartment in Uptown
Elite Studio Apt in Uptown near Shops
1 double bed
Dec 11 – 16
$46 per night
Private room in Norwood Park
Private Basement Bedroom Near O’Hare
1 bed
Dec 8 – 13
$24 per night
Superhost
Condo in Uptown
Studio at the Lake
1 double bed
Dec 8 – 13
$40 per night
Private room in Chicago
City View near Downtown Chicago Sox & Chinatown
1 single bed
Dec 19 – 25
$32 per night
Apartment in Humboldt Park
Discover North Side from Modern Studio Apartment
1 bed
Dec 8 – 14
$45 per night
Private room in Ukrainian Village
Fast WiFi/Room with TV/Free Pkng/94 Walk Score/1D*
1 queen bed
Dec 23 – 28
$44 per night
Apartment in Uptown
10% Winter Promo! Uptown Studio w/ In-Unit Laundry
1 queen bed
Dec 11 – 16
$42 per night