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Search resultsOver 1,000 places in Chicago

Display total price
Includes all fees, before taxes
Apartment in Chicago
Cozy 1-bedroom garden apartment near MidwayAirport
1 bed
Jun 6 – 12
$66 per night, originally $82
Boutique hotel in Chicago
Luxury Stay - Claridge House, Queen Room
1 queen bed
Jul 2 – 7
$156 per night
Apartment in Chicago
Standard 2 Double at Millennium Knickerbocker
2 double beds
Jun 18 – 23
$146 per night
Apartment in Chicago
Standard King bed at Millennium Knickerbocker
1 king bed
Jun 5 – 10
$188 per night
Place to stay in Chicago
Cozy Private Room in Trendy Logan Square
1 queen bed
Jun 11 – 16
$60 per night
Superhost
Apartment in Chicago
Studio in Chicago's Uptown
2 queen beds
Jun 11 – 16
$102 per night
Apartment in Northbrook
Guest Room with 1 King Bed + FREE Wifi
1 king bed
Jun 4 – 9
$118 per night
Guest suite in Winfield
A cozy, peaceful retreat west of Chicago
1 bed
Jun 20 – 25
$58 per night
Apartment in Warrenville
Modern Living 1BR Apartment w/ In-Unit Laundry
1 king bed
Jun 5 – 10
$122 per night
Superhost
Place to stay in Chicago
BR at Bridgeport near Chinatown
1 bed
Jul 4 – 10
$36 per night
Condo in Chicago
Pet-Friendly Chicago Vacation Rental Near Downtown
2 queen beds
Jun 4 – 9
$114 per night
Place to stay in Chicago
Private locked bedroom in a shared 5-bedroom house
1 bed
Jun 13 – 18
$39 per night
Room in Chicago
Stay with Tracye, Freelancer
Chateau de Woodlawn-Room III - The Dream Catcher
Jun 11 – 16
$37 per night
Superhost
10
Reviews
4.9
Rating
9
Months hosting
Apartment in Oakbrook Terrace
Oakbrook Apt: 2BR Relax & Unwind w/ Parking
3 queen beds
Jun 4 – 9
$105 per night
Superhost
Apartment in Chicago
Handicap accessible apartment w/Level-2 EV Charger
2 queen beds
Jun 4 – 9
$92 per night
Superhost
Apartment in Chicago
Homey apt In amazing location
1 bed
Jun 4 – 9
$138 per night, originally $172
Room in Chicago
Stay with Zhi Guang, Retired
1 Person BR - Travel Chinatown
Jun 25 – 30
$52 per night
2
Reviews
5.0
Rating
4
Months hosting
Apartment in Chicago
Tranquil Studio Oasis in Rogers Park
2 queen beds
Jun 4 – 9
$98 per night