Currently showing Any week, Add guests. Change search.

Over 1,000 homes

Private room in Englewood
Cozy Chicago bedroom unit # 2 room # 3
1 bed
Apr 2 – 7
$30 per night
Superhost
Private room in Kenwood
Hyde Park/UC Newly Renovated Private Room #3
1 single bed
Apr 2 – 7
$30 per night
Superhost
Private room in Woodlawn
Private Room near UChicago
1 bed
Apr 1 – 6
$36 per night
Apartment in Woodlawn
Eclipse: Modern Apt. in Woodlawn
2 queen beds
Apr 30 – May 5
$85 per night
Private room in Chicago
Full bed w/Netflix near , UofChicago, and train
1 double bed
Apr 1 – 8
$33 per night, originally $37
Condo in South Shore
Gorgeous 1 Bedroom Condo In Chicago
2 beds
Apr 3 – 8
$87 per night
Superhost
Private room in Woodlawn
Chateau de Woodlawn-Room III - The Dream Catcher
1 bed
Apr 8 – 13
$28 per night, originally $35
Private room in Chicago
Quiet & Convenient Room in Heart of Chicago
1 bed
Apr 3 – 9
$32 per night
Private room in Bronzeville
McCormick, UC, Hyde Park, Private Entry, freepark
1 bed
Apr 1 – 6
$28 per night
Home in Bronzeville
UC, McCormick, HydePark002, Chinatown, freeparking
1 bed
Apr 1 – 6
$28 per night
Home in McKinley Park
1890s Charmer near Transit/Park/Sox
1 bed
Apr 3 – 10
$61 per night, originally $71
Superhost
Apartment in Bridgeport
Newly Renovated•Stylish, Comfy & Close to Downtown
1 queen bed
Apr 15 – 20
$77 per night
Apartment in Chicago
Modern unit in Bronzeville Chicago
2 beds
Apr 7 – 12
$97 per night
Apartment in Chicago
Ground-Level 1-Bedroom Speakeasy Near Everything!
1 queen bed
Apr 9 – 14
$93 per night
Superhost
Home in South Shore
South Shore Retreat 5 bedrooms/entertainment
8 beds
Apr 23 – 28
$135 per night
Superhost
Apartment in Hyde Park
Lovely 1 bedroom Condo in Hyde Park
1 queen bed
Apr 1 – 6
$81 per night
Superhost
Private room in South Shore
Cozy South Shore Room
1 bed
Apr 10 – 16
$17 per night, originally $21
Private room in Hyde Park
HydePark002, UC, NavyPier, Chinatown, freeparking
1 double bed
Apr 1 – 6
$67 per night
Superhost