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Search results; Over 1,000 homes in Chicago

Flat in Chicago Loop
Kasa | Studio, Walk to Grant Park | South Loop
Studio, 1 bed, 1 private bathroom
9–14 Aug
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4.79 out of 5 average rating, 371 reviews
Top guest favourite
Room in South Loop
Urban Oasis Pilsen - guest room in townhouse
1 queen bed
30 Sept – 5 Oct
5.0 out of 5 average rating, 165 reviews
Top guest favourite
Apartment in West Town
Great location. Free parking.
1 bedroom, 1 queen bed
18–23 Oct
4.97 out of 5 average rating, 908 reviews
Guest favourite
Room in West Town
Hattie’s House
1 double bed
1–6 Oct
4.93 out of 5 average rating, 194 reviews
Top guest favourite
Flat in Humboldt Park
Humboldt Park Loft
1 bedroom, 1 queen bed
13–18 Oct
4.98 out of 5 average rating, 178 reviews
Top guest favourite
Room in Logan Square
Private bdr | Free garage parking | No fees
1 queen bed
10–15 Aug
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Room in Hyde Park
Fresh and Sunny Bed & Bath by UofC
1 queen bed
14–19 Aug
4.91 out of 5 average rating, 255 reviews
Top guest favourite
Flat in Lincoln Park
Explore Lincoln Park from a Polished Apartment
1 bedroom, 1 queen bed
30 Nov – 5 Dec
5.0 out of 5 average rating, 315 reviews
Top guest favourite
Loft in Lake View
Lakeview Loft-Vintage Chicago, Modern Amenities
1 bedroom, 2 beds
13–18 Dec
4.96 out of 5 average rating, 590 reviews
Top guest favourite
Rooms in Edgewater
The Stained Glass Apt. Edgewater #2
2 bedrooms, 1 single bed
7–12 Sept
4.98 out of 5 average rating, 120 reviews
Guest favourite
Room in South Side
The Champlain Suite
1 bed
30 Aug – 4 Sept
4.95 out of 5 average rating, 40 reviews
Top guest favourite
Home in Logan Square
Top Floor Escape | Modern Amenities | Lush Garden
2 bedrooms, 2 beds
7–12 Sept
4.97 out of 5 average rating, 494 reviews
Top guest favourite
Flat in Downtown Chicago
Modern Chicago 1BR | Near Lincoln Park & Loop
1 bedroom, 1 queen bed
29 Aug – 3 Sept
5.0 out of 5 average rating, 6 reviews
Room in Chicago
Guest room in Dunning, Chicago IL
1 queen bed
19–24 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in West Rogers Park
Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom
1 bedroom, 2 beds
3–8 Dec
4.99 out of 5 average rating, 108 reviews
Top guest favourite
Flat in Logan Square
Chic & Cozy Boho Vibe in Heart of Logan Square
2 bedrooms, 2 queen beds
1–6 Nov
4.96 out of 5 average rating, 77 reviews
Top guest favourite
Flat in West Side
Next to Riot Fest, spacious garden apartment
1 bedroom, 3 beds
31 Mar – 5 Apr
4.92 out of 5 average rating, 218 reviews
Guest favourite
Room in Bridgeport
Private Bedroom near Medical District
1 bed
13–19 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Room in Lake View
Private Queen Bedroom with Private Bathroom
1 queen bed
10–15 Aug
4.95 out of 5 average rating, 202 reviews