Search results; Over 1,000 places in Chicago

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Guest favorite
Room in Chicago
Stay with GenovaLmt, cmldt, hvac,
Sweet Pea - Blue Key - Place 3
Aug 24 – 29
R2,909 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 10 reviews
Room in Chicago
Stay with NicholasConstruction,
Comfy Bedroom | 25min to downtown (#2)
Jun 22 – 27
R3,972 ZAR for 5 nights
for 5 nights
4.78 out of 5 average rating, 152 reviews
Place to stay in Berwyn
The Garden Getaway (private upper level)
2 beds
Jul 6 – 11
R10,250 ZAR for 5 nights
for 5 nights
New place to stay
Superhost
Room in Wheaton
Stay with NancyCreative abundance,
Walk to downtown. Twin bed. Great for overnight!
Jul 19 – 24
R5,453 ZAR for 5 nights
for 5 nights
New place to stay
Top guest favorite
Condo in Chicago
Great location. Free parking.
Free cancellation
Sep 12 – 17
R10,733 ZAR for 5 nights
for 5 nights
4.97 out of 5 average rating, 807 reviews
Superhost
Room in Chicago
Stay with MaryHosting for 12 years,
Skyline Room, near Medical Ctr, Upstairs
Jun 27 – Jul 2
R5,453 ZAR for 5 nights
for 5 nights
4.8 out of 5 average rating, 223 reviews
Guest favorite
Room in Oak Park
Stay with RicardoRetired,
lovely suite
Jul 21 – 26
R6,955 ZAR for 5 nights
for 5 nights
4.9 out of 5 average rating, 113 reviews
Superhost
Place to stay in Skokie
Room w/ Amenities Mins to Downtown Chicago & NU!
Free cancellation
Jul 12 – 17
R5,903 ZAR for 5 nights
for 5 nights
4.79 out of 5 average rating, 109 reviews
Hotel in Chicago
A polished, modern affair on iconic Michigan Ave.
1 double bed
Jun 20 – 25
R20,707 ZAR for 5 nights
for 5 nights
4.77 out of 5 average rating, 257 reviews
Superhost
Room in Evanston
Stay with MusaPersonal trainer,
Full Room|Near NU, Lakefront & Downtown Evanston!
Jul 20 – 25
R5,903 ZAR for 5 nights
for 5 nights
4.82 out of 5 average rating, 91 reviews
Guest favorite
Room in Chicago
Stay with ErikHosting for 11 years,
The Red Room
Jun 23 – 28
R4,380 ZAR for 5 nights
for 5 nights
4.85 out of 5 average rating, 391 reviews
Guest favorite
Hotel in Chicago
Light-flooded rooms and city views
1 king bed
Jun 29 – Jul 4
R18,191 ZAR for 5 nights
for 5 nights
4.91 out of 5 average rating, 80 reviews
Superhost
Room in Franklin Park
Stay with SandyReal estate,
Victorian Gorgeous room
Jun 29 – Jul 4
R7,621 ZAR for 5 nights
for 5 nights
4.81 out of 5 average rating, 248 reviews
Guest favorite
Room in Chicago
Stay with Marco
Private RM 1st FLR BDRM|12”Memory Queen BD|TV|Fan
Jun 22 – 27
R6,896 ZAR for 5 nights
for 5 nights
4.95 out of 5 average rating, 19 reviews
Superhost
Hotel in Chicago
All-glass gem by Chicago architect Harry Weese
1 double bed
Jun 21 – 26
R21,911 ZAR for 5 nights
for 5 nights
4.8 out of 5 average rating, 184 reviews
Room in Chicago
Stay with Carrie
Private Room 1 in Cozy Apartment, Pet-Friendly
Jun 22 – 27
R6,633 ZAR for 5 nights
for 5 nights
New place to stay
Guest favorite
Room in Des Plaines
Stay with ValentinBuilder,
R2 Cozy room in a convenient location by a river
Jun 22 – 27
R7,080 ZAR for 5 nights
for 5 nights
4.88 out of 5 average rating, 448 reviews
Guest favorite
Room in Melrose Park
Stay with ToniSales,
4 miles to Airport, King bed, 45 in TV
Jul 5 – 10
R7,041 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 83 reviews