Search results; Over 1,000 places in Chicago

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Guest favorite
Home in Beverly
Suburban Feel with a City Vibe
14 guests4 bedrooms5 beds3 baths
May 25 – 30
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May 25 – 30
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ﺩ.ﺇ10,871 for 5 nights
for 5 nights

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Hotel in Chicago
Classic luxury on iconic Michigan Ave
1 king bed
Jun 11 – 16
ﺩ.ﺇ3,126 for 5 nights
for 5 nights
4.56 out of 5 average rating, 836 reviews
Guest favorite
Shared hotel room in Chicago
Convenient Stay In The Heart of River North
1 single bed
May 18 – 23
ﺩ.ﺇ879 for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Superhost
Hotel in Chicago
All-glass gem by Chicago architect Harry Weese
1 double bed
May 12 – 17
ﺩ.ﺇ5,153 for 5 nights
for 5 nights
4.74 out of 5 average rating, 76 reviews
Guest favorite
Room in Oak Park
Stay with JeffreyHosting for 7 years,
Victorian Gem in Heart of FLW District/2nd floor
Jul 6 – 11
ﺩ.ﺇ1,985 for 5 nights
for 5 nights
4.88 out of 5 average rating, 200 reviews
Apartment in Chicago
The Chicago Experience - 2BR/2BA Skyline Residence
Free cancellation
Jul 13 – 18
ﺩ.ﺇ9,256 for 5 nights
for 5 nights
4.8 out of 5 average rating, 5 reviews
Guest favorite
Room in Oak Park
Stay with John CWe are both nurses.,
Single bed room with Asian decor in family home
May 25 – 30
ﺩ.ﺇ1,261 for 5 nights
for 5 nights
4.95 out of 5 average rating, 297 reviews
Apartment in Cicero
Apartment in Chicago Area
Free cancellation
Jun 8 – 13
ﺩ.ﺇ3,228 for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Top guest favorite
Room in Evanston
Stay with PatriciaI am an art teacher.,
Classy and Cozy home in Evanston
May 18 – 23
ﺩ.ﺇ2,648 for 5 nights
for 5 nights
4.97 out of 5 average rating, 574 reviews
Guest favorite
Hotel in Rosemont
Relaxing Standard Room l Free Airport Shuttle
1 queen bed
May 12 – 17
ﺩ.ﺇ2,562 for 5 nights
for 5 nights
4.93 out of 5 average rating, 229 reviews
Hotel in Chicago
Queen Bed | Breakfast Included. No Cleaning Fee
1 queen bed
May 12 – 17
ﺩ.ﺇ3,886 for 5 nights
for 5 nights
4.71 out of 5 average rating, 49 reviews
Hotel in Chicago
Lincoln Park gem with storied jazz & rock history
1 double bed
May 18 – 23
ﺩ.ﺇ3,827 for 5 nights
for 5 nights
4.57 out of 5 average rating, 375 reviews
Guest favorite
Room in Mount Prospect
Stay with NikolaiComputer service.,
S3 Private cozy room. NO parking. 15min to O'Hare
Jun 1 – 6
ﺩ.ﺇ1,172 for 5 nights
for 5 nights
4.96 out of 5 average rating, 75 reviews
Hotel in Chicago
Double Beds | Breakfast Included. No Cleaning Fee
Free cancellation
May 25 – 30
ﺩ.ﺇ3,000 for 5 nights
for 5 nights
4.6 out of 5 average rating, 53 reviews
Room in Des Plaines
Stay with Addy
Unique place
May 26 – 31
ﺩ.ﺇ1,287 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Loft in Chicago
Entire place with free parking.
Free cancellation
Jul 5 – 10
ﺩ.ﺇ1,993 for 5 nights
for 5 nights
4.91 out of 5 average rating, 269 reviews
Guest favorite
Room in Evanston
Stay with KerryOpera/flutist/actor,
Idyllic Evanston Closest possible to beach and NU!
May 31 – Jun 5
ﺩ.ﺇ1,334 for 5 nights
for 5 nights
4.86 out of 5 average rating, 316 reviews
Apartment in Chicago
Modern 2BR Gem in Andersonville
2 queen beds
May 19 – 24
ﺩ.ﺇ2,316 for 5 nights
for 5 nights
New place to stay
Guest favorite
Room in Chicago
Stay with WilliamEnglish teacher,
At the junction of comfort and care
May 25 – 30
ﺩ.ﺇ1,782 for 5 nights
for 5 nights
4.99 out of 5 average rating, 150 reviews