Search results; Over 1,000 places in Chicago

Prices include all fees

The home you selected

Guest favorite
Condo in Pilsen Historic District
Urban Oasis | Great for Families w/ Kids
10 guests4 bedrooms7 beds2.5 baths
May 25 – 30
More
May 25 – 30
More
ﺩ.ﺇ10,177 for 5 nights
for 5 nights

Explore more homes

Superhost
Hotel in Chicago
All-glass gem by Chicago architect Harry Weese
1 double bed
May 10 – 15
ﺩ.ﺇ3,389 for 5 nights
for 5 nights
4.74 out of 5 average rating, 76 reviews
Hotel in Chicago
Queen Bed | Breakfast Included. No Cleaning Fee
Free cancellation
May 18 – 23
ﺩ.ﺇ2,760 for 5 nights
for 5 nights
4.71 out of 5 average rating, 49 reviews
Guest favorite
Shared hotel room in Chicago
Convenient Stay In The Heart of River North
1 single bed
May 12 – 17
ﺩ.ﺇ1,008 for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
Hotel in Chicago
1927 gem, once home of Capone Speakeasy
2 double beds
May 11 – 16
ﺩ.ﺇ2,773 for 5 nights
for 5 nights
4.58 out of 5 average rating, 198 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, 4 reviews
Guest favorite
Hotel in Rosemont
Relaxing Standard Room l Free Airport Shuttle
1 queen bed
May 10 – 15
ﺩ.ﺇ2,209 for 5 nights
for 5 nights
4.93 out of 5 average rating, 229 reviews
Room in Des Plaines
Stay with Addy
Unique place
May 21 – 26
ﺩ.ﺇ1,287 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Superhost
Room in Franklin Park
Stay with SandyReal estate,
Victorian Gorgeous room
Jun 1 – 6
ﺩ.ﺇ1,529 for 5 nights
for 5 nights
4.82 out of 5 average rating, 236 reviews
Superhost
Room in Chicago
Stay with Mary & Andrew
BasementSuite 2min walk to BlueLine-Private Garage
Jun 8 – 13
ﺩ.ﺇ2,152 for 5 nights
for 5 nights
New place to stay
Top guest favorite
Room in Elmhurst
Stay with JanParent to four kids,
Chic Oasis near Downtown Chicago
Jul 13 – 18
ﺩ.ﺇ2,389 for 5 nights
for 5 nights
4.99 out of 5 average rating, 213 reviews
Hotel in Chicago
Classic luxury on iconic Michigan Ave
1 king bed
Jun 11 – 16
ﺩ.ﺇ3,126 for 5 nights
for 5 nights
4.57 out of 5 average rating, 831 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.ﺇ1,980 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
5.0 out of 5 average rating, 4 reviews
Guest favorite
Room in Mount Prospect
Stay with NikolaiComputer service.,
S3 Private cozy room. NO parking. 15min to O'Hare
May 11 – 16
ﺩ.ﺇ1,139 for 5 nights
for 5 nights
4.96 out of 5 average rating, 74 reviews
Guest favorite
Place to stay in Chicago
Chicago Speakeasy-Style Loft Space (Room 1A)
Free cancellation
Aug 20 – 25
ﺩ.ﺇ2,648 for 5 nights
for 5 nights
4.88 out of 5 average rating, 605 reviews
Superhost
Apartment in Chicago
Designer Gold Coast Suite - Steps to Oak Beach
1 king bed
May 11 – 16
ﺩ.ﺇ3,138 for 5 nights
for 5 nights
New place to stay
Hotel in Chicago
Lincoln Park gem with storied jazz & rock history
1 double bed
May 10 – 15
ﺩ.ﺇ2,809 for 5 nights
for 5 nights
4.57 out of 5 average rating, 374 reviews
Guest favorite
Room in Skokie
Stay with MusaPersonal trainer,
Room w/ Amenities Mins to Downtown Chicago & NU!
Jun 29 – Jul 4
ﺩ.ﺇ1,184 for 5 nights
for 5 nights
4.86 out of 5 average rating, 99 reviews