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Search results; Over 1,000 homes in Chicago

Apartment in Chicago

Kasa | 1BD, Walk to Grant Park | South Loop

1 bedroom, 2 beds, 1 bath

Nov 17 – 22

ﺩ.ﺇ3,192 for 5 nights

,

4.71 out of 5 average rating, 276 reviews

Hotel in Chicago

Classic luxury on iconic Michigan Ave

1 bedroom1 king bed,

Nov 16 – 21

ﺩ.ﺇ1,818 for 5 nights

4.61 out of 5 average rating, 1478 reviews

Shared hotel room in Chicago

Convenient Stay In The Heart of River North

1 bedroom1 single bed,

Nov 16 – 21

ﺩ.ﺇ543 for 5 nights, originally ﺩ.ﺇ657

5.0 out of 5 average rating, 9 reviews

Hotel in Chicago

Playful spirit and sustainable practices

1 bedroom1 queen bed,

Nov 16 – 21

ﺩ.ﺇ1,867 for 5 nights

4.61 out of 5 average rating, 768 reviews

Place to stay in Chicago

Woodlawn Beauty

1 bedroom2 beds,

Nov 16 – 21

ﺩ.ﺇ1,034 for 5 nights

5.0 out of 5 average rating, 3 reviews

Guest favorite

Room in Des Plaines

R2 Cozy getaway room surrounded by nature

1 queen bed

Nov 16 – 21

ﺩ.ﺇ948 for 5 nights, originally ﺩ.ﺇ1,411

4.88 out of 5 average rating, 470 reviews

Place to stay in Chicago

glamour place

1 bedroom1 bed,

Nov 16 – 21

ﺩ.ﺇ1,077 for 5 nights

New place to stay

Superhost

Hotel in Chicago

All-glass gem by Chicago architect Harry Weese

1 bedroom1 double bed,

Nov 16 – 21

ﺩ.ﺇ3,936 for 5 nights

4.76 out of 5 average rating, 495 reviews

Superhost

Hotel in Chicago

In-room Klipsch speakers & lobby merch corner

1 bedroom1 double bed,

Nov 16 – 21

ﺩ.ﺇ1,868 for 5 nights

4.64 out of 5 average rating, 28 reviews

Hotel in Chicago

Double Beds | Breakfast Included. No Cleaning Fee

1 bedroom2 double beds,

Nov 16 – 21

ﺩ.ﺇ2,582 for 5 nights

New place to stay

Guest favorite

Shared room in Chicago

1 Private bed room by the beach

1 bed

Nov 16 – 21

ﺩ.ﺇ836 for 5 nights, originally ﺩ.ﺇ909

4.8 out of 5 average rating, 25 reviews

Guest favorite

Apartment in Chicago

Charming Old Town Getaway Near Chicago Attractions

1 bedroom1 bed,

Nov 16 – 21

ﺩ.ﺇ1,928 for 5 nights, originally ﺩ.ﺇ2,671

5.0 out of 5 average rating, 6 reviews

Condo in Chicago

Cabin 101 at 747 Lofts

2 beds

Nov 16 – 21

ﺩ.ﺇ1,381 for 5 nights

4.77 out of 5 average rating, 137 reviews

Top guest favorite

Apartment in Chicago

Quirky Quarters at Wrigley

1 bedroom1 king bed,

Nov 16 – 21

ﺩ.ﺇ1,701 for 5 nights, originally ﺩ.ﺇ1,998

4.94 out of 5 average rating, 203 reviews

Hotel in Chicago

River North Stay | 1 Unit | Near Chicago Loop

1 bedroom1 king bed,

Nov 23 – 28

ﺩ.ﺇ1,998 for 5 nights

4.75 out of 5 average rating, 8 reviews

Hotel in Chicago

Iconic City | Riverwalk. Free Breakfast

2 beds

Dec 7 – 12

ﺩ.ﺇ1,552 for 5 nights

5.0 out of 5 average rating, 3 reviews

Guest favorite

Hotel in Chicago

Private Room in Theatre District

1 bedroom1 bed,

Nov 23 – 28

ﺩ.ﺇ2,605 for 5 nights

4.94 out of 5 average rating, 50 reviews

Superhost

Room in Chicago

Celestial Room - 20 Min to Downtown, Free parking

1 king bed

Jan 11 – 16

ﺩ.ﺇ638 for 5 nights

4.76 out of 5 average rating, 580 reviews

Place to stay in Wilmette

Queen Bed w/ Private Bath 5 minutes from 94 Expwy

1 bedroom1 queen bed,

Dec 4 – 9

ﺩ.ﺇ1,077 for 5 nights

New place to stay