Search results; 71 places in Chicago Loop

Superhost
Apartment in Bridgeport
Designer Garden Unit in Bridgeport
Free cancellation
Jun 1 – 6
ﺩ.ﺇ3,874 for 5 nights
for 5 nights
New place to stay
Top guest favorite
Apartment in The Loop
City Skyline Suite (2BD / 2BA)
3 beds
May 11 – 16
ﺩ.ﺇ5,037 for 5 nights, originally ﺩ.ﺇ5,632
for 5 nights
5.0 out of 5 average rating, 20 reviews
Apartment in The Loop
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
Apartment in The Loop
The Parkside Pavilion
Free cancellation
Jun 17 – 22
ﺩ.ﺇ9,070 for 5 nights
for 5 nights
5.0 out of 5 average rating, 9 reviews
Superhost
Apartment in Near South Side
Highrise Hideout (2BD / 2BA)
3 beds
Jun 7 – 12
ﺩ.ﺇ7,250 for 5 nights
for 5 nights
4.87 out of 5 average rating, 69 reviews
Guest favorite
Apartment in Logan Square
Luxe Ranch & Spa, Euro Opulence, a 4-Season Oasis
Free cancellation
Sep 2 – 7
ﺩ.ﺇ4,907 for 5 nights, originally ﺩ.ﺇ5,311
for 5 nights
4.98 out of 5 average rating, 94 reviews
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More stays available for your dates

Superhost
Apartment in Logan Square
Luxe Suite + Spa House! Key West Vibes 4-Seasons
3 beds
Jul 12 – 17
ﺩ.ﺇ3,791 for 5 nights, originally ﺩ.ﺇ4,120
for 5 nights
4.88 out of 5 average rating, 97 reviews
Guest favorite
Loft in Chicago
LUXE Vintage Loft, Home Theatre, 10min to Downtown
8 beds
May 11 – 16
ﺩ.ﺇ5,261 for 5 nights, originally ﺩ.ﺇ6,115
for 5 nights
4.92 out of 5 average rating, 12 reviews
Top guest favorite
Apartment in Woodlawn
Spacious Apartment Near University of Chicago
Free cancellation
Aug 4 – 9
ﺩ.ﺇ4,908 for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Guest favorite
Apartment in Washington Park
Cinema Central / UofChicago / Washington-HydePark!
Free cancellation
May 25 – 30
ﺩ.ﺇ5,997 for 5 nights
for 5 nights
5.0 out of 5 average rating, 29 reviews
Guest favorite
Room in Bridgeport
Stay with ToyI am a registered nurse by profession for 20+ yrs and very particular about infection control ,
Bright and gorgeous 1 room with a massage chair.
May 7 – 12
ﺩ.ﺇ2,906 for 5 nights
for 5 nights
4.84 out of 5 average rating, 19 reviews
Guest favorite
Home in Wicker Park
Luxury Retreat with Home Theater
8 beds
May 10 – 15
ﺩ.ﺇ6,656 for 5 nights, originally ﺩ.ﺇ12,098
for 5 nights
4.89 out of 5 average rating, 57 reviews
Guest favorite
Home in Humboldt Park
H&H 1896 - Spacious, Fully Stocked, & Free Parking
9 beds
May 11 – 16
ﺩ.ﺇ9,315 for 5 nights
for 5 nights
4.97 out of 5 average rating, 70 reviews
Guest favorite
Apartment in West Town
Chicago’s Best PH! Views Like No Other!|The Arc
4 beds
May 9 – 14
ﺩ.ﺇ14,615 for 5 nights, originally ﺩ.ﺇ16,685
for 5 nights
4.94 out of 5 average rating, 53 reviews
Home in Chicago
Modern Historic Greystone - Near Lake - Free Prkg
6 beds
May 11 – 16
ﺩ.ﺇ7,112 for 5 nights
for 5 nights
4.76 out of 5 average rating, 34 reviews
Guest favorite
Home in Old Town
Extravagant Old Town Home w/ Sauna, Rooftop Lounge
5 beds
May 9 – 14
ﺩ.ﺇ25,398 for 5 nights, originally ﺩ.ﺇ27,602
for 5 nights
4.98 out of 5 average rating, 57 reviews
Superhost
Apartment in The Loop
The South Loop Suite
2 beds
May 21 – 26
ﺩ.ﺇ8,274 for 5 nights
for 5 nights
New place to stay
Guest favorite
Apartment in The Loop
The Millennium Manor
2 beds
May 22 – 27
ﺩ.ﺇ6,729 for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews