Search results; Over 1,000 places in South Loop, Chicago

Prices include all fees
Apartment in Near South Side
Sonder South Wabash | Superior 1BR Apartment
2 beds
May 7 – 12
ﺩ.ﺇ 4,003 for 5 nights
for 5 nights
4.66 out of 5 average rating, 629 reviews
Superhost
Apartment in The Loop
The South Loop Suite
2 beds
May 21 – 26
ﺩ.ﺇ 7,624 for 5 nights
for 5 nights
New place to stay
Hotel in The Loop
A polished, modern affair on iconic Michigan Ave.
1 double bed
May 5 – 10
ﺩ.ﺇ 4,848 for 5 nights
for 5 nights
4.74 out of 5 average rating, 188 reviews
Apartment in Near South Side
Sonder South Wabash | Studio w/ Courtyard View
1 queen bed
Jun 22 – 27
ﺩ.ﺇ 3,228 for 5 nights
for 5 nights
4.65 out of 5 average rating, 469 reviews
Apartment in The Loop
Kasa | 2BD Near McCormick Place | South Loop
4 beds
May 6 – 11
ﺩ.ﺇ 4,925 for 5 nights
for 5 nights
4.82 out of 5 average rating, 503 reviews
Apartment in The Loop
Kasa | 1BD, Walk to Grant Park | South Loop
2 beds
May 6 – 11
ﺩ.ﺇ 3,754 for 5 nights
for 5 nights
4.72 out of 5 average rating, 239 reviews
Guest favorite
Apartment in The Loop
Downtown 2bd #6 +Gym near Park, Lake, Museums
2 queen beds
May 7 – 12
ﺩ.ﺇ 4,010 for 5 nights, originally ﺩ.ﺇ 6,542
for 5 nights
4.9 out of 5 average rating, 21 reviews
Apartment in The Loop
Kasa | Studio, Walk to Grant Park | South Loop
1 queen bed
May 8 – 13
ﺩ.ﺇ 3,511 for 5 nights
for 5 nights
4.8 out of 5 average rating, 295 reviews
Apartment in Near South Side
Sonder South Wabash | Two-Bedroom Apartment
3 beds
May 19 – 24
ﺩ.ﺇ 5,610 for 5 nights
for 5 nights
4.51 out of 5 average rating, 217 reviews
Guest favorite
Apartment in The Loop
Lovely 1-bedroom serviced apartment near Museums!
3 beds
May 8 – 13
ﺩ.ﺇ 3,888 for 5 nights, originally ﺩ.ﺇ 5,595
for 5 nights
4.88 out of 5 average rating, 163 reviews
Superhost
Apartment in Near South Side
McCormick Place Studio/parking/sleeps up to 4
1 queen bed
May 7 – 12
ﺩ.ﺇ 2,911 for 5 nights, originally ﺩ.ﺇ 4,067
for 5 nights
4.76 out of 5 average rating, 115 reviews
Guest favorite
Apartment in Near South Side
The Stadium Overlook
Free cancellation
Jun 24 – 29
ﺩ.ﺇ 5,989 for 5 nights
for 5 nights
5.0 out of 5 average rating, 13 reviews
Superhost
Condo in Near South Side
McCormick Place Studio/parking/sleeps up to 4
1 queen bed
May 7 – 12
ﺩ.ﺇ 3,220 for 5 nights, originally ﺩ.ﺇ 4,351
for 5 nights
4.75 out of 5 average rating, 186 reviews
Guest favorite
Apartment in The Loop
MICH AVE Downtown, Grant Park, Museums 2bd/2ba #23
3 beds
May 7 – 12
ﺩ.ﺇ 4,314 for 5 nights, originally ﺩ.ﺇ 6,813
for 5 nights
4.79 out of 5 average rating, 43 reviews
Superhost
Apartment in Near South Side
Modern 2BR South Loop Apt | Near McCormick Place
3 beds
May 6 – 11
ﺩ.ﺇ 3,345 for 5 nights, originally ﺩ.ﺇ 4,498
for 5 nights
4.76 out of 5 average rating, 29 reviews
Guest favorite
Condo in The Loop
Downtown Park #11 - Mich Ave PH | gym+rooftop
1 queen bed
May 8 – 13
ﺩ.ﺇ 3,014 for 5 nights, originally ﺩ.ﺇ 5,603
for 5 nights
4.89 out of 5 average rating, 123 reviews
Guest favorite
Apartment in Near South Side
The Metropolitan Retreat (2BD / 2BA)
2 beds
May 21 – 26
ﺩ.ﺇ 7,861 for 5 nights
for 5 nights
4.91 out of 5 average rating, 67 reviews
Apartment in The Loop
Kasa | Family 3BD with Gym Access | South Loop
5 beds
May 6 – 11
ﺩ.ﺇ 6,732 for 5 nights
for 5 nights
4.83 out of 5 average rating, 316 reviews