Over 1,000 places in South Loop, Chicago

Apartment in Chicago
Sonder South Wabash | Spacious 1BR w/ City View
2 beds
Apr 1 – 6
4.63 out of 5 average rating, 451 reviews
Apartment in Chicago
Sonder South Wabash | Queen Studio w/ City View
1 queen bed
Apr 1 – 6
4.64 out of 5 average rating, 399 reviews
Hotel in The Loop
A polished, modern affair on iconic Michigan Ave.
1 double bed
Apr 1 – 6
4.81 out of 5 average rating, 36 reviews
Apartment in Chicago
1bd amenties near McCormick pl
1 bed
Apr 1 – 6
New place to stay
Apartment in Chicago
The Professional's Playground (2BD/2BA)
3 beds
Apr 6 – 11
4.84 out of 5 average rating, 38 reviews
Superhost
Apartment in Chicago
Cozy Condo near Downtown Chicago
Apr 1 – 6
4.8 out of 5 average rating, 15 reviews
Apartment in The Loop
Sentral 1BR Premium Apt in South Loop Chicago
1 bed
Apr 1 – 6
4.6 out of 5 average rating, 87 reviews
Guest favorite
Apartment in Chicago
Sprawling South Loop 3Br/2Ba with parking
3 beds
Apr 21 – 26
4.96 out of 5 average rating, 114 reviews
Superhost
Condo in The Loop
Downtown Park #8 Mich Ave PH - Rooftop & Gym
1 queen bed
Apr 1 – 6
Guest favorite
Apartment in Chicago
Luxéry Stay South Loop - McCormick/Wintrust Area
2 beds
Apr 1 – 6
5.0 out of 5 average rating, 13 reviews
Apartment in Chicago
Blues Brothers - Express | South Loop Studio
1 sofa bed
Apr 1 – 6
4.65 out of 5 average rating, 273 reviews
Apartment in The Loop
Sentral Premium 2BR Apt South Loop Chicago
2 queen beds
Apr 1 – 6
4.61 out of 5 average rating, 232 reviews
Apartment in The Loop
The Downtown Oasis (2BD / 2BA)
3 beds
Apr 28 – May 3
5.0 out of 5 average rating, 4 reviews
Guest favorite
Apartment in The Loop
1BR South Loop Loft I SuperHost + Top Rated!
1 king bed
Apr 25 – 30
4.9 out of 5 average rating, 183 reviews
Guest favorite
Apartment in Chicago
Stunning Panoramic Chicago Views & Free Parking
2 beds
Apr 15 – 20
4.86 out of 5 average rating, 150 reviews
Superhost
Apartment in Chicago
Modern South Loop Apartment | 2BD w | Lake View
2 beds
May 18 – 23
4.81 out of 5 average rating, 26 reviews
Guest favorite
Apartment in Chicago
3BR/2BA Luxury Glass Apartment |Views, Pool, & Gym
3 king beds
Apr 1 – 6
5.0 out of 5 average rating, 25 reviews
Guest favorite
Home in The Loop
Architect's Family Friendly Oasis | 4bd/3ba I Luxe
4 beds
Apr 1 – 7
5.0 out of 5 average rating, 47 reviews