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Search results; 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 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 Chicago
Sonder South Wabash | Queen Studio w/ City View
1 queen bed
Apr 1 – 6
4.64 out of 5 average rating, 399 reviews
Guest favorite
Apartment in Chicago
The Executive's Escape (2BD/2BA)
3 beds
Apr 7 – 12
4.96 out of 5 average rating, 46 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
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 Chicago
Luxéry Stay South Loop - McCormick/Wintrust Area
2 beds
Apr 1 – 6
5.0 out of 5 average rating, 13 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
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
Apartment in Chicago
1bd amenties near McCormick pl
1 bed
Apr 1 – 6
New place to stay
Superhost
Apartment in Chicago
Cozy Condo near Downtown Chicago
Apr 1 – 6
4.8 out of 5 average rating, 15 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
Guest favorite
Apartment in The Loop
Lovely 1-bedroom serviced apartment near Museums!
3 beds
Apr 18 – 23
4.89 out of 5 average rating, 105 reviews
Superhost
Apartment in Chicago
McCormick 2B/2Ba for up to 6 guests w Opt Parking
3 beds
Apr 20 – 25
4.89 out of 5 average rating, 89 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
McCormick 2B/2Ba for up to 6 guests w Opt Parking
3 beds
Apr 1 – 6
New place to stay
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
Apartment in Chinatown
Concise Comfortable Warm place free parking 3B/2Ba
Apr 14 – 19
5.0 out of 5 average rating, 3 reviews