Over 1,000 places in South Loop, Chicago

Superhost
Apartment in Chicago
McCormick 2B/2Ba for up to 6 guests w Opt Parking
3 beds
Apr 21 – 26
New place to stay
Apartment in The Loop
Sentral Premium 2BR Apt South Loop Chicago
2 queen beds
Apr 21 – 26
4.62 out of 5 average rating, 234 reviews
Superhost
Apartment in The Loop
Lavish 2BR/2BA Loft I Next to Grant Park & Museums
5 beds
Apr 21 – 26
4.91 out of 5 average rating, 138 reviews
Guest favorite
Apartment in Chicago
The Central Sanctuary (2BD/2BA)
Apr 22 – 27
4.88 out of 5 average rating, 40 reviews
Guest favorite
Apartment in The Loop
The South Loop Reserve I Sleep 6 I Top Rated
5 beds
Apr 21 – 26
4.93 out of 5 average rating, 159 reviews
Guest favorite
Apartment in The Loop
Lovely 1-bedroom serviced apartment near Museums!
3 beds
Apr 26 – May 1
4.88 out of 5 average rating, 111 reviews
Boutique hotel in The Loop
Standard King Room
1 bed
Apr 19 – 24
4.4 out of 5 average rating, 402 reviews
Guest favorite
Apartment in Chicago
Sprawling South Loop 3Br/2Ba with parking
3 beds
Apr 27 – May 2
4.97 out of 5 average rating, 116 reviews
Superhost
Apartment in Chicago
McCormick 2B/2Ba for up to 6 guests w Opt Parking
3 beds
Apr 21 – 26
New place to stay
Apartment in The Loop
Sentral 1BR Premium Apt in South Loop Chicago
1 bed
Apr 21 – 26
4.61 out of 5 average rating, 92 reviews
Superhost
Hotel in The Loop
A polished, modern affair on iconic Michigan Ave.
1 double bed
Apr 19 – 24
4.8 out of 5 average rating, 41 reviews
Superhost
Apartment in Chicago
McCormick Place 3BR/2BA with Optional Parking
3 queen beds
Apr 19 – 24
New place to stay
Superhost
Apartment in Chicago
Cozy Condo near Downtown Chicago
May 12 – 17
4.81 out of 5 average rating, 16 reviews
Superhost
Apartment in Chicago
McCormick 2B/2Ba for up to 6 guests w Opt Parking
3 beds
Apr 28 – May 3
New place to stay
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, 186 reviews
Apartment in The Loop
Sentral Studio Apt in South Loop Chicago
1 queen bed
Apr 21 – 26
4.72 out of 5 average rating, 134 reviews
Superhost
Apartment in Chicago
McCormick 3B/2Ba for up to 8 guests w opt parking
4 beds
Apr 19 – 24
New place to stay
Superhost
Apartment in The Loop
MICH AVE Downtown, Grant Park, Museums 2bd #4
3 beds
Apr 21 – 26
5.0 out of 5 average rating, 5 reviews