Search results; Over 1,000 places in Chicago Loop

Prices include all fees
Hotel in The Loop
A polished, modern affair on iconic Michigan Ave.
1 double bed
Jun 1 – 6
ﺩ.ﺇ3,813 for 5 nights
for 5 nights
4.75 out of 5 average rating, 219 reviews
Hotel in Magnificent Mile
Queen Bed | Breakfast Included. No Cleaning Fee
Free cancellation
Jun 1 – 6
ﺩ.ﺇ3,932 for 5 nights
for 5 nights
4.67 out of 5 average rating, 58 reviews
Hotel in Magnificent Mile
Well-appointed king with ADA features
1 king bed
Jun 29 – Jul 4
ﺩ.ﺇ1,807 for 5 nights
for 5 nights
4.66 out of 5 average rating, 67 reviews
Superhost
Hotel in The Loop
All-glass gem by Chicago architect Harry Weese
1 double bed
Jun 1 – 6
ﺩ.ﺇ6,161 for 5 nights
for 5 nights
4.77 out of 5 average rating, 110 reviews
Superhost
Hotel in The Loop
South Loop Studio Hotel (309)
Free cancellation
Jul 6 – 11
ﺩ.ﺇ2,936 for 5 nights
for 5 nights
4.95 out of 5 average rating, 39 reviews
Guest favorite
Shared hotel room in Near North Side
Convenient Stay In The Heart of River North
1 single bed
Jun 1 – 6
ﺩ.ﺇ1,036 for 5 nights, originally ﺩ.ﺇ1,184
for 5 nights
5.0 out of 5 average rating, 7 reviews
Hotel in Streeterville
Easy walk to the lakefront & Navy Pier attractions
2 double beds
Jun 2 – 7
ﺩ.ﺇ4,155 for 5 nights
for 5 nights
New place to stay
Guest favorite
Place to stay in River North
Chicago Speakeasy-Style Loft Space (Room 1A)
Free cancellation
Nov 4 – 9
ﺩ.ﺇ2,217 for 5 nights
for 5 nights
4.88 out of 5 average rating, 607 reviews
Hotel in Magnificent Mile
1927 gem, once home of Capone Speakeasy
2 double beds
Jun 14 – 19
ﺩ.ﺇ2,741 for 5 nights
for 5 nights
4.59 out of 5 average rating, 210 reviews
Guest favorite
Apartment in The Loop
Downtown 3bd #7 near Park+Museums
3 king beds
Jun 1 – 6
ﺩ.ﺇ7,555 for 5 nights, originally ﺩ.ﺇ10,402
for 5 nights
5.0 out of 5 average rating, 27 reviews
Hotel in Near South Side
modern design with VU Skyward rooftop bar
1 double bed
Jun 29 – Jul 4
ﺩ.ﺇ2,250 for 5 nights
for 5 nights
4.6 out of 5 average rating, 30 reviews
Superhost
Apartment in The Loop
Loop Loft-Subway & Art Institute
1 queen bed
Jun 20 – 25
ﺩ.ﺇ5,425 for 5 nights
for 5 nights
4.93 out of 5 average rating, 57 reviews
Hotel in Near North Side
Quintessential Home Away From Home Feeling
1 queen bed
Jun 1 – 6
ﺩ.ﺇ3,175 for 5 nights, originally ﺩ.ﺇ3,822
for 5 nights
4.45 out of 5 average rating, 11 reviews
Superhost
Place to stay in River North
Chicago Speakeasy-Style Loft Space (Room 2A)
Free cancellation
Sep 27 – Oct 2
ﺩ.ﺇ2,669 for 5 nights
for 5 nights
4.83 out of 5 average rating, 388 reviews
Superhost
Apartment in The Loop
South Loop Studio Hotel(205)
Free cancellation
Jun 22 – 27
ﺩ.ﺇ3,827 for 5 nights
for 5 nights
4.7 out of 5 average rating, 27 reviews
Apartment in The Loop
Cozy 1BR in South Loop | Convenience in the City
Free cancellation
Jul 4 – 9
ﺩ.ﺇ3,625 for 5 nights
for 5 nights
4.7 out of 5 average rating, 130 reviews
Superhost
Apartment in The Loop
South Loop | Rooftop With In & Out Parking | 2
2 queen beds
Jun 1 – 6
ﺩ.ﺇ6,332 for 5 nights
for 5 nights
4.29 out of 5 average rating, 7 reviews
Guest favorite
Apartment in Near North Side
50th Floor Mag Mile Studio
1 bed
Jun 25 – 30
ﺩ.ﺇ5,379 for 5 nights, originally ﺩ.ﺇ6,137
for 5 nights
4.9 out of 5 average rating, 99 reviews