Search results; Over 1,000 places in Chicago Loop

Prices include all fees
Hotel in Magnificent Mile
Classic luxury on iconic Michigan Ave
1 king bed
May 11 – 16
ﺩ.ﺇ 1,983 for 5 nights
for 5 nights
4.57 out of 5 average rating, 828 reviews
Superhost
Hotel in The Loop
All-glass gem by Chicago architect Harry Weese
1 double bed
May 6 – 11
ﺩ.ﺇ 4,557 for 5 nights
for 5 nights
4.69 out of 5 average rating, 65 reviews
Hotel in Magnificent Mile
1927 gem, once home of Capone Speakeasy
2 double beds
May 11 – 16
ﺩ.ﺇ 2,394 for 5 nights
for 5 nights
4.6 out of 5 average rating, 196 reviews
Hotel in The Loop
A polished, modern affair on iconic Michigan Ave.
1 double bed
May 6 – 11
ﺩ.ﺇ 3,362 for 5 nights
for 5 nights
4.74 out of 5 average rating, 188 reviews
Hotel in Magnificent Mile
Double Beds | Breakfast Included. No Cleaning Fee
Free cancellation
May 25 – 30
ﺩ.ﺇ 2,805 for 5 nights
for 5 nights
4.6 out of 5 average rating, 52 reviews
Apartment in The Loop
The Chicago Experience - 2BR/2BA Skyline Residence
Free cancellation
Jul 13 – 18
ﺩ.ﺇ 9,256 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Hotel in Magnificent Mile
Standard Double Hotel Room at Magnificent Mile
Free cancellation
May 19 – 24
ﺩ.ﺇ 2,843 for 5 nights
for 5 nights
4.77 out of 5 average rating, 202 reviews
Guest favorite
Shared hotel room in Near North Side
Convenient Stay In The Heart of River North
1 single bed
May 8 – 13
ﺩ.ﺇ 800 for 5 nights, originally ﺩ.ﺇ 893
for 5 nights
5.0 out of 5 average rating, 6 reviews
Apartment in River North
Elegant 2BR Getaway-Steps from Riverwalk
4 queen beds
May 25 – 30
ﺩ.ﺇ 6,823 for 5 nights
for 5 nights
New place to stay
Apartment in Streeterville
Sonder Onterie | Spacious Two-Bedroom Apartment
3 beds
May 19 – 24
ﺩ.ﺇ 5,507 for 5 nights
for 5 nights
4.84 out of 5 average rating, 97 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 Near North Side
Quintessential Home Away From Home Feeling
1 queen bed
May 8 – 13
ﺩ.ﺇ 2,068 for 5 nights, originally ﺩ.ﺇ 2,457
for 5 nights
4.33 out of 5 average rating, 9 reviews
Guest favorite
Apartment in The Loop
Downtown 2bd #6 +Gym near Park, Lake, Museums
2 queen beds
May 7 – 12
ﺩ.ﺇ 4,061 for 5 nights, originally ﺩ.ﺇ 6,550
for 5 nights
4.9 out of 5 average rating, 21 reviews
Apartment in The Loop
Spectacular Corner 3BR in the Loop | City Views
3 queen beds
May 10 – 15
ﺩ.ﺇ 5,854 for 5 nights, originally ﺩ.ﺇ 8,269
for 5 nights
4.79 out of 5 average rating, 159 reviews
Guest favorite
Place to stay in River North
Chicago Speakeasy-Style Loft Space (Room 1A)
Free cancellation
Aug 20 – 25
ﺩ.ﺇ 2,648 for 5 nights
for 5 nights
4.88 out of 5 average rating, 605 reviews
Apartment in The Loop
Kasa | 2BD Near McCormick Place | South Loop
4 beds
May 6 – 11
ﺩ.ﺇ 4,485 for 5 nights
for 5 nights
4.82 out of 5 average rating, 503 reviews
Apartment in Near South Side
Sonder South Wabash | Superior 1BR Apartment
2 beds
May 7 – 12
ﺩ.ﺇ 3,930 for 5 nights
for 5 nights
4.66 out of 5 average rating, 629 reviews
Superhost
Apartment in The Loop
South Loop | Rooftop With In & Out Parking | 1
2 queen beds
May 7 – 12
ﺩ.ﺇ 5,254 for 5 nights
for 5 nights
New place to stay