Search results; Over 1,000 places

Hotel in Magnificent Mile
Classic luxury on iconic Michigan Ave
1 king bed
May 7 – 12
ﺩ.ﺇ 1,816 for 5 nights
for 5 nights
4.56 out of 5 average rating, 812 reviews
Hotel in Magnificent Mile
1927 gem, once home of Capone Speakeasy
2 double beds
May 4 – 9
ﺩ.ﺇ 2,368 for 5 nights
for 5 nights
4.59 out of 5 average rating, 194 reviews
Hotel in River North
Playful spirit and sustainable practices
1 queen bed
May 4 – 9
ﺩ.ﺇ 2,303 for 5 nights
for 5 nights
4.56 out of 5 average rating, 426 reviews
Hotel in Magnificent Mile
1920s-style martini bar fits the vibe
1 king bed
May 4 – 9
ﺩ.ﺇ 2,060 for 5 nights
for 5 nights
4.49 out of 5 average rating, 196 reviews
Apartment in Streeterville
Sonder Onterie | Spacious Two-Bedroom Apartment
3 beds
May 19 – 24
ﺩ.ﺇ 5,322 for 5 nights
for 5 nights
4.83 out of 5 average rating, 96 reviews
Superhost
Hotel in The Loop
All-glass gem by Chicago architect Harry Weese
1 double bed
May 4 – 9
ﺩ.ﺇ 6,892 for 5 nights
for 5 nights
4.68 out of 5 average rating, 62 reviews
Superhost
Apartment in The Loop
The South Loop Suite
2 beds
May 18 – 23
ﺩ.ﺇ 5,610 for 5 nights
for 5 nights
New place to stay
Apartment in Streeterville
Sonder Onterie | King Studio Apartment
1 king bed
May 4 – 9
ﺩ.ﺇ 5,200 for 5 nights
for 5 nights
4.68 out of 5 average rating, 223 reviews
Hotel in The Loop
A polished, modern affair on iconic Michigan Ave.
1 double bed
May 4 – 9
ﺩ.ﺇ 4,848 for 5 nights
for 5 nights
4.74 out of 5 average rating, 187 reviews
Guest favorite
Hotel in West Loop
Light-flooded rooms and city views
1 king bed
May 8 – 13
ﺩ.ﺇ 4,823 for 5 nights
for 5 nights
4.92 out of 5 average rating, 59 reviews
Superhost
Hotel in The Loop
Sweeping skyline views from the 40th floor
1 king bed
May 7 – 12
ﺩ.ﺇ 4,021 for 5 nights
for 5 nights
4.89 out of 5 average rating, 79 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, 604 reviews
Apartment in Gold Coast
Chic Corner 2BR in Streeterville | Roof Deck
3 beds
May 4 – 9
ﺩ.ﺇ 4,280 for 5 nights, originally ﺩ.ﺇ 5,143
for 5 nights
4.76 out of 5 average rating, 170 reviews
Apartment in The Loop
Sonder The Plymouth | Spacious 3BR Apartment
Free cancellation
Nov 3 – 8
ﺩ.ﺇ 6,335 for 5 nights
for 5 nights
New place to stay
Apartment in River North
Sonder The Opal | Three-Bedroom Apartment
3 queen beds
May 11 – 16
ﺩ.ﺇ 6,608 for 5 nights
for 5 nights
4.72 out of 5 average rating, 168 reviews
Apartment in The Loop
Panoramic 2BR Penthouse in the Sky | Roof Deck
Free cancellation
Jun 14 – 19
ﺩ.ﺇ 12,002 for 5 nights
for 5 nights
New place to stay
Hotel in The Loop
All about functionality, with sectional & desk
1 queen bed
May 18 – 23
ﺩ.ﺇ 3,586 for 5 nights
for 5 nights
4.89 out of 5 average rating, 19 reviews
Apartment in The Loop
Spectacular Corner 3BR in the Loop | City Views
3 queen beds
May 10 – 15
ﺩ.ﺇ 6,208 for 5 nights, originally ﺩ.ﺇ 8,349
for 5 nights
4.79 out of 5 average rating, 159 reviews