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Search results; Over 1,000 places
Over 1,000 places
Apartment in Streeterville
Guest king Room at Aloft Chicago Mag Mile
1 king bed
1 king bed
Apr 1 – 6
Apr 1 – 6
$117
night
$117 per night
New place to stay
New
Boutique hotel in Magnificent Mile
Allerton King with City View
1 king bed
1 king bed
Apr 7 – 12
Apr 7 – 12
$153
$103
night
$103 per night, originally $153
4.69 out of 5 average rating, 36 reviews
4.69 (36)
Apartment in The Loop
Millennium Park Paradise (2BD/2BA)
3 beds
3 beds
Apr 24 – 29
Apr 24 – 29
$222
$186
night
$186 per night, originally $222
4.67 out of 5 average rating, 73 reviews
4.67 (73)
Guest favorite
Guest favorite
Place to stay in River North
Chicago Speakeasy-Style Loft Space (Room 3A)
1 king bed
1 king bed
Oct 19 – 24
Oct 19 – 24
$100
night
$100 per night
4.85 out of 5 average rating, 304 reviews
4.85 (304)
Apartment in Chicago
Sonder South Wabash | Queen Studio w/ City View
1 queen bed
1 queen bed
Apr 1 – 6
Apr 1 – 6
$112
night
$112 per night
4.64 out of 5 average rating, 399 reviews
4.64 (399)
Apartment in Chicago
Sonder South Wabash | Spacious 1BR w/ City View
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
$127
night
$127 per night
4.63 out of 5 average rating, 451 reviews
4.63 (451)
Guest favorite
Guest favorite
Place to stay in River North
Chicago Speakeasy-Style Loft Space (Room 2A)
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$120
night
$120 per night
4.86 out of 5 average rating, 328 reviews
4.86 (328)
Apartment in Streeterville
Guest 2 Queen Room at Aloft Chicago Mag Mile
2 queen beds
2 queen beds
Apr 1 – 6
Apr 1 – 6
$127
night
$127 per night
New place to stay
New
Condo in West Town
Cabin 202 at 747 Lofts
2 beds
2 beds
Apr 8 – 13
Apr 8 – 13
$76
night
$76 per night
4.71 out of 5 average rating, 106 reviews
4.71 (106)
Superhost
Superhost
Apartment in West Loop
1BR Apt in Chicago West Loop near Pay Parking
1 queen bed
1 queen bed
Apr 27 – May 2
Apr 27 – May 2
$118
night
$118 per night
4.82 out of 5 average rating, 128 reviews
4.82 (128)
Guest favorite
Guest favorite
Apartment in West Loop
✨Spacious Centrally Located West Loop Loft✨
4 beds
4 beds
Apr 1 – 6
Apr 1 – 6
$176
$106
night
$106 per night, originally $176
4.92 out of 5 average rating, 206 reviews
4.92 (206)
Apartment in Near North Side
Downtown Riverwalk Music Inspired Loft
3 beds
3 beds
Apr 1 – 6
Apr 1 – 6
$205
$172
night
$172 per night, originally $205
4.76 out of 5 average rating, 41 reviews
4.76 (41)
Apartment in Near North Side
Kasa | Premium 1BD/1BA w/ Balcony | Chicago
2 beds
2 beds
Apr 14 – 19
Apr 14 – 19
$209
$178
night
$178 per night, originally $209
4.78 out of 5 average rating, 228 reviews
4.78 (228)
Superhost
Superhost
Apartment in The Loop
Luxury Corner 2 Bedroom in the Loop | Roof Deck
3 beds
3 beds
Apr 20 – 25
Apr 20 – 25
$284
$207
night
$207 per night, originally $284
4.76 out of 5 average rating, 199 reviews
4.76 (199)
Apartment in Near North Side
Kasa | Enjoy City Views on Your Balcony | Chicago
1 queen bed
1 queen bed
Apr 1 – 6
Apr 1 – 6
$174
night
$174 per night
4.84 out of 5 average rating, 384 reviews
4.84 (384)
Hotel in River North
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
1 king bed
1 king bed
Apr 1 – 6
Apr 1 – 6
$142
night
$142 per night
4.54 out of 5 average rating, 1174 reviews
4.54 (1174)
Boutique hotel in River North
Sonder at Found Chicago | Queen Room
1 queen bed
1 queen bed
Apr 1 – 6
Apr 1 – 6
$93
night
$93 per night
4.31 out of 5 average rating, 85 reviews
4.31 (85)
Guest favorite
Guest favorite
Apartment in West Loop
West Loop Oasis: Roomy 1BR Unit w/ In-Unit Laundry
1 queen bed
1 queen bed
Apr 25 – 30
Apr 25 – 30
$125
night
$125 per night
4.94 out of 5 average rating, 32 reviews
4.94 (32)
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