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Search results; Over 1,000 places

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