261 places

Superhost
Apartment in Near West Side
Stylish CityView Condo W/Pool
1 queen bed
Apr 14 – 19
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Logan Square
Luxe Suite + Spa House Retreat! Pets Welcome
3 beds
Apr 28 – May 3
4.91 out of 5 average rating, 22 reviews
Apartment in Streeterville
Guest king Room at Aloft Chicago Mag Mile
1 king bed
Apr 1 – 6
New place to stay
Guest favorite
Apartment in Logan Square
Luxe Ranch + Spa House Retreat! Pets Welcome
4 beds
Apr 6 – 11
5.0 out of 5 average rating, 21 reviews
Hotel in West Loop
Light-flooded rooms and city views
1 king bed
Apr 4 – 9
5.0 out of 5 average rating, 4 reviews
Guest favorite
Apartment in Logan Square
Fun & cozy getaway w/POOL/game room/FREE parking
3 beds
Apr 2 – 7
5.0 out of 5 average rating, 50 reviews
Guest favorite
Apartment in West Town
Cloud 9 | Presidential Penthouse Suite | The Iris
4 beds
Apr 4 – 9
4.87 out of 5 average rating, 38 reviews
Apartment in Chicago
The Professional's Playground (2BD/2BA)
3 beds
Apr 6 – 11
4.84 out of 5 average rating, 38 reviews
Apartment in The Loop
Sentral Premium 2BR Apt South Loop Chicago
2 queen beds
Apr 1 – 6
4.61 out of 5 average rating, 232 reviews
Guest favorite
Apartment in Chicago
Stunning Panoramic Chicago Views & Free Parking
2 beds
Apr 15 – 20
4.86 out of 5 average rating, 150 reviews
Guest favorite
Apartment in The Loop
River View Cityscape Condo
2 beds
Apr 1 – 6
5.0 out of 5 average rating, 20 reviews
Guest favorite
Apartment in West Loop
2BR Chic New Apartment With Rooftop Pool & Gym
2 queen beds
Apr 4 – 9
4.93 out of 5 average rating, 29 reviews
Apartment in The Loop
The Downtown Oasis (2BD / 2BA)
3 beds
Apr 28 – May 3
5.0 out of 5 average rating, 4 reviews
Guest favorite
Apartment in River North
Cloud9 |Social club| Motion Studio|The Hamilton
4 beds
Apr 8 – 13
4.92 out of 5 average rating, 73 reviews
Superhost
Apartment in The Loop
STUNNING VIEWS, 5★AMENITY BUILDING, FREE PARKING
3 queen beds
Apr 6 – 11
5.0 out of 5 average rating, 6 reviews
Guest favorite
Apartment in Near North Side
55/56 Floor VIEW, Pool, Fireplace, Fitness Center.
4 beds
Apr 1 – 6
5.0 out of 5 average rating, 23 reviews
Guest favorite
Apartment in Chicago
3BR/2BA Luxury Glass Apartment |Views, Pool, & Gym
3 king beds
Apr 1 – 6
5.0 out of 5 average rating, 25 reviews
Apartment in River North
Kasa | Nearby Millennium Park | River North
1 queen bed
Apr 1 – 6
4.85 out of 5 average rating, 182 reviews