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Search results; Over 1,000 places

Hotel room in Near North Side
Hotel Perks - Private Bedroom | Private Bathroom
1 queen bed
Apr 20 – 25
4.48 out of 5 average rating, 3620 reviews
Guest favorite
Apartment in River North
Cloud9 | Fire Pits|Gaming Center|Gym |The Lion
4 beds
Apr 20 – 25
4.96 out of 5 average rating, 28 reviews
Superhost
Apartment in West Loop
Prime & Comfy 1BR Apt: In-Unit Laundry Included!
1 queen bed
Apr 28 – May 3
4.81 out of 5 average rating, 21 reviews
Shared hotel room in Near North Side
Traveler's Dream - 1 bed in a shared bedroom
1 bunk bed
Apr 20 – 25
4.52 out of 5 average rating, 1682 reviews
Apartment in The Loop
Sentral Premium 2BR Apt South Loop Chicago
2 queen beds
Apr 21 – 26
4.62 out of 5 average rating, 234 reviews
Guest favorite
Apartment in Chicago
The Central Sanctuary (2BD/2BA)
Apr 22 – 27
4.88 out of 5 average rating, 41 reviews
Boutique hotel in River North
Sonder at Found Chicago | Queen Room
1 queen bed
Apr 21 – 26
4.32 out of 5 average rating, 88 reviews
Apartment in The Loop
Sentral 1BR Premium Apt in South Loop Chicago
1 bed
Apr 21 – 26
4.61 out of 5 average rating, 92 reviews
Boutique hotel in Gold Coast
Luxury Stay - Claridge House, Queen Room
1 queen bed
Apr 28 – May 3
4.43 out of 5 average rating, 689 reviews
Superhost
Hotel in The Loop
Sweeping skyline views from the 40th floor
1 king bed
Apr 24 – 29
4.87 out of 5 average rating, 15 reviews
Hotel in River North
Godfrey Hotel Lifestyle Rooftop 4.5*-King Deluxe
1 king bed
Apr 24 – 29
4.54 out of 5 average rating, 1216 reviews
Apartment in Magnificent Mile
Standard King Bed Hotel Room at Magnificent Mile
1 king bed
Apr 28 – May 3
4.58 out of 5 average rating, 108 reviews
Apartment in Near North Side
Kasa | Enjoy City Views on Your Balcony | Chicago
1 queen bed
Apr 21 – 26
4.83 out of 5 average rating, 417 reviews
Superhost
Room in Humboldt Park
Stay with Nala & OwenHosting for 6 years,
Fashionable Room w/ full bathroom - FREE PARKING!
Apr 20 – 25
4.77 out of 5 average rating, 188 reviews
Apartment in Near North Side
Kasa | Premium 1BD/1BA w/ Balcony | Chicago
2 beds
Apr 26 – May 1
4.79 out of 5 average rating, 240 reviews
Superhost
Apartment in West Loop
Adorable 1BR Apartment w/ In-unit Laundry
1 queen bed
Apr 28 – May 3
4.94 out of 5 average rating, 82 reviews
Superhost
Place to stay in River North
Artist Loft. Very Unique
1 king bed
Sep 22 – 27
4.9 out of 5 average rating, 696 reviews
Apartment in West Town
Cozy New 1 Bedroom minutes from Downtown Chicago
Aug 12 – 17
New place to stay