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Search results; 523 places in Chicago

Apartment in Wicker Park
Large 1-bedroom unit with free parking
Apr 1 – 6
New place to stay
Superhost
Apartment in West Town
Cozy, top-floor 3BR loft with balcony in West Town
4 beds
Jul 5 – 10
4.82 out of 5 average rating, 56 reviews
Apartment in Wicker Park
Cozy Attic Apartment in Historic Ukrainian Village
2 beds
Apr 1 – 6
New place to stay
Guest favorite
Home in West Town
THE DAMEN - Ultra Luxe & Modern + Skyline Rooftop!
5 beds
Apr 1 – 6
5.0 out of 5 average rating, 10 reviews
Superhost
Townhouse in West Town
⭐️Spacious Downtown Unit by Train w/ Rooftop Deck⭐️
3 double beds
Apr 29 – May 4
4.87 out of 5 average rating, 90 reviews
Guest favorite
Home in West Town
Neon Dream in River West!
9 beds
Apr 7 – 12
5.0 out of 5 average rating, 31 reviews
Superhost
Apartment in West Town
New! Renovated top floor in West Town w/Parking!
3 beds
Apr 14 – 19
4.83 out of 5 average rating, 41 reviews
Superhost
Apartment in West Town
Convenient, Hip Launching Pad w Easy Free Parking!
4 beds
Apr 1 – 6
4.88 out of 5 average rating, 77 reviews
Superhost
Condo in West Town
NEW! Spacious Modern 5 BD Condo
7 beds
Apr 7 – 12
4.93 out of 5 average rating, 14 reviews
Guest favorite
Room in West Town
Stay with AyeshaFinancial analyst,
#C3 - Stella Room | Perfect for Vacation & WFH
Apr 5 – 10
4.9 out of 5 average rating, 10 reviews
Apartment in Wicker Park
High Ceiling Studio Unit
1 bed
Apr 1 – 6
New place to stay
Guest favorite
Apartment in Lincoln Park
Luxury Apartment w/ Private Terrace | Lincoln Park
6 beds
Apr 14 – 19
5.0 out of 5 average rating, 10 reviews
Guest favorite
Condo in Wicker Park
3-bedroom exposed brick in Chicago's Wicker Park
4 beds
Apr 7 – 12
4.93 out of 5 average rating, 59 reviews
Guest favorite
Guest suite in Wicker Park
Exemplary Wicker Park Manor Two Bed Guest Suite
2 beds
May 8 – 13
5.0 out of 5 average rating, 13 reviews
Superhost
Apartment in West Town
▌360° City Skyline Chicago ▌
5 beds
Apr 1 – 6
4.71 out of 5 average rating, 38 reviews
Superhost
Home in Wicker Park
ALOHA | Tropical Penthouse Designer Home Sleeps 14
5 beds
Apr 7 – 12
4.9 out of 5 average rating, 173 reviews
Guest favorite
Townhouse in Wicker Park
𓃥Wicker Cozy Corner
4 beds
Jun 29 – Jul 4
5.0 out of 5 average rating, 13 reviews
Guest favorite
Townhouse in West Town
Luxury River West Townhome with Garage
4 beds
Apr 5 – 10
4.95 out of 5 average rating, 195 reviews