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2026-11-09
2026-11-10
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Hotels in Kayak Chicago area of Illinois

Heart Of East Village 2-Bed 2-Bath Peaceful Oasis Condo

869 North Marshfield Avenue 2S, Chicago, United States Show map

The spacious 102 m² Heart Of East Village 2-Bed 2-Bath Peaceful Oasis Condo Chicago lies 3.9 km from the 35-acre Lincoln Park Zoo and around a 10-minute stroll from Division tube station. Guests will… More

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The Twin Lions: Bespoke Travel Lodge W/ Speakeasy*

1919 North Wolcott Avenue, Chicago, United States Show map

Up to 19 guests can stay at the 8-bedroom The Twin Lions: Bespoke Travel Lodge W/ Speakeasy* Chicago and enjoy Saint Mary of the Angels Convent, located a mere 6 minutes' walk away. This villa… More

From US$ 237 Book Now

Cabin 105 By 747 Lofts

747 N May St Unit 105, Chicago, United States Show map

The comfortable Cabin 105 By 747 Lofts Chicago hotel offers quick access to the historic Saint John Cantius Roman Catholic Church, which is only a 5-minute walk away. There is also a car park. More

From US$ 76 Book Now

747 Lofts By Redawning - River West, Second Floor Chicago

747 N May, Chicago, United States Show map

Nestled in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, 747 Lofts By Redawning - River West, Second Floor Chicago hotel is 4.6 km from such… More

From US$ 198 Book Now

747 Lofts By Redawning - River West, Third Floor Chicago

747 N May, Chicago, United States Show map

The comfortable 747 Lofts By Redawning - River West, Third Floor Chicago hotel offers easy access to Intuit: The Center for Intuitive and Outsider Art, which is situated approximately a 5-minute walk… More

From US$ 179 Book Now

Chicago Second Floor Studio By 747 Lofts

747 N May, Chicago, United States Show map

Located approximately a 5-minute walk from the historic Saint John Cantius Roman Catholic Church, the comfortable Chicago Second Floor Studio By 747 Lofts hotel gives quick access to various city… More

From US$ 130 Book Now

Chicago Third Floor Studio By 747 Lofts

747 N May, Chicago, United States Show map

Chicago Third Floor Studio By 747 Lofts hotel includes air-conditioned rooms a 5-minute walk from the historic Saint John Cantius Roman Catholic Church. There is also parking. More

From US$ 176 Book Now

Ground Floor Studios In Chicago By 747 Lofts

747 N May, Chicago, United States Show map

The comfortable Ground Floor Studios In Chicago By 747 Lofts hotel gives quick access to the historic Saint John Cantius Roman Catholic Church, which is situated just 5 minutes' walk away. This smoke… More

From US$ 130 Book Now

The Robey, Chicago, A Member Of Design Hotels

2018 W North Avenue, Chicago, United States Show map

Located near the entertainment district of Chicago, the fantastic 4-star The Robey, Chicago, A Member Of Design Hotels offers a sunbathing terrace, a shared lounge, and spa services. Boasting an… More

From US$ 144 Book Now

Flexhome West Town - Spacious 2Br Duplex - Sleeps 8

734 N Throop St, Chicago, Il 60642, Usa, Chicago, United States Show map

Located in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, a 5-minute walk from Lush Wine & Spirits, Flexhome West Town - Spacious 2Br Duplex… More

From US$ 263 Book Now

Flexhome West Town - Spacious 2Br Duplex - Sleeps 8

734 N Throop St, Chicago, Il 60642, Usa, Chicago, United States Show map

The 60 m² Flexhome West Town - Spacious 2Br Duplex - Sleeps 8 Chicago offers proximity to such tourist attractions as Eckhart Park, situated about 5 minutes' walk away. The apartment capacity is… More

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Penthouse With Private Rooftop And Skyline Views - Sleeps 6

734 N Throop St, Chicago, Il 60642, Usa, Chicago, United States Show map

The 2-bedroom Penthouse With Private Rooftop And Skyline Views - Sleeps 6 Chicago apartment is located 2.9 km from Chicago Union train station and within easy reach of Polish Museum of America. More

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2 Rooftops 2 Car Garage 4 Stories

North Hudson Avenue 1501, Chicago, United States Show map

2 Rooftops 2 Car Garage 4 Stories Chicago villa, located merely a 5-minute walk from The Noble Horse Theatre, can host up to 14 guests. Located about 6 km from the premier natural-history Field… More

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Elegant Chicago Retreat With Spacious Balcony!

1409 W Superior St 2R, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at Elegant Chicago Retreat With Spacious Balcony! apartment, which is 2.8 km from the lit 1926 theater "Cadillac Palace Theatre" and nearly 25 minutes' walk… More

From US$ 187 Book Now

Landing Stylish 2Bd Rooftop Lounge Pool

740 N Aberdeen St, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 1-bedroom Landing Stylish 2Bd Rooftop Lounge Pool Chicago apartment, which is 3.1 km from The Art Institute of Chicago and nearly 25 minutes'… More

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Chicago Treasure 4 Bed Getaway

712 North Willard Court, Chicago, United States Show map

Located a 10-minute ride from the skyscraper 360 Chicago Observation Deck, Chicago Treasure 4 Bed Getaway Villa provides access to various tourist attractions in the vicinity. More

From US$ 231 Book Now

Prime Wicker Park Studio Close To Shops & Dining

1630 North Milwaukee Avenue B, Chicago, United States Show map

Prime Wicker Park Studio Close To Shops & Dining Chicago is located 4.8 km from Chicago Union train station and merely 6 minutes' walk from Wicker Park Farmers Market. More

From US$ 430 Book Now

Billiards Patio Parking

2032 West Pierce Avenue, Unit 1, Chicago, United States Show map

The 116 m² Billiards Patio Parking Apartment Chicago is located in Wicker Park, which regularly seduces top-notch, innovative restaurateurs and mixologists, a mere 6 minutes' walk from Buffalo… More

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Bucktown Private Condo

1913 West Armitage Avenue Apt 2Rw, Chicago, United States Show map

The spacious Bucktown Private Condo Chicago is nestled in the Bucktown district, a 5-minute walk from the restaurant AMK. Guests can make use of high-speed Internet access for both business and… More

From US$ 363 Book Now

1 Free Parking Sleeps 10

2038 West Pierce Avenue, Chicago, United States Show map

The 3-bedroom 1 Free Parking Sleeps 10 Apartment Chicago is located in Wicker Park which makes for a thriving nightlife scene, only 6 minutes' walk from Buzz Killer Espresso. The 139 m² apartment… More

From US$ 301 Book Now

Avenir West Loop Penthouses With Iconic City Views

730 North Milwaukee Avenue, Chicago, United States Show map

Situated nearly a 10-minute drive from the downtown Museum Of Contemporary Art Chicago, the 6-room Avenir West Loop Penthouses With Iconic City Views Chicago apartment also boasts easy access to… More

From US$ 354 Book Now

Flexhome East Village - Modern 2Br - Quiet Street

846 N Hermitage Ave, Chicago, Il 60622, Usa, Chicago, United States Show map

Located in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, about 5 minutes' walk from RR #1 Chicago, the spacious 2-bedroom Flexhome East Village… More

From US$ 284 Book Now

East Village 2Br Modern Apartment H1

846 N Hermitage Ave, Chicago, Il 60622, Usa, Chicago, United States Show map

East Village 2Br Modern Apartment H1 Chicago provides easy access to various city attractions, such as RR #1 Chicago, situated nearly a 5-minute walk away. More

From US$ 615 Book Now

Villa D' Citta

2230 North Halsted Street, Chicago, United States Show map

Boasting a hot tub, barbecue, and a golf course, the 4-star Villa D' Citta Chicago hotel lies merely a 6-minute walk from Oz Public Park. Featuring 7 rooms with views of the courtyard, the bed &… More

From US$ 228 Book Now

Superior

1467 W. Superior, Chicago, United States Show map

The spacious 139 m² Superior Apartment Chicago lies only 300 metres from Dovetail and merely 10 minutes on foot from Chicago tube station. The maximum occupancy at the 3-bedroom apartment is 9 guests. More

From US$ 2260 Book Now

Private Balcony 1 Garage Parking Sleeps 6

951 West Huron Street, Chicago, United States Show map

Situated just 5 minutes' stroll from Intuit: The Center for Intuitive and Outsider Art, the 1-bedroom Private Balcony 1 Garage Parking Sleeps 6 Apartment Chicago also boasts easy access to Chicago… More

From US$ 720 Book Now

Cozy 2Br West Town Apt, Ideal For Mid-Term Stays

1519 W Superior 1R, Chicago, United States Show map

The 2-bedroom Cozy 2Br West Town Apt, Ideal For Mid-Term Stays Chicago provides swift access to various city landmarks, such as Seek Vintage, located about a 5-minute walk away. For those travelling… More

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Top Floor In The Heart Of West Town! Perfect For Any Group And Pet Friendly! Apts

1519 West Superior Street 2F, Chicago, United States Show map

Located in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, only a 7-minute walk from Lush Wine & Spirits, the 2-bedroom Top Floor In The Heart Of… More

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Great 1 Bedroom Apartment In West Town

1519 W Superior 1F, Chicago, United States Show map

Featuring a prime location 350 metres from Dovetail, Great 1 Bedroom Apartment In West Town Chicago accommodates up to 3 guests. The apartment offers public parking nearby and modern comforts like Wi… More

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Welcome To West Town! 2 Bedrooms And Pet Friendly Apts

1519 W Superior 2R, Chicago, United States Show map

Featuring a prime location around 300 metres from RR #1 Chicago, the 2-bedroom Welcome To West Town! 2 Bedrooms And Pet Friendly Apts Chicago apartment accommodates up to 4 guests. The apartment is… More

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Dt Wicker Deluxe Sleeps 6 2-Car Parking&Laundry

2F, 950 North Wolcott Avenue, Chicago, United States Show map

The spacious Dt Wicker Deluxe Sleeps 6 2-Car Parking&Laundry Apartment Chicago is a great place to stay in the West Town district, 4.2 km from the free Lincoln Park Zoo. More

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Splendid 4Br Apt Close To Bars & Restaurants - Damen 1R

1058 North Damen Avenue, Chicago, United States Show map

Situated within a 6-km distance of the half-mile-long Navy Pier, Splendid 4Br Apt Close To Bars & Restaurants - Damen 1R Chicago also boasts easy access to Chicago Union train station which is 4.1 km… More

From US$ 547 Book Now

Designer Themed 4 Bedroom In Best Location With Patio And Fireplace

329 West Schiller Street Back, Chicago, United States Show map

The 4-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers quick access to such city attractions as The Noble Horse Theatre, located about a 5-minute walk… More

From US$ 529 Book Now

King Bed L Cta L United Center L Near Kasama L Patio

924 North Wolcott Avenue G, Chicago, United States Show map

Hosting up to 5 guests, the 2-bedroom King Bed L Cta L United Center L Near Kasama L Patio Villa Chicago offers a prime location 2.3 km from sports attractions such as the indoor United Center Arena. More

From US$ 367 Book Now

Cute And Cozy Chicago Modern Condo

1625 W Superior St 3F, Chicago, Il 60622, Usa, Chicago, United States Show map

Up to 6 guests can stay at the 2-bedroom Cute And Cozy Chicago Modern Condo villa and enjoy RR #1 Chicago, located around 5 minutes' walk away. More

From US$ 526 Book Now

Skyline Views River West Townhouse; 2 Parking Incl Townhouse

659 N Carpenter, Chicago, United States Show map

Skyline Views River West Townhouse; 2 Parking Incl Townhouse Chicago villa is situated a 5-minute walk from the historic Saint John Cantius Roman Catholic Church, featuring such comforts as Wi-Fi and… More

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Vibrant West Town Apartment Perfect For Families

1941 West Augusta Boulevard, Chicago, United States Show map

The spacious 93 m² Vibrant West Town Apartment Perfect For Families Chicago lies within a 7-km distance of the - art Shedd Indoor Aquarium and approximately 900 metres from Division tube station. The… More

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Spacious 3Bd West Town Apartment Next To Kasama

1941 West Augusta Boulevard, Chicago, United States Show map

Situated around a 15-minute ride from the baseball stadium "Wrigley Field", the 3-bedroom Spacious 3Bd West Town Apartment Next To Kasama Chicago also boasts easy access to Chicago Union train… More

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5 Bedroom Huge House In Best Location Parking Fireplace Back Yard

1426 North North Park Avenue, Chicago, United States Show map

Nestled about a 25-minute walk from the skyscraper 360 Chicago Observation Deck, 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa is boasting a sunbathing terrace and a… More

From US$ 754 Book Now

2Br Comfy And Stylish Apt In West Town - Erie 1R

West Erie Street, Chicago, United States Show map

The 54 m² 2Br Comfy And Stylish Apt In West Town - Erie 1R Chicago is located about a 25-minute walk from Chicago Union train station and 450 metres from Dovetail. More

From US$ 482 Book Now

Bold 3Br West Town Sleeps 8 - Patio & Free Parking

1344 West Ohio Street, Chicago, United States Show map

The spacious Bold 3Br West Town Sleeps 8 - Patio & Free Parking Apartment Chicago provides swift access to various city landmarks, such as Bickerdike Square Park, located nearly a 5-minute walk away.… More

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Beautiful Rental Unit In Chicago

1408 West Ohio Street, Chicago, United States Show map

The 1-bedroom Beautiful Rental Unit In Chicago apartment is situated in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, only 6 minutes' walk from… More

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Stylish 2Br Urban Retreat In River West

1408 West Ohio Street, Chicago, United States Show map

Stylish 2Br Urban Retreat In River West Chicago apartment is located 2.1 km from Chicago Union train station and just a 6-minute walk from Lush Wine & Spirits. More

From US$ 565 Book Now

River West Retreat 2 Bedroom Garden Unit

1408 West Ohio Street, Chicago, United States Show map

The spacious 2-bedroom River West Retreat 2 Bedroom Garden Unit Chicago apartment is located 2.1 km from Chicago Union train station and approximately 5 minutes' walk from Bickerdike Square Park. The… More

From US$ 517 Book Now

Historic 1930S Retreat! Walk To Wicker Park

2021 W Dickens Ave, Chicago, United States Show map

Offering access to entertainment venues such as the live music venue "Congress Theater", situated only 1.3 km away, the 2-bedroom Historic 1930S Retreat! Walk To Wicker Park Villa Chicago can host up… More

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Stylish 2Br Stunner In Unbeatable Location

2121 West Haddon Avenue, Chicago, United States Show map

Situated only 1.4 km from Wicker Park, the 1-bedroom Stylish 2Br Stunner In Unbeatable Location Apartment Chicago also boasts easy access to Chicago Union train station which is 4.1 km away. More

From US$ 194 Book Now

Scott Ch

239 West Scott Street, Chicago, United States Show map

Scott Ch Apartment Chicago is nestled in the Near North Side district of Chicago, nearly 25 minutes' walk from the friendly Peggy Notebaert Nature Museum. Guests can use Wi-Fi for either business or… More

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Ukrainian Village 3Br Apartment

908 N Damen Ave, Chicago, Il 60622, Usa, Chicago, United States Show map

Ukrainian Village 3Br Apartment Chicago is nestled in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, within a 400-metre distance of the… More

From US$ 341 Book Now

Flexhome Ukrainian Village • 2Br • Walkable + Private Balcony - Sleeps 6

908 N Damen Ave, Chicago, Il 60622, Usa, Chicago, United States Show map

Featuring a prime location merely a 5-minute walk from Holy Trinity Orthodox Cathedral, the 55 m² Flexhome Ukrainian Village • 2Br • Walkable + Private Balcony - Sleeps 6 Chicago apartment… More

From US$ 233 Book Now

Flexhome Ukrainian Village 2Br - Private Balcony & Walkable Location

908 N Damen Ave, Chicago, Il 60622, Chicago, United States Show map

The 2-bedroom Flexhome Ukrainian Village 2Br - Private Balcony & Walkable Location Chicago apartment is located 4.1 km from Chicago Union train station and within 5 minutes' walk of Holy Trinity… More

From US$ 624 Book Now