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

Bright & Spacious Boho Oasis A Warm Retreat

545 North Wood Street, Chicago, United States Show map

The 800 m² Bright & Spacious Boho Oasis A Warm Retreat Chicago apartment is located a 17-minute walk from Eckhart Park and 4.1 km from the skyscraper 360 Chicago Observation Deck. The apartment can… More

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Stunning Condo #2 - Downtown River North

811 N Sedgwick St, Chicago, United States Show map

The comfortable Stunning Condo #2 - Downtown River North Chicago hotel offers easy access to the long-standing Carl Hammer Gallery, which is situated only 6 minutes' walk away. This Chicago hotel… More

From US$ 39 Book Now

Stunning Duplex Condo #1 - Downtown River North

811 N Sedgwick St, Chicago, United States Show map

The comfortable Stunning Duplex Condo #1 - Downtown River North Chicago hotel provides proximity to the fancy high-rise Shops at Northbridge Mall, which is located only 1.7 km away. This Chicago… More

From US$ 276 Book Now

Breathtaking Downtown Penthouse B - Sleeps 11

811 N Sedgwick St, Chicago, United States Show map

The comfortable Breathtaking Downtown Penthouse B - Sleeps 11 Hotel Chicago includes spacious rooms and is approximately 25 minutes' walk from the super-tall skyscraper "Willis Tower". This Chicago… More

From US$ 909 Book Now

Breathtaking Downtown Penthouse A - Sleeps 11

811 N Sedgwick St, Chicago, United States Show map

Breathtaking Downtown Penthouse A - Sleeps 11 Villa Chicago offers quick access to such city attractions as the long-standing Carl Hammer Gallery, located merely a 6-minute walk away. More

From US$ 329 Book Now

Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11

North Sedgwick Street 811, Chicago, United States Show map

Offering air-conditioned rooms and Wi-Fi in public areas, the comfortable Breathtaking Chi Unit In River North With Rooftop Deck - Penthouse A - Sleeps 11 Chicago hotel is approximately 25 minutes'… More

From US$ 796 Book Now

2 Newly Built Luxury Condos With Private Roofdeck

811 N Sedgwick St, Chicago, United States Show map

The comfortable 2 Newly Built Luxury Condos With Private Roofdeck Chicago hotel offers proximity to Skydeck Chicago, situated nearly a 25-minute walk away. This Chicago hotel boasts views of the city… More

From US$ 1485 Book Now

2 Newly Built Luxury Condos With Private Roofdeck

811 N Sedgwick St, Chicago, United States Show map

Featuring Wi-Fi in public areas, 2 Newly Built Luxury Condos With Private Roofdeck Chicago hotel sits a 19-minute walk from the scenic Chicago Riverwalk Walkway. There is also private parking. More

From US$ 1374 Book Now

New Construction Building In River North

811 N Sedgwick St, Chicago, United States Show map

Located 16 minutes' walk from the restored gilded age mansion "Richard H. Driehaus Museum", the comfortable New Construction Building In River North Chicago hotel offers spacious rooms 2.8 km from… More

From US$ 1119 Book Now

Fully Updated Jr, 1 Bed, Steps From Lincoln Park Condo

560 W Fullerton Pkwy Unit 1, Chicago, United States Show map

Fully Updated Jr, 1 Bed, Steps From Lincoln Park Condo Chicago is located in Lincoln Park with plenty of places within the neighborhood to help stretch your legs an 8-minute walk from Oz Public Park… More

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3Br Luxury Modern Apartment

West Chicago Avenue 411, Chicago, United States Show map

Located approximately a 20-minute walk from the skyscraper 360 Chicago Observation Deck, the 3-bedroom 3Br Luxury Modern Apartment Chicago is 2.8 km from a top family-friendly place like the free… More

From US$ 1187 Book Now

River North 1Br W Sky Terrace Yoga Studio Chi-1029

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

The 54 m² River North 1Br W Sky Terrace Yoga Studio Chi-1029 Chicago features a prime location about a 25-minute walk from The Art Institute of Chicago and hosts up to 2 guests. The apartment is… More

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River North 1Br W Terrace Grills Yoga Studio Chi-1032

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

The 54 m² River North 1Br W Terrace Grills Yoga Studio Chi-1032 Chicago overlooks the city and is situated 6 minutes' walk from the long-standing Carl Hammer Gallery. Featuring a rooftop swimming… More

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River North 1Br W Gym Sky Terrace Yoga Studio Chi-1033

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

Featuring a rooftop swimming pool, River North 1Br W Gym Sky Terrace Yoga Studio Chi-1033 Chicago is a 6-minute walk from the long-standing Carl Hammer Gallery. The apartment is situated 2.4 km from… More

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River North 1Br W Outdoor Pool 1 Block To L Chi-1035

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

Situated nearly 25 minutes on foot from Skydeck Chicago, the 1-bedroom River North 1Br W Outdoor Pool 1 Block To L Chi-1035 Chicago apartment also boasts easy access to Chicago Union train station… More

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River North 1Br W Pool Gym Nr Riverwalk L Chi-1030

411 West Chicago Avenue, Chicago, Il 60610, Us, Chicago, United States Show map

Situated nearly a 10-minute drive from the half - mile - long Navy Pier, the 1-bedroom River North 1Br W Pool Gym Nr Riverwalk L Chi-1030 Chicago apartment also boasts easy access to Chicago Union… More

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4-Bedroom Luxury Home With Rooftop & Skyline Views

West Chicago Avenue 2048, Chicago, United States Show map

4-Bedroom Luxury Home With Rooftop & Skyline Views Chicago apartment is nestled in West Town with a busy stretch of West Chicago Avenue, dotted with New American restaurants and cafes, in close… More

From US$ 1227 Book Now

Large 4-Bedroom Upscale Apartment W Rooftop

2048 West Chicago Avenue, Chicago, United States Show map

Large 4-Bedroom Upscale Apartment W Rooftop Chicago is located 15 minutes' drive from the half-mile-long Navy Pier and 6 km from Buckingham Fountain. More

From US$ 1227 Book Now

Secret Gallery On The Park - 2Bd/1Ba

870 North Franklin Street #1, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 2-bedroom Secret Gallery On The Park - 2Bd/1Ba Chicago apartment, which is just 1.7 km from the fancy high-rise Shops at Northbridge Mall and… More

From US$ 875 Book Now

Chicago Getaway Hostel

616 West Arlington Place, Chicago, United States Show map

Offering 179 rooms, Chicago Getaway hostel boasts a location within 5 minutes' walk of Saint Clement Roman Catholic Church. Featuring a private parking lot, the hostel is situated 3.6 km from the… More

From US$ 32 Book Now

Stylish Brand New 3Br Near West Loop And Fulton Market

458 N Paulina St, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 2-bedroom Stylish Brand New 3Br Near West Loop And Fulton Market Chicago apartment, which is approximately 15 minutes by car from the 5 million US gal… More

From US$ 652 Book Now

Brand New 3Br Chicago Retreat Near Fulton Market And United Center

456 N Paulina St, Chicago, United States Show map

The spacious 270 m² Brand New 3Br Chicago Retreat Near Fulton Market And United Center apartment lies within 6 km of the half-mile-long Navy Pier and around 5 minutes' drive from Ashland tube station… More

From US$ 662 Book Now

Chicago Downtown River North

356 West Superior Street 2Nd Fl, Chicago, United States Show map

The 6-room Chicago Downtown River North apartment is located 2.6 km from the half - mile - long Navy Pier and around a 25-minute walk from the 20-acre public Maggie Daley Park. This homestay is… More

From US$ 99 Book Now

Lincoln Park 3 Bedroom Penthouse

2633 North Sheffield Avenue, Chicago, United States Show map

The spacious 165 m² Lincoln Park 3 Bedroom Penthouse Chicago apartment offers a convenient location approximately 300 metres from the midsize Apollo Theater Chicago. The 3-bedroom apartment is… More

From US$ 227 Book Now

Lincoln Park Gem

2633 North Sheffield Avenue, Chicago, United States Show map

Lincoln Park Gem Apartment Chicago offers easy access to such tourist sites as Jonquil Park, located about 5 minutes' walk away. More

From US$ 184 Book Now

Vogue Bucktown Suite

1861 North Winnebago Avenue, Chicago, United States Show map

Vogue Bucktown Suite Chicago is located approximately 7 km from Chicago Union train station and a mere 6 minutes' walk from Moksha Yoga Center. More

From US$ 75 Book Now

2 Bd 2 Ba Bucktown Safari Flat

1861 North Winnebago Avenue, Chicago, United States Show map

Situated approximately a 15-minute ride from the huge outdoor Cloud Gate Sculpture, 2 Bd 2 Ba Bucktown Safari Flat Apartment Chicago also boasts easy access to Chicago Union train station which is… More

From US$ 394 Book Now

Vibrant W/ Comforting Vibes

1861 North Winnebago Avenue, Chicago, United States Show map

Vibrant W/ Comforting Vibes Chicago apartment is located around 7 km from Chicago Union train station and only a 6-minute walk from Moksha Yoga Center. More

From US$ 166 Book Now

Ray'S Bucktown Bed And Breakfast

2144 N. Leavitt St, Chicago, United States Show map

Surrounded by a zoo and a park, 7 km from the public Cloud Gate Sculpture, the 3-star Ray'S Bucktown Bed And Breakfast Chicago includes 11 rooms. The hotel is a 10-minute ride from the baseball… More

From US$ 154 Book Now

Entire Apartment In Heart Of Lincoln Park & Lake Sea And Beach

536 West Arlington Place Apt 2, Chicago, United States Show map

Located in Lincoln Park with cafés and boutique shops, a 5-minute walk from National Shrine of St. Frances Xavier Cabrini, Entire Apartment In Heart Of Lincoln Park & Lake Sea And Beach Chicago… More

From US$ 75 Book Now

5 Mi To Dtwn: Ukrainian Village Apartment!

2148 W Chicago Ave Unit 2, Chicago, United States Show map

The spacious 2-bedroom 5 Mi To Dtwn: Ukrainian Village Apartment! Chicago is located 4.1 km from Chicago Union train station and only 7 minutes' walk from Ukrainian Institute of Modern Art. This 93… More

From US$ 274 Book Now

Lincoln Park Apartment With Backyard!

722 West Wrightwood Avenue, Chicago, United States Show map

The spacious 2-bedroom Lincoln Park Apartment With Backyard! Chicago is situated in Lincoln Park with plenty of places within the neighborhood to help stretch your legs, about 25 minutes' walk from… More

From US$ 204 Book Now

Downtown Vintage Chicago Apt

North Lasalle Drive 1015, Chicago, United States Show map

Featuring a prime location, the 102 m² Downtown Vintage Chicago Apt offers views of the city, and is around a 15-minute walk from the restored gilded age mansion "Richard H. Driehaus Museum". This 2… More

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Cozy Wicker Park Home With Movie Room

1523 North Artesian Avenue, Chicago, United States Show map

The 4-bedroom Cozy Wicker Park Home With Movie Room Chicago offers proximity to nearby tourist spots, such as the half - mile - long Navy Pier, situated about 7 km away. More

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Grand Plaza

540 N State, Chicago, United States Show map

Situated around a 15-minute stroll from Oak Street Beach, the 4-star Execustay At Grand Plaza Chicago hotel also offers an indoor pool. This Chicago hotel is in Streeterville with a continual thrum… More

From US$ 633 Book Now

The Hotel & Athletic Club At Midtown

2444 North Elston Avenue, Chicago, United States Show map

Nestled in Logan Square with plenty of bars and restaurants at an affordable price just an 8-minute walk from ARC Gallery, the 4-star The Hotel & Athletic Club At Midtown Chicago beckons guests with… More

From US$ 219 Book Now

Claridge House Chicago, Tapestry Collection By Hilton

1244 N Dearborn Parkway, Chicago, United States Show map

Offering spa therapy, a golf course, and spa services, the smoke-free Claridge House Chicago, Tapestry Collection By Hilton Hotel is nestled in Near North Side, which is home to iconic skyscrapers… More

From US$ 85 Book Now

Red Robin Rentals - Wicker Park

1446 North Artesian Avenue, Chicago, United States Show map

The 2-room Red Robin Rentals - Wicker Park Chicago apartment lies 2.6 km from Eckhart Park and merely a 10-minute stroll from Western tube station. The spacious apartment features Wi-Fi, along with a… More

From US$ 153 Book Now

Kasa River North Chicago

808 N Wells St, Chicago, United States Show map

Located only a 6-minute walk from the basement Spybar Dance Club, the 4-star smoke-free Kasa River North Chicago hotel includes a seasonal outdoor swimming pool and a rooftop terrace. Around 3 km… More

From US$ 161 Book Now

East Lincoln Park Gem Spacious 4 Br

650 West Wrightwood Avenue G, Chicago, United States Show map

The 232 m² East Lincoln Park Gem Spacious 4 Br Chicago apartment boasts views of the garden and is located 25 minutes' walk from North Avenue Beach. The apartment features Wi-Fi, along with parking… More

From US$ 359 Book Now

Cozy 2 Bedroom 1 Ba Flat Just 10 Mins From Downtown

1443 North Campbell Avenue, Chicago, United States Show map

Cozy 2 Bedroom 1 Ba Flat Just 10 Mins From Downtown Chicago is a great place to stay in Wicker Park which makes for a thriving nightlife scene, 6 km from the skyscraper 360 Chicago Observation Deck. More

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The Leavitt Street Inn & Tavern

2345 N Leavitt, Chicago, United States Show map

Located 3.2 km from the restored theater "Music Box Theatre", The Leavitt Street Inn & Tavern Chicago is a 5-minute stroll from the historic St. Hedwig's in Chicago Parish Church. This inn also… More

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K2 Sky High Apartments With Stunning Chicago Views In West Loop

365 North Halsted Street 3305, Chicago, United States Show map

Located 19 minutes' walk from Chicago-style pizza, the 6-room K2 Sky High Apartments With Stunning Chicago Views In West Loop is 3.8 km from a top family-friendly place like the 35-acre Lincoln Park… More

From US$ 283 Book Now

The Bucklogan Nest Sleeps 6 Walk To Blue Line - Apartment

3R, 2033 North Western Avenue, Chicago, United States Show map

The Bucklogan Nest Sleeps 6 Walk To Blue Line - Apartment Chicago is situated in the Bucktown district of Chicago, a mere 6 minutes' walk from Holstein Park. Wi-Fi is provided for both business and… More

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Gold Coast 2Br W Gym Pool Nr Oak St Beach Chi-207

1133 N Dearborn St, Chicago, Il 60610, Usa, Chicago, United States Show map

Located in Streeterville with a growing number of high-end leisure activities, the 2-bedroom Gold Coast 2Br W Gym Pool Nr Oak St Beach Chi-207 Chicago apartment is just 8 minutes' walk from the… More

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Gold Coast Downtown Chicago Sleeps 20

851 North La Salle Drive, Chicago, United States Show map

The spacious Gold Coast Downtown Chicago Sleeps 20 Apartment is 8 minutes' walk from Holy Name Cathedral and can accommodate up to 20 guests. This apartment is situated 2.5 km from Chicago Union… More

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Golden Suite On Statesteps To Oak Beach & Magmile

710, Canterbury Court Apartments, 1220 North State Parkway, Chicago, United States Show map

Golden Suite On Statesteps To Oak Beach & Magmile Chicago is located 2.8 km from The Art Institute of Chicago and about 25 minutes' walk from the 35-acre beautifully landscaped Lincoln Park Zoo. More

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Sonder — Lincoln Park

2666 N Halsted St, Chicago, United States Show map

The 3-star Sonder Lincoln Park Aparthotel Chicago is situated in Lincoln Park with a unique mix of bars, restaurants, and entertainment spots, around 25 minutes' walk from the 35-acre beautifully… More

From US$ 137 Book Now

Hancock Lookoutsteps To Beach&Transit, Chi Views - Apartment

1701, 1220 North State Parkway, Chicago, United States Show map

Hancock Lookoutsteps To Beach&Transit, Chi Views - Apartment Chicago enjoys a prime location and provides easy access to the skyscraper 360 Chicago Observation Deck 11 minutes' walk away. This… More

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Hancock Lookout|Steps To Beach&Transit, Chi Views

1701, 1220 North State Parkway, Chicago, United States Show map

Situated merely 11 minutes' walk from the skyscraper 360 Chicago Observation Deck, the 2-bedroom Hancock Lookout|Steps To Beach&Transit, Chi Views Chicago villa provides access to numerous tourist… More

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