Special offers and Exclusive deals

Search Hotels

2026-04-20
2026-04-21
Guests

Filter Results

Hotels by class

Hotel name

Price per night

Accommodation type

Districts

Attractions

Thematic hotels

Review rating

Hotel facilities

Room facilities

Apply Filters
Clear Filters

Hotels in Chicago near Kayak Chicago

Ground Floor Studios In Chicago By 747 Lofts

747 N May, Chicago, United States View map

More

Book Now

The Robey, Chicago, A Member Of Design Hotels

2018 W North Avenue, Chicago, United States View map

Experience Chicago's young, hip Wicker Park neighborhood by staying in the landmark, triangular building that towers over a buzzing, six-corner intersection at The Robey Hotel Chicago. More

From US$ 144 Book Now

Flexhome West Town - Spacious 2Br Duplex

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

Flexhome West Town - Spacious 2Br Duplex Chicago lies just 0.8 km from the Polish Museum of America and about a 5-minute drive from Chicago tube station. More

From US$ 298 Book Now

2 Rooftops 2 Car Garage 4 Stories

North Hudson Avenue 1501, Chicago, United States View map

2 Rooftops 2 Car Garage 4 Stories Chicago villa provides easy access to various city attractions, such as Eva's Cafe, situated a 5-minute walk away. More

Book Now

Elegant Chicago Retreat With Spacious Balcony!

Chicago, United States View map

The 1-room Elegant Chicago Retreat With Spacious Balcony! Apartment features convenient proximity to such city attractions as Polish Museum of America, situated nearly a 5-minute walk away. More

From US$ 187 Book Now

Chicago Treasure 4 Bed Getaway

712 North Willard Court, Chicago, United States View map

Located merely 6 minutes on foot from Santa Maria Addolorata Parish, the 3-bedroom Chicago Treasure 4 Bed Getaway Villa gives easy access to various tourist attractions in the area. More

From US$ 231 Book Now

Modern Apt Billiards 1 Private Patio 1 Parking

West Pierce Avenue 2036, Chicago, United States View map

The spacious 126 m² Modern Apt Billiards 1 Private Patio 1 Parking Chicago is located within a 7-km distance of the half - mile - long Navy Pier and offers Wi-Fi for either business or leisure. The 2… More

From US$ 250 Book Now

Billiards Patio Parking

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

More

Book Now

Bucktown Private Condo

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

### Welcome to Bucktown Private Condo Chicago For those seeking convenience and accessibility, the Bucktown Private Condo boasts excellent transportation links, allowing for easy exploration of all… More

From US$ 276 Book Now

1 Free Parking Sleeps 10

2038 West Pierce Avenue, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 1 Free Parking Sleeps 10 Apartment Chicago, which is approximately 7 km from the half-mile-long Navy Pier and around 20 minutes' walk from the… More

From US$ 301 Book Now

Designer Apt Billiards Private Patio 1 Parking

2042 West Pierce Avenue, Chicago, United States View map

The spacious 126 m² Designer Apt Billiards Private Patio 1 Parking Chicago lies within a 7-km distance of the Buckingham Fountain and about a 5-minute stroll from Damen tube station. Guests can use… More

Book Now

Spacious And Modern 3Bd 2Ba Home- Garage Parking!

1218 West Huron Street Unit 1, Chicago, United States View map

**Welcome to Spacious And Modern 3Bd 2Ba Home - Garage Parking, where comfort meets contemporary urban living.** Nestled in the vibrant West Town neighborhood of Chicago, this inviting haven is… More

From US$ 357 Book Now

Pet Friendly And Room For 7! Large Common Areas To Converse And Connect Apts

1200 West Huron Street 2, Chicago, United States View map

Pet Friendly And Room For 7! Large Common Areas To Converse And Connect Apts Chicago includes a patio and is located 450 metres from Santa Maria Addolorata Parish. Guests can use public parking… More

Book Now

Well-Equipped 2Br Apt With Laundry - Crosby 205

943 North Crosby Street, Chicago, United States View map

Grant Skateboard Park is next door to the 65 m^2 2Br Well-Equipped Apartment With Laundry And Wi-Fi - Crosby 205 Chicago, while Park Community Church is situated nearby. The apartment has a microwave… More

Book Now

1Br Well-Decorated Apartment W Laundry - Crosby 209

943 North Crosby Street, Chicago, United States View map

Well-Decorated One-Bedroom With Wi-Fi And Laundry - Crosby 209 apartment offers quick access to Chicago Cultural Center, which is nearly a 25-minute walk away. This apartment also has a kitchen with… More

Book Now

Avenir West Loop Penthouses With Iconic City Views

730 North Milwaukee Avenue, Chicago, United States View map

Situated within 25 minutes' walk of Millennium Public Park, Avenir West Loop Penthouses With Iconic City Views Chicago apartment also boasts easy access to Chicago Union train station which is… More

From US$ 354 Book Now

East Village 2Br Modern Apartment H1

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

Located about a 10-minute walk from Division underground station, the 1-room East Village 2Br Modern Apartment H1 Chicago also boasts proximity to Foxtrot Market. More

From US$ 615 Book Now

Villa D' Citta

2230 North Halsted Street, Chicago, United States View map

Welcome to the enchanting Villa D' Citta, nestled in the heart of Chicago's vibrant Lincoln Park neighborhood. This exquisite B&D experience offers a serene escape into a Tuscan style villa, where… More

From US$ 228 Book Now

Superior

1467 W. Superior, Chicago, United States View map

**Discover the Charm of Superior Apartment Chicago** Nestled in the vibrant neighborhood of West Town, the Superior Apartment Chicago offers an inviting blend of comfort and convenience, perfect for… More

From US$ 243 Book Now

Private Balcony 1 Garage Parking Sleeps 6

951 West Huron Street, Chicago, United States View map

Welcome to the Private Balcony 1 Garage Parking Sleeps 6 Apartment, a charming urban retreat nestled in the vibrant West Town neighborhood of Chicago. This spacious air-conditioned apartment boasts… More

From US$ 398 Book Now

1 Garage Parking, Skyline Rooftop, Pingpong, Balcony

951 West Huron Street, Chicago, United States View map

The 111 m² 1 Garage Parking, Skyline Rooftop, Pingpong, Balcony Chicago apartment offers easy access to such tourist sites as the historic Chicago and North Western Railway Power House, located… More

From US$ 787 Book Now

1 Garage Parking Pool Table Up To 1Gb Wifi Speed

951 West Huron Street, Chicago, United States View map

1 Garage Parking Pool Table Up To 1Gb Wifi Speed Apartment Chicago offers views of the patio and a location within 25 minutes' walk of the skyscraper 360 Chicago Observation Deck. The spacious… More

From US$ 473 Book Now

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

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

Cozy 2Br West Town Apt, Ideal For Mid-Term Stays Chicago offers proximity to such tourist attractions as the RR #1 Chicago, situated approximately 5 minutes' walk away. More

Book Now

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

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

Located within a 10-minute drive of Money Museum at the Federal Reserve Bank, the 2-room Top Floor In The Heart Of West Town! Perfect For Any Group And Pet Friendly! Apts Apartment Chicago is 4.6 km… More

Book Now

Great 1 Bedroom Apartment In West Town

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

Situated approximately a 25-minute stroll from the Wicker Park, the 1-room Great 1 Bedroom Apartment In West Town Chicago also boasts easy access to Chicago Union train station which is 3.6 km away. More

Book Now

Welcome To West Town! 2 Bedrooms And Pet Friendly Apts

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

The 1-room Welcome To West Town! 2 Bedrooms And Pet Friendly Apts Chicago apartment lies at a distance of 4.5 km from Buckingham Fountain and nearly 10 minutes' walk from Ashland tube station. The… More

Book Now

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

1058 North Damen Avenue, Chicago, United States View map

**Welcome to Splendid 4Br Apt Close To Bars & Restaurants - Damen 1R in Chicago**, a prime urban retreat nestled in the vibrant neighborhood of West Town. This distinctive accommodation embodies the… 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 View map

The 3-bedroom Designer Themed 4 Bedroom In Best Location With Patio And Fireplace Chicago villa offers swift access to various city sites, such as The Noble Horse Theatre, situated around 5 minutes'… More

From US$ 479 Book Now

4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome

329 West Schiller Street, Chicago, United States View map

The 4-bedroom 4 Bedroom Home In Best Location Parking Fireplace Back Yard Pets Welcome Chicago is situated about a 5-minute walk from Saint Michael, featuring such comforts as Wi-Fi and complimentary… More

From US$ 502 Book Now

River West Modern 4-Bd Home With Patio & Balcony

657 North Carpenter Street, Chicago, United States View map

During the stay at River West Modern 4-Bd Home With Patio & Balcony Chicago, guests can indulge in cycling or visit Macy's on State Street, located around 25 minutes' walk away. More

Book Now

Cute And Cozy Chicago Modern Condo

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

Located 20 minutes' walk from an indoor arena, Cute And Cozy Chicago Modern Condo villa gives access to various tourist sites in the vicinity. More

From US$ 526 Book Now

5 Bedroom Huge House In Best Location Parking Fireplace Back Yard

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

During the stay at 5 Bedroom Huge House In Best Location Parking Fireplace Back Yard Chicago villa, guests can indulge in tennis or visit the Navy Pier, located a 10-minute ride away. More

From US$ 510 Book Now

3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome

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

3 Bedroom Spacious Home In Ideal Location W Free Parking Back Yard Pets Welcome Chicago offers easy access to such tourist spots as Zanies, located just 7 minutes' walk away. More

From US$ 949 Book Now

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

West Erie Street, Chicago, United States View map

**Comfy & Stylish 2BR Apartment in West Town - Erie 1R** invites guests to experience the vibrant spirit of Chicago's West Town neighborhood. This charming apartment is nestled amidst the bustling… More

From US$ 281 Book Now

Stylish 2Br Urban Retreat In River West

1408 West Ohio Street, Chicago, United States View map

**Stylish 2BR Urban Retreat in River West: A Contemporary Escape in Chicago** Nestled in the vibrant heart of West Town, the Stylish 2BR Urban Retreat in River West seamlessly blends modern luxury… More

From US$ 565 Book Now

Stylish 2Br Stunner In Unbeatable Location

2121 West Haddon Avenue, Chicago, United States View map

**Stylish 2Br Stunner In Unbeatable Location** offers a vibrant urban escape nestled in one of Chicago's most eclectic neighborhoods, West Town. This lively area is renowned for its dynamic stretch… More

From US$ 194 Book Now

Ukrainian Village 3Br Apartment

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

To enjoy your vacation in Chicago, stay at Ukrainian Village 3Br Apartment Chicago, which is around a 10-minute ride from the 35 - acre Lincoln Park Zoo and only 650 metres from Saint Nicholas… More

From US$ 341 Book Now

Flexhome Ukrainian Village 2Br - Private Balcony & Walkable Location

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

Flexhome Ukrainian Village 2Br - Private Balcony & Walkable Location Chicago apartment is situated a 5-minute walk from the Holy Trinity Orthodox Cathedral and 20 km from Midway International airport. More

From US$ 143 Book Now

Flexhome Ukrainian Village - 2Br - Convenient Walkability

906 N Damen Ave, Chicago, Il 60622, Usa, Chicago, United States View map

Situated within a 4-km distance of the lit 1926 theater "Cadillac Palace Theatre", the 1-room Flexhome Ukrainian Village - 2Br - Convenient Walkability Chicago apartment also boasts easy access to… More

From US$ 136 Book Now

Suite 2 On Southport 4 Queen Beds

2501 North Southport Avenue, Chicago, United States View map

Situated about 5 minutes' walk from Rotofugi Gallery, the 2-bedroom Suite 2 On Southport 4 Queen Beds Chicago villa offers easy access to numerous tourist spots in the area. More

From US$ 614 Book Now

Suite 1 On Southport 4 Queen Beds

2501 North Southport Avenue, Chicago, United States View map

Nestled in the heart of Lincoln Park, Suite 1 On Southport presents an alluring escape in one of Chicago's most vibrant neighborhoods. This dynamic locale abounds with enticing restaurants, lively… More

From US$ 141 Book Now

Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking

1836 West Superior Street 1F, Chicago, United States View map

**Trendy West Town Flat - Experience Chic Comfort in the Heart of Chicago** Nestled in the vibrant West Town neighborhood, the Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking offers a modern… More

From US$ 283 Book Now

Flexhome Wicker Park - Stylish 2Br - Sleeps 6

2149 W Division St, Chicago, Il 60622, Usa, Chicago, United States View map

Located approximately a 25-minute walk from the Eckhart Park, the 102 m² Flexhome Wicker Park - Stylish 2Br - Sleeps 6 Chicago apartment is 7 km from a top family-friendly place like the - art Shedd… More

Book Now

Flexhome Wicker Park - Stylish 2Br - Sleeps 6

2149 W Division St, Chicago, Il 60622, Usa, Chicago, United States View map

The spacious 1-bedroom Flexhome Wicker Park - Stylish 2Br - Sleeps 6 Chicago apartment features convenient proximity to such city attractions as the Holy Trinity Orthodox Cathedral, situated merely 5… More

From US$ 134 Book Now

Flexhome Wicker Park 3Br Dv1

2149 W Division St, Chicago, Il 60622, Usa, Chicago, United States View map

**Discover Urban Elegance at Flexhome Wicker Park 3Br Dv1** Nestled in the vibrant heart of Wicker Park, Flexhome Wicker Park 3Br Dv1 effortlessly blends urban sophistication with the rich cultural… More

From US$ 327 Book Now

Flexhome Wicker Park 3Br Dv2

2149 W Division St, Chicago, Il 60622, Usa, Chicago, United States View map

The spacious 1-bedroom Flexhome Wicker Park 3Br Dv2 Chicago apartment offers proximity to such tourist attractions as Holy Trinity Orthodox Cathedral, situated merely 5 minutes' walk away. More

From US$ 145 Book Now

Wicker Park 2Br Modern Apartment Dv3

2149 W Division St, Chicago, Il 60622, Usa, Chicago, United States View map

Wicker Park 2Br Modern Apartment Dv3 Chicago is located 9 minutes' walk from the Mariano's and 4 km from deep-dish pizza restaurants in Chicago|Chicago-style Pizza|a Chicago-style pizza. More

From US$ 184 Book Now

Top 1 Rated 4Br Lincoln Park House - King Bed

210 W St Paul Ave, Chicago, Il 60614, Usa, Chicago, United States View map

### Discover the Charm of the Top 1 Rated 4Br Lincoln Park House - King Bed The Top 1 Rated 4Br Lincoln Park House - King Bed stands out not only for its prime location but also for the seamless… More

Book Now

2Br Trendy Urban Apartment - Division 102W 202W 302W Rep

2153 West Division Street Apt 102W, Chicago, United States View map

2Br Trendy Urban Apartment - Division 102W 202W 302W Rep Chicago offers easy access to such tourist sites as the Holy Trinity Orthodox Cathedral, located 5 minutes' walk away. More

From US$ 370 Book Now

Cozy & Modern 3Br Apartment - Division 201W 301W Rep

2153 West Division Street Apt 201W, Chicago, United States View map

Located approximately a 25-minute walk from the modern United Center Arena, the 2-room Cozy & Modern 3Br Apartment - Division 201W 301W Rep Chicago is 7 km from a top family-friendly place like the 5… More

From US$ 506 Book Now