Special offers and Exclusive deals

Search Hotels

2026-06-03
2026-06-04
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

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$ 347 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$ 501 Book Now

The Picasso On Lincoln Park

1856 North Lincoln Avenue Unit #3, Chicago, United States View map

Located merely 0.6 km from Greenhouse Theater Center, The Picasso On Lincoln Park Apartment Chicago is nearly a 10-minute walk from a top family-friendly place like the Lincoln Park Zoo. More

From US$ 325 Book Now

Comfortably Well-Furnished 1Br Unit In West Loop - Grand Rep

1114 West Grand Avenue, Chicago, United States View map

Comfortably Well-Furnished 1Br Unit In West Loop - Grand Rep Chicago apartment lies nearly 25 minutes' walk from the Skydeck Chicago and a mere 0.8 km from Chicago tube station. More

Book Now

Two Bedroom West Loop

1142 West Grand Avenue, Chicago, United States View map

Two Bedroom West Loop Chicago apartment is about a 25-minute walk from the Skydeck Chicago. Guests can enrich their stay with activities like cycling and fishing. More

Book Now

Stunning 5Br Home In Heart Of Chicago With 2 Rooftops

1307 North Bell Avenue, Chicago, United States View map

The 4-bedroom Stunning 5Br Home In Heart Of Chicago With 2 Rooftops is situated merely 6 minutes' walk from Buzz Killer Espresso, featuring such comforts as Wi-Fi and parking. Located 4.4 km from… More

From US$ 1501 Book Now

Updated 1 Bedroom In The Best Location!

1649 North Wells Street 1A, Chicago, United States View map

More

Book Now

Walker'S Paradise 1Br Apartment In Lincoln Park - Lincoln 2501

2501 North Lincoln Avenue, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 1-bedroom Walker'S Paradise 1Br Apartment In Lincoln Park - Lincoln 2501 Chicago, which is merely 0.7 km from Weisman Park and just 11 minutes'… More

From US$ 64 Book Now

Two Bedroom Garden Apartment

1320 North Bell Avenue Garden Apartment, Chicago, United States View map

Two Bedroom Garden Apartment Chicago is located 25 minutes' walk from the Eckhart Park and 7 km from the half - mile - long Navy Pier. Wi-Fi and parking are provided for guests' utmost comfort. More

Book Now

Chic 3Br Hideout In Lincoln Park - Lincoln 3

2505 North Lincoln Avenue, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the 1-room Chic 3Br Hideout In Lincoln Park - Lincoln 3 Apartment Chicago, which is 2.1 km from the baseball stadium "Wrigley Field" and around 25 minutes'… More

Book Now

3-Story Townhome Free Parking Private Patio Washer-Dryer

344 West Dickens Avenue, Chicago, United States View map

Situated a 5-minute walk from Park West, 3-Story Townhome Free Parking Private Patio Washer-Dryer Chicago villa entices guests with views of the lake. More

From US$ 447 Book Now

Hello Again, Chicago!

1856 West Huron Street, Chicago, United States View map

Staying at Hello Again, Chicago! Villa, guests can visit the Mariano's, which is only 450 metres away. More

From US$ 719 Book Now

Mtm Fully Furnished Rental In Old Town - 2 Beds

1556 North La Salle Drive, Chicago, United States View map

Discover the vibrant charm of Chicago at the MTM Fully Furnished Rental in Old Town - 2 Beds, a modern escape designed for comfort and convenience. Nestled just 1.5 km from the picturesque Oak Street… More

From US$ 299 Book Now

Beautiful Remodeled Penthouse Unit In Old Town

1556 North La Salle Street, Chicago, United States View map

The 2-bedroom Beautiful Remodeled Penthouse Unit In Old Town Villa Chicago provides easy access to various city attractions, such as the non - denominational Moody Church, situated around 5 minutes'… More

From US$ 139 Book Now

Mtm Fully Furnished Rental In Old Town - 2 Beds

1556 North La Salle Street, Chicago, United States View map

**Welcome to MTM Fully Furnished Rental in Old Town - 2 Beds:** a charming oasis nestled in the heart of Chicago. This inviting apartment combines the comfort of home with the vibrancy of city living… More

Book Now

Cozy, Top-Floor 3Br Loft With Balcony In West Town

518 North Ashland Avenue, Chicago, United States View map

**Welcome to the Cozy, Top-Floor 3Br Loft With Balcony In West Town, where modern comfort meets urban vitality in the heart of one of Chicago's most vibrant neighborhoods. More

From US$ 347 Book Now

Level Chicago Old Town

1140 North Wells Street, Chicago, United States View map

The 5-star Level Chicago Old Town Hotel offers quick access to the Old Town of Chicago|Old Town Chicago, situated about a 5-minute walk away. This hotel, located 2.2 km from the Chicago Cultural… More

From US$ 206 Book Now

Hotel Lincoln

1816 North Clark Street, Chicago, United States View map

**Welcome to Hotel Lincoln, Chicago's Gateway to Lincoln Park** Nestled in the dynamic heart of Chicago, Hotel Lincoln offers an unparalleled experience that seamlessly blends the vibrant urban… More

From US$ 279 Book Now

Hotel Lincoln

1816 North Clark Street, Chicago, United States View map

Experience an authentic Chicago experience at Hotel Lincoln, situated in the heart of Lincoln Park. With its eclectic in-room furnishings, breathtaking views of both Lake Michigan and the iconic city… More

From US$ 85 Book Now

Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla

467 North Armour Street, Chicago, United States View map

Boasting a location 4.3 km from Maggie Daley Park, the 3-bedroom Art Downtown Fulton Market Entire 3 Bedroom Home Sleep10 Private Garage Roof Ev Tesla Chicago provides a terrace with garden views. More

Book Now

870 Bldg - 3 Separate Suites In Same Building

870 North Orleans Street, Chicago, United States View map

Situated nearly 25 minutes' walk from DuSable Bridge, the spacious 4-bedroom 870 Bldg - 3 Separate Suites In Same Building Chicago provides guests with Wi-Fi for either business or leisure. The 279… More

From US$ 2390 Book Now

870 1&2 - 2 Separate Suites In Same Building

870 North Orleans Street, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 3-bedroom 870 1&2 - 2 Separate Suites In Same Building Chicago, which is around 15 minutes' walk from 360 Chicago Observation Deck and merely 1… More

From US$ 352 Book Now

Webster House

402 W. Webster, Chicago, United States View map

**Welcome to Webster House Apartment Chicago, a serene retreat nestled in the vibrant Lincoln Park neighborhood.** This charming accommodation invites guests to experience the perfect blend of… More

From US$ 230 Book Now

Cozy Beautiful Downtown Unit Chi In Prime River North Location Near Mag Mile - 2

North Orleans Street 870, Chicago, United States View map

**Experience Urban Chic at the Cozy Beautiful Downtown Unit in Prime River North Location** Nestled in the vibrant Near North Side of Chicago, the Cozy Beautiful Downtown Unit Chi provides an… More

From US$ 189 Book Now

Cozy Beautiful Downtown Unit Chi In Prime River North Location Near Mag Mile - 1

North Orleans Street 870, Chicago, United States View map

**Cozy Beautiful Downtown Unit in Prime River North Location Near Mag Mile - 1** offers a unique blend of comfort and convenience in the bustling heart of Chicago. Situated just 1.5 km from the… More

From US$ 583 Book Now

Beautiful Unit Chi In Prime River North - Top Floor

870 North Orleans Street, Chicago, United States View map

More

From US$ 1132 Book Now

Luxury Downtown Penthouse With Private Rooftop

858 North Orleans Street #Ph, Chicago, United States View map

Situated about a 25-minute stroll from Lincoln Park Zoo, the spacious 111 m^2 Luxury Downtown Penthouse With Private Rooftop Apartment Chicago provides guests with Wi-Fi for either business or… More

From US$ 666 Book Now

The Orleans Floor 3 Private Rooftop Deck

858 North Orleans Street #Rtd3, Chicago, United States View map

Located nearly a 25-minute walk from the Art Institute of Chicago, the spacious The Orleans Floor 3 Private Rooftop Deck Chicago apartment is 2.6 km from a top family-friendly place like the free… More

From US$ 1646 Book Now

The Orleans - Entire Building - With Rooftop Deck

858 North Orleans Street, Chicago, United States View map

The spacious 6-bedroom The Orleans - Entire Building - With Rooftop Deck Apartment Chicago lies at a distance of 2.4 km from Millennium Public Park and nearly 10 minutes' walk from Clark/Division… More

From US$ 999 Book Now

River North 1Br Nr L Stop Riverwalk Loop Chi-1037

751 North Hudson Avenue, Chicago, Il 60610, Us, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 62 m² River North 1Br Nr L Stop Riverwalk Loop Chi-1037 Chicago apartment, which is around a 10-minute ride from the Buckingham Fountain and… More

Book Now

River North 1Br W Grills Terrace Fire Pits Chi-1038

751 North Hudson Avenue, Chicago, Il 60610, Us, Chicago, United States View map

The 1-room River North 1Br W Grills Terrace Fire Pits Chi-1038 Apartment Chicago lies at a distance of 3.1 km from Grant Park and within 10 minutes' walk of Clark/Division tube station. The 62 m^2… More

Book Now

River North 1Br W Pool Fitness 1 Block To L Chi-1039

751 North Hudson Avenue, Chicago, Il 60610, Us, Chicago, United States View map

Situated approximately a 25-minute stroll from the 20 - acre Maggie Daley Public Park, River North 1Br W Pool Fitness 1 Block To L Chi-1039 Chicago apartment provides guests with Wi-Fi for either… More

Book Now

Beautifully Remodeled Flat Downtown #3N

858 North Orleans Street #3N, Chicago, United States View map

Welcome to the Beautifully Remodeled Flat Downtown #3N, a chic urban retreat nestled in the vibrant Near North Side of Chicago. This incredible location grants guests immediate access to iconic… More

From US$ 239 Book Now

River North 1Br Nr Riverwalk W Yoga Studio Chi-1040

751 North Hudson Avenue, Chicago, Il 60610, Us, Chicago, United States View map

River North 1Br Nr Riverwalk W Yoga Studio Chi-1040 Chicago lies 2.8 km from the Buckingham Fountain and nearly 10 minutes' walk from Clark/Division tube station. The apartment provides guests with… More

Book Now

Grand House

840 West Grand Avenue 2, Chicago, United States View map

Featuring Wi-Fi in public areas, Grand House Hotel Chicago sits around a 25-minute walk from the Oak Magnificent Mile Street. The hotel also includes a private parking lot. More

From US$ 88 Book Now

Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S

North Orleans Street 858, Chicago, United States View map

Overlooking the patio, the 74 m^2 Beautifully Remodeled Second Floor Flat In River North With Private Rooftop - 2S Apartment Chicago is about a 25-minute walk from Tribune Tower in Chicago. Situated… More

From US$ 477 Book Now

Beautifully Remodeled Second Floor Flat In River North - 2N

North Orleans Street 858, Chicago, United States View map

Set in the vibrant heart of Chicago's Near North Side, the beautifully remodeled flat features a chic and modern aesthetic that perfectly complements the architectural grandeur of its surroundings. More

From US$ 230 Book Now

Beautifully Remodeled Third Floor Flat In River North - 3N

North Orleans Street 858, Chicago, United States View map

**Experience Comfort and Elegance in the Heart of Chicago** Situated just 2 km from the bustling heart of the city, the flat serves as an ideal base for exploring the best of Chicago. More

From US$ 585 Book Now

The Orleans - Floor 2 Private Roof Deck Patio

858 North Orleans Street, Chicago, United States View map

Located merely 1.4 km from the skyscraper 360 Chicago Observation Deck, the 3-room The Orleans - Floor 2 Private Roof Deck Patio Apartment Chicago is nearly a 25-minute walk from a top family… More

From US$ 2173 Book Now

Stunning Condo #2 - Downtown River North

811 N Sedgwick St, Chicago, United States View map

**Welcome to Stunning Condo #2 - Downtown River North**, a remarkable residence nestled in the vibrant Near North Side of Chicago. This spacious retreat, featuring three elegantly appointed bedrooms,… More

From US$ 39 Book Now

Breathtaking Downtown Penthouse B - Sleeps 11

811 N Sedgwick St, Chicago, United States View map

Nestled within the vibrant Near North Side of Chicago, the Breathtaking Downtown Penthouse B - Sleeps 11 offers an exceptional urban escape infused with modern elegance. This airy and spacious… More

From US$ 909 Book Now

Stunning Duplex Condo #1 - Downtown River North

811 N Sedgwick St, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 167 m^2 Stunning Duplex Condo #1 - Downtown River North Chicago, which is nearly 25 minutes' walk from Millennium Park and approximately 500… More

From US$ 276 Book Now

2 Newly Built Luxury Condos With Private Roofdeck

811 N Sedgwick St, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 6-bedroom 2 Newly Built Luxury Condos With Private Roofdeck Chicago, which is at a distance of 2.4 km from Lincoln Park Zoo and nearly 25… More

From US$ 1787 Book Now