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2026-05-14
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Family Friendly hotels in Chicago

Bootlegger House Sleeps 10-20 Free Tv & Parking

3153 North Pine Grove Avenue, Chicago, United States View map

Situated in the vibrant Lakeview neighborhood, Bootlegger House Sleeps 10-20 offers an exquisite retreat for large groups seeking a blend of comfort and convenience. This splendid apartment… More

From US$ 593 Book Now

Iklektik House // Bluejay

2334 West Erie Street 1F, Chicago, United States View map

The 60 m^2 Iklektik House // Bluejay Apartment Chicago is located a 10-minute ride from United Center and 6 km from The Chicago Theatre. More

From US$ 194 Book Now

Stylish & Bright Gem Overlooks Lovely Park With Great Amenities

3850 West Diversey Avenue, Chicago, United States View map

Situated within 15 minutes' walk of Logan Square underground station, the spacious 1-bedroom Stylish & Bright Gem Overlooks Lovely Park With Great Amenities Apartment Chicago offers Wi-Fi for… More

From US$ 201 Book Now

1Br Fully Equipped & Central - Belmont Rep

1627 West Belmont Avenue, Chicago, United States View map

The 51 m² 1Br Fully Equipped & Central - Belmont Rep Chicago apartment offers easy entry to such city sights as St. Lukes Lutheran Church, situated approximately 5 minutes' walk away. More

From US$ 156 Book Now

Freshly Minted 2Br - Elegance & Comfort In Central Chicago

North Elizabeth Street, Chicago, United States View map

Welcome to Freshly Minted 2Br - Elegance & Comfort In Central Chicago, where modern comfort meets the lively spirit of the West Loop. This spacious apartment is perfectly designed for both leisure… More

From US$ 708 Book Now

Chic & Fully Furnished 2Br Apartment - Roscoe 1

3906 West Roscoe Street, Chicago, United States View map

Located in Chicago, the 102 m^2 Chic 2Br Haven Fully Furnished - Roscoe 1 Apartment apartment is 20 km from Chicago O'Hare International airport. More

From US$ 147 Book Now

1Br Adorable Apt With In-Unit Laundry - Lake 206 Rep

630 West Lake Street, Chicago, United States View map

Situated merely 1.9 km from the Chicago Cultural Center, the spacious 70 m² 1Br Adorable Apt With In-Unit Laundry - Lake 206 Rep Chicago also boasts easy access to Chicago Union train station which… More

From US$ 579 Book Now

Indulging 2Br Apartment In Festive Boystown - Buckingham 1

641 West Buckingham Place, Chicago, United States View map

Located in the Lakeview district within a 15-minute drive of the downtown Museum Of Contemporary Art Chicago, the 85 m^2 2-Bedroom Indulging Condo Apt In Festive Boystown - Buckingham 1 apartment… More

From US$ 170 Book Now

Stylish 3Bedroom Aparment W Games & Free Parking

1940 North Kostner Avenue, Chicago, United States View map

Staying at Stylish 3Bedroom Aparment W Games & Free Parking Chicago apartment, guests can relax on a patio a 25-minute walk from the Saint Hyacinth Roman Catholic Church. Wi-Fi and free private… More

From US$ 176 Book Now

The Village Inn By Dakota Gal Digs

2111 North Kenmore Avenue Unit 1, Chicago, United States View map

Situated in the vibrant Lincoln Park area of Chicago, The Village Inn By Dakota Gal Digs serves as an oasis amidst the bustling cityscape. This charming establishment is surrounded by an array of… More

From US$ 973 Book Now

Fully Furnished Extended Stay Work Or Insurance In Chicago

5539 West Adams Street Garden, Chicago, United States View map

Located about a 10-minute walk from Laramie underground station, the 28 m² Fully Furnished Extended Stay Work Or Insurance In Chicago apartment also boasts proximity to Truth and Deliverance Church. More

From US$ 133 Book Now

Hamaline Luxury Guest House

76 East 37Th Street, Chicago, United States View map

Located approximately 5 minutes' walk from Indiana Avenue Pentecostal Church of God, the 1-bedroom Hamaline Luxury Guest House Chicago villa gives easy access to various tourist attractions in the… More

From US$ 336 Book Now

Chic South Loop 2Br Apartment With Gym And Optional Parking Near Grant Park, Mccormick Place, Museum Campus & Downtown

61 East 21St Street Unit 617, Chicago, United States View map

Situated around 5 minutes' walk from the indoor Wintrust Arena, the spacious 2-bedroom Chic South Loop 2Br Apartment With Gym And Optional Parking Near Grant Park, Mccormick Place, Museum Campus &… More

From US$ 252 Book Now

Great Chicago Getaway 2 Bedrooms Sleeps 1 To 4

3044 West Addison Street, Chicago, United States View map

Great Chicago Getaway 2 Bedrooms Sleeps 1 To 4 apartment is located 10 minutes' drive from Tony's Fresh Market and just 1.7 km from Riverview Plaza Shopping Center. More

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The Logandale: Huge Mid-Century Home, Sleeps 15

2920 North Gresham Avenue, Chicago, United States View map

The 3-bedroom The Logandale: Huge Mid-Century Home, Sleeps 15 Chicago provides easy access to various city attractions, such as Saint Wenceslaus Roman Catholic Church, situated approximately 5… More

From US$ 698 Book Now

Modern Elegance: 4Br Duplex W/ Free Garage Parking

1049 North Lawler Avenue 1, Chicago, United States View map

4Br Duplex W/ Free Garage Parking** - a sophisticated retreat that combines comfort with style, located just 15 km from Midway International Airport. This inviting accommodation is perfect for… More

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Well-Appointed Cozy Portage Park Apt, Dogs, Kids, Free Parking, 420 Compliant

4134 North Mason Avenue Floor 2, Chicago, United States View map

Set in the charming neighborhood of Portage Park, the Well-Appointed Cozy Portage Park Apt offers a harmonious blend of comfort and convenience. Ideal for families and those traveling with pets, this… More

From US$ 101 Book Now

Luxurious Classic Gold Coast Villa For 12 Guests

109 West Elm Street, Chicago, United States View map

Luxurious Classic Gold Coast Villa For 12 Guests lies in proximity of Clark/Division underground station and approximately a 15-minute walk from Museum Of Contemporary Art Chicago. The 4-bedroom… More

From US$ 565 Book Now

Prime Avondale

3217 North Richmond Street 1, Chicago, United States View map

Prime Avondale Hotel Chicago offers quick access to the Bucket O' Blood Books and Records, situated approximately 5 minutes' walk away. Boasting bicycle usage, this 3-star hotel is located 2.9 km… More

From US$ 137 Book Now

Just Minutes From Downtown Chicago

East 45Th Street, Chicago, United States View map

**Welcome to Just Minutes From Downtown Chicago**, where urban elegance meets serene comfort in a delightful getaway. This charming bed and breakfast invites you to experience the best of the Windy… More

From US$ 195 Book Now

Bright 2Br Apt With Gym And Optional Parking Near Soldier Field, Museum Campus, Mccormick Place

61 East 21St Street Apartment 321, Chicago, United States View map

Situated just 0.7 km from the John J. Glessner House, the spacious 88 m² Bright 2Br Apt With Gym And Optional Parking Near Soldier Field, Museum Campus, Mccormick Place Chicago also boasts easy… More

From US$ 259 Book Now

Inspiring Grotto Sleeps 10-20 Free Tv & Parking

3154 North Pine Grove Avenue, Chicago, United States View map

### Welcome to Inspiring Grotto Sleeps 10-20: Your Ideal Retreat in Lakeview The apartment's central location allows for easy explorations of Chicago's iconic attractions. More

From US$ 522 Book Now

Mccormick Place Luxurious And Spacious 3Br In Downtown Chicago With Optional Parking Sleeps 10 Guests

2036 South Michigan Avenue 601, Chicago, United States View map

Staying at Mccormick Place Downtown: Luxurious 3BR/2BA for 10 Chicago apartment, guests can relax on a patio an 11-minute walk from the McCormick Place. This apartment is situated 6 km from Chicago… More

From US$ 1615 Book Now

3Br Spacious Apartment With In-Unit Laundry - Kedzie 3F

4458 North Kedzie Avenue, Chicago, United States View map

The 1-room Spacious 3Br Apt With In-Unit Laundry - Kedzie 3F apartment lies within 4.7 km of Wrigley Field and about 10 minutes on foot from Kedzie tube station. More

From US$ 534 Book Now

Spacious 2Br South Loop Suite With Skyline View, Optional Parking And Gym Access Close To Mccormick Place, Grant Park, Museum Campus & Cta Lines

2036 South Michigan Avenue Unit 410, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the 2-room Spacious 2Br South Loop Suite With Skyline View, Optional Parking And Gym Access Close To Mccormick Place, Grant Park, Museum Campus & Cta Lines… More

From US$ 938 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

The Karlov. Gorgeous ,Spacious 2Bd/ 1Ba W/ Parking

4109 West Pierce Avenue, Chicago, United States View map

Welcome to The Karlov, a stunning, spacious 2-bedroom, 1-bathroom apartment designed for both comfort and convenience in the heart of Chicago. This air-conditioned retreat features a bright living… More

From US$ 276 Book Now

South Loop Rooftop With In & Out Parking 1

633 South Lasalle Street, Chicago, United States View map

South Loop Rooftop With In & Out Parking 1 Chicago apartment is located 2 km from Millennium Public Park and 5 minutes' drive from the super - tall skyscraper "Willis Tower". One of the highlights of… More

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Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop

2036 South Michigan Avenue 710, Chicago, United States View map

The spacious Mccormick Place 3Br Luxury Penthouse Duplex With Personal Rooftop And Optional Parking For 8 Guests In Chicago South Loop is 5 minutes' walk from the Chess Records building|the Chess… More

From US$ 816 Book Now

1Br Modern Apartment In Chicago - Del Prado 811

5307 South Hyde Park Boulevard, Chicago, United States View map

The 51 m² 1Br Modern Apartment In Chicago - Del Prado 811 is situated approximately a 5-minute walk from Congregation Rodfei Zedek Conservative Synagogue and 15 km from Chicago Midway International… More

From US$ 236 Book Now

Urbaneden Loft Apartment

3523 West Chicago Avenue, Chicago, United States View map

The 102 m^2 Urbaneden Loft Apartment Chicago is located approximately 7 km from Lincoln Park Zoo and about a 10-minute drive from the indoor United Center Arena. Rental bicycles are available for… More

From US$ 150 Book Now

Cozy 2Br South Loop Condo With Optional Parking And Gym Near Mccormick Place, Public Transit & City Hotspots

2036 South Michigan Avenue 706, Chicago, United States View map

Situated about a 5-minute walk from the Chess Records building|the Chess Records Studio, the 2-room Cozy 2Br South Loop Condo With Optional Parking And Gym Near Mccormick Place, Public Transit & City… More

From US$ 221 Book Now

Cozy & Radiant 2Br Apartment - Bstone 605

5107 South Blackstone Avenue, Chicago, United States View map

More

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New! Spacious Art Deco Modern 5 Bd/3Ba Condo

1465 West Thomas Street, Chicago, United States View map

Located approximately 10 minutes' walk from Division underground station, the 3-room New! Spacious Art Deco Modern 5 Bd/3Ba Condo Chicago also boasts proximity to Garden Gourmet Market. This 279 m^2… More

From US$ 720 Book Now

Club Salon Sleeps 10-20 Free Parking & Tv

3152 North Pine Grove Avenue, Chicago, United States View map

The 232 m^2 Club Salon Sleeps 10-20 Free Parking & Tv Apartment apartment is set 8 minutes' walk from Closet in Chicago. For guests seeking an active stay, the apartment grants access to mini golf. More

From US$ 481 Book Now

Luxurious 3Bd Penthouse L Private Patio L Gym L Stunning Rooftop

1122 West Chicago Avenue, Chicago, United States View map

Welcome to the Luxurious 3Bd Penthouse, where urban sophistication meets modern comfort in the vibrant neighborhood of West Town, Chicago. Nestled along the bustling stretch of West Chicago Avenue… More

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Stone Mansion Sleeps 10-20 Free Tv & Parking

3152 North Pine Grove Avenue, Chicago, United States View map

**Welcome to Stone Mansion, a Luxurious Retreat in Lakeview** Situated in the lively Lakeview area, guests are just moments away from the excitement of Wrigley Field, along with a myriad of other… More

From US$ 1891 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

1Br Tranquil Hyde Park Apartment - Harper 202 & 402 Rep

5345 South Harper Avenue, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the 1-room 1Br Tranquil Hyde Park Apartment - Harper 202 & 402 Rep Chicago, which is merely 1.6 km from the Sprawling hands-on Museum of Science and… More

From US$ 336 Book Now

Medical District 2Br With Jacuzzi & Parking

2329 West Harrison Street Unit 1, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 2-bedroom Stylish 2Br Walk To Rush Uic 10 Min Downtown Chicago Free Parking Wifi apartment, which is approximately 6 km from the skyscraper 360… More

From US$ 216 Book Now

South Loop 3 Bedroom Apt

1314 South Wabash Avenue, Chicago, United States View map

South Loop 3 Bedroom Apt Chicago lies 2.2 km from the public art Cloud Gate Sculpture and within 5 minutes' walk of Roosevelt tube station. More

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Exquisite Rogers Park 1 Bedroom, 1 Bath Apartment Near Evanston

2324 West Touhy Avenue, Chicago, United States View map

Exquisite Rogers Park 1 Bedroom, 1 Bath Apartment Near Evanston Chicago is located a 25-minute stroll from Rogers Park Beach and 2.3 km from Loyola Park. More

From US$ 261 Book Now

North Center Chicago - Walkable - Transit Accessible - King & Queen Beds

2117 West Irving Park Road 3R, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 88 m² North Center Chicago - Walkable - Transit Accessible - King & Queen Beds apartment, which is a mere 200 metres from Saint Benedicts Roman… More

From US$ 688 Book Now

Beautiful Chicago 2Bd 1Ba

4107 West Pierce Avenue, Chicago, United States View map

Overlooking the street, the 102 m^2 Beautiful Chicago 2Bd 1Ba Apartment is 4.8 km from Oak Park River Forest Museum in Chicago. Wi-Fi and parking are also available at this 1-bedroom apartment. More

From US$ 242 Book Now

Alluring Studio Apartment In Jefferson Park - Leland 1N

5600 West Leland Avenue 1N, Chicago, United States View map

Located a 10-minute stroll from Jefferson Park Transit Center underground station, Alluring Portage Park Studio Apt Close To Shops - Leland 1N Apartment Chicago also boasts proximity to Bulgarian… More

From US$ 152 Book Now

The Wrigleyville Deluxe -Steps From Wrigley Sleeps 10

3618 North Racine Avenue, Chicago, United States View map

**Discover The Wrigleyville Deluxe - Steps From Wrigley Sleeps 10** The Wrigleyville Deluxe is designed with convenience in mind, offering essential amenities such as towels and air conditioning to… More

From US$ 697 Book Now

Cozy Nest In Chicago'S Vibrant Lincoln Square

2259 West Leland Avenue, Chicago, United States View map

The spacious 2-bedroom Cozy Nest In Chicago'S Vibrant Lincoln Square Apartment is also located approximately 5 minutes' walk from Lincoln Square. More

From US$ 229 Book Now

Brilliant Downtown Chicago 3-Bedroom Condominium

158 West Huron Street 3C, Chicago, United States View map

To enjoy your vacation in Chicago, stay at the spacious 130 m^2 Brilliant Downtown Chicago 3-Bedroom Condominium apartment, which is approximately a 10-minute ride from Museum Campus and at a… More

From US$ 418 Book Now

Stylish Cozy 3Br 420 Friendly Apartment With Gym Near Mccormick Place, Grant Park And Soldier Field

2112 South Michigan Avenue Unit 3, Chicago, United States View map

The 116 m² Stylish Cozy 3Br 420 Friendly Apartment With Gym Near Mccormick Place, Grant Park And Soldier Field Chicago is located around a 25-minute walk from the Illinois Institute of Technology and… More

From US$ 906 Book Now

Modern & Furnished 2Br Apt With In-Unit Laundry - Sunnyside 2E

5120 West Sunnyside Avenue, Chicago, United States View map

The 90 m^2 Modern 2Br Furnished Apt W In-Unit Laundry - Sunnyside 2E Apartment apartment is at a 2.8 km distance from the 39-acre Gompers Park. More

From US$ 196 Book Now