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2026-11-08
2026-11-09
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Family Hotels in Chicago

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

Modern 2Br Loft With Amazing City Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field

2036 South Michigan Avenue 712, Chicago, United States Show map

The 2-bedroom Modern 2Br Loft With Amazing City Skyline View And Optional Parking For 8 Guests Near Mccormick Place And Soldier Field Chicago apartment is situated in South Loop, set including… More

From US$ 329 Book Now

2-Bed 2-Bath Apt - Close To Uc W/ Free Parking

118 South Leavitt Street Unit 3, Chicago, United States Show map

2-Bed 2-Bath Apt - Close To Uc W/ Free Parking Chicago lies 3.8 km from Skydeck Chicago and about 5 minutes' drive from Illinois Medical District tube station. More

From US$ 130 Book Now

Suite 2 On Southport 4 Queen Beds

2501 North Southport Avenue, Chicago, United States Show map

Situated around 500 metres from Saint Josaphat Catholic Church, 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

Modern 2Br In South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail

61 East 21St Street Unit 612, Chicago, United States Show map

The spacious Modern 2Br In South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail Chicago apartment is located 3.2 km from the 20-acre public Maggie Daley Park and 13 minutes' walk… More

From US$ 308 Book Now

Magnificent New Home W/8 Beds & Free Parking

2019 North Bingham Street, Chicago, United States Show map

The 4-bedroom Magnificent New Home W/8 Beds & Free Parking Chicago offers quick access to such tourist spots as the live music venue "Congress Theater", situated merely 5 minutes' walk away. Offering… More

From US$ 301 Book Now

City-View Chicago 3-Br Rooftop

1619 North Clybourn Avenue C, Chicago, United States Show map

The 189 m² City-View Chicago 3-Br Rooftop apartment is located in Lincoln Park with cafés and boutique shops, only a 6-minute walk from Newcity Mall. This 3-bedroom apartment can hold up to 6 guests. More

From US$ 231 Book Now

Brownstone In Gold Coast

57 East Cedar Street, Chicago, United States Show map

Brownstone In Gold Coast Apartment Chicago is nestled in Downtown Chicago, which is an incredible destination for art, fashion and adventure, approximately 25 minutes' walk from Millennium Public… More

From US$ 302 Book Now

Chateau De Woodlawn - Room II - Le Parisienne

6554 South Rhodes Avenue 1, Chicago, United States Show map

Located 3 km from the Sprawling hands-on Museum of Science and Industry, Chateau De Woodlawn - Room II - Le Parisienne Chicago hotel is a 5-minute walk from Emmett Till and Mamie Till-Mobley House. More

From US$ 97 Book Now

The Neighborhood Hotel - Little Italy Li

1431 W Taylor Street, Chicago, Il, 60607, Chicago, United States Show map

Featuring baggage storage, the comfortable The Neighborhood Hotel - Little Italy Li Chicago is located about a 5-minute stroll from Arrigo Park. The smoke-free hotel is a good starting point for… More

From US$ 329 Book Now

Upscale Apartment Westside Of Chicago

1440 South Kedzie Avenue, Chicago, United States Show map

Upscale Apartment Westside Of Chicago lies within a 7-km distance of Skydeck Chicago and a mere 10 minutes' stroll from Kedzie tube station. More

From US$ 253 Book Now

2Br Airy & Tidy Apt With Free Covered Parking - Central Modern

North Central Avenue 4722, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 130 m² 2Br Airy & Tidy Apt With Free Covered Parking - Central Modern Chicago, which is 700 metres from Congregational Church of Jefferson Park and a 17… More

From US$ 187 Book Now

1Br Stylish Apartment, Perfect For Getaway - Oakdale 201

West Oakdale Avenue 541, Chicago, United States Show map

The 500 m² 1Br Stylish Apartment, Perfect For Getaway - Oakdale 201 Chicago offers proximity to such tourist attractions as The Brewster Building, situated 6 minutes' walk away. More

From US$ 431 Book Now

Suite 1 On Southport 4 Queen Beds

2501 North Southport Avenue, Chicago, United States Show map

Situated a 6-minute walk from Saint Josaphat Catholic Church, Suite 1 On Southport 4 Queen Beds Chicago offers proximity to various nearby tourist attractions. More

From US$ 141 Book Now

Walk To Wrigley 3Br1Ba Sleeps 8 Free Parking

1120 West Barry Avenue, Chicago, United States Show map

Located approximately a 25-minute walk from the private DePaul Catholic University, Walk To Wrigley 3Br1Ba Sleeps 8 Free Parking Apartment Chicago is 2.8 km from a top family-friendly place like the… More

From US$ 357 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

Penthouse Level, Stunning Wrigley Stay

820 West Newport Avenue Unit 3, Chicago, United States Show map

The 110 m² Penthouse Level, Stunning Wrigley Stay Chicago apartment is located merely 1 km from Gill Park and just an 8-minute walk from Closet. This 2-bedroom apartment provides a private parking… More

From US$ 170 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

Slumber Stay - Mccormick

2036 South Michigan Avenue, Chicago, United States Show map

Offering a location 5 minutes' walk from Second Presbyterian Church of Chicago, Slumber Stay - Mccormick Chicago hotel offers 78 rooms. There is also a car park. More

From US$ 229 Book Now

Foundry Unmatched Skyline Views At Lincoln Park

1475 North Kingsbury Street, Chicago, United States Show map

Nestled about a 5-minute walk from Newcity Mall, the 2-room Foundry Unmatched Skyline Views At Lincoln Park Apartment Chicago offers quick access to numerous tourist attractions nearby. This… More

From US$ 655 Book Now

Fully Furnished 2Br Apartment Near Oak Park I Utilities Included I Car Rental Available

1336 North Central Avenue, Chicago, United States Show map

The 2-bedroom Fully Furnished 2Br Apartment Near Oak Park I Utilities Included I Car Rental Available Chicago is also located nearly 5 minutes' walk from Galewood Park. The apartment sleeps up to 5… More

From US$ 84 Book Now

The Haven, Great Location Near Downtown, Medical District And United Center

2534 West Harrison Street, Chicago, United States Show map

The 3-bedroom The Haven, Great Location Near Downtown, Medical District And United Center Apartment Chicago is approximately a 25-minute walk from the indoor United Center Arena. Featuring a… More

From US$ 352 Book Now

Brownstone In Gold Coast - Downtown

57 East Cedar Street #Dt, Chicago, United States Show map

Located only 1 km from the Oak Magnificent Mile Street, the spacious 1-bedroom Brownstone In Gold Coast - Downtown Apartment Chicago is around 25 minutes' walk from a top family-friendly place like… More

From US$ 101 Book Now

1Br Relaxing Apt In Lakeview Close To Restaurants - Belmont H6

1623 West Belmont Avenue H6, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at 1Br Relaxing Apt In Lakeview Close To Restaurants - Belmont H6 Chicago, which is around 1 km from Margaret Donahue Park and about a 10-minute drive from the… More

From US$ 165 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

Lyons' Den

1831 West Belle Plaine Avenue, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious Lyons' Den Apartment Chicago, which is 2.4 km from the baseball stadium "Wrigley Field" and a mere 12 minutes' walk from Cuyler Covenant Church… More

From US$ 215 Book Now

Sage Modern Apartments Near Union Park In West Loop

West Van Buren Street 1044, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 5-room Sage Modern Apartments Near Union Park In West Loop Chicago, which is only 1.6 km from Skydeck Chicago and within 25 minutes' walk of the modern… More

From US$ 386 Book Now

The Roscoe Village Guesthouse

2009 West Roscoe Street, Chicago, United States Show map

Located in the Roscoe Village district, within 500 metres of Fellger Park, the spacious The Roscoe Village Guesthouse Chicago accommodates up to 4 guests. Wi-Fi and a car park are also available at… More

From US$ 282 Book Now

Bridgeport Place - Free Parking, Mccormick Place-Sox Park

1237 West 32Nd Place, Chicago, United States Show map

The 60 m² Bridgeport Place - Free Parking, Mccormick Place-Sox Park Chicago apartment is a great place to stay in Bridgeport with diverse food options, art and park space, 2.7 km from Chicago… More

From US$ 384 Book Now

Cozy Chicago Apartment Next To The River

1454 West Fuller Street, Chicago, United States Show map

2-bedroom Cozy Chicago Apartment Next To The River is located around 10 minutes by car from the indoor public Shedd Aquarium and around 7 km from the Oak Magnificent Mile Street. Wi-Fi and parking… More

From US$ 300 Book Now

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

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

The spacious 2-bedroom Trendy West Town Flat - 2 Bed / 1.5 Bath W Parking Apartment Chicago is located 3.4 km from Chicago Union train station and around 5 minutes' walk from Chicago Truborn. This… More

From US$ 283 Book Now

Webster House

402 W. Webster, Chicago, United States Show map

The 58 m² Webster House Apartment Chicago offers easy access to such tourist sites as Lincoln Monument, located about a 5-minute walk away. 3.2 km from the baseball stadium "Wrigley Field", this 1… More

From US$ 230 Book Now

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

Lakefront Rooftop Parking

7346 South South Shore Drive, Chicago, United States Show map

Overlooking the lake, Lakefront Rooftop Parking Chicago villa enjoys a beachfront setting merely a 5-minute walk from The Isreal of God. Providing guests with Wi-Fi and parking, the 3-bedroom villa… More

From US$ 301 Book Now

Mccormick Place 2Br Stylish Suite With Optional Parking And Gym For Up To 8 Guests Near Soldier Field And Grant Park

2036 South Michigan Avenue Apt 305, Chicago, United States Show map

Mccormick Place 2Br Stylish Suite With Optional Parking And Gym For Up To 8 Guests Near Soldier Field And Grant Park Chicago is located merely a 5-minute walk from Second Presbyterian Church of… More

From US$ 374 Book Now

The Wrigleyville Vip-200 Steps From Wrigley Field

3618 North Racine Avenue, Chicago, United States Show map

The 116 m² The Wrigleyville Vip-200 Steps From Wrigley Field Chicago apartment is located merely 0.6 km from Sheil Park Playground and merely 5 minutes' walk from Holy Trinity Lutheran Church. This 2… More

From US$ 891 Book Now

Chicago Condo W/ Balcony: Walk To Cta Stations!

813 S Bell Ave #3, Chicago, United States Show map

Offering access to entertainment venues such as the skyscraper 360 Chicago Observation Deck, situated approximately 6 km away, the 2-bedroom Chicago Condo W/ Balcony: Walk To Cta Stations! villa can… More

From US$ 138 Book Now

Freshly Minted 2Br - Elegance & Comfort In Central Chicago

North Elizabeth Street, Chicago, United States Show map

Situated about 5 minutes' walk from Wndr Museum, the spacious 2-bedroom Freshly Minted 2Br - Elegance & Comfort In Central Chicago apartment can host up to 6 guests in Chicago. Wi-Fi is provided for… More

From US$ 838 Book Now

Historic Luxury Townhouse In Downtown Chicago

71 East Bellevue Place The Townhouse, Chicago, United States Show map

Situated just 6 minutes' walk from the skyscraper 360 Chicago Observation Deck, the 5-bedroom Historic Luxury Townhouse In Downtown Chicago Villa is ideal for up to 10 guests. Providing guests with… More

From US$ 1165 Book Now

The Chic Urban Oasis Near The Lake!

7306 South Yates Boulevard, Chicago, United States Show map

The 116 m² The Chic Urban Oasis Near The Lake! Chicago apartment is nestled in a residential area of Chicago, 3.5 km from the Sprawling hands-on Museum of Science and Industry and 6 minutes on foot… More

From US$ 136 Book Now

Chateau De Woodlawn - Room I - La Tour Eiffel

6554 South Rhodes Avenue 1, Chicago, United States Show map

The elegant Chateau De Woodlawn - Room I - La Tour Eiffel Chicago hotel offers quick access to Lincoln Memorial United Church Of Christ, which is only a 5-minute walk away. Indulge in this Chicago… More

From US$ 46 Book Now

Beautifully Renovated House 10 Mins From Downtown

4244 South Prairie Avenue, Chicago, United States Show map

Located 10 minutes' drive from Guaranteed Rate Field, Beautifully Renovated House 10 Mins From Downtown Villa Chicago offers karaoke for guests' leisure. The 6-bedroom villa boasts a sun deck, water… More

From US$ 779 Book Now

Avra Stylish Apartments Prime West Loop Location Near Union Park

1125 West Van Buren Street, Chicago, United States Show map

Situated nearly a 5-minute stroll from Chicago Children's Theatre, the 6-room Avra Stylish Apartments Prime West Loop Location Near Union Park Chicago also boasts easy access to Chicago Union train… More

From US$ 115 Book Now

Lakeview East Apartment

636 West Wellington Avenue, Chicago, United States Show map

The spacious 2-bedroom Lakeview East Apartment Chicago is located in Lakeview, which is one of the 77 community areas of Chicago, Illinois, nearly a 5-minute walk from Briar Street Theatre. This 139… More

Book Now

Jeffjack Heated Pool Penthouse In Chicago'S West Loop

601 West Jackson Boulevard, Chicago, United States Show map

Located 200 metres from Chicago Union railway station, the 1000 m² Jeffjack Heated Pool Penthouse In Chicago'S West Loop Apartment is just a 9-minute walk from Skydeck Chicago. Boasting a location in… More

From US$ 364 Book Now

The Banksy-Free Parking -4 Bedroom W King Bed- Firepit Rooftop Near United Center

2320 W Jackson Blvd, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the spacious 4-bedroom The Banksy-Free Parking -4 Bedroom W King Bed- Firepit Rooftop Near United Center Chicago apartment, which is around 15 minutes'… More

From US$ 1384 Book Now

Spacious 2Br Vacation Rental With City View, Optional Parking And Gym Near Mccormick Place & Downtown Chicago Attractions

2036 South Michigan Avenue Apt 402, Chicago, United States Show map

To enjoy your vacation in Chicago, stay at the 2-bedroom Spacious 2Br Vacation Rental With City View, Optional Parking And Gym Near Mccormick Place & Downtown Chicago Attractions apartment, which is… More

From US$ 348 Book Now

Mccormick Place Beautiful 2Br Apartment With Optional Parking Sleeps Up To 8 Near Soldier Field, Grant Park And Lakefront Trail

2036 South Michigan Avenue Apt 303, Chicago, United States Show map

The spacious Mccormick Place Beautiful 2Br Apartment With Optional Parking Sleeps Up To 8 Near Soldier Field, Grant Park And Lakefront Trail Chicago is located 350 metres from the indoor Wintrust… More

From US$ 133 Book Now

Spacious 2Br South Loop With Skyline View, Optional Parking And Gym Access Near Mccormick Place And Soldier Field

2036 South Michigan Avenue Unit 711, Chicago, United States Show map

Situated in South Loop, set including historic Printers Row, only a 5-minute walk from Second Presbyterian Church of Chicago, the 74 m² Spacious 2Br South Loop With Skyline View, Optional Parking And… More

From US$ 256 Book Now

Wrigley 2Br, 1Ba With Free Parking

3623 N Ashland Ave Floor 2, Chicago, United States Show map

The spacious 116 m² Wrigley 2Br, 1Ba With Free Parking Apartment Chicago lies only 1.4 km from the baseball stadium "Wrigley Field" and just 550 metres from Addison tube station. The 2-bedroom… More

From US$ 571 Book Now