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2026-11-13
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Family Friendly hotels in Chicago

Suite 2 On Southport 4 Queen Beds

2501 North Southport Avenue, Chicago, United States View map

Located just 6 minutes' walk from Supera Park, Suite 2 On Southport 4 Queen Beds Chicago villa offers quick access to various city attractions in the vicinity. More

From US$ 614 Book Now

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

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

**Welcome to the 2-Bed 2-Bath Apt - Close to UC with Free Parking**, where urban convenience meets suburban comfort in the vibrant heart of Chicago. This expansive apartment offers an inviting… More

From US$ 130 Book Now

City-View Chicago 3-Br Rooftop

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

The 189 m² City-View Chicago 3-Br Rooftop apartment lies in a prime location in Chicago, merely a 6-minute walk from the Newcity. Hosting up to 6 guests, this 3-bedroom apartment features a terrace… More

From US$ 231 Book Now

Magnificent New Home W/8 Beds & Free Parking

2019 North Bingham Street, Chicago, United States View map

Welcome to the Magnificent New Home W/8 Beds & Free Parking, an exquisite haven nestled in the vibrant Logan Square neighborhood of Chicago. This elegantly designed residence is a part of the… More

From US$ 301 Book Now

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

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

The spacious 88 m² Modern 2Br In South Loop Near Soldier Field, Grant Park, Downtown, & Lakefront Trail Chicago apartment includes a terrace and is situated about a 5-minute stroll from the Wintrust… More

From US$ 308 Book Now

Brownstone In Gold Coast

57 East Cedar Street, Chicago, United States View map

**Welcome to Brownstone in Gold Coast**, an exquisite retreat nestled in the vibrant heart of Chicago, offering guests unparalleled access to the city's most celebrated attractions. This enchanting… More

From US$ 302 Book Now

The Neighborhood Hotel - Little Italy Li

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

Located within 5 minutes' walk of the comfortable The Neighborhood Hotel - Little Italy Chicago, guests can quickly reach Arrigo Park. The smoke-free hotel features 42 rooms and comforts such as a… More

From US$ 264 Book Now

Chateau De Woodlawn - Room II - Le Parisienne

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

The comfortable Chateau De Woodlawn - Room II - Le Parisienne Chicago hotel provides proximity to the Frederick C. Frank Lloyd Wright's Robie House, which is located nearly a 25-minute walk away. More

From US$ 97 Book Now

Upscale Apartment Westside Of Chicago

1440 South Kedzie Avenue, Chicago, United States View map

**Welcome to Upscale Apartment Westside of Chicago, where comfort meets convenience in the vibrant heart of the city. More

From US$ 253 Book Now

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

North Central Avenue 4722, Chicago, United States View map

**Welcome to 2Br Airy & Tidy Apt With Free Covered Parking - Central Modern,** your ideal haven in Chicago, designed for those seeking convenience and comfort. Located just 15 km from Chicago O'Hare… More

From US$ 187 Book Now

1Br Stylish Apartment, Perfect For Getaway - Oakdale 201

West Oakdale Avenue 541, Chicago, United States View map

**Welcome to the 1Br Stylish Apartment, Perfect For Getaway - Oakdale 201**, a serene oasis nestled in the vibrant Lakeview neighborhood of Chicago. This charming accommodation is ideal for travelers… More

From US$ 431 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$ 529 Book Now

Penthouse Level, Stunning Wrigley Stay

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

**Welcome to the Stunning Wrigley Stay,** an exquisite escape in the vibrant heart of Lakeview, home to the legendary Wrigleyville and the Chicago Cubs. This air-conditioned haven offers a unique… More

From US$ 170 Book Now

Walk To Wrigley 3Br1Ba Sleeps 8 Free Parking

1120 West Barry Avenue, Chicago, United States View map

The spacious Walk To Wrigley 3Br1Ba Sleeps 8 Free Parking Chicago apartment offers easy access to such tourist sites as Chicago Theater Works, located about 5 minutes' walk away. This apartment… More

From US$ 357 Book Now

Stunning Duplex Condo #1 - Downtown River North

811 N Sedgwick St, Chicago, United States View map

Stunning Duplex Condo #1 - Downtown River North Chicago villa offers proximity to such city sites as the long-standing Carl Hammer Gallery, located just a 6-minute walk away. This Chicago holiday… More

From US$ 276 Book Now

Slumber Stay - Mccormick

2036 South Michigan Avenue, Chicago, United States View map

Located just a 5-minute stroll from the comfortable 3-star Slumber Stay - Mccormick Chicago hotel, guests can quickly reach the Second Presbyterian Church of Chicago. This Chicago aparthotel features… More

From US$ 229 Book Now

Brownstone In Gold Coast - Downtown

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

**Discover the Charm of the Brownstone in Gold Coast - Downtown** Beyond the comfort of the Brownstone, guests are ideally positioned to explore nearby landmarks such as the Chicago Museum of… More

From US$ 101 Book Now

Foundry Unmatched Skyline Views At Lincoln Park

1475 North Kingsbury Street, Chicago, United States View map

Located 10 minutes by car from the baseball stadium "Wrigley Field", Foundry Unmatched Skyline Views At Lincoln Park Apartment Chicago is 6 km from a top family-friendly place like the indoor public… More

From US$ 655 Book Now

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

2534 West Harrison Street, Chicago, United States View map

**Discover The Haven: A Comfortable Retreat in the Heart of Chicago** Nestled just moments from the vibrant downtown area, The Haven, Great Location Near Downtown, Medical District And United Center… More

From US$ 352 Book Now

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

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

Set in the vibrant Lakeview neighborhood, the 1Br Relaxing Apt In Lakeview Close To Restaurants - Belmont H6 is the perfect retreat for travelers seeking a blend of comfort and local charm. This cozy… More

From US$ 165 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$ 720 Book Now

The Roscoe Village Guesthouse

2009 West Roscoe Street, Chicago, United States View map

**Welcome to The Roscoe Village Guesthouse**, a charming abode nestled within the serene streets of Chicago's Roscoe Village neighborhood, just 9 km from the bustling Ogilvie Transportation Center. More

From US$ 282 Book Now

The Twin Lions: Bespoke Travel Lodge W/ Speakeasy*

1919 North Wolcott Avenue, Chicago, United States View map

The 139 m² The Twin Lions: Bespoke Travel Lodge W/ Speakeasy* Chicago is a great place to stay in the Bucktown district, 7 km from the half - mile - long Navy Pier. This 3-bedroom apartment is… More

From US$ 237 Book Now

Bridgeport Place - Free Parking, Mccormick Place-Sox Park

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

**Welcome to Bridgeport Place - Free Parking, McCormick Place-Sox Park, where comfort meets convenience in the heart of Chicago's vibrant Bridgeport neighborhood.** Just a short distance from notable… More

From US$ 196 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

Cozy Chicago Apartment Next To The River

1454 West Fuller Street, Chicago, United States View map

93 m² Cozy Chicago Apartment Next To The River is a great place to stay in Bridgeport with diverse food options, art and park space, 4.6 km from the super - tall skyscraper "Willis Tower". This 2… More

From US$ 300 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

Sage Modern Apartments Near Union Park In West Loop

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

To enjoy your vacation in Chicago, stay at Sage Modern Apartments Near Union Park In West Loop Chicago, which is 4.8 km from the 35-acre Lincoln Park Zoo and around 25 minutes' walk from the Art… More

From US$ 386 Book Now

Lakefront Rooftop Parking

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

**Experience the Elegance of Lakefront Rooftop Parking** Nestled in the vibrant heart of Chicago, Lakefront Rooftop Parking offers an exquisite retreat for both business and leisure travelers. More

From US$ 301 Book Now

The Wrigleyville Vip-200 Steps From Wrigley Field

3618 North Racine Avenue, Chicago, United States View map

**Welcome to The Wrigleyville, a splendid retreat just steps from the iconic Wrigley Field, perfect for baseball fans and culture seekers alike. Nestled in the vibrant Lakeview neighborhood, this… More

From US$ 891 Book Now

Chicago Condo W/ Balcony: Walk To Cta Stations!

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

Providing access to an ice rink, Chicago Condo With Balcony Walk To Cta Stations! villa is located approximately 25 minutes' walk from such sports venues as the multi - purpose Credit Union 1 Arena. More

From US$ 138 Book Now

Historic Luxury Townhouse In Downtown Chicago

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

Located in Downtown Chicago, which is an incredible destination for art, fashion and adventure, just a 6-minute walk from the Fourth Presbyterian Church, the 5-bedroom Historic Luxury Townhouse In… More

From US$ 1165 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 View map

Located in the San Giuliano district, a 5-minute walk from the Second Presbyterian Church of Chicago, the spacious Mccormick Place 2Br Stylish Suite With Optional Parking And Gym For Up To 8 Guests… More

From US$ 374 Book Now

The Chic Urban Oasis Near The Lake!

7306 South Yates Boulevard, Chicago, United States View map

The spacious The Chic Urban Oasis Near The Lake! Chicago apartment is located in a residential area of Chicago 5 minutes' walk from McKenzie Mission Church. More

From US$ 136 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

Chateau De Woodlawn - Room I - La Tour Eiffel

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

Positioned in the vibrant heart of Chicago, the enchanting Chateau De Woodlawn - Room I - La Tour Eiffel offers a unique blend of elegance and access to the city's finest attractions. Just a short… More

From US$ 46 Book Now

Lakeview East Apartment

636 West Wellington Avenue, Chicago, United States View map

Nestled in the vibrant Lakeview community, the Lakeview East Apartment embodies the essence of Chicago's artistic spirit. This remarkable residence not only offers stylish accommodations but also… More

Book Now

Sophisticated 3Br Suite - New Modern And Luxurious

160 North Elizabeth Street, Chicago, United States View map

The spacious 139 m² Sophisticated 3Br Suite - New Modern And Luxurious Chicago is located in Chicago, merely 10 minutes' stroll from the multi-purpose Credit Union 1 Arena, and offers guests an… More

From US$ 448 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 View map

The 88 m² Spacious 2Br Vacation Rental With City View, Optional Parking And Gym Near Mccormick Place & Downtown Chicago Attractions apartment is located around 6 km from Chicago Union train station… More

From US$ 348 Book Now

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

2320 W Jackson Blvd, Chicago, United States View map

Located about a 10-minute walk from Illinois Medical District underground station, the 2-room The Banksy-Free Parking -4 Bedroom W King Bed- Firepit Rooftop Near United Center Chicago apartment also… More

From US$ 1384 Book Now

Jeffjack Heated Pool Penthouse In Chicago'S West Loop

601 West Jackson Boulevard, Chicago, United States View map

Located merely a 5-minute walk from Ogilvie Transportation Center railway station, Jeffjack Heated Pool Penthouse In Chicago'S West Loop Apartment is 700 metres from the Skydeck Chicago. The spacious… More

From US$ 364 Book Now

Beautifully Renovated House 10 Mins From Downtown

4244 South Prairie Avenue, Chicago, United States View map

Experience the charm and elegance of the Beautifully Renovated House 10 Mins From Downtown, an exquisite retreat just moments away from the vibrant heart of the city. This thoughtfully designed haven… More

From US$ 779 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 View map

The spacious 84 m² Mccormick Place Beautiful 2Br Apartment With Optional Parking Sleeps Up To 8 Near Soldier Field, Grant Park And Lakefront Trail Chicago is located in the San Giuliano district, and… More

From US$ 133 Book Now

Large 2-Bedroom With Huge Roof Deck View Of Chicago Skyline

3019 North Clybourn Avenue Unit 3, Chicago, United States View map

The spacious Large 2-Bedroom With Huge Roof Deck View Of Chicago Skyline apartment is located approximately 8 km from Ogilvie Transportation Center train station and approximately 5 minutes' walk… More

From US$ 671 Book Now

Wrigley 2Br, 1Ba With Free Parking

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

The spacious 2-bedroom Wrigley 2Br, 1Ba With Free Parking Apartment Chicago features a convenient location right around the corner from the Merryman Playlot Park and hosts up to 6 guests. This 116 m²… More

From US$ 217 Book Now

Avra Stylish Apartments Prime West Loop Location Near Union Park

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

The 6-room Avra Stylish Apartments Prime West Loop Location Near Union Park Chicago lies in a business area of Chicago, just 0.8 km from Notre Dame Roman Catholic Church. The apartment features Wi-Fi… More

From US$ 115 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 View map

Spacious 2Br South Loop With Skyline View, Optional Parking And Gym Access Near Mccormick Place And Soldier Field Chicago apartment is located 5 minutes' walk from the Second Presbyterian Church of… More

From US$ 256 Book Now

Gorgeous North Kenwood Hyde Park Unit

4326 South Greenwood Avenue, Chicago, United States View map

The 3-room Gorgeous North Kenwood Hyde Park Unit Apartment Chicago offers a prime location within 5 minutes' walk of Restoration. The 16 m² apartment is situated within 8 km of Ogilvie Transportation… More

From US$ 299 Book Now

Mccormick Place Huge 2Br Cozy Loft Suite With Optional Parking Sleeps 8 Near Soldier Field And Grant Park

206, 2036 South Michigan Avenue, Chicago, United States View map

The spacious Mccormick Place Huge 2Br Cozy Loft Suite With Optional Parking Sleeps 8 Near Soldier Field And Grant Park Chicago includes a patio and is situated a 5-minute walk from the Wintrust Arena… More

From US$ 358 Book Now

Chic 1 Bedroom W Parking

33 South Ashland Avenue, Chicago, United States View map

**Welcome to Chic 1 Bedroom W Parking - A Contemporary Retreat in Chicago's West Loop** The Chic 1 Bedroom W Parking features both complimentary WiFi and on-site parking, catering to both business… More

From US$ 126 Book Now