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Chicago, IL place to stay
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16282 Lodgings in Chicago, IL

Best family friendly Chicago, IL lodging

Among the 16282 accommodations in Chicago, IL, here are the 4 best for families

Pacman Arcade Getaway  Near Downtown  Sleeps 10 - Chicago, IL
9.7 137 reviews

Pacman Arcade Getaway Near Downtown Sleeps 10

apartment, Chicago
This Chicago apartment, situated in a residential area 5.6km from the city centre, offers easy access to Millennium Park and Soldier Field (both within a 15-minute drive), and is conveniently located near Guaranteed Rate Field.
The 88 square metre property sleeps 8-10 guests in a three-bedroom, one-bathroom layout, boasting two queen beds, one double bed, a sofa bed, a futon, and a queen-sized air mattress; it includes four Smart TVs, free high-speed Wi-Fi, and parking.
Lux Logan 3000 Sq Ft, Sleeps 12, Garage & Roofdeck - Chicago, IL
10 75 reviews

Lux Logan 3000 Sq Ft, Sleeps 12, Garage & Roofdeck

apartment, Chicago
This five-bedroom, four-bathroom house, ideal for large families or groups, is located in Chicago's Logan Square neighbourhood, offering easy access to local restaurants, coffee shops, and the elevated train line.
Sleeping up to twelve guests, the property boasts a rooftop deck with city views, a fully equipped kitchen including a dishwasher, two ground-floor bedrooms suitable for guests with mobility issues, and a two-car garage; a crib and wheelchair ramp are available on request.
1br Near South Loop | Mccormick Place - Chicago, IL
No reviews

1br Near South Loop | Mccormick Place

apartment, Chicago
This one-bedroom flat, ideal for convention-goers and business travellers, is situated just outside Chicago's downtown, offering a 5-minute drive to McCormick Place and a 10-15 minute drive to The Loop.
This pet-friendly apartment accommodates up to four guests with its trundle sofa, boasts a full kitchen with modern appliances and a coffee bar, and provides access to premium building amenities including a fitness centre, resident lounge, rooftop deck with grills, and secure parking for one vehicle.
Lincoln Park Single Family Home - Chicago, IL
9.8 313 reviews

Lincoln Park Single Family Home

apartment, Chicago
This spacious house in Lincoln Park is ideally located just 15 blocks from Wrigley Field, 5 blocks from the Kennedy Expressway, and 6 blocks from the EL, making it easy to explore the city. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
This four-bedroom home spans 390 square metres and comfortably accommodates up to 24 guests. The house offers a range of amenities, including a private garage, a fully equipped kitchen, a jacuzzi, a terrace, a garden, and a spa, ensuring a relaxing and enjoyable stay.

Best Chicago, IL accommodations with a kitchen

Arcade • Theater • Gym • Office • Sleeps 15 - Chicago, IL
No reviews

Arcade • Theater • Gym • Office • Sleeps 15

house, Chicago
This family-friendly seven-bedroom residence, managed by LuxuryLodgingSTR, is situated in Chicago's 985 Giddings area, offering convenient access to the city's major tourist attractions and landmarks.
This spacious dwelling accommodates up to 15 guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, along with air conditioning, a fitness centre, and parking, ensuring a comfortable stay.
Stunning Designer Loft In Fulton Market, Sleeps 24 - Chicago, IL
9.6 1348 reviews

Stunning Designer Loft In Fulton Market, Sleeps 24

apartment, Chicago
This apartment is located in the West Loop neighbourhood, just a short walk (less than 1km) from the Fulton Market district, known for its trendy restaurants and bars. It has excellent user, location, and cleanliness ratings.
The apartment has a spacious layout with multiple sleeping options, including two queen beds, two full-over-queen bunk bed sets, and a queen sleeper sofa, making it ideal for groups. It is fully equipped with a kitchen, a terrace, a garden, parking, and a washer and dryer.
️ New And Clean! Big Apartment With Parking - Chicago, IL
9.9 588 reviews

️ New And Clean! Big Apartment With Parking

apartment, Chicago
This apartment is located in Chicago, just a short walk from Montrose Beach and a few miles from Wrigley Field, Loyola University Chicago, and Lincoln Park Zoo, offering easy access to some of the city's most popular attractions. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has three bedrooms and three living areas, making it perfect for large groups. It comes with a fully equipped kitchen, free Wi-Fi, air conditioning, parking, and towels and bed linen are provided.
Spacious Roscoe Village Getaway - Chicago, IL
9.8 8 reviews

Spacious Roscoe Village Getaway

house, Chicago
This Roscoe Village detached house is situated within easy walking distance of numerous eateries, shops, and a Starbucks, with the Brown Line train station a mere 500-meter stroll away for convenient access to downtown Chicago.
This residence offers two floors of living space, accommodating up to six guests with flexible bedding, and boasts a chef's kitchen, a spacious deck, and a grass yard complete with a full-size barbecue.

Frequently asked questions about accommodations in Chicago, IL

  • What are the top attractions and must-see sites in Chicago, IL?

    You can't miss the iconic Willis Tower, formerly known as Sears Tower, offering breathtaking views of the city. The Art Institute of Chicago houses a world-class collection of art, including masterpieces by Monet and Van Gogh. And of course, no trip to Chicago is complete without a stroll along the Magnificent Mile, a vibrant shopping and dining destination.
  • Which cultural festivals and seasonal events should visitors attend in Chicago, IL?

    Chicago is known for its lively festivals, especially during the summer months. The Taste of Chicago, held in Grant Park, is a must-visit for foodies. If you're there in August, check out the Lollapalooza music festival, a major event attracting international artists. And for a truly unique experience, try the Chicago Blues Festival, celebrating the city's rich musical heritage.
  • What are the most convenient modes of transportation within Chicago, IL?

    Chicago's public transport system is excellent, with the 'L' train, a network of elevated and underground lines, being the most convenient way to get around. You can also hop on a bus, which covers a wider area. For shorter distances, consider walking or biking, especially around the downtown area and along the lakefront.
  • What outdoor activities and adventures are popular in and around Chicago, IL?

    Chicago has a beautiful lakefront, perfect for walking, jogging, and cycling along the Lakefront Trail. You can also rent a kayak or paddleboat and explore the waters of Lake Michigan. For a more adventurous experience, head to Lincoln Park Zoo, home to a variety of animals, or visit the Morton Arboretum, a sprawling botanical garden with stunning landscapes.
  • What types of accommodations are available in Chicago, IL?

    Chicago offers a wide range of accommodation options to suit every budget and preference. You can find luxurious hotels in the downtown area, like the Peninsula Chicago, as well as budget-friendly hostels and guesthouses in neighbourhoods like Wicker Park and Logan Square. For a unique experience, consider staying in a historic building or a chic boutique hotel.
  • When is the best time to visit Chicago, IL?

    The best time to visit Chicago is during the shoulder seasons, spring (April-May) and autumn (September-October), when the weather is pleasant and the crowds are smaller. You can enjoy the city's outdoor attractions without the summer heat and humidity. If you're a fan of winter festivities, December and January offer a magical experience with the city's Christmas markets and ice skating rinks.
  • What local dishes and culinary experiences are a must-try in Chicago, IL?

    Chicago is a foodie's paradise, with a diverse culinary scene. You must try a Chicago-style deep-dish pizza, with its thick crust and generous toppings. Also, don't miss the city's famous hot dogs, served on a poppy seed bun with a variety of toppings. For a sweet treat, indulge in a Chicago-style Italian beef sandwich or a slice of deep-fried cheesecake.
  • In which part of Chicago, IL should you consider renting accommodation?

    For easy access to the city's main attractions, consider staying in the downtown area, near the Magnificent Mile and Millennium Park. If you prefer a more local experience, explore neighbourhoods like Wicker Park, known for its trendy shops and restaurants, or Lincoln Park, with its beautiful park and diverse dining options.

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Best Chicago, IL lodging with a pool

Among the 16282 accommodations in Chicago, IL, here are the 4 best ones with a pool

Luxury South Loop Apt - Chicago, IL
10 7 reviews

Luxury South Loop Apt

apartment, Chicago
This modern one-bedroom flat is located in Chicago's South Loop, 300 metres from Grant Park and a short walk to Millennium Park and Museum Campus.
This property offers accommodation for four guests, featuring a dedicated workspace, in-unit laundry, fast Wi-Fi, and access to a swimming pool, hot tub, and fitness centre.
Modern 2 Bedroom/2 Bath Fulton Market Apartment - Chicago, IL
No reviews

Modern 2 Bedroom/2 Bath Fulton Market Apartment

apartment, Chicago
This Fulton Market flat offers a prime Chicago location, placing you within easy reach of numerous restaurants and business offices, with public transit options just a short walk away.
This two-bedroom, two-bathroom residence accommodates up to four guests and features a full kitchen, in-unit laundry, air conditioning, and access to a swimming pool and fitness centre, ensuring a comfortable stay.
Foundry Unmatched Skyline Views At Lincoln Park - Chicago, IL
No reviews

Foundry Unmatched Skyline Views At Lincoln Park

apartment, Chicago
Apartment. You will be in Chicago.
Facilities and services include air conditioning, a terrace and a washing machine. Take advantage of the Free Parking with this accommodation in Chicago!
Highrise Hideout (Fitness Center  Sauna) - Chicago, IL
9.8 115 reviews

Highrise Hideout (Fitness Center Sauna)

apartment, Chicago
This Michigan Avenue apartment offers a prime location in Chicago's central area, within walking distance of Millennium Park, Navy Pier, and the Chicago Riverwalk.
The two-bedroom, two-bathroom suite sleeps six guests and boasts in-unit laundry, high-speed Wi-Fi, and stunning city views, alongside access to a building with extensive amenities including a swimming pool, fitness centre and sauna.

Best Chicago, IL accommodations with parking

Walk To Blue Line: Sleek Apartment In Bucktown! - Chicago, IL
9.2 24 reviews

Walk To Blue Line: Sleek Apartment In Bucktown!

apartment, Chicago
This Chicago flat is situated 8 kilometres from downtown, offering convenient access to public transport and local attractions such as Concord Music Hall.
This updated two-bedroom flat comfortably accommodates up to six guests, featuring a well-equipped kitchen, central air conditioning, keyless entry, and complimentary WiFi, with shared coin laundry facilities available on-site.
Lovely Near Loyola - Enjoy The Wonderful Outdoor Space And Sun Room - Room For The Whole Crew Apts - Chicago, IL
9.8 338 reviews

Lovely Near Loyola - Enjoy The Wonderful Outdoor Space And Sun Room - Room For The Whole Crew Apts

apartment, Chicago
This three-bedroom flat is conveniently located just a few blocks from Loyola University in Chicago, within easy walking distance of Lake Michigan and a wide range of restaurants. The property has consistently received excellent ratings for its cleanliness, location and overall guest experience.
The flat is fully furnished and sleeps up to seven guests, with a queen bed, two double beds and a pull-out futon. Amenities include a fully equipped kitchen, a sunroom with a backyard, three televisions, Wi-Fi, cable TV and a parking permit for one car.
Chicago - Pilsen Studio Apartment - Unit B - Chicago, IL
9.1 9 reviews

Chicago - Pilsen Studio Apartment - Unit B

studio, Chicago
This Pilsen studio apartment is conveniently located in Chicago, 3.9 kilometres from the United Centre and within a 6.4-kilometre radius of Union Station, Guaranteed Rate Field, the Field Museum, and Willis Tower.
The self-contained apartment, sleeping up to three guests, offers a private terrace, a fully equipped kitchenette, free Wi-Fi, air conditioning, and access to a garden; parking is also available.
Pilsen Gem Near The Loop & Chinatown - Chicago, IL
10 21 reviews

Pilsen Gem Near The Loop & Chinatown

house, Chicago
This self-contained coach house is situated in Chicago's Little Italy, offering direct access to its dining scene and located within 5 kilometres of Chinatown, the Loop, Pilsen's 18th Street, and the United Center and Guaranteed Rate Field stadiums.
This studio apartment accommodates up to four guests with a sofa bed, featuring a kitchenette with a fridge and microwave, air conditioning, Wi-Fi, and a dedicated workspace.
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