Places to stay in Chicago, IL

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Chicago, IL place to stay
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16282 Best places to stay in Chicago, IL

Best family friendly Chicago, IL lodging

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

Designer Apartment 10 Min Walk To Wrigley! - Chicago, IL
10 5 reviews

Designer Apartment 10 Min Walk To Wrigley!

apartment, Chicago
This two-bedroom flat is located in Chicago's Lakeview district, a 5-minute walk from Wrigley Field and a 12-minute journey to the city centre.
This 56 square metre apartment, suitable for four guests, offers a fully-equipped kitchen, air conditioning, a balcony, and in-unit laundry facilities, with high-speed WiFi ideal for remote working.
Old Town Tranquility (+Parking) - Chicago, IL
9.9 106 reviews

Old Town Tranquility (+Parking)

apartment, Chicago
This Old Town flat is situated near Wells Street, a short 0.6km walk from the Clark/Division Red Line station, offering easy access to Chicago's key attractions.
The one-bedroom apartment sleeps four, boasting a king-size bed, fold-out sofa, chef's kitchen with granite worktops, and amenities including a washer/dryer, 50” Smart TVs, and a secluded courtyard.
Remodeled, Near Loyola, Beach And Subway - Chicago, IL
10 421 reviews

Remodeled, Near Loyola, Beach And Subway

apartment, Chicago
This apartment is located in the Rogers Park neighbourhood, just a short walk from Hartigan Beach and the Loyola Red Line "L" station, making it easy to explore Chicago's attractions. Guests have consistently rated it excellent for location, cleanliness, and overall experience.
The three-bedroom property offers ample space for up to six guests, spanning 139 square metres. It features modern amenities including a fully equipped kitchen, a private balcony, a heated back porch, and a Jacuzzi, ensuring a comfortable and enjoyable stay.
Livn West Loop Chicago King Studio - Chicago, IL
10 4 reviews

Livn West Loop Chicago King Studio

studio, Chicago
This newly renovated king studio is located in Chicago's West Loop Gate, a short walk from Union Station and Willis Tower, providing excellent access to the city centre.
This 42 square meter apartment accommodates two guests and features a fully equipped kitchen, in-unit washer and dryer, and secure elevator access, with dining and public transport within easy reach.

Best Chicago, IL accommodations with a kitchen

Lakefront Apartment - Chicago, IL
9.6 175 reviews

Lakefront Apartment

apartment, Chicago
This one-bedroom flat is located in the Sheridan Road area of Chicago, just a short walk from Ardmore Avenue Beach and Loyola University.
The apartment, which sleeps up to three guests, offers a comfortable and convenient stay with amenities such as a fully equipped kitchen, air conditioning, and parking, as well as access to running and biking trails along the lakefront.
Modern & Spacious Condo Minutes From The Loop - Chicago, IL
10 84 reviews

Modern & Spacious Condo Minutes From The Loop

apartment, Chicago
This West Town/Noble Square flat is ideally situated near Grand Avenue, offering easy access to downtown Chicago, approximately 3-5km away.
The three-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, a garden, parking, and modern furnishings; nearby attractions include numerous bakeries, restaurants, and breweries on Grand Avenue.
Studio Mins Walk To Dt Oak Park - Chicago, IL
9.8 107 reviews

Studio Mins Walk To Dt Oak Park

apartment, Oak Park
This Oak Park studio flat enjoys a central location, a 0.8km walk from the Frank Lloyd Wright Home and Studio and 1.6km from Oak Park's town centre.
The self-catering apartment, sleeping two, includes a kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, parking, and a garden; Petersen's Ice Cream and Giordano's Pizza are directly adjacent.
Hyde Park 5 Bed/3 Full Bath Condo- Travelers Only! - Chicago, IL
9.9 575 reviews

Hyde Park 5 Bed/3 Full Bath Condo- Travelers Only!

apartment, Chicago
This five-bedroom, three-bathroom Chicago apartment is situated near the University of Chicago and its hospital, approximately 8km from the city centre and a short distance from Lake Michigan.
The entire top floor offers 10 guests ample space, boasting a fully equipped kitchen, air conditioning, internet access, and on-site hosting, with a strict no-party policy ensuring a peaceful stay.

Frequently asked questions about accommodations in Chicago, IL

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

    Chicago's got a ton of iconic spots! You can't miss the Willis Tower (formerly Sears Tower) for incredible views, Millennium Park with its Cloud Gate sculpture, and Navy Pier for its Ferris wheel and entertainment. And of course, you need to walk along the Magnificent Mile, a stretch of shops and restaurants. You'll find plenty of museums too, like the Art Institute of Chicago and the Field Museum.
  • What are the best accommodations in Chicago, IL?

  • Which cultural festivals and seasonal events should visitors attend in Chicago, IL?

    Chicago's got something going on all year round! In the summer, there's the Taste of Chicago, a huge food festival, and Lollapalooza, a massive music festival. For the holidays, you've got the Christkindlmarket, a German Christmas market, and the ZooLights at Lincoln Park Zoo. And don't forget about the Chicago Marathon in the autumn!
  • What are the best accommodations with a pool in Chicago, IL?

  • What are the most convenient modes of transportation within Chicago, IL?

    Chicago's got a great public transport system! The 'L' (elevated train) is super convenient for getting around the city centre, and the buses cover a wide range of areas. If you're feeling adventurous, try the water taxis on the Chicago River. And of course, you can always rent a Divvy bike for a more active way to explore.
  • What are the best accommodations with a jacuzzi in Chicago, IL?

    The best accommodations with a jacuzzi in Chicago, IL are Classy And Cozy 2nd - Room, The Langham Chicago and Park Hyatt Chicago.

  • What outdoor activities and adventures are popular in and around Chicago, IL?

    Chicago's got plenty of outdoor fun! You can walk or bike the Lakefront Trail along Lake Michigan, visit Lincoln Park Zoo, or take a boat tour on the Chicago River. If you're up for a longer trip, head out to Indiana Dunes National Park, just a short drive away, for some beautiful beaches and hiking trails.
  • What are the best accommodations for families and kids in Chicago, IL?

    The best accommodations for families and kids in Chicago, IL are Artist Loft - Very Unique, The Peninsula Chicago and 2bd/2ba Mag Mile Masterpiece (+Rooftop).

  • What types of accommodations are available in Chicago, IL?

    You'll find a wide range of accommodation in Chicago, from budget-friendly hostels to luxurious hotels. You've got everything from trendy boutique hotels in the trendy Wicker Park neighbourhood to classic hotels in the Loop. And of course, there are plenty of Airbnb options for a more local feel.
  • What are the best pet friendly accommodations in Chicago, IL?

    The best pet friendly accommodations in Chicago, IL are Artist Loft - Very Unique, Art Deco-queen-salle De Bain Partagée and The Peninsula Chicago.

  • When is the best time to visit Chicago, IL?

    Chicago is beautiful all year round, but it really depends on what you're looking for. Spring and autumn are mild and pleasant, perfect for exploring the city. Summer is great for festivals and outdoor activities, but can get hot and humid. Winter is cold and snowy, but you can enjoy holiday markets and ice skating.
  • What are the best accommodations with parking in Chicago, IL?

  • What local dishes and culinary experiences are a must-try in Chicago, IL?

    Chicago's food scene is amazing! You have to try a Chicago-style hot dog with all the fixings, and a deep-dish pizza. And don't forget to grab a Chicago-style Italian beef sandwich. There's also a great craft beer scene, with loads of breweries to explore.
  • In which part of Chicago, IL should you consider renting accommodation?

    It really depends on what you're looking for! If you want to be in the heart of the action, the Loop is a great choice. For a more trendy vibe, check out Wicker Park or River North. If you're on a budget, you can find good deals in neighborhoods like Pilsen or Logan Square. And for a quieter experience, try Lincoln Park or Lakeview.

Popular destinations

Best Chicago, IL lodgings with a pool

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

Gold Coast Gem: A 2br Sanctuary W/ Stunning Views - Chicago, IL
10 1 review

Gold Coast Gem: A 2br Sanctuary W/ Stunning Views

apartment, Chicago
This luxurious Gold Coast apartment in downtown Chicago is situated near Washington Square Park, Loyola University Chicago, and Water Tower Place, offering easy access to many city attractions.
The 106-square-metre (1144 sq ft) flat features two queen bedrooms, a rollaway bed, a balcony, and high-end amenities including a Sonos sound system and a 75” TV; it comfortably sleeps five guests and is located within easy reach of Lake Michigan and Millennium Park.
Red Door - Chicago, IL
No reviews

Red Door

apartment, Berwyn
This spacious flat is located in a residential area of Berwyn, offering convenient access to local amenities and parks, with shops and dining establishments just a short walk away.
This four-bedroom, two-bathroom property sleeps up to nine guests and features two levels of living space, a private terrace, air conditioning, a kitchen, internet access, and access to a communal swimming pool, with dedicated parking at the rear.
Fully Furnished Gold Coast Luxury Condo With Sunset View Ideal For 30+ Day Stays - Chicago, IL
No reviews

Fully Furnished Gold Coast Luxury Condo With Sunset View Ideal For 30+ Day Stays

apartment, Chicago
This luxurious Gold Coast apartment, near the River North border, is steps from Michigan Avenue and Oak Street Beach.
The one-bedroom, one-bathroom flat sleeps two, boasting a fully equipped kitchen, in-unit laundry, high-speed Wi-Fi, a jacuzzi, and access to a building swimming pool, fitness centre, and 24-hour concierge.
Brand-new West Loop 3br + City Views For Families - Chicago, IL
10 1 review

Brand-new West Loop 3br + City Views For Families

apartment, Chicago
This three-bedroom Chicago apartment, situated in the West Loop's Fulton Market District, is within walking distance of Union Park and Little Italy, and a short 0.8 km drive from Randolph Street Market.
The 3-bedroom dwelling boasts a full kitchen with dishwasher, in-unit Sonos sound system, balcony with city views, access to a building swimming pool and terrace, and sleeps up to seven guests; a rollaway bed and travel cot are available.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Stylish 3br  Patio Deck  5 Min To Uchicago - Chicago, IL
9.3 23 reviews

Stylish 3br Patio Deck 5 Min To Uchicago

apartment, Chicago
This 3-bedroom flat in Chicago is located in a quiet residential district, a 15-minute drive from downtown and close to the University of Chicago, with the Museum of Science and Industry 4.5 kilometres away and the Lakefront 4.8 kilometres away.
This third-floor apartment offers accommodation for up to six guests, featuring air conditioning, a full kitchen with a dishwasher, a dedicated workspace, and a PS5 for entertainment, all within a secure gated building.
Entire House/united Center  /Garage-walk To Train - Chicago, IL
9.7 557 reviews

Entire House/united Center /Garage-walk To Train

house, Chicago
This West Loop townhouse, a seven-minute walk from the Blue Line and three miles (4.8km) from Lake Michigan, offers easy access to the United Centre and the trendy West Loop bars and restaurants.
Sleeping eight guests, the property boasts three bedrooms, two bathrooms, a well-equipped kitchen with dishwasher, free street parking (subject to snow restrictions) plus garage parking, a 48-inch Roku TV, and premium mattresses.
New Apartment - Chicago, IL
9.6 205 reviews

New Apartment

apartment, Chicago
This spacious Chicago apartment, located in Chinatown, is an 8-minute walk from the Cermak-Chinatown Red Line station and an 18-minute journey from McCormick Place.
The 111.5 m² (1200 sq ft) four-bedroom, two-bathroom flat sleeps seven guests and includes a kitchen with fridge and microwave, air conditioning, parking, and excellent guest reviews.
Home In Chicago - Chicago, IL
9.3 28 reviews

Home In Chicago

apartment, Chicago
This Oak Park apartment, situated approximately 13km from O'Hare International Airport and offering easy access to Chicago's city centre via the Metra, provides a suburban retreat near downtown Oak Park's amenities.
The two-bedroom flat sleeps five guests, boasts a spacious deck, includes a fully equipped kitchen with fridge and microwave, plus central air conditioning, a 65-inch TV, Netflix, Wi-Fi and easy street parking.
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