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

Freshly Minted 2br - Elegance & Comfort In Central - Chicago, IL
9.8 82 reviews

Freshly Minted 2br - Elegance & Comfort In Central

apartment, Chicago
This luxurious two-bedroom Chicago apartment boasts an excellent location in the downtown area, offering easy access to public transport and proximity to Chicago's top restaurants and attractions.
The 2-bathroom flat, sleeping up to six guests, features a fully equipped kitchen, in-unit laundry, high-speed Wi-Fi, a smart TV, and access to a building swimming pool, fitness centre, and rooftop deck with city views; making it ideal for exploring Chicago.
Top Rated Condo • 65” Tv • Family-friendly 2br - Chicago, IL
No reviews

Top Rated Condo • 65” Tv • Family-friendly 2br

apartment, Elmwood Park
This Elmwood Park flat offers convenient access to dining, shopping, and public transport, with a short drive to downtown Chicago.
This family-friendly apartment sleeps up to six guests and features two bedrooms, one bathroom, air conditioning, on-site parking, and a full kitchen equipped with a fridge, freezer, microwave oven, air fryer, and rice cooker.
Inspiring Grotto Sleeps 10-20 Free Tv & Parking - Chicago, IL
8.0 1 review

Inspiring Grotto Sleeps 10-20 Free Tv & Parking

apartment, Chicago
This spacious Chicago apartment, located near Fullerton Beach (a 1.9km walk), Wrigley Field (1.9km), and Lincoln Park Zoo (2.7km), offers easy access to popular attractions.
The 186 square metre property boasts four bedrooms, two bathrooms, sleeps 10-20 guests, and includes a private garden, tennis court, free parking, and an electric vehicle charging point.
Oak Park Victorian By Flw Studio - Chicago, IL
9.9 140 reviews

Oak Park Victorian By Flw Studio

house, Oak Park
This Oak Park studio apartment is situated in the Frank Lloyd Wright district, a short walk from the Frank Lloyd Wright Home and Studio and Ernest Hemingway's home.
The newly renovated Victorian property offers four bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, high-speed internet, smart TVs, and free private parking for up to three vehicles.

Best Chicago, IL accommodations with a kitchen

Blueground | W. Loop, Pool, Gym & Lounge, Nr L - Chicago, IL
10 1 review

Blueground | W. Loop, Pool, Gym & Lounge, Nr L

apartment, Chicago
This studio apartment is located in the West Loop neighbourhood of Chicago, just a short walk from the Fulton Market district and the Chicago Riverwalk. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment is modern and comfortably furnished, with a fully equipped kitchen and laundry facilities. Guests can enjoy a range of amenities, including a swimming pool, gym, and terrace, as well as the convenience of parking and a pet-friendly policy.
The Broasis  4br W/ Parking Near Wrigley - Chicago, IL
9.8 112 reviews

The Broasis 4br W/ Parking Near Wrigley

apartment, Chicago
This four-bedroom apartment, sleeping eight, is situated in Wrigleyville, Chicago, a short 0.97 km walk from the Addison Brown Line 'L' train station and close to Wrigley Field, the Southport Corridor, and Boystown.
The property boasts a well-equipped kitchen, including a dishwasher and coffee maker, free parking (excluding game days), and complimentary access to The Metropolitan co-working space in the Willis Tower; it offers a unique blend of vintage building charm and modern amenities.
Zen City Escape | Patio + Free Parking - Chicago, IL
10 4 reviews

Zen City Escape | Patio + Free Parking

apartment, Chicago
This West Town flat is located in Chicago, a 3.5 kilometre walk from Millennium Park and 2.7 kilometres from Lake Michigan, with the Merchandise Mart and Cloud Gate also within easy reach.
This two-bedroom flat accommodates up to five guests and includes a deep soaking tub, an in-unit washer/dryer, and onsite uncovered parking, offering a quiet retreat with convenient access to Chicago's attractions.
Greek Consulate Historical Blg | Lincoln Park - 1 - Chicago, IL
9.0 2 reviews

Greek Consulate Historical Blg | Lincoln Park - 1

apartment, Chicago
This Chicago flat is situated in a district offering comfortable accommodation for groups, with convenient access to local amenities.
This six-bedroom, three-bathroom flat accommodates up to fourteen guests and features a kitchen with a fridge, air conditioning, and internet, providing a spacious and unique living environment suitable for larger groups seeking a memorable lodging experience.

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

The Bernadin- Designer 3br City Center With Balcony - Chicago, IL
8.0 1 review

The Bernadin- Designer 3br City Center With Balcony

apartment, Chicago
This casino-equipped flat offers a central Chicago location, a 17-minute stroll to Oak Street Beach, and is situated near Water Tower Chicago and 360 Chicago.
Spanning 149 square metres, this three-bedroom residence accommodates up to nine guests and boasts a patio with lake views, a hot tub, a fitness centre, and complimentary WiFi, with cycling opportunities nearby.
Premium 2br Apartments In Lincoln Park - Chicago, IL
No reviews

Premium 2br Apartments In Lincoln Park

apartment, Chicago
This four-bedroom flat is located in Chicago's Lincoln Park district, a 2-minute walk from iO Theater and Whole Foods, and within a 15-minute drive of Millennium Park and Navy Pier.
This family-friendly residence accommodates up to eight guests and offers a resort-style swimming pool, a fitness centre, a terrace, and a fully equipped kitchen, with parking available.
Sky-high 2br W/ Gym & City Views - Chicago, IL
No reviews

Sky-high 2br W/ Gym & City Views

apartment, Chicago
This Downtown Chicago flat is conveniently located less than 1.6km from Union Park and the United Centre, and within 3.2km of the Chicago Riverwalk and Michigan Avenue.
The 125 square metre, two-bedroom, two-bathroom apartment sleeps five, boasting a fully equipped kitchen, in-unit laundry, private balcony, and access to a swimming pool, fitness centre, and concierge services.
S Loop 2br W Pool Gym Spa Nr Grant Park Chi-740 - Chicago, IL
No reviews

S Loop 2br W Pool Gym Spa Nr Grant Park Chi-740

apartment, Chicago
This South Loop apartment is situated near Grant Park, within easy walking distance of the Field Museum and a short distance from other major attractions such as the Adler Planetarium and Cloud Gate (approximately 2km).
The 89 square metre property offers two bedrooms, two bathrooms, sleeps seven guests, and includes amenities such as a swimming pool, fitness centre, sauna, and free Wi-Fi; an indoor play area is also available in the building.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Comfy Condo - Gym, Free Parking & Modern Amenities - Chicago, IL
9.9 14 reviews

Comfy Condo - Gym, Free Parking & Modern Amenities

apartment, Chicago
This two-bedroom flat is located in Chicago's Edgewater district, offering convenient access to local eateries, coffee shops, the Lake Michigan shoreline, and Lincoln Park.
This accommodation sleeps four guests and features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, in-unit laundry, a communal fitness centre, and complimentary parking.
Stylish Modern-chic Apartment In Lincoln Square - Chicago, IL
9.9 231 reviews

Stylish Modern-chic Apartment In Lincoln Square

apartment, Chicago
This Lincoln Square flat on Foster Avenue, Chicago, is conveniently located near Winnemac Park and numerous local businesses.
The two-bedroom, one-bathroom apartment sleeps four, boasting a modern kitchen with dishwasher and microwave, air conditioning, parking, and excellent guest reviews; nearby attractions include bakeries, restaurants and breweries.
Arcade • Theater • Gym • Office • Sleeps 15 - Chicago, IL
No reviews

Arcade • Theater • Gym • Office • Sleeps 15

house, Chicago
This seven-bedroom, three-bathroom house in Chicago is located 11 kilometres from O'Hare International Airport, 11 kilometres from Wrigley Field, 15 kilometres from Lincoln Park Zoo, and 18 kilometres from the Museum of Contemporary Art.
This property offers 231 square metres of living space for up to 15 guests, featuring an arcade, theatre, gym, and home office, with complimentary WiFi and air conditioning provided.
Bohemian Lodge #3 ( Clean & Affordable Travel) - Chicago, IL
9.7 1006 reviews

Bohemian Lodge #3 ( Clean & Affordable Travel)

resort, Chicago
This Pilsen, Chicago flat is conveniently located in the Mexican-American cultural heartland, offering easy access to local restaurants and shops.
The self-contained apartment comprises one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, laundry facilities, and free on-street parking within a short walking distance.
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