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

Mccormick 3br Unit For 10 Guest Near Soldier Field - Chicago, IL
9.3 30 reviews

Mccormick 3br Unit For 10 Guest Near Soldier Field

apartment, Chicago
This South Loop apartment, situated on Michigan Avenue, is a 1.4km walk from McCormick Place and a short Uber ride from Soldier Field and the Museum Campus.
The three-bedroom, two-bathroom suite comfortably sleeps ten guests and boasts on-site amenities including a fitness centre, secure parking (at £24 per day), and a shared laundry.
Beautifully Renovated Loft-style Coach House - Chicago, IL
10 32 reviews

Beautifully Renovated Loft-style Coach House

apartment, Chicago
This industrial-chic loft-style coach house, a former cigar factory, is situated in Chicago's Humboldt Park/West Town district, directly opposite the Humboldt Park playground and swimming pool, with popular restaurants and bars within a 1.2-kilometre walk.
This family-friendly apartment sleeps eight, featuring three bedrooms and two bathrooms, with amenities including air conditioning, Wi-Fi, a full kitchen, a working gas fireplace, a private balcony, and shared access to a garden with a gas grill and fire pit, plus a rooftop deck offering city skyline views.
21st Floor Skyline 2br Near Grant Park & Field Museum - Chicago, IL
10 2 reviews

21st Floor Skyline 2br Near Grant Park & Field Museum

apartment, Chicago
This 2-bedroom flat offers a prime Chicago location, situated a 12-minute walk from Grant Park and 1.29 kilometres from the Art Institute of Chicago, with convenient access to DePaul University and cultural institutions.
Boasting spectacular city views from the 21st floor, this 112 square metre residence accommodates up to 13 guests and features on-site entertainment such as billiards and table tennis, alongside a relaxing outdoor fireplace area and private parking.
Modern 6 Br 3 Baths 11 Beds Sleeps 17 Birthday - Chicago, IL
10 3 reviews

Modern 6 Br 3 Baths 11 Beds Sleeps 17 Birthday

apartment, Chicago
This spacious six-bedroom flat in Chicago's Albany Park district offers a peaceful retreat, located a short drive from Michigan Avenue and Wrigley Field, with convenient access to Lake Michigan and Millennium Park.
This apartment accommodates up to 17 guests, featuring a luxurious dining room, a modern living room, extensive outdoor amenities including two gazebos and BBQ facilities, and parking for two vehicles alongside free street parking.

Best Chicago, IL accommodations with a kitchen

4br Flat By Douglass Park & Transit - Free Parking - Chicago, IL
9.6 11 reviews

4br Flat By Douglass Park & Transit - Free Parking

apartment, Chicago
This North Lawndale flat offers a prime Chicago location, a short walk to the Pink Line for access to the Loop, West Loop, and Illinois Medical District, and is close to Douglass Park and the United Center.
This modern apartment accommodates nine guests with four bedrooms, a chef's kitchen, and fast Wi-Fi, situated in a top-floor unit for privacy and featuring vintage art in its lounge.
Beautiful Studio Just Across From The Beach! - Chicago, IL
8.8 50 reviews

Beautiful Studio Just Across From The Beach!

apartment, Chicago
This Chicago Lakeview studio flat offers stunning lakefront views, being directly opposite Lake Michigan and a short 0.3km walk from the Bryn Mawr Red Line station.
The apartment features a newly refurbished kitchen with granite worktops, one bathroom, sleeps two guests, and benefits from air conditioning and readily available public transport links to explore the city.
Comfortable 3-bedroom Garden Unit In Chicago - Chicago, IL
9.6 62 reviews

Comfortable 3-bedroom Garden Unit In Chicago

apartment, Chicago
This Chicago apartment rental is situated in Avondale, conveniently close to the CTA Blue Line and major roadways, offering easy access to the city's attractions.
The three-bedroom, one-bathroom flat sleeps six, features a fully equipped kitchen with granite countertops, a dedicated workspace with a 24" Samsung monitor, and recently renovated furnishings including a pull-out sofa.
Charming Apt Near Shops & Train With Outdoor Area - Chicago, IL
9.9 73 reviews

Charming Apt Near Shops & Train With Outdoor Area

apartment, Chicago
This newly renovated garden flat in Lincoln Square is located two blocks from the district's centre, offering proximity to restaurants, shops, parks, and the Lycée Français, with two train stations within a five-minute walk providing a twenty-minute commute to the city centre.
This one-bedroom flat accommodates two guests and includes a kitchenette with a fridge, freezer, and microwave, air conditioning, a garden with ambient lighting, parking, and accessible laundry facilities, with O'Hare International Airport approximately 40 kilometres away.

Frequently asked questions about accommodations in Chicago, IL

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

    Chicago is packed with iconic sights! You definitely want to see the Willis Tower (formerly Sears Tower) for incredible city views. The Art Institute of Chicago is a must for any art lover, and you can't miss Millennium Park with its famous Cloud Gate sculpture, nicknamed 'The Bean'. And of course, no trip to Chicago is complete without a stroll along Navy Pier, with its Ferris wheel and bustling atmosphere.
  • What are the best accommodations in Chicago, IL?

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

    Chicago is a city that loves its festivals! In the summer, you'll find the Chicago Blues Festival and the Taste of Chicago, a huge food festival. For something a bit different, check out the Chicago Air and Water Show in August. And in the winter, don't miss the Christkindlmarket, a festive German Christmas market.
  • What are the best accommodations with a pool in Chicago, IL?

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

    The Chicago 'L' (elevated train) is the most efficient way to get around. It's easy to navigate and covers most of the city. You can also use the extensive bus network, or try Divvy, the city's bike-sharing system. Taxis and ride-sharing services are also readily available.
  • 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 has a lot to offer outdoors! Head to Lincoln Park for a walk or bike ride, or explore the scenic Lakefront Trail, which stretches along the lake. For a bit of adventure, try kayaking or stand-up paddleboarding on Lake Michigan. And if you're up for a day trip, visit the Morton Arboretum, a beautiful botanical garden just outside the city.
  • 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 Mag Mile Mega Entire Floor 4bd\/4ba+parking&rooftop.

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

    You'll find everything from budget-friendly hostels to luxurious hotels in Chicago. There are also plenty of charming bed and breakfasts and vacation rentals available. For a unique experience, consider staying in a historic hotel like the Palmer House Hilton or the Congress Plaza Hotel.
  • 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?

    Spring and autumn are generally the most pleasant times to visit Chicago, with mild temperatures and fewer crowds. Summer can be hot and humid, but it's a great time for outdoor activities and festivals. Winter can be cold, but it's a magical time to experience the city's festive atmosphere.
  • What are the best accommodations with parking in Chicago, IL?

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

    Chicago is a foodie paradise! You have to try a Chicago-style hot dog, with all the fixings. Deep-dish pizza is a must-try, and don't forget to sample some of the city's famous Italian beef sandwiches. For a sweet treat, grab a slice of Chicago-style cheesecake, or a box of Garrett Popcorn Shops popcorn.
  • In which part of Chicago, IL should you consider renting accommodation?

    The best area to stay depends on your interests. If you want to be close to the action, choose a hotel in the Loop or River North. For a more relaxed atmosphere, consider staying in Lincoln Park or Lakeview. If you're on a budget, the neighborhoods of Wicker Park or Logan Square offer more affordable options.

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

Uptown Gem - Chicago, IL
9.6 28 reviews

Uptown Gem

apartment, Chicago
The Uptown Gem apartment is situated in Chicago's Uptown neighbourhood, a short walk from Montrose Beach and Foster Beach, offering easy access to both the city and the lakefront. This apartment has consistently received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment comes with one bedroom and one bathroom, spanning 42 square metres, providing ample space for a comfortable stay. It offers a range of amenities, including a fully equipped kitchen, a balcony with city views, a swimming pool, a fitness centre, and a restaurant, making it ideal for a relaxing and enjoyable trip to Chicago.
2-story Penthouse -Views, Fireplace, Pool, Gym - Chicago, IL
10 251 reviews

2-story Penthouse -Views, Fireplace, Pool, Gym

apartment, Chicago
This penthouse flat is situated in the heart of downtown Chicago, offering breathtaking views of the city skyline and Lake Michigan. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The spacious two-storey property boasts 179 square metres of living space and comfortably accommodates up to seven guests. Residents can enjoy a range of amenities, including a swimming pool, jacuzzi, sauna, spa, fitness centre, and a terrace with panoramic views.
Two-story Penthouse, City Views, Pool, Gym - Chicago, IL
10 14 reviews

Two-story Penthouse, City Views, Pool, Gym

apartment, Chicago
This luxurious River North penthouse apartment, a short walk from North Michigan Avenue and close to the Art Institute of Chicago, offers breathtaking Lake Michigan views.
The 240 square metre, two-bedroom, three-bathroom dwelling boasts a two-storey layout, sleeps six guests, and includes a swimming pool, spa, parking, and a terrace; nearby water activities include jet skiing and kayaking.
Brand-new West Loop 3br + City Views For Families - Chicago, IL
9.8 85 reviews

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

apartment, Chicago
This new luxury three-bedroom flat is situated in Chicago's Fulton District, West Loop, offering direct footbridge access to Jewel Osco, and is within 500 metres of Little Italy and Union Park.
This family-friendly apartment for seven guests features a private balcony with skyline views, a fully equipped kitchen, air conditioning, a swimming pool, fitness centre, and a cinema room, with parking available.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Walkable 2br Apartment In Chicago South Loop With Optional Parking And Gym Access Near Mccormick Place, Museum Campus & Lakefront - Chicago, IL
9.8 6 reviews

Walkable 2br Apartment In Chicago South Loop With Optional Parking And Gym Access Near Mccormick Place, Museum Campus & Lakefront

apartment, Chicago
This family-friendly Chicago apartment is situated approximately 2.4 kilometres from the Field Museum and within 3.2 kilometres of the Art Institute of Chicago and the Chicago Symphony Orchestra.
This spacious 800-square-metre two-bedroom, two-bathroom dwelling sleeps up to eight guests and features a fully equipped kitchen, free Wi-Fi, a fitness centre, and on-site parking.
Mccormick Place Luxurious And Spacious 3br In Downtown Chicago With Optional Parking Sleeps 10 Guests - Chicago, IL
9.6 113 reviews

Mccormick Place Luxurious And Spacious 3br In Downtown Chicago With Optional Parking Sleeps 10 Guests

apartment, Chicago
This three-bedroom flat is situated in Downtown Chicago, just a short distance from renowned attractions like the Field Museum and the Art Institute of Chicago. The accommodation has received excellent reviews for its location, cleanliness, and overall experience.
The property comfortably sleeps eight guests and features a fully equipped kitchen with a dishwasher and oven. Guests can enjoy a range of amenities, including a fitness centre, a terrace, and on-site parking.
Modern Relaxing Northside Apt. In Jefferson Park - Chicago, IL
10 181 reviews

Modern Relaxing Northside Apt. In Jefferson Park

apartment, Chicago
This one-bedroom flat is situated in the Jefferson Park neighbourhood of Chicago, just 15 kilometres from O'Hare International Airport, offering a convenient location for travellers. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering property is ideal for two guests and features a comfortable king-size bed, a fully equipped kitchen with a Nespresso machine, a spacious living area with a large sofa and a 55-inch Smart TV, and a private patio for outdoor relaxation. Guests can also enjoy a 75-gallon reef aquarium and free street parking.
Entire House 1 City Block From Wrigley Field. - Chicago, IL
9.9 175 reviews

Entire House 1 City Block From Wrigley Field.

apartment, Chicago
This five-bedroom apartment is located in Wrigleyville, a lively neighbourhood just a short walk from Wrigley Field, restaurants and nightlife. It has been rated excellent for location, cleanliness and user experience.
The apartment is spread over two floors and a basement, comfortably accommodating up to 16 guests. It offers a fully equipped kitchen with a fridge, microwave oven and dishwasher, as well as air conditioning, parking and internet access.
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