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

Remodeled, Spacious And Bright Apartment  Near Loyola, Beach & Subway - Chicago, IL
10 429 reviews

Remodeled, Spacious And Bright Apartment Near Loyola, Beach & 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.
Wrigleyville Friends Unit - 5bdrm - Chicago, IL
9.3 142 reviews

Wrigleyville Friends Unit - 5bdrm

apartment, Chicago
This five-bedroom flat is situated in Wrigleyville, a lively neighbourhood just a short walk from Wrigley Field and close to Fullerton Beach, making it a great choice for families or groups visiting Chicago. The property boasts excellent user, location and cleanliness ratings.
The 60 square metre apartment offers a comfortable living space with a flat-screen TV and a fully equipped kitchen with a fridge, freezer and microwave. Guests can enjoy the Chicago weather on the terrace and benefit from the free Wi-Fi, air conditioning, parking and a garden.
Vintage Library Museum Retreat Near Cta Brown Line - Chicago, IL
10 40 reviews

Vintage Library Museum Retreat Near Cta Brown Line

apartment, Chicago
This private flat is located in a Chicago district offering excellent public transport links, mere metres from the CTA Brown Line and seconds from the Montrose 78 bus line, facilitating exploration of the city.
This two-bedroom dwelling accommodates up to four guests and features a kitchen with a fridge, freezer, and microwave, air conditioning, a garden, parking, and a bathroom with both a bathtub and a full-sized shower, offering a museum-like ambience.
3br Near O'hare • Office • Coffee Bar • Sleeps 9 - Chicago, IL
No reviews

3br Near O'hare • Office • Coffee Bar • Sleeps 9

apartment, Chicago
Reserve Chicago 358 is a three-bedroom, two-bathroom flat located in Chicago, offering convenient access to the city's attractions without being in the immediate city centre.
This family-friendly residence accommodates up to nine guests and features air conditioning, internet, a kitchen equipped with a fridge, freezer, microwave, and dishwasher, alongside on-site parking.

Best Chicago, IL accommodations with a kitchen

Livn Millennium Park Downtown Chicago Prem Studio - Chicago, IL
8.9 10 reviews

Livn Millennium Park Downtown Chicago Prem Studio

studio, Chicago
This studio apartment is located in Downtown Chicago, a 6-minute walk from Millennium Station and 600 metres from DePaul University, placing it within 800 metres of the city centre and close to attractions such as the Chicago Symphony Orchestra and Cloud Gate.
This 33 square metre self-contained flat accommodates up to three guests, featuring air conditioning, complimentary WiFi, and a kitchen equipped with a fridge, microwave oven, and dishwasher, with an in-unit washing machine also provided for convenience.
Chicago Row House Garden Apartmt - Chicago, IL
9.8 75 reviews

Chicago Row House Garden Apartmt

apartment, Chicago
This Chicago garden flat is conveniently located near the United Centre, a short distance (1.6km) from the West Loop and Fulton Market districts, and within a 4.8km radius of Millennium Park, the Art Institute of Chicago, and Willis Tower.
The self-contained apartment features a king-size Tempur-Pedic bed, a small kitchenette, a full bathroom, and accommodates two guests, offering easy access to local attractions and amenities including a fitness centre and parking.
Cheerful 3 Bedroom. Feels Like Home. - Chicago, IL
9.6 29 reviews

Cheerful 3 Bedroom. Feels Like Home.

apartment, Dunning
This Dunning family home, situated approximately 9.7 kilometres from the Frank Lloyd Wright Historic District and Copernicus Centre, offers easy access to Milwaukee Avenue's amenities.
Sleeping six guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, private patio, free Wi-Fi, and parking; nearby attractions include the Fashion Outlets of Chicago.
Bf - Bright And Cozy 1br Apartment In Logan Square! - Chicago, IL
9.8 290 reviews

Bf - Bright And Cozy 1br Apartment In Logan Square!

apartment, Chicago
This Logan Square flat is conveniently located in Chicago's trendy Logan Square neighbourhood, offering easy access to Chicago's attractions.
The 60-square-metre (646 sq ft) self-catering apartment features one bedroom, one bathroom, sleeps two guests, and includes amenities such as free Wi-Fi, parking, and a fully equipped kitchen.

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

Blueground West Loop Pool Gym Nr Willis Chi-1180 - Chicago, IL
No reviews

Blueground West Loop Pool Gym Nr Willis Chi-1180

apartment, Chicago
This West Loop flat offers convenient access to Chicago's landmarks, with Union Station 1.3 kilometres away, Willis Tower 1 kilometre away, and Millennium Station 1.8 kilometres away.
This one-bedroom flat, covering 43 square metres and accommodating up to three guests, features a fully equipped kitchen with a microwave and dishwasher, air conditioning, and a rooftop swimming pool with city views, with complimentary WiFi and an on-site fitness centre available.
Lux Apts With Lake Views And Top Amenities - Chicago, IL
9.8 52 reviews

Lux Apts With Lake Views And Top Amenities

apartment, Chicago
This Chicago apartment rental offers exclusive lake views and is centrally located near the Field Museum of Natural History, Grant Park, and DePaul University, approximately 16km from Midway International Airport.
The self-catering property features two bathrooms, a private terrace with a hot tub, a fully equipped kitchen, free Wi-Fi, air conditioning, and access to an indoor pool, jacuzzi, fitness centre, and parking including electric vehicle charging.
Luxury Designer Penthouse Combo | Nw | Gold Coast - Chicago, IL
8.7 3 reviews

Luxury Designer Penthouse Combo | Nw | Gold Coast

apartment, Chicago
This Gold Coast penthouse, situated in downtown Chicago, is steps from Michigan Avenue and offers unparalleled access to the city's finest shopping and dining.
Sleeping up to 16 guests, this six-bedroom, four-bathroom dwelling boasts a chef's kitchen with Viking appliances, a rooftop pool, fitness centre, and parking, all within a luxurious, mid-century modern setting.
Gold Coast Luxury: 2br With Sweeping City Vistas - Chicago, IL
No reviews

Gold Coast Luxury: 2br With Sweeping City Vistas

apartment, Chicago
This Gold Coast flat offers a prime Chicago experience, situated 800 metres from the Magnificent Mile and 1.6 kilometres from the Art Institute of Chicago.
This two-bedroom apartment accommodates up to five guests and features a private balcony, a fully equipped kitchen with complimentary Nespresso, and access to building amenities including a swimming pool, fitness centre, and rooftop terrace.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

House 5bed/3bath/1parking Close To Downtown & Lake - Chicago, IL
9.8 312 reviews

House 5bed/3bath/1parking Close To Downtown & Lake

house, Chicago
This spacious home is located in a safe and convenient neighbourhood on the border of Andersonville, Edgewater, and Rogers Park, just a short distance from Little India, Loyola University, and Northwestern University. The apartment has received excellent ratings for user experience, location, and cleanliness.
The apartment has five bedrooms, two kitchens, and two dining rooms, making it perfect for families or groups. Guests can enjoy a living room, a sunroom, a garden, a fitness centre, and parking, as well as access to the internet and air conditioning.
Lively 2br Apt In Lincoln Square - Eastwood 47-1 - Chicago, IL
9.3 296 reviews

Lively 2br Apt In Lincoln Square - Eastwood 47-1

apartment, Chicago
This apartment is conveniently located in the Ravenswood district, just a short distance from Wrigley Field and a range of other attractions, offering a peaceful escape from the city centre. It has received excellent ratings for its cleanliness, location, and overall experience.
The flat is spacious, with 100 square metres of living space, and features two separate bedrooms for privacy. It is fully equipped with everything you need for a comfortable stay, including a kitchen with a dishwasher and oven, air conditioning, free Wi-Fi, and parking.
Modern 2brd Apartment| 5min To Mccormick Place - Chicago, IL
9.8 201 reviews

Modern 2brd Apartment| 5min To Mccormick Place

apartment, Chicago
This recently refurbished two-bedroom flat is located in Chicago's South Loop, a short distance (approximately 1.6km) from the Illinois Institute of Technology, with easy access to the Green and Red lines, Guaranteed Rate Field (White Sox Stadium), and 31st Street Beach.
The spacious property sleeps four guests, offering a fully equipped kitchen, two private bedrooms with smart TVs, a dedicated workspace, fast Wi-Fi, and free on-street parking; nearby attractions include the Museum of Science and Industry and the Field Museum.
Large Executive Row House In Historic Pullman - Chicago, IL
9.7 96 reviews

Large Executive Row House In Historic Pullman

house, Chicago
This four-bedroom home is situated in a family-friendly neighbourhood, just a short walk from the Pullman National Monument and a train station, making it easy to explore Chicago. The property has consistently received excellent ratings for cleanliness, location, and user experience.
The house is spacious and comfortable, with two bathrooms and a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher. Guests can enjoy the private entrance, garden, and parking, as well as the high-quality bedding and air conditioning.
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