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

Giant 5-bedroom Home W/ Pool Table, 15 Min To Wrigley & Downtown - Chicago, IL
9.6 4 reviews

Giant 5-bedroom Home W/ Pool Table, 15 Min To Wrigley & Downtown

apartment, Chicago
This spacious 223 square metre five-bedroom, three-bathroom residence in Chicago's Irving Park district offers a classic early-1900s Craftsman Foursquare design and is a 3.2 to 4 kilometre Uber journey from landmarks including Wrigley Field, the city centre, and Soldier Field.
This family-friendly apartment accommodates up to 14 guests and features a fully-equipped chef's kitchen, a dedicated games room with a pool table and 75" smart TV, high-speed Wi-Fi, air conditioning, and parking, with a check-out time of 10:00 AM.
Lincoln Park Gem - Chicago, IL
9.5 213 reviews

Lincoln Park Gem

apartment, Chicago
This Lincoln Park flat is ideally situated in Chicago, approximately 2.4 kilometres from Wrigley Field and Lincoln Park Zoo, and a similar distance from Fullerton and North Avenue Beaches.
The three-bedroom, one-bathroom property boasts a balcony with garden views, a fully equipped kitchen, free Wi-Fi, and access to on-site amenities including a tennis court, children's play areas, and a snack bar; parking is also available.
Bright & Cozy 2 Bedroom Apt - 15 Min To Downtown! - Chicago, IL
9.7 143 reviews

Bright & Cozy 2 Bedroom Apt - 15 Min To Downtown!

resort, Chicago
This Bridgeport flat, near a bus stop and a short 8km drive from the CTA Orange Line, offers easy access to Chicago's South Side, Pilsen, Chinatown, and Guaranteed Rate Field (home of the Chicago White Sox).
The two-bedroom, one-bathroom apartment sleeps four, features a fully equipped kitchen with modern appliances, a 55-inch smart TV, dedicated workspace, and comfortable Nectar beds; guests can enjoy convenient public transport links and proximity to popular attractions.
Remodeled Splendid Flat In Bucktown +Back Porch, Ranked Guest Favorite! Pets Ok! - Chicago, IL
10 14 reviews

Remodeled Splendid Flat In Bucktown +Back Porch, Ranked Guest Favorite! Pets Ok!

apartment, Chicago
This Bucktown apartment in Chicago offers easy access to public transport, being a 0.8km walk from Chicago Clybourn Station and within 5km of attractions such as the United Centre, Lake Michigan, Wrigley Field, and Michigan Avenue.
The two-bedroom property sleeps six, features a fully equipped kitchen, private patio, garden access, and free Wi-Fi; housekeeping is available on request.

Best Chicago, IL accommodations with a kitchen

Lux Chicago Sfh 6 Br House W/ Garage + Yard - Chicago, IL
10 14 reviews

Lux Chicago Sfh 6 Br House W/ Garage + Yard

apartment, Chicago
This six-bedroom flat offers a prime location in Chicago's Andersonville district, providing convenient walking access to local shops, restaurants, and nightlife.
This spacious residence accommodates up to fourteen guests and features a chef's kitchen with Thermidor appliances, a professionally landscaped garden with a grill, and a rare two-car garage.
Stylish And Comfy Studio Near Loyola Park - Chicago, IL
9.6 102 reviews

Stylish And Comfy Studio Near Loyola Park

apartment, Chicago
This Chicago studio flat is ideally located near Loyola Park, a short distance from Lake Michigan.
The self-catering apartment offers a comfortable open-plan layout, sleeping two guests, and includes a well-equipped kitchen with fridge, freezer, and dishwasher, plus free on-street parking.
Bridgeport Boho Chic Vibes - Chicago, IL
9.8 13 reviews

Bridgeport Boho Chic Vibes

apartment, Chicago
This Bridgeport flat is situated a short walk from Guaranteed Rate Field and under 1.6km from Chicago's city centre.
The 80-square-metre property, boasting two queen-sized bedrooms, one bathroom, and a White Sox-themed design, comfortably sleeps four guests and includes a fully equipped kitchen, parking, and Wi-Fi.
Wrigley/lakeview Gem- Walk To Wrigley Field/ Parking Available! - Chicago, IL
9.0 76 reviews

Wrigley/lakeview Gem- Walk To Wrigley Field/ Parking Available!

apartment, Chicago
This Lakeview flat is situated less than 0.16 km from Wrigley Field and a short walk from the Addison Red Line station, offering easy access to Chicago's attractions.
The recently renovated one-bedroom apartment sleeps four, features a small kitchen with a fridge, microwave, and dishwasher, plus high-speed Wi-Fi and a 55" smart TV; a garden and parking are also available.

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

Metropolitan Escape (Indoor Pool  Fitness Center) - Chicago, IL
9.8 76 reviews

Metropolitan Escape (Indoor Pool Fitness Center)

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 flat sleeps five guests and includes a king and queen bed, a pull-out sofa bed, an air mattress, in-unit laundry, Roku, high-speed Wi-Fi, and access to a building with a swimming pool, jacuzzi, fitness centre, and more.
Ph W/ Bean & Lake Views, An Elite Stay - Chicago, IL
10 2 reviews

Ph W/ Bean & Lake Views, An Elite Stay

apartment, Chicago
This luxurious Chicago Loop penthouse apartment boasts stunning views of Cloud Gate, and is within walking distance of Millennium Park and Lake Michigan.
The 2662 sq ft (approximately 0.25 km²) property offers four bedrooms, four bathrooms, sleeps seven guests, and includes a fully equipped kitchen, swimming pool, and terrace; nearby attractions include Soldier Field and McCormick Place.
Front Row To The Lake & Skyline: Epic 60th Flr 3br - Chicago, IL
10 3 reviews

Front Row To The Lake & Skyline: Epic 60th Flr 3br

apartment, Chicago
This lakeside Chicago apartment, situated in the downtown area near Soldier Field and the Field Museum, offers easy access to State Street and Michigan Avenue shopping.
The 187-square-metre property boasts three bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, in-unit laundry, and access to a swimming pool, jacuzzi, and fitness centre.
Experience Chicago - Perfect For Work And Leisure - Chicago, IL
10 10 reviews

Experience Chicago - Perfect For Work And Leisure

apartment, Chicago
This luxurious Chicago condo is situated on the Magnificent Mile, offering unparalleled access to high-end shopping and dining, and is within easy reach of public transport.
The 32nd-floor apartment boasts a king-sized bed, fully equipped kitchen, and accommodates up to three guests, with a fitness centre, swimming pool, and stunning city views among its amenities.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

55th Floor Penthouse With Award-winning Views - Chicago, IL
9.9 1383 reviews

55th Floor Penthouse With Award-winning Views

apartment, Chicago
This penthouse apartment is situated in Downtown Chicago, just a short walk from Millennium Park, the Art Institute, and Navy Pier. The apartment has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment comfortably accommodates up to four guests and features a fireplace, floor-to-ceiling windows, and high-end finishes. Guests can enjoy access to a range of amenities, including a fitness centre, swimming pool, concierge service, and a terrace with stunning views of Lake Michigan and the city skyline.
Petfriendly Condo In Bucktown Near Blue Line - Chicago, IL
9.6 113 reviews

Petfriendly Condo In Bucktown Near Blue Line

apartment, Chicago
This Bucktown/Logan Square apartment is conveniently located near the Western Blue Line station, offering easy access to Chicago's city centre.
The two-bedroom, one-bathroom condo sleeps four, features a Peloton bike, in-unit laundry, and a fully equipped kitchen including a Nespresso machine; free on-site parking is also provided.
The Avondale Guesthouse - Chicago, IL
9.7 399 reviews

The Avondale Guesthouse

house, Chicago
The Avondale Guesthouse is situated in the Avondale neighbourhood of Chicago, just a short distance from Wrigley Field and Lincoln Park Zoo, making it a great base for exploring the city. The guesthouse consistently receives excellent ratings for its cleanliness, location, and overall user experience.
The property has three bedrooms, accommodating up to six guests, and is ideal for families or groups of friends. You can enjoy modern amenities like free Wi-Fi, a fully equipped kitchen, and a private patio, as well as explore the neighbourhood by bike or relax in the garden.
New Garden Studio Near Wrigley/depaul/dwtn - Chicago, IL
9.7 65 reviews

New Garden Studio Near Wrigley/depaul/dwtn

apartment, Chicago
This Lincoln Park garden flat offers self-check-in and is conveniently located near Wrigley Field, DePaul University, and Chicago's city centre, providing easy access to O'Hare International Airport (distances unspecified).
The one-bedroom apartment, sleeping up to three guests, includes a fully equipped kitchen, high-speed internet, a washer/dryer, and free on-street parking, plus a dedicated workspace and access to multiple streaming platforms.