Places to stay in Chicago, IL

16282 available accommodation offers

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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

Blueground | River North, Pool & Gym, Nr Mile - Chicago, IL
10 1 review

Blueground | River North, Pool & Gym, Nr Mile

apartment, Chicago
This furnished two-bedroom flat in Chicago's Near North Side offers excellent access to the city's attractions, situated in a central location approximately 800 metres from the Magnificent Mile.
This modern residence accommodates up to four guests, boasting a fully equipped kitchen, in-apartment laundry, air conditioning, a swimming pool, and a fitness centre, with pets welcome subject to restrictions.
Perfect For Couple Studio South Loop Stay Near Mccormick, Aquarium & Lake Michigan - Chicago, IL
9.0 1 review

Perfect For Couple Studio South Loop Stay Near Mccormick, Aquarium & Lake Michigan

studio, Chicago
This Chicago studio apartment is conveniently located near McCormick Place, approximately 2.4 kilometres from the Field Museum and 2.9 kilometres from the Art Institute of Chicago.
The 51-square-metre self-contained apartment sleeps up to four guests, features a fully equipped kitchen with dishwasher, in-unit laundry, a patio with city views, and optional parking plus access to a fitness centre and electric vehicle charging.
Pacman Arcade Getaway  Near Downtown  Sleeps 10 - Chicago, IL
9.7 134 reviews

Pacman Arcade Getaway Near Downtown Sleeps 10

apartment, Chicago
This Chicago apartment, situated in a residential area 5.6km from the city centre, offers easy access to Millennium Park and Soldier Field (both within a 15-minute drive), and is conveniently located near Guaranteed Rate Field.
The 88 square metre property sleeps 8-10 guests in a three-bedroom, one-bathroom layout, boasting two queen beds, one double bed, a sofa bed, a futon, and a queen-sized air mattress; it includes four Smart TVs, free high-speed Wi-Fi, and parking.
Iconic Gold Coast Studio - Chicago, IL
8.7 3 reviews

Iconic Gold Coast Studio

apartment, Chicago
This Gold Coast apartment offers exceptional access to Chicago's key attractions, being located blocks from Oak Street Beach and the Magnificent Mile, and a short walk (approximately 0.8 km) from the Clark/Division Red Line station.
Sleeping four guests, this family-friendly flat boasts a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher, plus air conditioning, a fitness centre, and excellent guest reviews; nearby activities include exploring the Loop, Navy Pier, and numerous museums.

Best Chicago, IL accommodations with a kitchen

Modern Minimalist Studio | Heart Of Gold Coast - Chicago, IL
9.3 22 reviews

Modern Minimalist Studio | Heart Of Gold Coast

apartment, Chicago
This studio flat is situated in Chicago's Gold Coast district, a mere 500 metres from Oak Street Beach and a 1.4 kilometre walk to the Magnificent Mile, with the Art Institute of Chicago approximately 1.2 kilometres away and Rush Street dining and bars just 500 metres distant.
This accommodation welcomes pets, offers air conditioning, a kitchen with a fridge and microwave, and provides a dedicated workspace with WiFi, accommodating up to two guests.
1br Fully Equipped & Central - Chicago, IL
9.4 37 reviews

1br Fully Equipped & Central

apartment, Chicago
This furnished one-bedroom flat in Chicago offers excellent access to the city's attractions, with key landmarks and public transport links a short distance away.
This cat-friendly accommodation, situated on the third floor accessible by stairs, sleeps two guests and includes a fully equipped kitchen, Wi-Fi, and a king-sized bed.
2br  Newly Furnished Modern Apt  Near O'hare - Chicago, IL
No reviews

2br Newly Furnished Modern Apt Near O'hare

apartment, Chicago
This Cook County flat offers convenient access to O'Hare International Airport (ORD), approximately 16 kilometres away, and the Donald E. Stephens Convention Centre, also around 16 kilometres distant, with Presence Resurrection Medical Centre a mere 800 metres from your doorstep.
This three-bedroom, one-bathroom property accommodates up to five guests, features a fully equipped kitchen with a coffee maker, a comfortable living area with a 55-inch 4K Smart TV, a dedicated workspace, and in-building coin-operated laundry facilities, with free street parking available.
Lincoln Park Living - Suite 2 - Chicago, IL
8.5 22 reviews

Lincoln Park Living - Suite 2

house, Chicago
This Lincoln Park house rental is ideally located in Chicago, 1.9km from Wrigley Field and 2.6km from Lincoln Park Zoo, offering easy access to beaches and downtown.
The 93 square metre property features two bedrooms, two bathrooms, sleeps up to ten guests, and includes a fully equipped kitchen, air conditioning, private patio, free Wi-Fi, and in-unit laundry.

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

43 Fl World-class Escape W/breathtaking Lake Views - Chicago, IL
10 1 review

43 Fl World-class Escape W/breathtaking Lake Views

apartment, Chicago
This Chicago apartment is situated in the Downtown Chicago neighbourhood, a 0.6km walk from State Street and 1.9km from Lake Michigan, offering easy access to the Willis Tower, Merchandise Mart, Field Museum of Natural History, and Museum of Science and Industry.
The 123 square metre dwelling comprises three bedrooms, two bathrooms, a fully equipped kitchen, in-unit laundry facilities, and access to a shared swimming pool, hot tub, and fitness centre; it sleeps up to six guests comfortably.
*Brand New* Luxury Apt In Downtown Chicago - Chicago, IL
10 6 reviews

*Brand New* Luxury Apt In Downtown Chicago

apartment, Chicago
This stylish Chicago apartment is centrally located, within a 0.8-2.4km walk of the Willis Tower, Millennium Park, and the Chicago Riverwalk.
The one-bedroom flat, sleeping up to three guests, boasts a fully equipped kitchen, in-unit laundry, a 55" smart TV, and access to a building swimming pool, fitness centre, and rooftop lounge.
The Stadium Overlook (Fitness Center  Sauna) - Chicago, IL
9.9 56 reviews

The Stadium Overlook (Fitness Center Sauna)

apartment, Chicago
This Michigan Avenue studio apartment boasts an exceptional location, within walking distance of Millennium Park and Navy Pier, and a short distance from an 'L' train station providing easy access to Chicago's attractions.
The self-catering apartment sleeps five guests comfortably, featuring a king and queen-size bed, pull-out sofa bed and air mattress, a fully equipped kitchen with dishwasher, and in-unit laundry facilities, plus access to a swimming pool, fitness centre and sauna.
Modern Streeterville 2br W/ Pool & Gym, Nr Riverwalk, By Blueground - Chicago, IL
No reviews

Modern Streeterville 2br W/ Pool & Gym, Nr Riverwalk, By Blueground

apartment, Chicago
This Streeterville flat is situated a short 0.8 km walk from Chicago's Loop, offering easy access to major attractions such as Navy Pier and Michigan Avenue.
The 100 square metre apartment features two bedrooms, two bathrooms, sleeps five guests, and includes a fully equipped kitchen, swimming pool, sauna, and in-unit laundry facilities.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Italian Garden Apt/kids Friendly/great Location!! - Chicago, IL
9.5 372 reviews

Italian Garden Apt/kids Friendly/great Location!!

apartment, Chicago
This Chicago apartment rental, situated in a family home, offers a self-contained space with convenient on-street parking or nearby parking within 0.16 km.
The one-bedroom flat sleeps up to five guests, featuring a queen-size bed, sofa bed, and twin foldaway beds, a kitchenette with microwave and fridge, plus free Wi-Fi and an outdoor play area.
Modern Luxe Retreat In Pilsens Colorful Center - Chicago, IL
10 40 reviews

Modern Luxe Retreat In Pilsens Colorful Center

apartment, Chicago
This two-bedroom flat in Chicago's Pilsen district offers easy access to the Damen Pink Line, located just a few hundred metres away, placing you close to the area's art, music, and cultural attractions.
This renovated apartment accommodates up to four guests, featuring a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, along with air conditioning, Wi-Fi, and in-unit laundry facilities.
Welcoming 2br In Chicago's Best Neighborhood! - Chicago, IL
9.7 348 reviews

Welcoming 2br In Chicago's Best Neighborhood!

apartment, Chicago
This Ukrainian Village flat, near excellent restaurants and shops, is a short distance (approximately 1.6km) from the United Centre and Wrigley Field.
The two-bedroom, one-bathroom property sleeps four, offering a full kitchen with dishwasher, laundry facilities, Wi-Fi, a private patio, and family-friendly amenities including a highchair and travel cot.
Downtown Penthouse #1 | Vintage 2bd (+Gym) - Chicago, IL
9.5 228 reviews

Downtown Penthouse #1 | Vintage 2bd (+Gym)

apartment, Chicago
This two-bedroom flat is ideally located in downtown Chicago, within easy walking distance of Grant Park, Millennium Park, and other popular attractions. It has consistently received excellent ratings for location, cleanliness, and user experience.
The flat is spacious, covering 88 square metres and comfortably accommodating up to seven guests. It offers modern amenities including a fully equipped kitchen, high-speed Wi-Fi, a fitness centre, and a pet-friendly policy.
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