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

Clean, Spacious, Walk To Wrigley! Self Check-in! - Chicago, IL
9.8 225 reviews

Clean, Spacious, Walk To Wrigley! Self Check-in!

apartment, Chicago
This Lakeview flat is ideally located between Wrigleyville and Lincoln Park, offering easy access to both neighbourhoods and their attractions.
The three-bedroom property sleeps six, boasts a fully equipped kitchen with stainless steel appliances, a private deck, and a Mac desktop computer; nearby activities include exploring the parks and catching a Cubs game at Wrigley Field.
Skylights, King Bed, 2 Bedrooms - Chicago, IL
9.8 293 reviews

Skylights, King Bed, 2 Bedrooms

apartment, Chicago
This two-bedroom apartment is situated in Irving Park East, just a short distance from the CTA Blue Line and buses, making it easy to explore all that Chicago has to offer. The apartment has received excellent ratings for location, cleanliness and user experience.
The apartment comfortably accommodates up to six guests and comes equipped with a full kitchen, laundry facilities, and a 42-inch flat-screen TV with Roku. Guests can enjoy the convenience of free on-street parking and key code entry for flexible arrival times.
Cozy/spacious Wfh Family Friendly W Permit Parking - Chicago, IL
9.9 159 reviews

Cozy/spacious Wfh Family Friendly W Permit Parking

apartment, Chicago
This Chicago apartment, ideal for families, is situated in a residential area, its precise location unspecified but implied to be near restaurants and requiring parking permits, suggesting proximity to a well-established neighbourhood.
The two-bedroom, two-bathroom flat offers 5 guests comfortable accommodation in a first-floor, open-plan layout with a fully equipped kitchen, private outdoor space, and family-friendly amenities including a highchair, travel cot, and baby monitor; additional features include two bathtubs, smart technology, and the unique character of an 1885 building.
Modern 3br Apartment Near North Ave Shops - Chicago, IL
10 1 review

Modern 3br Apartment Near North Ave Shops

apartment, Chicago
This spacious three-bedroom flat is situated in Chicago's Old Town/Lincoln Park/Clybourn Corridor area, placing you a short walk from the Second City Theatre and a few kilometres from Lincoln Park Zoo and the lakefront via the North Branch Trail.
This 90-square-metre residence accommodates up to eight guests with three bedrooms, two bathrooms, a fully equipped kitchen featuring stainless steel appliances, and in-unit laundry facilities, all offering city views and individually controlled air conditioning.

Best Chicago, IL accommodations with a kitchen

Modern 2brd Apartment| 5min To Mccormick Place - Chicago, IL
9.8 195 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.
The Garden On Wayne - Chicago, IL
9.9 353 reviews

The Garden On Wayne

apartment, Chicago
This two-bedroom Chicago apartment, located a block east of Southport Avenue, offers easy access to high-end shopping on Southport, the historic Broadway Playhouse, and numerous restaurants, and is approximately 3.2km from Lake Michigan's shoreline.
The 2-bathroom flat sleeps four comfortably, features a full kitchen with dishwasher, a private patio, smart TV, and is conveniently situated midway between O'Hare International Airport and Chicago's city centre.
Magical Treehouse In Historic Old Town Neighborhoo - Chicago, IL
10 96 reviews

Magical Treehouse In Historic Old Town Neighborhoo

apartment, Chicago
This spacious five-bedroom, two-bathroom apartment is situated in Chicago's Old Town neighbourhood, offering easy access to the city's major attractions such as Navy Pier and the Magnificent Mile, and approximately 24km from O'Hare International Airport.
The 232-square-metre property boasts a 'treehouse' design, sleeps up to 15 guests, includes a fully equipped kitchen with complimentary groceries, in-unit laundry facilities, and designated parking.
Sunny Studio In Heart Of Ravenswood - Chicago, IL
9.6 47 reviews

Sunny Studio In Heart Of Ravenswood

apartment, Chicago
This Uptown Chicago flat is situated on N Ashland Avenue, within easy walking distance (approximately 1.6 km) of the Green Mill Cocktail Lounge, Montrose Beach, and Wrigley Field.
The self-contained apartment sleeps two, features a queen-size bed, a fully equipped kitchen including a dishwasher, and a bathroom with both a shower and a bath, offering reliable Wi-Fi and a comfortable stay near numerous cafes and restaurants.

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

Exclusive 3br With Views, Ideal For Tourists - Chicago, IL
10 6 reviews

Exclusive 3br With Views, Ideal For Tourists

apartment, Chicago
This Chicago apartment, situated in the downtown area a short distance from Millennium Park and the Chicago Riverwalk, offers easy access to major attractions such as Grant Park and the Art Institute of Chicago.
The 65 square metre (700 square foot) three-bedroom, two-bathroom dwelling sleeps six, and includes a fully equipped kitchen, air conditioning, and private bathrooms with showers; nearby activities include events at the United Center and Soldier Field.
2bd River North Condo With Million Dollar Views! By Allset Turnover - Chicago, IL
10 1 review

2bd River North Condo With Million Dollar Views! By Allset Turnover

apartment, Chicago
This 49th-floor apartment in River North, Downtown Chicago, is located within 1.5 kilometres of Lake Michigan and Millennium Park, and a short distance from Lincoln Park Zoo and the Field Museum.
This 93 square metre flat offers two bedrooms and two bathrooms, accommodating up to six guests with amenities including air conditioning, a swimming pool, garden, and parking, alongside internet access and a fully equipped kitchen.
Downtown Penthouse 5bd Views Parking Gym - Chicago, IL
No reviews

Downtown Penthouse 5bd Views Parking Gym

apartment, Chicago
This downtown Chicago penthouse offers a prime location, a 12-minute walk from the CIBC Theatre and 1.4 kilometres from Willis Tower, with DePaul University just an 8-minute walk away.
This expansive 220 square metre residence boasts five bedrooms, five bathrooms, and can accommodate up to 20 guests, featuring on-site amenities such as a swimming pool, fitness centre, and complimentary WiFi, with table tennis available within the flat.
Level Studio | Fulton Market - Chicago, IL
9.5 63 reviews

Level Studio | Fulton Market

apartment, Chicago
This Chicago apartment, registration number 2957081, boasts a central location, though precise proximity to landmarks such as Millennium Park or Navy Pier remains unspecified.
The self-catering flat offers a swimming pool, jacuzzi, fitness centre, parking and sleeps two guests, featuring a kitchen with fridge, air conditioning, and internet access; further details on the property's size and specific interior layout are unavailable.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Luxury Loft Collection 03 - Terrace - River North - Chicago, IL
9.0 10 reviews

Luxury Loft Collection 03 - Terrace - River North

apartment, Chicago
This luxurious River North loft is centrally located in Chicago, offering easy access to Millennium Park and Lake Michigan, both within a few kilometres.
The 223 square metre (2,400 square foot) property boasts three bedrooms, three bathrooms, sleeps fourteen, and includes a private elevator, terrace with cityscape views, secured parking, and a chef's kitchen equipped with Gaggenau appliances.
Quiet Cul-de-sac With Huge Fenced In Backyard - Chicago, IL
9.8 204 reviews

Quiet Cul-de-sac With Huge Fenced In Backyard

apartment, Chicago Ridge
This three-bedroom Chicago Ridge ranch house is situated a convenient 24-kilometre drive from downtown Chicago and just 15 metres from a bar/restaurant.
The property boasts a fully equipped kitchen, eight-jet jacuzzi whirlpool tub, large fenced garden with fire pit, sleeps five guests, and offers parking and Wi-Fi.
Sleeps7 • 2br • Coffee Station • Backyard W/ Grill - Chicago, IL
No reviews

Sleeps7 • 2br • Coffee Station • Backyard W/ Grill

apartment, Chicago
This Chicago detached house is located approximately 12 kilometres from the United Centre and 12.2 kilometres from Lincoln Park Zoo, offering straightforward access to several key city attractions.
This detached house provides accommodation for up to 7 guests across 2 bedrooms, featuring a fully equipped kitchen with an oven and microwave, complimentary WiFi, and a backyard with a grill, all within a 1000 square metre floor area.
Cozy 2br South Loop Condo With Optional Parking And Gym Near Mccormick Place, Public Transit & City Hotspots - Chicago, IL
9.8 105 reviews

Cozy 2br South Loop Condo With Optional Parking And Gym Near Mccormick Place, Public Transit & City Hotspots

apartment, Chicago
This apartment is conveniently located in McCormick Place, just 2.4 kilometres from the Field Museum of Natural History and 2.9 kilometres from the Art Institute of Chicago. It has received excellent ratings for location, cleanliness and user experience.
The apartment has two bedrooms and two bathrooms and can accommodate up to eight guests. It includes a fully equipped kitchen, a garden, a fitness centre, parking, and an electric vehicle charging station.
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