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 3 best for families

Blueground | Greektown, Bbq, Gym, Nr Willis Tower - Chicago, IL
10 1 review

Blueground | Greektown, Bbq, Gym, Nr Willis Tower

apartment, Chicago
This one-bedroom flat is located in Chicago's Greektown, offering city views and convenient access to the urban environment, approximately 2.6 kilometres from Millennium Park.
This family-friendly flat accommodates two guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, on-site laundry, a smart TV, and a premium wireless speaker.
Lincoln Park Apartment With Backyard! - Chicago, IL
9.3 223 reviews

Lincoln Park Apartment With Backyard!

apartment, Chicago
This Lincoln Park flat is ideally situated in Chicago, approximately 1.8 to 2.4 kilometres from Fullerton and North Avenue Beaches, Lincoln Park Zoo, and Wrigley Field.
The 84 square metre, two-bedroom apartment with one bathroom offers free Wi-Fi, a fully equipped kitchen including a dishwasher, air conditioning, a private backyard, and outdoor play equipment, comfortably accommodating families or small groups.
5br Family Home Near Ohare, Easy Airport & Downtown Access, Garage Parking. - Chicago, IL
10 2 reviews

5br Family Home Near Ohare, Easy Airport & Downtown Access, Garage Parking.

apartment, Chicago
This five-bedroom holiday home in Chicago's Jefferson Park district is situated just 24 kilometres from Chicago O'Hare International Airport and 8 kilometres from the Copernicus Center.
This spacious property offers accommodation for up to 10 guests, featuring air conditioning, a kitchen with a fridge and microwave, and parking for two cars, with a garden and tennis court also available.

Best Chicago, IL accommodations with a kitchen

Spacious 6 Br Sleeps 16 Birthday Anniversary - Chicago, IL
9.8 51 reviews

Spacious 6 Br Sleeps 16 Birthday Anniversary

apartment, Dunning
This six-bedroom house in Dunning, Chicago, offers ample space for large groups, conveniently located near local attractions within the Dunning neighbourhood.
Sleeping up to 16 guests, the property boasts a gourmet kitchen, three bathrooms, a private garden, a two-car garage, and a unique basement acoustic room ideal for events of up to 20 people.
Sheridan Park Stunner! No Matter If You Are In Town For Business Or Fun This Property Has You Covered Apts - Chicago, IL
9.9 535 reviews

Sheridan Park Stunner! No Matter If You Are In Town For Business Or Fun This Property Has You Covered Apts

apartment, Chicago
This Sheridan Park flat is situated 1.6km north of Wrigley Field and close to Montrose Beach, offering easy access to Chicago's Loop via the Brown Line.
The three-bedroom, two-bathroom dwelling boasts a terrace, garden, parking, and all mod cons including a dishwasher and Wi-Fi; pets are welcome for an extra fee.
Claremont Cottage Tri-taylor/uic/unitedcenter - Chicago, IL
9.9 78 reviews

Claremont Cottage Tri-taylor/uic/unitedcenter

apartment, Chicago
This Tri-Taylor garden flat offers convenient access to Little Italy, the University of Illinois Chicago, and the Illinois Medical District, lying within 1.1 km of the United Centre and under 2.4 km of Grant Park and Lake Michigan.
The two-bedroom, one-bathroom dwelling sleeps four, boasting a fully equipped kitchen, private garden, patio, and modern amenities including Wi-Fi, a smart TV, and keyless entry.
Mccormick Place Studio With Optional Parking And Sleeps Up To 4 - Chicago, IL
9.0 1 review

Mccormick Place Studio With Optional Parking And Sleeps Up To 4

studio, Chicago
This McCormick Place studio apartment is conveniently located near Chicago's Museum Campus, approximately 2.3 kilometres from the Field Museum and within 3.2 kilometres of Grant Park and the Art Institute of Chicago.
The 51-square-metre self-catering apartment sleeps up to four guests and features a fully equipped kitchen, fitness centre access, on-site parking, and complimentary Wi-Fi.

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

Level Luxe One Bedroom Suite - Chicago, IL
10 1 review

Level Luxe One Bedroom Suite

apartment, Chicago
This spacious one-bedroom flat is located in historic Old Town, Chicago, offering 715 square metres of living space and accommodating up to four guests with a sofa bed.
Guests can enjoy luxury amenities including a fully-equipped kitchen, private balcony, spa-inspired bathroom, in-suite laundry, and access to a fitness centre, Peloton room, seasonal heated outdoor pool, hot tub, and a lounge area with games, all within a short walk of local attractions.
Luxe River West 3br W/ Pool, Gym, Pet Area, A/c & Rooftop, By Blueground - Chicago, IL
No reviews

Luxe River West 3br W/ Pool, Gym, Pet Area, A/c & Rooftop, By Blueground

apartment, Chicago
This River West apartment, a short 0.8-1.6km walk from River North and the Loop, offers easy access to Millennium Park, Lake Michigan, the Chicago Theatre, and the Art Institute of Chicago.
The 126 square metre, three-bedroom flat sleeps five, features a fully equipped kitchen with dishwasher, in-unit laundry, and access to a building swimming pool and parking (fee applies); enjoy city views from this modern Chicago dwelling.
Freshly Minted 2br - Elegance & Comfort In Central Chicago - Chicago, IL
9.4 10 reviews

Freshly Minted 2br - Elegance & Comfort In Central Chicago

apartment, Chicago
This Chicago apartment, ideally located near the United Centre, is a short 2.7km walk from this arena and within a 3.2km radius of Union Station, DePaul University, and the Chicago Symphony Orchestra.
The 130 square metre self-catering flat boasts two bedrooms, two bathrooms, sleeps nine guests, and includes a fully equipped kitchen, in-unit laundry, air conditioning, a patio, free Wi-Fi, and access to a swimming pool, garden, and fitness centre.
Stylish 2br Retreat In Fulton Market For Getaways - Chicago, IL
10 2 reviews

Stylish 2br Retreat In Fulton Market For Getaways

apartment, Chicago
This stylish two-bedroom apartment, situated in Chicago's Fulton Market district, is a 7-minute walk from Union Park and a 10-minute walk from Google's headquarters.
The 107-square-metre (1150 sq ft) property boasts a chef's kitchen, private balcony, and access to a 2800 sq m amenity space with a pool, spa, and fitness centre; it sleeps five guests and offers a rollaway bed and crib.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Great Suburban Location! Perfect For Solo Or Couple Travelers - Chicago, IL
9.5 141 reviews

Great Suburban Location! Perfect For Solo Or Couple Travelers

apartment, Hickory Hills
This one-bedroom flat is situated in a suburban area of Hickory Hills, just a short walk from restaurants, shops, and other amenities on 95th Street. It has received excellent ratings for location, cleanliness, and overall user experience.
The flat is ideal for couples, offering a comfortable living area with a kitchenette, a king-size bed, and a 70-inch TV. Guests can enjoy modern amenities such as air conditioning, a spa, and parking, as well as a relaxing retreat with blackout curtains and comfortable furnishings.
Lovely 1 Bedroom W/ Office Space And Free Parking. - Chicago, IL
9.9 175 reviews

Lovely 1 Bedroom W/ Office Space And Free Parking.

apartment, Chicago
This Chicago apartment, situated a block from the Metra and conveniently close to O'Hare International Airport (approx. 16km), offers easy access to downtown Chicago (approx. 40km) and Lake Michigan (approx. 32km).
The two-bedroom, one-bathroom flat sleeps two guests and includes a kitchen with fridge, freezer, microwave, in-unit laundry, air conditioning, and parking; local amenities and restaurants are likely within walking distance.
Hidden Gem:artsy Speakeasy In Historic Bronzeville - Chicago, IL
9.8 168 reviews

Hidden Gem:artsy Speakeasy In Historic Bronzeville

apartment, Chicago
This Bronzeville apartment is ideally situated 1.6km from the Lake Michigan shoreline and 9.6km from Chicago's city centre, offering easy access to the Magnificent Mile, Navy Pier, and Millennium Park.
The 1-bedroom, 1-bathroom unit sleeps two guests and features a speakeasy theme, a wet bar, Smart TVs, a wellness studio, and free on-street parking; nearby attractions include museums and sporting venues.
The Woodsman's Gallery At Ohc - Chicago, IL
9.8 622 reviews

The Woodsman's Gallery At Ohc

apartment, Chicago
This River West apartment is situated close to Wicker Park, Logan Square, and Ukrainian Village, approximately 2.4 kilometres from the Lakefront and the Magnificent Mile.
This luxurious 150 square metre three-bedroom loft sleeps six, boasting four private balconies, a master suite with a steam shower, and high-definition wall-mounted speakers, alongside amenities such as a fully equipped kitchen and rotating contemporary art exhibitions.
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