Places to stay in Chicago, IL

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Chicago, IL place to stay
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11918 Best places to stay in Chicago, IL

Best family friendly Chicago, IL lodging

Among the 11918 accommodations in Chicago, IL, here are the 4 best for families

Lincoln Park Light Filled Loft - Chicago, IL
9.9 320 reviews
Chicago, IL
11/09 – 16/09
£257/nighttotal: £1285 (5 )

Lincoln Park Light Filled Loft

1 4
apartment , Chicago
This studio apartment is located in Lincoln Park, a lively neighbourhood in Chicago, just a short distance from the lakefront and the Lincoln Park Zoo. The apartment is highly rated for its cleanliness, location, and overall experience.
The studio is a converted storefront, offering a spacious and open plan living space with floor-to-ceiling windows, covering 74 square metres and comfortably accommodating four guests. The studio comes with a fully equipped kitchen, a private garden, and parking facilities, as well as a comfortable sofa bed.
Huge 1700 Sqft 3bd West Loop Penthouse W/ Balcony - Chicago, IL
9.2 344 reviews
Chicago, IL
17/10 – 23/10
£249/nighttotal: £1494 (6 )

Huge 1700 Sqft 3bd West Loop Penthouse W/ Balcony

3 2
apartment , Chicago
This penthouse apartment is located in the West Loop, a trendy neighbourhood just 1.6 kilometres from Chicago's renowned restaurants and nightlife, with a lively atmosphere and a rich history. It has received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to nine guests. Amenities include a fully equipped kitchen, a private balcony with a pellet grill, a Jacuzzi tub, and a selection of streaming services on a large TV, ensuring a relaxing and enjoyable stay.
Spacious 4 Br Northside Retreat Sleeps 12/ Parking - Chicago, IL
9.6 250 reviews
Chicago, IL
01/07 – 06/07
£449/nighttotal: £2245 (5 )

Spacious 4 Br Northside Retreat Sleeps 12/ Parking

4 11
apartment , Chicago
This four-bedroom, two-bathroom apartment is located in Chicago's Lincoln Square neighbourhood, 0.5 kilometres from Lincoln Avenue's restaurants and bars.
The two-storey property offers a spacious open-plan living area, sleeps twelve guests, includes a fully equipped kitchen with dishwasher, and boasts a private patio (7 am–9 pm), plus designated parking and pet-friendly options (one pet, £100 fee).
Pilsen 8 Min-downtown Washerdryer 2300 Square Feet - Chicago, IL
9.8 100 reviews
Chicago, IL
03/07 – 11/07
£330/nighttotal: £2640 (8 )

Pilsen 8 Min-downtown Washerdryer 2300 Square Feet

4 8
apartment , Chicago
This apartment is situated in the trendy Pilsen neighbourhood, just 10 kilometres from the city centre and close to Chinatown, offering easy access to Chicago's attractions. The property boasts excellent user, location and cleanliness ratings.
This spacious flat has four bedrooms and two bathrooms, comfortably accommodating up to 16 guests. The apartment is fully equipped with a kitchen, air conditioning, free street parking, and high-speed Wi-Fi, ensuring a comfortable and convenient stay.

Best Chicago, IL accommodations with a kitchen

Spacious 3 Bedroom Apt / 5 Min From Wrigleyville - Chicago, IL
9.5 63 reviews
Chicago, IL
24/07 – 27/07
£497/nighttotal: £1491 (3 )

Spacious 3 Bedroom Apt / 5 Min From Wrigleyville

1 8
apartment , Chicago
This Lakeview apartment, a five-minute walk (0.8 km) from Wrigley Field, offers easy access to Chicago's restaurants, bars, and shops.
The three-bedroom, two-bathroom flat sleeps eight, includes a fully equipped kitchen, in-unit laundry, a dedicated office space, and patio access; enjoy nearby attractions such as Wrigleyville's historic landmarks.
Cozy Beautiful Downtown Unit Chi In Prime River North Location Near Mag Mile - 1 - Chicago, IL
8.4 14 reviews
Chicago, IL
03/07 – 04/07
£360/nightfor 1 night

Cozy Beautiful Downtown Unit Chi In Prime River North Location Near Mag Mile - 1

2 2
apartment , Chicago
This River North apartment in Chicago offers a prime location, close to the Magnificent Mile and a 2.4km walk from the 360 Chicago Observation Deck, with beaches approximately 2.5-2.7km away.
The 74 square metre flat features two bedrooms, two bathrooms, sleeps fifteen guests, and includes a fully equipped kitchen, in-unit laundry, air conditioning, a patio, and free Wi-Fi.
Downtown 3bd 3ba Condo|parking, Pool, Gym, Rooftop - Chicago, IL
9.8 43 reviews
Chicago, IL
14/07 – 18/07
£509/nighttotal: £2036 (4 )

Downtown 3bd 3ba Condo|parking, Pool, Gym, Rooftop

1 5
apartment , Chicago
This Printer's Row apartment in Chicago's city centre is ideally located within walking distance of Grant Park and Millennium Park.
The three-bedroom, three-bathroom flat offers a spacious open-plan living area, sleeps six guests, and boasts a rooftop pool, fitness centre, and high-speed Wi-Fi.
West Loop Urban Chic Coach House - Chicago, IL
9.6 50 reviews
Chicago, IL
22/11 – 30/11
£91/nighttotal: £728 (8 )

West Loop Urban Chic Coach House

1 2
apartment , Chicago
This one-bedroom coach house is situated in Chicago's Bronzeville neighbourhood, a historically significant area offering easy access to the city's cultural attractions.
The apartment, sleeping two guests, boasts a full kitchen with freezer and dishwasher, in-unit laundry, a smart TV, and dedicated living space, plus plentiful street parking.

Frequently asked questions about accommodations in Chicago, IL

  • What are the top attractions and must-see sites in Chicago, IL?

    You can't miss the iconic Willis Tower, formerly known as the Sears Tower, for stunning views of the city. The Art Institute of Chicago is a must for art lovers, showcasing masterpieces from Monet to Picasso. And no trip to Chicago is complete without a stroll along the Magnificent Mile, with its upscale shops and restaurants.
  • What are the best places to stay in Chicago, IL?

  • Which cultural festivals and seasonal events should visitors attend in Chicago, IL?

    Chicago is a vibrant city with events happening all year round. In the summer, you can enjoy the Chicago Blues Festival, the Taste of Chicago, and the Lollapalooza music festival. For a festive experience, visit the Christkindlmarket in the winter, a German-style Christmas market.
  • What are the best places to stay with a pool in Chicago, IL?

  • What are the most convenient modes of transportation within Chicago, IL?

    The Chicago Transit Authority (CTA) is your best bet for getting around. The 'L' train is a quick and easy way to navigate the city, and the CTA buses are also a good option. For shorter distances, consider using Divvy bikes, Chicago's bike sharing system.
  • What are the best places to stay with a jacuzzi in Chicago, IL?

    The best places to stay 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 is a great city for outdoor activities! Take a stroll along the Lakefront Trail, offering beautiful views of Lake Michigan. For a unique experience, rent a kayak or canoe and explore the Chicago River. And if you're looking for something more adventurous, head to the Morton Arboretum, a 1,700 acre arboretum with miles of hiking trails.
  • What are the best places to stay for families and kids in Chicago, IL?

    The best places to stay 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?

    Chicago offers a wide range of accommodation options, from budget-friendly hostels to luxury hotels. You can find everything from boutique hotels in the trendy Wicker Park neighbourhood to historic hotels in the Loop, the city's central business district.
  • What are the best pet friendly places to stay in Chicago, IL?

    The best pet friendly places to stay 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 best times to visit Chicago, with mild temperatures and fewer crowds. Summer can be hot and humid, but it's a great time to enjoy outdoor activities and festivals. Winter can be cold and snowy, but it's a magical time to experience the city's festive atmosphere.
  • What are the best places to stay with parking in Chicago, IL?

  • What local dishes and culinary experiences are a must-try in Chicago, IL?

    Chicago is a foodie's paradise! You have to try a Chicago-style hot dog, with all the fixings. Deep dish pizza is another must-try, with its thick crust and generous toppings. And for a sweet treat, grab a Chicago-style Italian beef sandwich, a local favourite.
  • In which part of Chicago, IL should you consider renting accommodation?

    It depends on your priorities. The Loop is central, but can be pricey. River North is trendy and close to attractions, but also expensive. For a more affordable option, consider staying in Wicker Park or Logan Square, which are up-and-coming neighbourhoods with good nightlife and restaurants.

Destinations nearby

Find the Best Places to Stay with a Pool in Chicago, IL

Enjoy a swim whenever the mood strikes, as every accommodation in Chicago, IL comes with a private on-site pool.

Level-stunning One Bedroom Suite In River North - Chicago, IL
10 1 review
Chicago, IL
22/09 – 23/11
£128/nighttotal: £7936 (62 )

Level-stunning One Bedroom Suite In River North

1 2
resort , Chicago
The "Level-stunning One Bedroom Suite In River North" is a sophisticated serviced apartment situated in Chicago's River North district, offering impressive city views and easy access to downtown attractions.
This pet-friendly accommodation for up to four guests features a fully-equipped gourmet kitchen, a private balcony, and access to amenities including an outdoor heated pool, hot tub, and a state-of-the-art fitness centre with a Peloton room.
Sentral 2 Bedroom Apt In South Loop Chicago - Chicago, IL
9.5 75 reviews
Chicago, IL
14/08 – 16/08
£396/nighttotal: £792 (2 )

Sentral 2 Bedroom Apt In South Loop Chicago

2 4
apartment , Chicago
This luxurious two-bedroom Chicago apartment enjoys a prime downtown location, within easy walking distance of Millennium Park, the Art Institute of Chicago, and Grant Park.
The 2-bathroom flat, sleeping up to four guests, boasts a fully equipped kitchen, in-unit laundry, complimentary Wi-Fi, and access to a building swimming pool, fitness centre, and a four-storey indoor garden.
Level River North Studio With Luxury Amenities - Chicago, IL
Chicago, IL
23/06 – 25/07
£159/nighttotal: £5088 (32 )

Level River North Studio With Luxury Amenities

1 1
resort , Chicago
The Level River North Studio with Luxury Amenities is situated in Chicago's River North district, offering easy access to the city's attractions.
This modern suite accommodates up to four guests and features a fully-equipped gourmet kitchen, floor-to-ceiling windows with city views, a state-of-the-art fitness centre with a Peloton room, and a seasonal outdoor heated swimming pool and hot tub.
Corporate Smart Home At River Walk - Chicago, IL
10 4 reviews
Chicago, IL
28/07 – 06/08
£303/nighttotal: £2727 (9 )

Corporate Smart Home At River Walk

1 1
apartment , Chicago
This luxury city flat offers prime downtown Chicago accommodation, just steps from the Chicago Riverwalk, renowned restaurants, and entertainment venues.
This smart residence, ideal for business travellers, features a fully equipped kitchen, a dedicated workspace with high-speed WiFi, smart home controls, and access to a communal swimming pool and fitness centre.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Northside Famlynest - Lincoln Sq - 4br/1.5ba/2p - Rare Find - Chicago, IL
10 55 reviews
Chicago, IL
05/07 – 08/07
£308/nighttotal: £924 (3 )

Northside Famlynest - Lincoln Sq - 4br/1.5ba/2p - Rare Find

4 4
apartment , Chicago
This three-storey townhouse is situated in Chicago's Lincoln Square neighbourhood, a family-friendly area with easy access to restaurants, shops, and bars. The property has received excellent ratings for cleanliness, location, and user experience.
The house offers 149 square metres of space and can accommodate up to nine guests in its four bedrooms. It features a fully equipped kitchen, a private backyard with a BBQ grill and fire pit, a basement entertainment area, and free high-speed Wi-Fi throughout.
Charming 2-bedroom House In Maywood With Wifi, Ac Full Basement With Sofa Bed - Chicago, IL
8.0 27 reviews
Chicago, IL
02/08 – 03/08
£247/nightfor 1 night

Charming 2-bedroom House In Maywood With Wifi, Ac Full Basement With Sofa Bed

2 2
apartment , Maywood
This Maywood house rental is conveniently located near major Chicago attractions, offering easy access to the United Centre and Soldier Field, and a short drive (distances vary) to the Field Museum and Lincoln Park Zoo.
The two-bedroom, two-bathroom property, including a king-size and a queen-size bed plus an additional queen-size bed in an office, comfortably accommodates up to six guests and features a microwave, dishwasher, air conditioning, and parking.
Family Friendly 2br South Loop Suite With Optional Parking And Gym Access Sleeps Up To 8 Near Mccormick Place And Soldier Field - Chicago, IL
8.9 215 reviews
Chicago, IL
24/07 – 27/07
£420/nighttotal: £1260 (3 )

Family Friendly 2br South Loop Suite With Optional Parking And Gym Access Sleeps Up To 8 Near Mccormick Place And Soldier Field

2 8
apartment , Chicago
This modern apartment is located in Chicago's McCormick Place district, just a short distance from the Field Museum of Natural History and the Art Institute of Chicago. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to six guests. It comes with a fully equipped kitchen, a fitness centre, a terrace, and on-site parking, making it perfect for families or groups of friends exploring the city.
River North 2bd Condo: Parking, Balcony, Laundry - Chicago, IL
9.7 118 reviews
Chicago, IL
27/06 – 29/06
£545/nighttotal: £1090 (2 )

River North 2bd Condo: Parking, Balcony, Laundry

1 2
apartment , Chicago
This River North apartment in Chicago offers a prime location, steps from the city's many restaurants and galleries.
The two-bedroom, two-bathroom flat sleeps five guests and features a fully equipped kitchen, a private balcony with city views, and secure building access.
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