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

Cushy Pad Fully Remodeled 10 Min From O’hare. - Chicago, IL
9.6 98 reviews
Chicago, IL
22/07 – 27/07
£103/nighttotal: £515 (5 )

Cushy Pad Fully Remodeled 10 Min From O’hare.

1 2
apartment , Chicago
This Chicago ranch-style house, near the border of Park Ridge and Rosemont, is a block from the Blue Line and Kennedy Expressway, offering easy access to O'Hare International Airport and Chicago's city centre.
The self-catering property sleeps two guests in one bedroom and one bathroom, boasting a fully equipped kitchen, private backyard access, on-site laundry facilities, and is conveniently located near a Starbucks and various amenities.
Norwood Park/edison Park! Workstation & In-unit Laundry! 2nd Floor Apt - Chicago, IL
Chicago, IL
15/07 – 29/07
£337/nighttotal: £4718 (14 )

Norwood Park/edison Park! Workstation & In-unit Laundry! 2nd Floor Apt

2 2
apartment , Chicago
This two-bedroom flat is situated in the Norwood Park/Edison Park neighbourhood of Chicago, a quiet area located 12 kilometres from Loyola University Chicago and 15 kilometres from Wrigley Field.
The 85 square metre property can accommodate up to four guests and features a fully equipped kitchen, a patio, a garden, and outdoor play equipment, ideal for families with children.
Vibrant 3br Pilsen Stayfree Parkingnear Downtown - Chicago, IL
10 36 reviews
Chicago, IL
19/07 – 30/07
£327/nighttotal: £3597 (11 )

Vibrant 3br Pilsen Stayfree Parkingnear Downtown

3 2
apartment , Chicago
This flat is in Chicago's Lower West Side, a short walk from 18th Street and approximately 5 kilometres from Downtown Chicago's Grant Park and Millennium Park.
This 79 square metre residence offers three bedrooms accommodating up to five guests, featuring a full kitchen, air conditioning, complimentary garage parking for one vehicle, and is equipped with 24/7 security cameras.
💙⚾️ 💙Great Apt, 3 Miles West Of Wrigley Field 💙⚾️💙 - Chicago, IL
9.9 119 reviews
Chicago, IL
02/07 – 06/07
£361/nighttotal: £1444 (4 )

💙⚾️ 💙Great Apt, 3 Miles West Of Wrigley Field 💙⚾️💙

3 5
apartment , Chicago
This spacious three-bedroom Chicago apartment, registered as R23000102967, boasts excellent public transport links, being within walking distance of two Metra stations and the Blue Line, providing easy access to the city centre and surrounding areas.
The 167 sq m (1800 sq ft) property sleeps six, offering a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, air conditioning, a garden, parking, and is ideal for families or groups exploring Chicagoland.

Best Chicago, IL accommodations with a kitchen

Quiet & Modern Avondale Apartment - Chicago, IL
10 1 review
Chicago, IL
14/08 – 16/08
£183/nighttotal: £366 (2 )

Quiet & Modern Avondale Apartment

2 1
apartment , Chicago
This Avondale flat is situated on a quiet residential street, offering easy access to public transport, eateries, and major hospitals, making it a practical base for exploring Chicago.
This duplex apartment accommodates up to four guests and features a stylish interior with hardwood floors, a modern kitchen with a dishwasher, air conditioning, a jacuzzi, and garage parking, alongside a flexible lower-level space.
Animal House Near Sox Stadium - Chicago, IL
8.6 16 reviews
Chicago, IL
06/08 – 09/08
£190/nighttotal: £570 (3 )

Animal House Near Sox Stadium

1 4
apartment , Chicago
This Bridgeport, Chicago flat is conveniently located near the Field Museum and Art Institute of Chicago.
The 111-square-metre (1194 square feet) apartment sleeps four, boasting a kitchen with fridge, microwave, and dishwasher, plus a spa, air conditioning, and pet-friendly amenities including a dog run and even a 'loaner' pet.
Roomy 1br Apt W/ In-unit Laundry - Chicago, IL
9.8 22 reviews
Chicago, IL
26/11 – 29/11
£76/nighttotal: £228 (3 )

Roomy 1br Apt W/ In-unit Laundry

1 2
apartment , Chicago
This 1-bedroom flat in Chicago offers an excellent location, just minutes from popular attractions and providing easy access to the city's landmarks.
This fully furnished unit welcomes pets for an additional fee, features in-unit laundry, a dedicated workspace, complimentary WiFi, and a well-equipped kitchen, comfortably accommodating up to two guests.
The Bright Retreat In Andersonville - Chicago, IL
9.4 7 reviews
Chicago, IL
24/07 – 26/07
£366/nighttotal: £732 (2 )

The Bright Retreat In Andersonville

1 3
apartment , Chicago
This Andersonville apartment in Chicago is situated near Foster Beach (2.9km) and Montrose Beach (2.3km), also close to Loyola University Chicago (3.2km).
This one-bedroom, one-bathroom flat sleeps seven guests and offers free Wi-Fi, private parking, a fully equipped kitchen, and air conditioning; nearby attractions include Lincoln Park Zoo (8.4km) and Wrigley Field (3.7km).

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.

South Loop Rooftop With In & Out Parking 1 - Chicago, IL
8.5 4 reviews
Chicago, IL
12/07 – 17/07
£405/nighttotal: £2025 (5 )

South Loop Rooftop With In & Out Parking 1

2 2
apartment , Chicago
This two-bedroom, two-bathroom Chicago apartment is ideally situated in the South Loop, a 1.6km walk from the Willis Tower, 1km from the CIBC Theatre, and a 1.4km walk from DePaul University.
The 82 square metre flat offers in-unit laundry, a fully equipped kitchen, a patio, on-site fitness centre, swimming pool and parking, comfortably accommodating up to 11 guests.
Bluejay // Unique One Bedroom Full Of Amazing Art - Chicago, IL
10 2 reviews
Chicago, IL
21/10 – 20/01
£107/nighttotal: £9737 (91 )

Bluejay // Unique One Bedroom Full Of Amazing Art

1 2
apartment , Chicago
This charming flat is located in West Town, a lively neighbourhood just a short drive from attractions like Navy Pier and Michigan Avenue. The area is a mix of residential and commercial spaces, with plenty of restaurants, shops, and bars within walking distance.
The one-bedroom apartment is 60 square metres and comfortably sleeps four guests. It boasts a well-equipped kitchen, a shared backyard with a grill and smoker, free street parking, and a keyless entry system for easy access.
3br Luxury Suite W/gym And Balcony - Chicago, IL
9.4 30 reviews
Chicago, IL
28/07 – 31/07
£922/nighttotal: £2766 (3 )

3br Luxury Suite W/gym And Balcony

3 2
apartment , Chicago
This three-bedroom Chicago apartment, located in the downtown area within 1.6km of State Street, Michigan Avenue, and Water Tower Place, offers easy access to major attractions and public transport.
The 139 square metre dwelling boasts three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, in-unit laundry, and access to a fitness centre; nearby activities include exploring Lake Michigan and the Chicago Riverwalk (within 3.2km).
Best Spot In Chicago - Chicago, IL
Chicago, IL
27/06 – 31/07
£126/nighttotal: £4284 (34 )

Best Spot In Chicago

1 1
apartment , Chicago
This Chicago apartment rental offers a peaceful one-bedroom flat sleeping three, ideally located for families seeking a relaxing city break, although its precise neighbourhood and proximity to specific landmarks remains unspecified.
The self-catering property features a kitchen, air conditioning, swimming pool, jacuzzi, and fitness centre; further details regarding its size, layout, and specific amenities are unavailable.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

River West, Second Floor Chicago By 747 Lofts - Chicago, IL
9.3 1029 reviews
Chicago, IL
10/07 – 14/07
£399/nighttotal: £1596 (4 )

River West, Second Floor Chicago By 747 Lofts

2 4
hotel , Chicago
The 747 Lofts by RedAwning - River West, Second Floor Chicago is located in the River West neighbourhood, just over 2.5 kilometres from the United Center and 3 kilometres from the Chicago Museum of Contemporary Art. This area is known for its trendy restaurants, independent shops, and lively atmosphere. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers one bedroom and one bathroom, providing a comfortable space for a couple or small family. It features a fully equipped kitchen, free parking, and access to a garden, along with amenities like bed linen, towels, cable TV, and internet access.
Foosball, Steps From Wrigley, Private Parking - Chicago, IL
9.6 33 reviews
Chicago, IL
06/07 – 12/07
£382/nighttotal: £2292 (6 )

Foosball, Steps From Wrigley, Private Parking

2 5
apartment , Chicago
This Lakeview apartment is situated less than 1.6km from Wrigley Field and Lake Michigan, offering easy access to the Addison Red Line station.
The two-bedroom, two-bathroom property sleeps five, includes in-unit laundry and essential amenities, and is close to Lincoln Park and other Chicago attractions.
Modern 2br South Loop Gem Near Mccormick Place, Navy Pier, & Adler Planetarium - Chicago, IL
Chicago, IL
25/06 – 27/06
£422/nighttotal: £844 (2 )

Modern 2br South Loop Gem Near Mccormick Place, Navy Pier, & Adler Planetarium

2 5
apartment , Chicago
This three-bedroom Chicago apartment, situated in the Near South Side, is less than 2km from McCormick Place and Soldier Field, and a short walk from State Street and the Wintrust Arena.
The 79 square metre property offers two bathrooms, in-unit laundry, free Wi-Fi, and sleeps six, with a fully equipped kitchen and access to a fitness centre and parking.
Penthouse With Private Rooftop And Skyline Views - Chicago, IL
Chicago, IL
12/07 – 14/07
£247/nighttotal: £494 (2 )

Penthouse With Private Rooftop And Skyline Views

2 5
apartment , Chicago
This Chicago flat offers convenient access for travellers, situated approximately 16 kilometres from Midway International Airport.
This 60 square metre penthouse apartment features two bedrooms, two bathrooms, a separate living room, and a fully equipped kitchen, with a private rooftop terrace providing outdoor seating and skyline views, accommodating up to 11 guests.
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