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

Immaculate Lakeview Penthouse Condo - Chicago, IL
10 37 reviews
Chicago, IL
10/08 – 10/10
207 €/nighttotal: 12627 € (61 )

Immaculate Lakeview Penthouse Condo

2 2
apartment , Chicago
This Lakeview duplex apartment is ideally located one block from the Brown Line 'L' train and Whole Foods, with Target and a 24-hour gym directly opposite, and Wrigley Field within easy walking distance.
The two-bedroom, two-bathroom property sleeps four guests and boasts a private deck, dedicated office space, access to rooftop decks with city views, a Weber grill, fast Wi-Fi, DIRECTV, a 65-inch 4K Smart TV, and a Bose soundbar; a fully equipped kitchen and laundry facilities are also included.
Chicago Apt On The Lake Includes Parking-2nd Floor - Chicago, IL
9.8 115 reviews
Chicago, IL
30/06 – 31/08
200 €/nighttotal: 12400 € (62 )

Chicago Apt On The Lake Includes Parking-2nd Floor

1 2
apartment , Chicago
This two-bedroom apartment is situated in a peaceful neighbourhood just 20 kilometres from Wrigley Field, Downtown Chicago and the city's museums, offering easy access to the city's attractions. The property has consistently received excellent ratings for its cleanliness, location and overall experience.
The apartment is ideal for families or groups of up to six guests and features a fully equipped kitchen with modern appliances. Guests can enjoy a shared outdoor space with a patio terrace, a fire pit and a BBQ area, as well as access to a private pier leading to Lake Michigan.
Huge Hyde Park Modern Duplex - Chicago, IL
9.7 55 reviews
Chicago, IL
24/07 – 26/07
420 €/nighttotal: 840 € (2 )

Huge Hyde Park Modern Duplex

3 5
apartment , Chicago
This Hyde Park-Bronzeville duplex is conveniently located in Chicago, within easy reach of attractions such as White Sox Park, the Museum of Science and Industry, and McCormick Place.
The spacious three-bedroom, three-bathroom property sleeps six guests and offers amenities including a fully equipped kitchen, air conditioning, parking, and access to a fitness centre; nearby, you'll find numerous shops, restaurants, and excellent public transport links.
Retro Disco Cowboy Fun, Walk To Wrigley, Restaurants/bars! 15 Mins To Downtown! - Chicago, IL
9.6 8 reviews
Chicago, IL
31/07 – 03/08
2608 €/nighttotal: 7824 € (3 )

Retro Disco Cowboy Fun, Walk To Wrigley, Restaurants/bars! 15 Mins To Downtown!

6 14
apartment , Chicago
This six-bedroom house in Lakeview, Chicago, is located close to Wrigley Field and a short distance from Lake Michigan and Millennium Park.
The property, ideal for large groups, boasts a unique Disco Cowboy theme, six bedrooms, two bathrooms, and amenities including a fridge, microwave, dishwasher, and air conditioning; guests can enjoy nearby Wrigleyville's nightlife, subject to the property's strict quiet hours.

Best Chicago, IL accommodations with a kitchen

Cozy Studio Suite, Steps From River North & Shops - Chicago, IL
9.0 2 reviews
Chicago, IL
01/07 – 31/07
272 €/nighttotal: 8160 € (30 )

Cozy Studio Suite, Steps From River North & Shops

1 2
studio , Chicago
This Chicago Near North Side apartment is conveniently located a 14-minute walk from Armitage Avenue and a 3-minute drive (approximately 1.6km) from Lake Michigan, offering easy access to Millennium Park and the Field Museum.
The 65-square-metre (700 sq ft) self-catering studio sleeps four, boasting a private terrace, fully equipped kitchen, in-unit laundry, and access to an on-site fitness centre.
Nice 1br Spot, Unwind & Relax - Chicago, IL
9.8 41 reviews
Chicago, IL
01/07 – 03/07
215 €/nighttotal: 430 € (2 )

Nice 1br Spot, Unwind & Relax

1 1
apartment , Chicago
This one-bedroom Chicago apartment is situated in Ravenswood, a 2.6 km drive from Wrigley Field and a 1.9 km drive from the Aragon Ballroom, offering easy access to public transport.
The self-catering flat, sleeping two guests, includes a fully equipped kitchen, in-unit laundry, Wi-Fi, and is within walking distance of the Western and Damen metro stations for convenient exploration of Chicago's attractions including the Merchandise Mart, Willis Tower, and Navy Pier.
Newly Updated 1bd/1b In Old Irving Chicago! - Chicago, IL
9.7 156 reviews
Chicago, IL
09/07 – 16/07
124 €/nighttotal: 868 € (7 )

Newly Updated 1bd/1b In Old Irving Chicago!

1 3
apartment , Chicago
This Chicago apartment, ideally located in a safe and quiet neighbourhood, offers easy access to public transport and is within walking distance of numerous restaurants and bars.
The one-bedroom flat sleeps four guests, features a fully equipped kitchen, two smart TVs, a dedicated workspace, in-building laundry facilities, and free parking – a rare find in Chicago – alongside 400 MB Wi-Fi.
✨Spacious Centrally Located West Loop Loft✨ - Chicago, IL
9.8 307 reviews
Chicago, IL
01/07 – 07/07
230 €/nighttotal: 1380 € (6 )

✨Spacious Centrally Located West Loop Loft✨

1 2
apartment , Chicago
This spacious Chicago apartment, a 120-square-metre loft, is centrally located, offering easy access to popular neighbourhoods and restaurants within a 1-1.5 kilometre radius and close proximity to Chicago's public transport links.
The two-bedroom, two-bathroom dwelling boasts high ceilings, an open-plan layout, sleeps up to six guests, and includes amenities such as parking (subject to limitations), a garden, and secure internet access.

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.

Destinations nearby

Best Chicago, IL lodgings with a pool

Among the 11918 accommodations in Chicago, IL, here are the 4 best ones with a pool

Exclusive 3br With Views, Ideal For Tourists - Chicago, IL
9.8 72 reviews
Chicago, IL
27/07 – 30/07
649 €/nighttotal: 1947 € (3 )

Exclusive 3br With Views, Ideal For Tourists

1 3
apartment , Chicago
This three-bedroom, two-bathroom Chicago Loop apartment offers stunning skyline views and is situated steps from Millennium Park and the Chicago Riverwalk.
The 6-guest property boasts a well-equipped kitchen with top-brand appliances, a heated indoor pool, access to a Sky Lounge with fitness facilities, and sound-engineered windows for a peaceful stay; private parking is available at an extra cost.
Blueground | Streeterville, Rooftop, Pool, Nr Park - Chicago, IL
Chicago, IL
03/08 – 03/09
223 €/nighttotal: 6913 € (31 )

Blueground | Streeterville, Rooftop, Pool, Nr Park

1 2
apartment , Chicago
This Streeterville flat is a 0.8km walk from Chicago's Loop, offering easy access to Lake Michigan, Navy Pier, and Michigan Avenue's shops.
The 59 square metre one-bedroom apartment sleeps two, features a fully equipped kitchen, in-unit laundry, and access to a building swimming pool; plus, Blueground's app provides convenient maintenance and cleaning services.
Modern 2br South Loop Apt, Mccormick & Wintrust - Chicago, IL
9.5 22 reviews
Chicago, IL
09/09 – 14/09
315 €/nighttotal: 1575 € (5 )

Modern 2br South Loop Apt, Mccormick & Wintrust

1 3
apartment , Chicago
This superb two-bedroom Chicago apartment enjoys a prime South Loop location, directly opposite McCormick Place and Wintrust Arena, within easy walking distance (approximately 1.6 km) of the lakefront, Field Museum, and Shedd Aquarium.
The property offers guests high-speed Wi-Fi, a resort-style swimming pool and fitness centre, parking, and accommodates up to four people, with added convenience of a 24-hour doorman and a sixth-floor games room.
Prime Lincoln Park Views + Modern Amenities Await - Chicago, IL
9.8 71 reviews
Chicago, IL
21/07 – 24/07
480 €/nighttotal: 1440 € (3 )

Prime Lincoln Park Views + Modern Amenities Await

1 4
apartment , Chicago
This Lincoln Park, Chicago flat is ideally located a short walk from Lincoln Park itself and five minutes from upscale shops, restaurants, and nightlife.
The 102 sq m apartment offers two queen bedrooms, two bathrooms, sleeps four guests, and boasts high-end kitchen appliances, a private balcony, 75” TV, and Sonos sound system, plus access to a building pool, gym, and co-working space.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Perfect For Groups! Steps To The Beach And Room For All! Enjoy All Andersonville Has To Offer! By Allset Turnover - Chicago, IL
9.7 209 reviews
Chicago, IL
12/08 – 15/08
519 €/nighttotal: 1557 € (3 )

Perfect For Groups! Steps To The Beach And Room For All! Enjoy All Andersonville Has To Offer! By Allset Turnover

2 4
apartment , Chicago
This Andersonville duplex, located a short distance from the beach and numerous restaurants, offers easy access to antique shops and is approximately 0.5 kilometres from Wrigley Field.
The three-bedroom, two-bathroom property sleeps six guests and features a basement billiards table, wet bar, shared patio, and is within a 25-kilometre commute of Chicago's Loop via public transport.
Luxe Loft Vibe With King Suite - 4br 3ba - Chicago, IL
9.7 7 reviews
Chicago, IL
02/07 – 03/07
422 €/nightfor 1 night

Luxe Loft Vibe With King Suite - 4br 3ba

4 5
apartment , Chicago
This luxurious Chicago apartment, situated near 63rd Street Beach (1.9km) and the Museum of Science and Industry (2.7km), offers easy access to these attractions and is approximately 9.9km from Guaranteed Rate Field and the Field Museum.
The 232 square metre property boasts a spacious four-bedroom, three-bathroom layout sleeping up to 15 guests, complete with a fully equipped kitchen, private patio, hot tub, free Wi-Fi, and free private parking.
3br King/work Desk/garage Parking/families Welcome - Chicago, IL
10 136 reviews
Chicago, IL
03/09 – 07/09
302 €/nighttotal: 1208 € (4 )

3br King/work Desk/garage Parking/families Welcome

1 5
apartment , Chicago
This spacious three-bedroom apartment is situated in North Lincoln Square, a peaceful residential area in Chicago.
The 3-bedroom flat, sleeping up to six guests, boasts a fully equipped kitchen, in-building laundry, free garage parking (for stays of six nights or more), and access to a shared backyard with barbecue facilities; nearby attractions include Lincoln Park Zoo (distance unspecified).
Chic Luxe Spa Retreat Light Filled King Bed Garage - Chicago, IL
Chicago, IL
09/10 – 13/10
495 €/nighttotal: 1980 € (4 )

Chic Luxe Spa Retreat Light Filled King Bed Garage

1 2
apartment , Chicago
This Chicago flat offers a peaceful escape with private parking and Wi-Fi, located conveniently for exploring the city's attractions.
This 102 square metre, one-bedroom apartment accommodates up to three guests and features a fully equipped kitchen, air conditioning, and a balcony, with a garden for added relaxation.
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