Places to stay in Chicago, IL

16282 available accommodation offers

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Chicago, IL place to stay
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16282 Best places to stay in Chicago, IL

Browse Places to Stay near the Historic Centre in Chicago, IL

Position yourself near central shopping districts by selecting downtown lodgings in Chicago, IL for easy pedestrian exploration.

Sunlit 1br Apartment | Warm & Welcoming Space - Chicago, IL
9.3 71 reviews

Sunlit 1br Apartment | Warm & Welcoming Space

apartment, Chicago
This furnished Chicago flat, ideal for two guests, is located in an unspecified area of the city; further details are needed to determine its proximity to landmarks such as Millennium Park or Navy Pier.
The 1-bedroom apartment features a queen-sized bed, in-unit laundry, a full kitchen with dishwasher and microwave, and fast Wi-Fi, perfect for a comfortable Chicago stay.
Beautiful Corner 2 Bedroom In The Loop | Roof Deck - Chicago, IL
9.4 1543 reviews

Beautiful Corner 2 Bedroom In The Loop | Roof Deck

apartment, Chicago
This apartment is situated in a premium building in downtown Chicago, just a short walk from popular attractions like Millennium Park, the Art Institute, and the Magnificent Mile. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment offers ample space for larger groups, with two identical units on separate floors, each featuring a modern and stylish interior design. Guests have access to a wide range of amenities, including a swimming pool, rooftop terrace with grilling stations, a movie theatre, a gym, and a sky lounge.
Chic Spacious 3br South Loop Apartment Near Mccormick Place, Roosevelt Cta & Shopping Area In Chicago - Chicago, IL
10 2 reviews

Chic Spacious 3br South Loop Apartment Near Mccormick Place, Roosevelt Cta & Shopping Area In Chicago

apartment, Chicago
This McCormick apartment offers three bedrooms and two bathrooms, sleeping up to eight guests, and is situated near Chicago's Museum Campus, approximately 2.4 kilometres from the Field Museum and within 3.2 kilometres of the Art Institute of Chicago.
The 104 square metre property features a fully equipped kitchen, free Wi-Fi, on-site fitness centre, and parking (optional), making it ideal for families or groups visiting the city's cultural attractions.
Downtown Chicago Stay With Free In & Out Parking 1 - Chicago, IL
9.0 40 reviews

Downtown Chicago Stay With Free In & Out Parking 1

apartment, Chicago
This four-bedroom, two-bathroom flat is centrally located in downtown Chicago, just 500 metres from the Chicago Riverwalk and 500 metres from Millennium Park, with Willis Tower 1.9 kilometres away and Museum Campus 2.1 kilometres away.
This expansive 129 square metre modern apartment accommodates up to ten guests and includes a fully equipped kitchen, air conditioning, Wi-Fi, on-site parking, and access to a fitness centre.

Best family friendly Chicago, IL lodging

Among the 16282 accommodations in Chicago, IL, here are the 4 best for families

Wrigleyville Friends Unit - 5bdrm - Chicago, IL
9.3 142 reviews

Wrigleyville Friends Unit - 5bdrm

apartment, Chicago
This five-bedroom flat is situated in Wrigleyville, a lively neighbourhood just a short walk from Wrigley Field and close to Fullerton Beach, making it a great choice for families or groups visiting Chicago. The property boasts excellent user, location and cleanliness ratings.
The 60 square metre apartment offers a comfortable living space with a flat-screen TV and a fully equipped kitchen with a fridge, freezer and microwave. Guests can enjoy the Chicago weather on the terrace and benefit from the free Wi-Fi, air conditioning, parking and a garden.
Top Rated Condo  65 Tv  Family-friendly 2br - Chicago, IL
10 1 review

Top Rated Condo 65 Tv Family-friendly 2br

apartment, Elmwood Park
This Elmwood Park flat provides convenient access to Oak Park, O'Hare International Airport (approximately 13 kilometres away), and the attractions of central Chicago.
This two-bedroom flat accommodates up to six guests, offering amenities such as air conditioning, internet, a kitchen, and complimentary private parking, with keyless self-check-in for a smooth arrival.
South Loop 2br Getaway With Smart Tvs & Optional Parking Near Mccormick Place, Museum Campus & Downtown - Chicago, IL
9.7 112 reviews

South Loop 2br Getaway With Smart Tvs & Optional Parking Near Mccormick Place, Museum Campus & Downtown

apartment, Chicago
This two-bedroom flat is conveniently located in Chicago, just a short distance from McCormick Place, the Field Museum of Natural History, and the Art Institute of Chicago. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The 79 square metre flat comfortably accommodates up to six guests and features a fully equipped kitchen, a washing machine, and a bathroom with a bath. Guests can enjoy amenities such as a fitness centre, free Wi-Fi, and optional parking.
Magic Factory Loft 2west - Chicago, IL
10 207 reviews

Magic Factory Loft 2west

apartment, Chicago
This apartment is located in the Near North Side neighbourhood of Chicago, just 0.8 km from the Red Line train and a short distance from Lincoln Park, Old Town, River North, the Magnificent Mile, and Wrigleyville, offering easy access to the city's main attractions and a vibrant local atmosphere. It has received excellent user ratings, indicating a high level of satisfaction from previous guests.
This spacious 167 square metre flat can accommodate up to 10 guests, providing ample room for families or groups of friends. The property features a fully equipped kitchen, a terrace, parking, and a range of other amenities, making it an ideal choice for a comfortable and enjoyable stay in Chicago.

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.

Popular destinations

Best Chicago, IL accommodations with a kitchen

Cabin 105 At 747 Lofts - Chicago, IL
9.1 64 reviews

Cabin 105 At 747 Lofts

apartment, Chicago
This Chicago studio apartment enjoys an excellent location near the Blue Line 'L' train, providing easy access to the city centre and Randolph Street's restaurants in the West Loop.
The self-contained apartment, sleeping two, features a modern kitchen with fridge, microwave, and dishwasher, in-unit laundry, and a spa bath; parking is not guaranteed, but assistance is provided.
2mi To Obama Center - Pet-friendly Near Uoc! - Chicago, IL
9.6 4 reviews

2mi To Obama Center - Pet-friendly Near Uoc!

apartment, Chicago
This Woodlawn, Chicago flat is situated near Lake Michigan and Grant Park, approximately 3.2km from the Museum of Science and Industry and 4.8km from the Obama Presidential Center.
The 74 square metre ground-floor apartment sleeps four, offering two bedrooms, one bathroom, a private fenced yard, parking, and amenities including a Smart TV, workspace, washer/dryer, and complimentary toiletries.
Luxury Designer Apartment 802| Gold Coast/old Town - Chicago, IL
9.9 27 reviews

Luxury Designer Apartment 802| Gold Coast/old Town

apartment, Chicago
This newly refurbished loft flat is located in Chicago's Gold Coast and Old Town districts, a few steps from Michigan Avenue, Lake Michigan, and Wells Street.
This accommodation for up to 8 guests offers 2 bedrooms, 2 bathrooms, a full gym, a rooftop sundeck, and one complimentary parking space, with a chef's kitchen and city views.
Designer Suite On Tree Lined Street In Bucktown - Chicago, IL
9.7 100 reviews

Designer Suite On Tree Lined Street In Bucktown

apartment, Chicago
This three-bedroom Chicago apartment is located in Bucktown, offering easy access to Chicago's cultural attractions, although precise distances aren't specified.
The furnished flat sleeps five, features a well-equipped kitchen with dishwasher and microwave, on-site laundry with complimentary detergent, secure building access, and a shared urban garden with barbecue facilities.

Neighborhoods and points of interest in Chicago, IL

Best Chicago, IL accommodations with parking

Woodlawn Oasis - Chicago, IL
9.2 15 reviews

Woodlawn Oasis

house, Chicago
Woodlawn Oasis, a three-bedroom, three-bathroom house in Chicago's Woodlawn neighbourhood, is located 2.4km from the Museum of Science and Industry and 2.6km from 63rd Street Beach, offering easy access to other attractions such as Guaranteed Rate Field (9km) and the Field Museum (11.5km).
This Chicago dwelling, boasting a 20 square metre floor area, comfortably sleeps 23 guests and includes a fully equipped kitchen, in-unit laundry, a garden, and free on-site parking.
Cityscape - Heart Of Lincoln Park/depaul - Chicago, IL
9.7 162 reviews

Cityscape - Heart Of Lincoln Park/depaul

apartment, Chicago
This Lincoln Park flat is conveniently located near the ‘L’ train lines in Chicago, offering easy access to local parks and restaurants.
The one-bedroom apartment, sleeping up to four guests with a sofa bed, boasts a full kitchen, high-speed internet, and a private back porch, situated above McGee's Tavern and Grille.
Hidden Gem (Bestlocation) - Chicago, IL
9.4 86 reviews

Hidden Gem (Bestlocation)

apartment, Cicero
This Cicero flat, a private second-floor apartment in a bungalow, enjoys convenient access to Chicago's expressways and train lines, being approximately 24km from downtown Chicago, 16km from Midway Airport, and 56km from O'Hare International Airport.
The self-contained dwelling offers two bedrooms, one bathroom, sleeping up to four guests, and includes amenities such as a garden, parking, internet access, and a fully equipped kitchen; nearby attractions include various Chicago music festivals.
Private Workspace • Sleeps4 • Modern Stylish Stay - Chicago, IL
No reviews

Private Workspace • Sleeps4 • Modern Stylish Stay

apartment, Chicago
This one-bedroom flat in Chicago offers a sophisticated stay, conveniently located within 1.5 kilometres of Millennium Park, Navy Pier, Skydeck Chicago, Lincoln Park Zoo, and the Riverwalk.
This family-friendly accommodation, suitable for up to four guests, features a fully equipped kitchen, dedicated workspace, air conditioning, and on-site laundry, with the added benefit of being pet-friendly.

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.

3 Stylish 2brs Steps From Magnificent Mile - Chicago, IL
No reviews

3 Stylish 2brs Steps From Magnificent Mile

apartment, Chicago
Wabash 4br - Pool Free In & Out Parking 1 - Chicago, IL
10 1 review

Wabash 4br - Pool Free In & Out Parking 1

apartment, Chicago
The Parkside Perch (Fitness Center  Lounge) - Chicago, IL
9.9 15 reviews

The Parkside Perch (Fitness Center Lounge)

apartment, Chicago
2br Retreat In Downtown + City Skyline Views - Chicago, IL
No reviews

2br Retreat In Downtown + City Skyline Views

apartment, Chicago

Guest-Favourite Accommodations with a Jacuzzi in Chicago, IL

There is something genuinely lovely about having access to a private hot tub to unwind at the end of a busy city day in Chicago, IL.

Lux Apts With Lake Views And Top Amenities - Chicago, IL
9.8 52 reviews

Lux Apts With Lake Views And Top Amenities

apartment, Chicago
Elegant 2br With Resort Amenities & City Views - Chicago, IL
10 6 reviews

Elegant 2br With Resort Amenities & City Views

apartment, Chicago
Private Coach House Near Lincoln Square! - Chicago, IL
9.8 394 reviews

Private Coach House Near Lincoln Square!

house, Chicago
Modern Getaway W/ Hot Tub, Lrg Yard, Parking - Chicago, IL
9.9 183 reviews

Modern Getaway W/ Hot Tub, Lrg Yard, Parking

apartment, Chicago