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13595 Best apartments in Chicago, IL

Lincoln Square Gem! - Chicago, IL
9.9 498 reviews
Chicago, IL
2 2
₹21800/nighttotal: ₹87200 (4 )

Lincoln Square Gem!

apartment - Chicago
This two-bedroom flat is located in Lincoln Square, a lively neighbourhood in Chicago, just 800 metres from the Western stop on the Brown Line, providing easy access to the city centre. The property has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The flat is suitable for up to four guests and features a well-equipped kitchen, a comfortable living space, and a private garden. Guests can enjoy the convenience of in-unit laundry facilities, air conditioning, and free Wi-Fi, as well as parking.
3br Vintage Apt Back Yard Walk To Mckinley Park - Chicago, IL
10 9 reviews
Chicago, IL
5 3
₹71132/nighttotal: ₹142264 (2 )

3br Vintage Apt Back Yard Walk To Mckinley Park

apartment - Chicago
This 3-bedroom flat is situated in McKinley Park, Chicago, a 5-minute walk from the park's trails and lagoon, and offers convenient access to the CTA Orange Line for travel to Downtown, Midway Airport, and Rate Field.
The spacious dwelling, located on the first floor of a vintage property, accommodates up to six guests and features a private backyard patio, air conditioning, and a fitness centre.
North Center Chicago - Walkable - Transit Accessible - King & Queen Beds - Chicago, IL
10 34 reviews
Chicago, IL
4 2
₹49246/nighttotal: ₹246230 (5 )

North Center Chicago - Walkable - Transit Accessible - King & Queen Beds

apartment - Chicago
This apartment is located in the Northcenter/St. Ben's area of Chicago, just 0.8 kilometres from the Irving Park Brown Line Station, providing easy access to various parts of the city. It has received excellent user ratings.
The apartment is a 74 square metre, two-bedroom property with one bathroom that can comfortably accommodate four guests. It comes equipped with a kitchen, a terrace, and a garden, as well as a Jacuzzi, parking, and air conditioning.
King Bed & In-unit Laundry! - Chicago, IL
9.7 149 reviews
Chicago, IL
2 1
₹22150/nighttotal: ₹66450 (3 )

King Bed & In-unit Laundry!

apartment - Chicago
This West Ridge basement flat is a 0.8-kilometre walk from Devon Avenue, offering easy access to diverse restaurants and shops, and is a short drive from Lake Michigan beaches.
The self-contained apartment sleeps four, features a private garden, in-unit laundry, parking, and a fully equipped kitchen including a dishwasher, and is conveniently located near Jewel-Osco, Target and Walmart supermarkets.
Near Lake Michigan & Wrigley Field - Chicago, IL
10 358 reviews
Chicago, IL
4 2
₹44373/nighttotal: ₹88746 (2 )

Near Lake Michigan & Wrigley Field

apartment - Chicago
This two-bedroom flat is situated in Uptown, just 0.8 kilometres from the Aragon Ballroom and Riviera Theatre, and 1.6 kilometres from Lake Michigan, offering a lively atmosphere with easy access to entertainment and the lakefront. The property has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable stay.
The apartment comfortably accommodates four guests with two king-size beds. Amenities include a fully equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a garden, parking, and a rooftop deck with stunning views of Uptown and Wrigley Field.
Home In Bucktown | Park For Free | Walk To Train - Chicago, IL
9.9 16 reviews
Chicago, IL
10 5
₹69229/nighttotal: ₹276916 (4 )

Home In Bucktown | Park For Free | Walk To Train

apartment - Chicago
This historic Victorian red-brick terraced house is located in Chicago's Bucktown/Wicker Park district, offering direct access to The 606 Trail for cycling and running, and is a short walk to the train for direct routes into the city centre.
This spacious two-storey residence accommodates up to 10 guests, featuring five bedrooms, three bathrooms, a private patio deck, and on-site parking for two vehicles, with in-unit laundry facilities for convenience.
Brand New 1-br Apt: Deluxe Comfort W/ Spa Bathroom - Chicago, IL
10 108 reviews
Chicago, IL
2 1
₹13822/nighttotal: ₹27644 (2 )

Brand New 1-br Apt: Deluxe Comfort W/ Spa Bathroom

apartment - Chicago
This one-bedroom apartment is ideally located on a quiet street between the Andersonville and Lincoln Square neighbourhoods of Chicago, offering easy access to local amenities.
The 1-bedroom flat sleeps 3 guests, features a full kitchen with modern appliances, a luxury bathroom with a walk-in shower, a private garden, in-building laundry, free garage parking, and Smart TVs; weekly and monthly discounts are available.
Pilsen Home Away From Home - Chicago, IL
10 1 review
Chicago, IL
1 2
₹19253/nighttotal: ₹596843 (31 )

Pilsen Home Away From Home

apartment - Chicago
This Pilsen flat offers direct access to Chicago's key attractions from its characterful district.
This two-bedroom flat accommodates four guests and features a dedicated music room, a fireplace, a modern kitchen, and a private outdoor space.
Coach House In Historic Old Town Chicago - Chicago, IL
9.9 134 reviews
Chicago, IL
2 1
₹33634/nighttotal: ₹134536 (4 )

Coach House In Historic Old Town Chicago

apartment - Chicago
This Old Town coach house, a short walk (less than 1.6km) from Lake Michigan and the beach, offers easy access to public transport and numerous restaurants on Wells Street.
The one-bedroom apartment sleeps four, features a kitchen with fridge, freezer, and dishwasher, plus air conditioning, parking, and internet access; local hosts provide insider tips on Chicago attractions.
Cozy Ukrainian Village Two Bedroom Apartment - Chicago, IL
9.7 270 reviews
Chicago, IL
1 2
₹20938/nighttotal: ₹628140 (30 )

Cozy Ukrainian Village Two Bedroom Apartment

apartment - Chicago
This two-bedroom apartment is situated in Chicago's Ukrainian Village, a short bus ride (via the #66 Chicago Avenue bus) from the city centre and within walking distance of numerous local cafes and shops.
The 2-bathroom flat, sleeping up to four guests, offers a fridge, freezer, dishwasher, air conditioning, on-street parking (permits provided), and a shared laundry in the basement; it's a 1910 building reflecting Chicago's architectural heritage.
Arcade, Free Parking, Sleeps 8! - Chicago, IL
9.9 46 reviews
Chicago, IL
3 2
₹39178/nighttotal: ₹509314 (13 )

Arcade, Free Parking, Sleeps 8!

apartment - Chicago
This Chicago flat offers a prime West Loop location, just a 5-minute walk to the district and a short 1.6-kilometre Uber to downtown, Millennium Park and Navy Pier.
This two-bedroom, two-bathroom apartment comfortably sleeps eight guests and includes essential amenities such as air conditioning, free parking for one car, a fully equipped kitchen with a dishwasher, an in-unit washer/dryer, and two Smart TVs.
Modern 3br Near Downtown & Free Parking - Chicago, IL
10 4 reviews
Chicago, IL
4 3
₹71890/nighttotal: ₹431340 (6 )

Modern 3br Near Downtown & Free Parking

apartment - Chicago
This Chicago flat is located in a district offering a comfortable and stylish stay, providing a home-like atmosphere ideal for business and leisure travellers.
This 3-bedroom, 1-bathroom flat accommodates up to 7 guests and features air conditioning, internet, and a kitchen, designed for a relaxing and memorable stay with thoughtfully curated details.

Best family friendly Chicago, IL Holiday Apartments and Self Catering Accommodations

Among the 13595 accommodations in Chicago, IL, here are the 4 best family friendly holiday apartments

Large Space With Garage - Chicago, IL
10 1 review
Chicago, IL
15 4
₹103368/nighttotal: ₹310104 (3 )

Large Space With Garage

apartment - Chicago
This two-bedroom apartment is located in West Pullman, a neighbourhood in Calumet Park, around 32 kilometres south of downtown Chicago and a short drive from Lake Michigan. The area is quiet and residential, offering a peaceful retreat from the hustle and bustle of the city.
This comfortable home sleeps up to four guests and has a well-equipped kitchen, a relaxing living room, and a private balcony. You can enjoy modern amenities like air conditioning, a jacuzzi, and free parking, making it an ideal base for exploring Chicago.
Chic Euro City Getaway- Close To Downtown - Chicago, IL
9.4 13 reviews
Chicago, IL
1 3
₹22346/nighttotal: ₹89384 (4 )

Chic Euro City Getaway- Close To Downtown

apartment - Chicago
This family-friendly apartment is situated in Bronzeville, Chicago, offering proximity to the lakefront and a 9-minute walk to State Street, with the Chicago Museum of Science and Industry and the Art Institute of Chicago also nearby.
This spacious 111 square metre flat comfortably accommodates up to six guests across three bedrooms and two bathrooms, featuring a well-equipped kitchen, air conditioning, on-site parking, and is a short walk from the 51st Street and 47th Street subway stations.
Logan Square Cozy 2br Basement Apartment - Chicago, IL
10 150 reviews
Chicago, IL
3 2
₹29879/nighttotal: ₹209153 (7 )

Logan Square Cozy 2br Basement Apartment

apartment - Chicago
This Logan Square basement flat offers convenient access to Chicago's Blue Line, providing quick commutes to both the city centre and O'Hare International Airport.
The two-bedroom, one-bathroom property sleeps four guests and features a fully equipped kitchen, a private garden, and a dedicated HVAC system, plus free on-street parking nearby.
Cozy 3 Bedroom Apt Andersonville Neighborhood - Chicago, IL
10 288 reviews
Chicago, IL
2 3
₹16040/nighttotal: ₹160400 (10 )

Cozy 3 Bedroom Apt Andersonville Neighborhood

apartment - Chicago
This charming apartment is located in the Andersonville neighbourhood on Chicago's north side, just under 0.3 kilometres west of Clark Street, a lively area with a diverse range of restaurants, bars, and shops. The apartment receives excellent ratings for user experience, location, and cleanliness.
This three-bedroom flat provides 92 square metres of space and comfortably accommodates up to four guests. The apartment offers a range of amenities, including a private patio, a front porch, and a shared laundry area, as well as garage parking.

Best Chicago, IL holiday apartments with a balcony

Charming Loft With Rooftop Views And Stylish Amenities - Cozy Retreat - Chicago, IL
Chicago, IL
2 1
₹23639/nighttotal: ₹70917 (3 )

Charming Loft With Rooftop Views And Stylish Amenities - Cozy Retreat

apartment - Chicago
This flat is located in Chicago's Uptown district, 200 metres from Montrose Beach, the Aragon Ballroom and the Riviera Theatre, with the Lawrence Red Line station offering easy access to downtown.
This one-bedroom flat accommodates two guests and features a fully equipped kitchen, air conditioning, a terrace, a fitness centre, and on-site parking, with an in-unit washer/dryer and dishwasher for convenience.
Edgewater Gem By The Lake! 2br With Parking & Gym - Chicago, IL
9.8 6 reviews
Chicago, IL
2 2
₹62518/nighttotal: ₹250072 (4 )

Edgewater Gem By The Lake! 2br With Parking & Gym

apartment - Chicago
This Edgewater flat is situated a short walk from the CTA Red Line's Granville Station and the Chicago lakefront, offering easy access to Loyola University and downtown.
This 93 square meter flat provides accommodation for up to four guests with two bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a balcony, and included garage parking.
3 Stylish 2brs Steps From Magnificent Mile - Chicago, IL
Chicago, IL
2 6
₹220494/nighttotal: ₹1543458 (7 )

3 Stylish 2brs Steps From Magnificent Mile

apartment - Chicago
This six-bedroom, six-bathroom residence offers generous accommodation for up to 15 guests in Chicago's Gold Coast district, a mere 300 metres from the Magnificent Mile and 600 metres from the Lakefront Trail.
Guests can enjoy panoramic city views from private balconies, a fully equipped chef's kitchen, and access to a 241 square metre health club, alongside extensive building amenities including an outdoor pool deck, a gaming centre, and a rooftop terrace.
Spacious 2br In The Loop Downtown Resort Amenities - Chicago, IL
Chicago, IL
4 2
₹83094/nighttotal: ₹249282 (3 )

Spacious 2br In The Loop Downtown Resort Amenities

apartment - Chicago
This Chicago flat is located in the Loop district, 200 metres from Grant Park and 800 metres from the Art Institute, with easy access to Lake Michigan's paths, the Riverwalk, and Michigan Avenue.
This two-bedroom, two-bathroom residence accommodates up to five guests and offers a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a fitness centre, and parking, with a Nespresso coffee maker and a Sonos sound system as additional features.

Frequently asked questions about apartment rentals in Chicago, IL

  • What are the must-see attractions for a 2 days stay in Chicago, IL?

    For a two-day trip, you absolutely must visit the iconic Willis Tower, formerly known as the Sears Tower, for incredible views of the city. You'll also want to wander through Millennium Park and see the Cloud Gate sculpture, nicknamed 'The Bean'. And no visit to Chicago is complete without a stroll along the Magnificent Mile, a stretch of North Michigan Avenue known for its high-end shopping and dining.
  • Which neighborhoods in Chicago, IL are best for renting an apartment?

    For a great mix of vibrancy and convenience, consider renting in the West Loop, River North, or Lincoln Park. These neighbourhoods offer easy access to public transport, fantastic restaurants, and a variety of shops and entertainment options.
  • What are the top cultural and historical sites in Chicago, IL?

    Chicago is packed with cultural gems! You'll want to check out the Art Institute of Chicago, home to world-renowned art collections, and the Field Museum, where you can explore natural history exhibits. For a dose of history, visit the Chicago Cultural Center, a stunning building with beautiful stained glass windows and free cultural events.
  • What makes Chicago, IL unique or famous?

    Chicago is known for its stunning architecture, with iconic skyscrapers like the Willis Tower and the John Hancock Center. It's also famous for its deep-dish pizza, a culinary tradition unique to the city. And don't forget the Chicago River, which flows through the heart of the city and is a popular spot for boat tours and water taxis.
  • Where can you find the best local markets and street food in Chicago, IL?

    For a true taste of Chicago, head to Maxwell Street Market, a bustling open-air market with a wide variety of street food vendors. You can also find great local produce and artisanal goods at the Green City Market, held in various locations throughout the city during the warmer months.
  • How is the public transportation system in Chicago, IL?

    Chicago has a comprehensive public transport system, with the 'L' train, buses, and a network of commuter trains. It's a great way to get around the city, especially if you're staying in a central neighbourhood. Just be sure to get a Ventra card for easy payment.
  • Which seasonal events or festivals should apartment renters look forward to in Chicago, IL?

    Chicago comes alive with festivals throughout the year! In the summer, you'll want to check out the Chicago Air and Water Show, a spectacular display of aviation and watercraft. And during the winter, the Christkindlmarket, a traditional German Christmas market, brings a festive atmosphere to the city.
  • What amenities are typically included in apartments in Chicago, IL?

    Most apartments in Chicago include basic amenities like central heating and air conditioning, a refrigerator, stove, and oven. Depending on the building and the price, you might also find in-building laundry facilities, a fitness centre, and a rooftop deck.
  • What leisure activities are available for relaxation in Chicago, IL?

    Chicago offers plenty of relaxation options! You can stroll through Lincoln Park, a sprawling green space with a zoo, a conservatory, and a lakefront. Or, for a more urban experience, head to the Chicago Riverwalk, a scenic path along the river where you can enjoy views of the city skyline.

Popular destinations

Best Chicago, IL holiday apartments with parking

Light And Bright 3bd Duplex In Avondale, Chicago - Chicago, IL
9.9 107 reviews
Chicago, IL
5 3
₹18350/nighttotal: ₹73400 (4 )

Light And Bright 3bd Duplex In Avondale, Chicago

apartment - Chicago
This three-bedroom, two-bathroom Chicago duplex is ideally located in a trendy area spanning Avondale, Bucktown, and Logan Square, a short distance from Chicago's city centre.
The 3-bedroom dwelling boasts a top/bottom layout, sleeping up to six guests and offering in-unit laundry, a fully equipped kitchen with dining area, two entertainment areas with TVs (including a 55" Roku TV), and a garden with parking.
Stylish 2br Stunner W/ Unbeatable Location - Chicago, IL
9.8 202 reviews
Chicago, IL
5 2
₹24879/nighttotal: ₹49758 (2 )

Stylish 2br Stunner W/ Unbeatable Location

apartment - Chicago
This Chicago apartment is ideally located on the border of Ukrainian Village and Wicker Park, close to the Division and Damen intersection.
The two-bedroom flat sleeps six, offering a modern kitchen, in-unit laundry, a shared patio with a fire pit, and free on-site parking – a valuable amenity in Chicago.
Cozy 2bdr Apt Near Mdw, Dwtn, United Ctr, Sox, Hwy - Chicago, IL
9.9 407 reviews
Chicago, IL
1 2
₹23450/nightfor 1 night

Cozy 2bdr Apt Near Mdw, Dwtn, United Ctr, Sox, Hwy

apartment - Cicero
This two-bedroom flat is located in Cicero, a short 15-minute drive from downtown Chicago and within walking distance of numerous restaurants and shops. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The flat is suitable for up to four guests and features a modern kitchen equipped with a fridge, freezer, and microwave oven. It also boasts a private patio with a fire pit and charcoal grill, perfect for relaxing evenings or entertaining guests.
Spacious 3br Corner Family Oasis Near Mccormick Place & Soldier Field - Chicago, IL
10 6 reviews
Chicago, IL
10 3
₹67584/nighttotal: ₹270336 (4 )

Spacious 3br Corner Family Oasis Near Mccormick Place & Soldier Field

apartment - Chicago
This Near South Side Chicago flat is situated steps from McCormick Place convention centre, a short walk from a tube station, and a quick Uber ride from Soldier Field and the Museum Campus.
The 95 square metre (102 square meters = 95 square meters approximately) property boasts three bedrooms, two bathrooms, sleeps up to ten guests, and includes a fully equipped kitchen, in-unit laundry, and access to a building gym; EV charging is optionally available.

Best Chicago, IL holiday apartments with air conditioning

Blueground | Loop, Dog Run, Nr Chicago Riverwalk - Chicago, IL
8.4 17 reviews
Chicago, IL
2 1
₹11437/nighttotal: ₹4163068 (364 )

Blueground | Loop, Dog Run, Nr Chicago Riverwalk

apartment - Chicago
This one-bedroom flat is situated in The Loop, a central Chicago district, within walking distance of Millennium Park, the Art Institute, and the Magnificent Mile. The apartment has excellent ratings for location, cleanliness, and user experience.
The flat features a modern décor and a fully equipped kitchen. It offers a range of amenities, including a swimming pool, fitness centre, and a terrace, making it perfect for a comfortable and enjoyable stay.
Jefferson Park Oasis - Chicago, IL
9.8 28 reviews
Chicago, IL
4 2
₹31871/nighttotal: ₹223097 (7 )

Jefferson Park Oasis

apartment - Chicago
This two-bedroom, one-bathroom apartment in Chicago's Jefferson Park neighbourhood is conveniently located within 1.6km of the CTA/Metra station, offering easy access to the city's public transport network.
The self-catering flat, sleeping up to four guests, boasts a full kitchen, dedicated workspace, shared backyard with grill and fire pit, and readily available street parking.
Cozy House In Chicago - Chicago, IL
9.6 32 reviews
Chicago, IL
6 3
₹35460/nighttotal: ₹70920 (2 )

Cozy House In Chicago

apartment - Chicago
This Chicago house, registered in [Insert Registration Number if available], offers three bedrooms and three bathrooms, sleeping up to six guests, and is conveniently located in [Insert specific Chicago neighbourhood if available, otherwise state 'a central Chicago location', or 'a location to be confirmed' and clarify that more information is required for precise location details].
The property includes free Wi-Fi, air conditioning, parking, and an Amazon Fire Stick with Netflix and Amazon Prime, and is pet-friendly; further details regarding the property's exact size and proximity to specific landmarks are unavailable.
Lincoln Park Apartment - Chicago, IL
10 3 reviews
Chicago, IL
2 2
₹11222/nighttotal: ₹392770 (35 )

Lincoln Park Apartment

apartment - Chicago
This Lincoln Park flat is situated a mere 4-minute walk from the Armitage Brown & Purple Line, offering convenient access to Chicago's amenities and DePaul University, which is a 15-minute walk away.
This two-bedroom, one-bathroom apartment accommodates up to four guests and includes a full kitchen, central air conditioning and heating, free on-site laundry, and entertainment options like Netflix, HBO, and Disney+.
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