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Best Chicago holiday apartments

Well done. Look what authentic hosts in Chicago are offering to you on 9flats.

Popular accommodations in Chicago

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Accommodates 5
Four Seasons Chicago
Just steps away from the luxury shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile, this downtown Chicago hotel features skyline city views, an on-site restaurant and lavish spa. Free WiFi is available.

Featuring vintage French décor and marble bathrooms with Malin + Goetz amenities, every room at Four Seasons Chicago offers panoramic views of the Chicago skyline or Lake Michigan, a flat-screen LCD TV and iHome clock radio.

The on-site Allium Restaurant offers views of Lake Michigan and serves gourmet farm-to-table American cuisine in a refined setting. Guests can enjoy a cocktail at Allium Bar or the convenience of in-room dining.

The Spa at Four Seasons offers full body treatments and a Romanesque sauna, pool, and hot tub for relaxation. The hotel offers an on-site fitness centre and business centre, both open 24-hours. Kids can enjoy the hotel clubroom, which offers video games, foosball, arts and crafts and a movie area.

Millennium Park, Art Institute of Chicago and Lincoln Park Zoo are all 1.5 miles away from the hotel. Navy Pier is a 10-minute drive away.

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from $263 per night

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Accommodates 4
Chicago Marriott Downtown Magnificent Mile
Situated among the luxury shopping, dining and entertainment on the famed Magnificent Mile, this downtown Chicago hotel offers a state-of-the-art fitness centre, on-site dining and contemporary guest rooms with free WiFi.

Every room at Chicago Marriott Downtown Magnificent Mile provides a 32-inch flat-screen LCD TV with premium cable channels and a large work desk with an ergonomic chair. A coffee maker is also included.

Reviver offers chef-crafted food with gourmet to-go options 24-hours of the day. With 6 plasma screen TVs lining the walls, guests can grab craft cocktails and street food at the hotel’s Reviver – Bar. Harvest – Restaurant offers farm-fresh classic American cuisine for breakfast, lunch and dinner.

Over 68,000 square feet of flexible meeting and event space is offered at the property. Starbucks Coffee Company is conveniently located in the hotel lobby. 24-hour in-room dining services are offered.

Navy Pier and Millennium Park are both a 1-mile walk away from the hotel. The Grand Red Line Subway stop is a 5-minute walk away, offering easy access to the city’s top attractions.

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from $180 per night

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Accommodates 5
Hyatt House Chicago West Loop
Conveniently located in the West Loop district of Chicago, Hyatt House Chicago West Loop is set 1.7 km from United Center, 2.5 km from Willis Tower and 2.6 km from Chicago Board of Trade Building. With a fitness centre, the 3-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. Private parking is available on site.

At the hotel, all rooms have a desk.

An American breakfast is available every morning at Hyatt House Chicago West Loop.

The accommodation can conveniently provide information at the reception to help guests to get around the area.

CIBC Theatre is 2.6 km from Hyatt House Chicago West Loop, while DePaul University is 2.9 km from the property. The nearest airport is Midway International Airport, 15 km from the hotel.

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from $101 per night

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Accommodates 4
Club Quarters Hotel, Central Loop
A short 7-minute walk of the Quincy/Wells Subway Station and Willis Tower Skydeck, Club Quarters Hotel, Central Loop is located in downtown Chicago and features a restaurant, pub and 24-hour room service. Free WiFi access is available.

The contemporary guest rooms provide a flat-screen cable TV, iPod docking station and desk. A coffee machine and complimentary bottled water are provided in each room.

Elephant & Castle Pub and Restaurant, an English-style pub, serves British and American cuisine and offers over 100 beers and Scotch whiskeys.

A variety of cardio equipment is available to use at Central Loop Club Quarters’ gym. The hotel also has 24-hour concierge service.

Club Quarters is less than 1 mile from Chicago Symphony Orchestra, the Art Institute of Chicago and Millennium Park.

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from $102 per night

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Accommodates 5
The Palmer House Hilton
Just 1 block away from Millennium Park and the Art Institute of Chicago, this historic downtown hotel is located in Chicago’s theatre and financial district and offers on-site dining options, a modern business centre and spa services.

A flat-screen HDTV, desk and arm chair are offered in every modern guest room at Palmer House Hilton. 24-hour housekeeping and room service are available.

Guests can relax at the indoor pool and hot tub, work out at the on-site fitness centre or visit the on-site beauty salon.

Lockwood Restaurant features a rooftop garden and offers American cuisine for breakfast, lunch and dinner. Amidst the historic lobby, guests can enjoy a crafted cocktail at the Lobby Bar or visit the elegant Potter’s Bar and Lounge.

The Monroe Red Line subway station is a 1-minute walk away, providing easy access to Chicago’s top attractions. Navy Pier is 2 miles away from the hotel.

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from $148 per night

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Accommodates 6
Sheraton Grand Chicago
Located in the heart of the Chicago city centre, this hotel features rooms overlooking the river and city skyline. Boasting 5 restaurants and bars, Sheraton Grand Chicago is just a 10-minute walk away from Navy Pier and Millennium Park.

A 47" cable TV is offered in every spacious room at Sheraton Grand Chicago. All rooms offer city or river views and come equipped with a minibar.

For guest convenience, a fitness centre and business centre are also available.

Shula’s Steak House, located on site, serves fresh seafood and steak for dinner each evening. Chicago Burger Company features a casual atmosphere with juicy burgers and icy cocktails.

This hotel is 5 minutes' walk from the luxurious shops, entertainment and nightlife of Michigan Avenue. The Museum of Contemporary Art Chicago is less than 1 mile away.

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from $161 per night

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Accommodates 6
Congress Plaza Hotel Chicago
Directly across from Millennium Park and sitting on the iconic Michigan Avenue, Congress Plaza Hotel offers elegance, luxury, and history in the heart of downtown Chicago. This historic Chicago hotel offers stunning city and lake views, on-site dining options, and free WiFi.

Offering a mix of contemporary amenities and classic, historic character, each room at Congress Plaza Hotel boasts high ceilings, expansive bathrooms and a flat-screen cable TV. Coffee makers, working desks, and ironing facilities are provided in each room. Some rooms offer separate living areas and family-friendly bedding layouts.

Rafael’s offers a menu of American classics, coupled with creative seasonal chef specialties for lunch and dinner. For breakfast, guests can start the day off with breakfast at Gazebo or grab a drink and watch a game on the flat-screen TVs at the Congress Lounge, which offers city views and comfortable leather couches and chairs.

A 24-hour fitness centre, barbershop and same-day dry cleaning and shoeshine services are available on-site. The hotel includes 23 contemporary venue event spaces, including the infamous Gold Room, dating back to early 1920's Chicago. Room service, a business centre, and multiple seating areas are also offered.

Congress Plaza Hotel is within walking distance from Chicago must-see attractions such as the Art Institute of Chicago, Buckingham Fountain, and Lake Michigan. Shops, dining and entertainment on the Magnificent Mile is only 10 minute's walk. Navy Pier is only 2 miles away.

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from $113 per night

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Accommodates 4
Comfort Suites Michigan Avenue
Just a block away from the shops and entertainment on the Magnificent Mile, this hotel is located in the heart of downtown Chicago and offers complimentary daily breakfast and free WiFi.

Each room at Comfort Suites Michigan Avenue includes a fully-equipped kitchen, washing machine and dryer. A flat-screen LCD TV and seating area are also provided.

Guests have 24-hour access to the on-site fitness centre and business centre at the property. There is also a snack shop and laundry services available at the hotel.

The Art Institute of Chicago and Navy Pier are both 1 mile away from the property. The State/Lake Subway Station is a 5-minute walk away, providing easy access to the city’s top attractions.

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from $154 per night

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Accommodates 6
Comfort Suites Schiller Park - Chicago O'Hare Airport
Just 2 miles away from Donald E. Stephens Convention Center and Fashion Outlets of Chicago, this Schiller Park all-suites hotel features complimentary hot breakfast, an on-site restaurant and free airport shuttle services. Free WiFi is available.

Every room at Comfort Suites Schiller Park - Chicago O'Hare Airport provides a flat-screen cable TV with premium satellite channels, a microwave and a refrigerator. Select rooms also offer a spa bath.

The sports-themed Legends American Grill is located on-site and offers casual American dining for breakfast, lunch and dinner. In-room dining services are also offered for guest convenience.

A modern fitness centre and a 24-hour business centre with fax and copy services are both available on-site. The hotel also offers free on-site parking.

Rosemont CTA Blue Line Station is 3 miles away, offering easy access to downtown Chicago. Allstate Arena is an 11-minute drive away from the hotel.

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from $83 per night

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Accommodates 6
Pittsfield Apartments + Suites
Located in the heart of the Chicago city centre, Pittsfield Apartments + Suites features free WiFi in every room. Millennium Park can be reached in 5 minutes’ walk.

A microwave and refrigerator are included in every apartment at Pittsfield Apartments + Suites, along with coffee-making facilities and a toaster. Cable TV with satellite channels is also provided.

Launderette facilities are available on site at the property. Guests can also enjoy the convenience of bicycle storage during their stay.

Shopping and dining on the Magnificent Mile can be reached in 10 minutes’ walk from this property. Navy Pier is 2 miles away.

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from $86 per night

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Accommodates 2
Crowne Plaza Chicago O'Hare Hotel & Conference Center
Directly across from the Stephens Convention Center and minutes from O’Hare International Airport, this Rosemont hotel offers a 24-hour business centre and 55,000 sq ft of business meeting space.

A flat-screen LCD HDTV, desk and laptop safe are included in every room at Crowne Plaza Chicago O’Hare Hotel & Conference Center. Each room also has noise-reducing glass and eco-friendly amenities.

The hotel offers an array of on-site dining options, including Chicago Fire Oven and On the Fly, both serving breakfast, lunch, dinner and dessert. Visibility Bar is located on-site and offers a relaxing setting where guests can enjoy a beer or cocktail while watching a game.

Guests can swim at the indoor pool or get in a workout at the fitness centre, both located on-site. There is also a gift shop and laundry services available at the hotel.

Allstate Arena is a 9-mile drive away. The Rosemont Theatre is a 3-minute walk away from the hotel.

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from $99 per night

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Accommodates 4
The Drake, a Hilton Hotel
Featuring stunning views of Lake Michigan, the Chicago Drake hotel is 3 minutes' walk from Oak Street Beach and 1 mile from Navy Pier. This hotel built in 1920 includes the bar Coq d’Or and elegantly designed guest rooms.

Each spacious room at The Drake provides deluxe bedding and marble bathrooms. Guest rooms offer a flat-screen HD TV with HBO and an iPod docking station.
Guests at the Drake Hilton Hotel can explore the shops located on the arcade level of the hotel. A convenience store and foreign currency exchange services are also available.

Lincoln Park Zoo is 2.4 miles from this hotel in Chicago. The John Hancock Center is less than 5 minutes' walk away.

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from $161 per night

See all 1006 accommodations in Chicago

Information about Chicago

Occasionally overlooked as a tourist destination, Chicago, Illinois is actually one of the most visited cities in the whole of the United States. With magnificent shopping, fine dining, a picturesque waterfront and famous skyline dominated by skyscrapers, the Windy City offers a fantastic short break experience. As with most major cities, hotel accommodation can sometimes prove expensive but with 9flats.com, you can rent affordable quality accommodation in residential areas. By staying in 9flats holiday apartments in Chicago you will get the opportunity of living amongst the locals and experiencing life as a true Chicagoan. This is much like the popular activity of couchsurfing in Chicago, albeit much more comfortable and on a more private basis.

Private Holiday Apartments in Chicago

As the birthplace of the skyscraper, Chicago has an imposing skyline that is at once sleek and dramatic, providing a magnificent backdrop to the shores of Lake Michigan. The tunnel effect provided by the many tall buildings is the reason Chicago received its famous nickname of the Windy City. Despite its large size, the city of Chicago is eminently walkable with scores of guided tours taking in many historic locations, including the former haunts of some of the city’s most notorious gangsters. A large number of the main attractions in the city are located around The Loop, Chicago’s historic Downtown centre. Here you will find many of the city’s tallest buildings, including Willis Tower, the tallest in the country. Holiday apartments in Englewood are convenient for both the Red and Green Line train services and located near to a local shopping mall. For those looking for a lively nightlife scene, renting a holiday apartment in Uptown Chicago will put you right in the heart of this area’s famous entertainment district.

Affordable Holiday Accommodation in Chicago

Holiday apartments in Chicago are great for families as the city is one of the friendliest of America’s major tourist destinations. The city has a myriad of attractions suitable for all the family, meaning there is never a dull moment on a Chicago holiday. The number one attraction in the whole of Chicago is the Navy Pier, situated on the shoreline of Lake Michigan. Here you can ride a number of carousels and other fairground rides, including the huge Ferris wheel which offers great views over the lake and beyond. Adults are spoilt for choice when it comes to shopping in Chicago, particularly on the Magnificent Mile, a tree-lined avenue crammed with all manner of shops and restaurants.

Apartments throughout the World

As well as holiday accommodation in Chicago, 9flats has apartments in many other cities in the USA and across the globe. After visiting Chicago, why not continue your American adventure by renting a holiday apartment in New York and experience the excitement of the Big Apple? Perhaps you would prefer Canada and a holiday apartment in Toronto. Whatever your destination preference, 9flats has accommodation to suit, so why not take a look at what’s on offer at 9flats.com now?

Latest reviews for places in Chicago

  • 5.0

    Need to have quarters for the washing machine and dryers but they're easy to use. Had a couple of noise issues with neighbours above/below but that's just apartment living.

    Teresa reviewed Lake Michigan Studio, 1 month minimum in Far North Side
  • 5.0

    She and her husband were very helpful, both in person and via email. Very helpful in an unknown area. We loved that end of Uptown and the lake- so close and so unexpectedly lovely. Hiring a bike there was a highlight- right into Downtown Chicago.
    Only criticism: no view (as honestly stated) and a noisy AC unit.

    sally reviewed Lake Michigan Studio, 1 month minimum in Far North Side
  • 5.0

    Our stay was perfect -- we felt extremely welcome, the area was safe and lively, yet quiet enough for comfortable nights. Beautiful appartment and wonderful host.

    Barbara reviewed Spectacular Room Close to Downtown! in W Town
  • 5.0

    Lovely place, nicely decorated, cozy room with a comfortable bed.

    Moritz reviewed An Artist's Abode in W Town

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