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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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Hotel
Accommodates 5
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.Book now
from $12 per night

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Hotel
Accommodates 4
The Drake 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 elegantly designed guest rooms and a chance to enjoy an afternoon tea or cocktails at Palm Court.Book now
from $98 per night

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Hotel
Accommodates 4
Royal Sonesta Chicago Riverfront
Just 4 minutes’ walk away from the shopping, dining and entertainment on the Magnificent Mile, this downtown Chicago hotel offers on-site dining, 24-hour fitness centre and free WiFi.Book now
from $92 per night

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Hotel
Accommodates 5
Cambria Hotel Chicago Loop/Theatre District
Just steps away from the famed shopping on State Street, this boutique hotel is located inside the Oriental Theatre building in the Chicago Loop Theatre District. The hotel features on-site dining, state-of-the-art business services and modern guest rooms with free WiFi.Book now
from $12 per night

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Hotel
Accommodates 4
Chicago Lakeshore Hotel
Less than 2 miles away from University of Chicago and the Museum of Science and Industry, this hotel offers free guest parking, free local area shuttle service and an on-site restaurant.Book now
from $63 per night

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Hotel
Accommodates 5
Kasa Chicago River North Apartments
Located 2 km from North Avenue Beach in Chicago, Kasa Chicago River North Apartments provides accommodation with air conditioning and free WiFi.Book now
from $79 per night

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Hotel
Accommodates 4
Extended Stay America - Chicago - O'Hare
Extended Stay America - Chicago - O'Hare is located in Des Plaines and especially designed for longer stays, with all rooms featuring a fully equipped kitchen. The hotel offers free WiFi and a 24-hour front desk.Book now
from $64 per night

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Apartment
Accommodates 5
Modern Flat Right Next to Wrigley Field & Transit- Cubs!
Modern Flat in Heart of Wrigleyville & By Transit has well-equipped accommodation boasting free WiFi in Chicago, 2.4 km from Montrose Beach and 200 metres from Wrigley Field.Book now
from $99 per night

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Hotel
Accommodates 4
Hyatt Rosemont Near O'Hare
Just 5 minutes’ drive from O’Hare International Airport, this Rosemont hotel offers a free airport transfer service. Each guest room includes cable TV and high-speed internet access.Book now
from $68 per night

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Hotel
Accommodates 4
Crowne Plaza Chicago O'Hare Hotel & Conference Center, an IHG Hotel
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.Book now
from $81 per night

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Hotel
Accommodates 4
Comfort Inn Convention Center-Chicago O’hare Airport
Less than 4.8 kmaway from O’Hare International Airport, Comfort Inn Convention Center-Chicago O’hare Airport is a 5-minute drive away from the Allstate Arena and offers free airport shuttle services, complimentary daily breakfast and free WiFi.Book now
from $63 per night

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Hotel
Accommodates 5
Silversmith Hotel Chicago Downtown
Located in the centre of the Loop, near Chicago’s theater and financial district, this hotel is close to dining, shopping, and many major attractions. Spacious rooms include cable TV and free WiFi.Book now
from $109 per night

See all 573 accommodations in Chicago

Information about Chicago

HOTELS, APARTMENTS, VACATION RENTALS AND BED AND BREAKFAST IN 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 or service 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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