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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 6
Graduate Evanston
This Williamsburg-style hotel in Evanston, Illinois was built in 1927 is 2 blocks from Northwestern University. A contemporary American restaurant is on site and traditional guest rooms include free Wi-Fi.Book now
from $87 per night

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Hotel
Accommodates 4
Chinatown Hotel Chicago
This cozy hotel is situated in the middle of Chicago’s Chinatown, just 6 blocks from McCormick Place. It offers comfortable guestrooms, free WiFi access and a 24-hour front desk.Book now
from $51 per night

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Hotel
Accommodates 8
Best Western Chicago Downtown-River North
Just 5 blocks away from the famed shopping, dining and entertainment of the Magnificent Mile, this hotel is located in downtown Chicago and offers an indoor heated pool and a rooftop deck with views of the iconic city skyline.Book now
from $72 per night

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Hotel
Accommodates 4
Chicago South Loop Hotel
Just 3 minutes’ drive from McCormick Place Convention Center, this boutique hotel is located in Chicago’s South Loop and offers free parking and free WiFi.Book now
from $87 per night

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Hotel
Accommodates 4
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.Book now
from $87 per night

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Hotel
Accommodates 4
Virgin Hotels Chicago
Steps away from the iconic shopping, dining and entertainment of Michigan Avenue’s Magnificent Mile, this downtown Chicago boutique hotel puts a spin on modern luxury and comfort, offering 3 on-site restaurants, a rooftop bar and nightclub and expansive meeting and social spaces.Book now
from $102 per night

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Hotel
Accommodates 5
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Less than 8 miles from Chicago O’Hare International Airport and the Donald E Stephens Convention Center, this Bensenville hotel features guest rooms with 32-inch flat-screen TVs and free WiFi. A complimentary breakfast buffet is served each morning.Book now
from $55 per night

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Hotel
Accommodates 10
Red Lion Inn & Suites Elk Grove Village
Near O'Hare International Airport and a short drive from downtown Chicago, this Elk Grove Village hotel offers contemporary amenities such as free wired and wireless high-speed internet access.Book now
from $54 per night

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Hotel
Accommodates 4
Hyatt Rosemont Chicago/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
La Quinta by Wyndham Chicago Downtown
Situated in the heart of the Financial District in downtown Chicago, this hotel is located just 2 blocks from Willis Tower and offers contemporary rooms with free WiFi and complimentary full hot breakfast.Book now
from $67 per night

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Hotel
Accommodates 8
Waldorf Astoria Chicago
Located in Chicago’s Gold Coast neighbourhood, this luxury hotel boasts an on-site spa & wellness centre, as well as a restaurant. Shopping along The Magnificent Mile is within 5 minutes’ walk.Book now
from $276 per night

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House
Accommodates 4
Rodeway Inn
Located in Skokie, this motel features rooms with a cable TV. Northeastern Illinois University is 2 km away. Free WiFi access is available.Book now
from $59 per night

See all 2309 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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