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Best Chicago holiday apartments

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

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Popular accommodations in Chicago

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Hotel
Accommodates 4
Radisson Blu Aqua Hotel Chicago
Situated in Chicago’s Lakeshore East neighborhood, this luxury hotel is located in the modern Aqua building. Free WiFi access is offered in every room, and Millennium Park can be reached in 5 minutes’ walk.Book now
from $143 per night

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Hotel
Accommodates 4
The Langham Chicago
Just 2 blocks away from the famed shopping, dining and entertainment on Michigan Avenue’s Magnificent Mile, this luxury hotel towers above the city in a skyscraper designed by renowned architect Mies van der Rohe, offering upscale amenities and stylish comfort in the heart of downtown Chicago.Book now
from $238 per night

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Hotel
Accommodates 8
Sonder — The Plymouth
Situated in Chicago, within 600 metres of Chicago Board of Trade Building and 600 metres of CIBC Theatre, Sonder — The Plymouth features free WiFi. All rooms boast a kitchen and a private bathroom. The property is close to popular attractions like DePaul University, Cloud Gate - The Bean and Grant Park.Book now
from $92 per night

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Hotel
Accommodates 8
Kasa Chicago - South Loop
Located in Chicago in the Illinois region, with DePaul University and CIBC Theatre nearby, Kasa Chicago - South Loop provides accommodation with free WiFi and free private parking.Book now
from $146 per night

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Hotel
Accommodates 4
Marriott Marquis Chicago
Directly connected to McCormick Place, this Chicago hotel features state-of-the-art technology and connectivity, with over 93,000 square feet of meeting space, on-site dining and a 24-hour fitness centre.Book now
from $188 per night

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Hotel
Accommodates 6
Hyatt Place Chicago/Downtown - The Loop
Located in the heart of the city, Hyatt Place Chicago/Downtown – The Loop is conveniently located near several of the city’s social and cultural landmarks. This hotel offers a restaurant and fitness centre. Free WiFi access is available.Book now
from $121 per night

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Hotel
Accommodates 4
The Whitehall Hotel
A 4-minute walk away from the famous shopping, dining and entertainment on the Magnificent Mile, this boutique hotel offers luxury and historic culture with upscale on-site dining and spacious guest rooms with free WiFi.Book now
from $69 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 $76 per night

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Hotel
Accommodates 4
Hyatt Regency McCormick Place
Boasting an ideal location directly connected to the McCormick Place convention centre, this hotel offers contemporary accommodation and first-class amenities and services, and is a short drive from Chicago city centre.Book now
from $119 per night

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Hotel
Accommodates 4
Hyatt Regency Chicago
Off the banks of the Chicago River, this luxurious hotel is conveniently located within 5 minutes' walk of the Magnificent Mile and Millennium Park. As the largest hotel in Chicago, this hotel features numerous of on-site dining options, free WiFi, and a 24-hour fitness centre and spa.Book now
from $135 per night

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Hotel
Accommodates 4
River Hotel
Ideally located in downtown Chicago along the Chicago River, this 4-star boutique hotel features modern guestrooms with free WiFi. The Art Institute of Chicago is 10 minutes' walk away.Book now
from $89 per night

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Hotel
Accommodates 4
Hyatt Centric The Loop Chicago
Situated in Chicago’s famed Theatre District, Hyatt Centric The Loop Chicago is within 10 minutes' walk of State Street shopping and the Art Institute of Chicago. This hotel boasts a rooftop bar with panoramic views of the city skyline, an on-site restaurant and a snack shop featuring complimentary snacks and specialty coffee.Book now
from $129 per night

See all 893 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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