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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 4
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 $85 per night

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Hotel
Accommodates 4
The Whitehall Hotel
A 4-minute walk away from the infamous 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 5
Hyatt House Chicago West Loop
Set in Chicago, 1.7 km from United Center, Hyatt House Chicago West Loop offers accommodation with a bar, private parking and a terrace. Featuring a fitness centre, the 3-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The accommodation provides a 24-hour front desk, and luggage storage for guests.Book now
from $99 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 $101 per night

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Hotel
Accommodates 7
Hampton Inn & Suites Chicago-Downtown
In the heart of the city, steps from major attractions, including the luxury shopping of the Magnificent Mile, this hotel offers modern fitness facilities, on-site dining and modern accommodation.Book now
from $81 per night

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Hotel
Accommodates 4
The Rose Chicago, Tapestry Collection By Hilton
Set in Rosemont, 5 km from Allstate Arena, The Rose Chicago, Tapestry Collection By Hilton offers air-conditioned rooms and a fitness centre. Among the facilities of this property are a restaurant, a 24-hour front desk and room service, along with free WiFi. Guests can have a drink at the bar.Book now
from $94 per night

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Hotel
Accommodates 4
Raffaello Hotel
Located next to the John Hancock Center, this 4-star boutique hotel is also across from world-renowned shopping at Water Tower Place. Raffaello Hotel boasts Drumbar, a swanky rooftop speakeasy and craft cocktails. Free WiFi is available.Book now
from $94 per night

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Hotel
Accommodates 6
Embassy Suites Chicago Downtown Magnificent Mile
Two blocks from the restaurants and shops of Navy Pier, this Chicago city centre all-suite hotel offers a free daily breakfast and evening reception, and is moments from major area attractions. There is also a heated indoor pool at the property.Book now
from $88 per night

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Hotel
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.Book now
from $88 per night

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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 $118 per night

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Hotel
Accommodates 4
Super 8 by Wyndham Chicago O'Hare Airport
Located less than a 10-minute drive away from O’Hare International Airport, this hotel offers free shuttle services to nearby attractions, including the Donald E. Stevens Convention Center and the Allstate Arena. Free WiFi is available.Book now
from $58 per night

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Hotel
Accommodates 5
Courtyard Chicago Downtown/Magnificent Mile
This high-rise downtown Chicago hotel offers panoramic views of Michigan Ave and the vibrant Magnificent Mile. It features an indoor pool, a Starbucks Café and an on-site restaurant.Book now
from $92 per night

See all 722 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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