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Holiday Rentals in Chicago, IL

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Chicago, IL, United States
26 Apr — 27 Apr2
Chicago, IL, United States
Fri 26/4
Sat 27/4
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Popular holiday rental in Chicago

Discover well-known properties in Chicago that are favoured by visitors more than others. There are 3,046 hotels in Chicago and price data was last updated on 19 April 2024. The average price for a hotel in Chicago is £187/night.

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Ginosi 747 Apartel
Ginosi 747 Apartel
Ginosi 747 Apartel
747 North May Street, Chicago, IL, United States
Ginosi 747 Apartel is located in Chicago and features complimentary Wi-Fi. It is situated a brief walk from the Polish Museum of America.
Free Wi-Fi
Air conditioning
Location
2.0 mi from city centre
£386
View Deal
The Penthouse at Grand Plaza
The Penthouse at Grand Plaza
The Penthouse at Grand Plaza
540 North State Street, Chicago, IL, United States
Conveniently located in the middle of the city, this 4-star property makes for an excellent base in Chicago. It also offers a sauna, an outdoor pool and free Wi-Fi.
Free Wi-Fi
9.2
Excellent
61 reviews
Location
1.1 mi from city centre
£329
View Deal
All 3,046 holiday rentals in Chicago

Tips for booking holiday rentals in Chicago

Gain useful insights and advice for booking the perfect stay in Chicago. Price data is based on averages over the past 12 months and was last updated on 19 April 2024.
Cheapest month:February
Most expensive month:December
Average price in Chicago:£187/night
Cheapest price found:£51/night
Cheapest day:Thursday
Most expensive day:Saturday
£52 - £505
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
£61 - £215
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.

Cheapest holiday rentals in Chicago, Illinois

Discover affordable stays in Chicago that provide a quality experience without breaking the bank. Hotels in Chicago can be found for as low as £75 per night. There is currently one property in Chicago that can be booked for this price. Corporate Suites in the Heart of Magnificent Mile is one of the hotels that can be booked for the lowest price in Chicago. Price data was last updated on 19 April 2024
These Chicago properties charge the lowest price per night of those we've come across. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Show all 3,046 holiday rentals
Corporate Suites in the Heart of Magnificent Mile
Corporate Suites in the Heart of Magnificent Mile
Corporate Suites in the Heart of Magnificent Mile
Chicago, IL, United States
1.1 mi from city centre
Air conditioning
Free Wi-Fi
£75
Avg. per night
View Deal
The Chicago Hotel Collection - Millennium Park
The Chicago Hotel Collection - Millennium Park
The Chicago Hotel Collection - Millennium Park
55 East Washington Street, Chicago, IL, United States
0.5 mi from city centre
Free Wi-Fi
Airport shuttle
£136
Avg. per night
View Deal
Furnished Suites in South Loop Chicago
Furnished Suites in South Loop Chicago
Furnished Suites in South Loop Chicago
Chicago, IL, United States
0.8 mi from city centre
Air conditioning
£149
Avg. per night
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Apartment in River North Downtown Chicago
Apartment in River North Downtown Chicago
Apartment in River North Downtown Chicago
Chicago, IL, United States
1.6 mi from city centre
Air conditioning
£188
Avg. per night
View Deal

Other accommodations in Chicago

Find the perfect holiday rental for your stay in Chicago. There are 3,046 hotels in Chicago and price data was last updated on 19 April 2024. The average price for a hotel in Chicago is £187/night.
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Best Western Grant Park Hotel
Best Western Grant Park Hotel
Best Western Grant Park Hotel
1100 South Michigan Avenue, Chicago, IL, United States
0.5 mi from city centre
Free Wi-Fi
£91
Avg. per night
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Park Hyatt Chicago
Park Hyatt Chicago
Park Hyatt Chicago
800 North Michigan Avenue, Chicago, IL, United States
1.5 mi from city centre
Pool
Free Wi-Fi
£315
Avg. per night
View Deal
Chicago Parthenon Hostel
Chicago Parthenon Hostel
Chicago Parthenon Hostel
310 South Halsted Street, Chicago, IL, United States
1.0 mi from city centre
Free Wi-Fi
Air conditioning
£126
Avg. per night
View Deal
Wrigley Hostel
Wrigley Hostel
Wrigley Hostel
3514 North Sheffield Avenue, Chicago, IL, United States
5.0 mi from city centre
Free Wi-Fi
Parking
£34
Avg. per night
View Deal

Where to stay in Chicago

Explore different neighbourhoods and areas within Chicago to find the perfect location for your stay. Map data was last updated on 19 April 2024.
Scroll to and zoom in on the areas in Chicago you plan on visiting to find nearby properties. Clicking a property's name will unlock more information and allow you to book that particular holiday rental.

Facts about staying in Chicago

Find useful tips and insights about staying in Chicago to help you make the most of your experience. FAQs were last updated on 19 April 2024.

  • How much does a holiday rental in Chicago cost?

    Chicago holiday rentals are £188/night on average. However, you may find that prices fluctuate depending on the time of year. For example, December is the most expensive month to book a holiday rental in Chicago, and February is often the cheapest month to book. Recently, our users found rentals for £52/night - which is currently the cheapest price. Keep in mind that anything £188/night or less is still considered a good deal.

  • What is the best Chicago holiday rental?

    While there may be other great holiday rentals in Chicago to choose from, The Chicago Hotel Collection - Millennium Park is currently considered the best, based on 6 HotelsCombined reviews and an average rating of 4.3/10.

  • What’s the closest holiday rental to Chicago O'Hare Intl Airport?

    If you’re looking for Chicago holiday rentals that are close to Chicago O'Hare Intl Airport, then the nearest one is The Chicago Hotel Collection - Millennium Park which is 15.8 mi away.

  • What part of Chicago is best to stay in?

    Consider staying in Downtown when looking for Chicago holiday rentals. Downtown is the most popular neighbourhood in the city according to our users. In fact, out of all users who looked for holiday rentals in Chicago in the past year, 1% of them searched for rentals in Downtown. If it’s available, we recommend staying at the 4 #1S - 4 Bedroom / 1.5 Bath Condo near McCormick Place, Wintrust Arena, a HotelsCombined favourite when it comes to holiday rentals in Chicago’s Downtown neighbourhood.

  • What’s the most popular holiday rental in Chicago near Navy Pier?

    While there may be several Chicago holiday rentals near Navy Pier, The Chicago Hotel Collection - Millennium Park happens to be the most popular among our users. The Chicago Hotel Collection - Millennium Park has a current rating of 4.3 from 6 HotelsCombined travellers. Navy Pier is also conveniently located just 1.3 mi from this holiday rental.

  • Are there Chicago holiday rentals with “Kitchen/kitchenette” listed as an amenity?

    Yes, there is a holiday rental in Chicago with “Kitchen/kitchenette” as a listed amenity. According to our data, 1 rental offers this popular amenity in the Chicago area. The The Chicago Hotel Collection - Millennium Park is a popular holiday rental among HotelsCombined users who are looking for this particular perk.

  • Are there any Aparthotel holiday rentals in Chicago?

    If you’re looking to book a Aparthotel holiday rental in Chicago, then you have 50 to choose from. We recommend looking at Sentral Michigan Avenue as it’s currently the most popular Aparthotel rental among our users.

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