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Holiday Rentals in Chicago, IL

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Chicago, IL, United States
26 May — 27 May2
Chicago, IL, United States
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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 3,095 hotels in Chicago and price data was last updated on 19 May 2024. The average price for a hotel in Chicago is ₹ 9,074/night.

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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
1.8 km from city centre
₹ 34,203
View Deal
Apartment in River North Downtown Chicago
Apartment in River North Downtown Chicago
Apartment in River North Downtown Chicago
Chicago, IL, United States
This comfortable property in Chicago offers complimentary wireless internet, as well as an outdoor pool and a swimming pool. It is conveniently located in the city centre.
Air conditioning
Location
2.5 km from city centre
₹ 19,477
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All 3,095 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 May 2024.
Cheapest month:July
Most expensive month:June
Average price in Chicago:₹ 9,074/night
Cheapest price found:₹ 3,249/night
₹ 3,257 - ₹ 17,052
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 ₹ 5,581 per night. There is currently one property in Chicago that can be booked for this price. Econo Lodge is one of the hotels that can be booked for the lowest price in Chicago. Price data was last updated on 19 May 2024
For those on a budget, these are the cheapest vacation rentals available in Chicago for the selected dates. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Show all 3,095 holiday rentals
Econo Lodge
Econo Lodge
Econo Lodge
Rockford, IL, United States
10.5 km from city centre
Air conditioning
₹ 5,581
Avg. per night
View Deal
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
1.8 km from city centre
Air conditioning
Free Wi-Fi
₹ 7,830
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
0.8 km from city centre
Free Wi-Fi
Airport shuttle
₹ 14,161
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
1.2 km from city centre
Air conditioning
₹ 15,410
Avg. per night
View Deal

Other accommodations in Chicago

Find the perfect holiday rental for your stay in Chicago. There are 3,095 hotels in Chicago and price data was last updated on 19 May 2024. The average price for a hotel in Chicago is ₹ 9,074/night.
Show all 3,095 stays
HI Chicago Hostel
HI Chicago Hostel
HI Chicago Hostel
24 East Ida B. Wells Drive, Chicago, IL, United States
0.1 km from city centre
Free Wi-Fi
₹ 4,196
Avg. per night
View Deal
Wrigley Hostel
Wrigley Hostel
Wrigley Hostel
3514 North Sheffield Avenue, Chicago, IL, United States
8.1 km from city centre
Free Wi-Fi
Parking
₹ 4,386
Avg. per night
View Deal
Chicago Getaway Hostel
Chicago Getaway Hostel
Chicago Getaway Hostel
616 West Arlington Place, Chicago, IL, United States
5.8 km from city centre
Free Wi-Fi
₹ 4,535
Avg. per night
View Deal
Warwick Allerton Chicago
Warwick Allerton Chicago
Warwick Allerton Chicago
701 North Michigan Avenue, Chicago, IL, United States
2.2 km from city centre
Free Wi-Fi
₹ 13,359
Avg. per night
View Deal
Hilton Chicago
Hilton Chicago
Hilton Chicago
720 South Michigan Avenue, Chicago, IL, United States
0.4 km from city centre
Free Wi-Fi
₹ 18,794
Avg. per night
View Deal
Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre District
Hampton Inn Majestic Chicago Theatre District
22 W. Monroe, Chicago, IL, United States
0.6 km from city centre
Free Wi-Fi
₹ 17,584
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 May 2024.
Navigate to the areas in Chicago you plan to visit to find vacation rentals that are close by. You can find more information on a particular vacation rental within the map by clicking on its name.

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 May 2024.

  • How much does a holiday rental in Chicago cost?

    A holiday rental in Chicago will cost ₹ 9,074 per night on average. However some users found rentals for as low as ₹ 3,257 per night. A good deal on a Chicago holiday rental would be anything for ₹ 8,941 per night or less. Keep in mind that booking December may be more expensive, whereas booking July is the cheapest month of the year to book.

  • What is the best Chicago holiday rental?

    The Chicago Hotel Collection - Millennium Park is considered the best Chicago holiday rental based on HotelsCombined user data. The Chicago Hotel Collection - Millennium Park has an average rating of 4.3/10 and 6 reviews.

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

    The Chicago Hotel Collection - Millennium Park is the closest Chicago holiday rental to Chicago O'Hare Intl Airport at a distance of 25.4 km.

  • What part of Chicago is best to stay in?

    Downtown is the best part of the city to stay in if you’re looking for a holiday rental in Chicago. The 4 #1S - 4 Bedroom / 1.5 Bath Condo near McCormick Place, Wintrust Arena is our most popular holiday rental in this neighbourhood. While there are other neighbourhoods throughout Chicago, 4% of HotelsCombined users searched for rentals in Downtown in the past 12 months, making it a popular choice.

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

    The most popular holiday rental near Chicago’s Navy Pier is The Chicago Hotel Collection - Millennium Park. The Chicago Hotel Collection - Millennium Park has a review score of 4.3/10 from 6 HotelsCombined users and it’s located just 2.0 km from Navy Pier.

  • Are there any Aparthotel holiday rentals in Chicago?

    50 Aparthotel holiday rentals are available in Chicago. Based on our user data, the most popular is Sentral Michigan Avenue - so we recommend seeing if this property is available for your travel dates before looking at other Aparthotel options in Chicago.

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