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Vacation rentals in Chicago

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Travel insights for holiday rentals in Chicago

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Chicago.

What is the cheapest day to stay in a vacation rental in Chicago?

The cheapest day to stay in Chicago is Monday (₹ 22,790). On the other hand, travellers can expect to pay the most on Saturday, when the average nightly price is ₹ 32,726.

How far ahead should you book a vacation rental in Chicago?

Save money by booking a vacation rental at least 50 days before your trip to Chicago. The lowest price found when booking 50 days ahead was ₹ 16,593 per night.

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Cheapest holiday rentals in Chicago, Illinois

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.
The Greenleaf House
The Greenleaf House

The Greenleaf House

1320 West Greenleaf Avenue, Chicago, IL, United States
15.3 km from city centre
Free Wi-Fi
Air conditioning
₹ 5,215
Avg. per night
View deal
Mccormick Place Guest House
Mccormick Place Guest House

Mccormick Place Guest House

Chicago, IL, United States
5.3 km from city centre
Air conditioning
Airport shuttle
₹ 10,714
Avg. per night
View deal
FOUND Hotels, Chicago, Series by Marriott
FOUND Hotels, Chicago, Series by Marriott

FOUND Hotels, Chicago, Series by Marriott

613 North Wells Street, Chicago, IL, United States
2.0 km from city centre
Free Wi-Fi
₹ 11,283
Avg. per night
View deal
Level Chicago - Old Town
Level Chicago - Old Town

Level Chicago - Old Town

1140 North Wells Street, Chicago, IL, United States
3.1 km from city centre
Free Wi-Fi
₹ 21,923
Avg. per night
View deal

Other accommodation in Chicago

Courtyard by Marriott Chicago Downtown/River North
Courtyard by Marriott Chicago Downtown/River North

Courtyard by Marriott Chicago Downtown/River North

30 East Hubbard Street, Chicago, IL, United States
1.6 km from city centre
Pool
Free Wi-Fi
₹ 13,404
Avg. per night
View deal
L7 Chicago by LOTTE
L7 Chicago by LOTTE

L7 Chicago by LOTTE

225 North Wabash Avenue, Chicago, IL, United States
1.2 km from city centre
Free Wi-Fi
₹ 14,718
Avg. per night
View deal
Park Hyatt Chicago
Park Hyatt Chicago

Park Hyatt Chicago

800 North Michigan Avenue, Chicago, IL, United States
2.4 km from city centre
Pool
Free Wi-Fi
₹ 49,640
Avg. per night
View deal
Chicago Parthenon Hostel
Chicago Parthenon Hostel

Chicago Parthenon Hostel

310 South Halsted Street, Chicago, IL, United States
1.7 km from city centre
Free Wi-Fi
Spa
₹ 5,159
Avg. per night
View deal
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
₹ 6,200
Avg. per night
View deal

Where to stay in Chicago

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

  • How much does a holiday rental in Chicago cost?

    A holiday rental in Chicago will cost ₹ 25,603 per night on average. However some users found rentals for as low as ₹ 2,844 per night. A good deal on a Chicago holiday rental would be anything for ₹ 20,575 per night or less. Keep in mind that booking December may be more expensive, whereas booking September is the cheapest month of the year to book.

  • What is the best Chicago holiday rental?

    The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel is considered the best Chicago holiday rental based on HotelsCombined user data. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel has an average rating of 8.3/10 and 1,117 reviews.

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

    The Greenleaf House is the closest Chicago holiday rental to Chicago O'Hare Intl Airport at a distance of 20.2 km.

  • What’s the most popular holiday rental in Chicago near Magnificent Mile?

    The most popular holiday rental near Chicago’s Magnificent Mile is The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel. The RIVVY, Chicago Downtown, a Tribute Portfolio Hotel has a review score of 8.3/10 from 1,117 HotelsCombined users and it’s located just 0.2 km from Magnificent Mile.

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