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Chicago, IL, United States
May 1 — May 22
Chicago, IL, United States
Wed 5/1
Thu 5/2
...and more
Tips for booking vacation 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 April 24, 2024.
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
$152 - $329
Average price per night / 3-star hotel. Prices are not fixed and may vary with time.
Top-rated Chicago vacation rentals
Browse through properties in Chicago that have received the highest ratings from guests. There are currently 3,086 properties in Chicago and data was last updated on April 24, 2024.
Discover affordable stays in Chicago that provide a quality experience without breaking the bank. Hotels in Chicago can be found for as low as $94 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 April 24, 2024
These are the lowest prices we've found on vacation rentals in Chicago at the moment. If you have the flexibility, change the dates selected to compare prices.
Find the perfect vacation rental for your stay in Chicago. There are 3,086 hotels in Chicago and price data was last updated on April 24, 2024. The average price for a hotel in Chicago is $438/night.
Explore different neighborhoods and areas within Chicago to find the perfect location for your stay. Map data was last updated on April 24, 2024.
Use the map to find vacation rentals in Chicago that are close to the points of interest you'll be frequenting. Clicking on a vacation rental name will take you to a page with pricing, reviews, and more useful information.
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 April 24, 2024.
How much does a vacation rental in Chicago cost?
$439 per night is how much a vacation rental in Chicago costs, on average. $93 per night was the cheapest price recently found by our users, though anything for $420 per night or less is a good deal. Keep in mind that Chicago vacation rental prices fluctuate throughout the year: the most expensive month to book is August, and the cheapest time to book is May.
What is the best Chicago vacation rental?
The Chicago Hotel Collection - Millennium Park has a 4.3 rating from 6 users, making it the best Chicago vacation rental based on our data.
What’s the closest vacation rental to Chicago O'Hare Intl Airport?
It’s only 12.0 mi from Chicago O'Hare Intl Airport to Sonder - The Western (the nearest Chicago vacation rental to the airport).
What part of Chicago is best to stay in?
The best neighborhood to stay in Chicago is Downtown, according to our user data. 0% of our users who looked for vacation rentals in Chicago searched for properties in the Downtown area. If you’re also interested in booking a vacation rental in Downtown, consider the 4 #1S - 4 Bedroom / 1.5 Bath Condo near McCormick Place, Wintrust Arena - the neighborhood’s most popular rental property.
What’s the most popular vacation rental in Chicago near Navy Pier?
If you’re looking for a vacation rental close to Navy Pier while in Chicago, then the most popular is The Chicago Hotel Collection - Millennium Park with a 4.3/10 review score from 6 users. The distance from Navy Pier to The Chicago Hotel Collection - Millennium Park is 1.3 mi.
Are there Chicago vacation rentals with “Pet friendly” listed as an amenity?
1 vacation rental in Chicago currently mentions “Pet friendly” as a listed amenity. We recommend booking the The Chicago Hotel Collection - Millennium Park, which is the most popular Chicago vacation rental featuring this amenity.
Are there any Aparthotel vacation rentals in Chicago?
At the moment, there are 50 properties listed as a Aparthotel vacation rental in Chicago. A popular Aparthotel in Chicago amongst our users is Sentral Michigan Avenue.
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