Holiday rentals in Chicago, IL
Find deals on 2,680 holiday rentals in Chicago, IL
Chicago, IL, United States
4 May — 5 May2
Mon 29/4
Fri 3/5
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Top rentals in Chicago
Find the perfect holiday rental for your stay in Chicago
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Vacation rentals in popular neighbourhoods in Chicago
Below are the most popular neighbourhoods in Chicago to stay in, as well as some of the best vacation rentals in each area
Lincoln Park
Search rentals in Lincoln ParkLogan Square
Search rentals in Logan SquareHyde Park
Search rentals in Hyde ParkNear North Side
Search rentals in Near North SideLake View
Search rentals in Lake ViewHostels and cheap hotels in Chicago
These hotels and hostels usually make for a cheap way to stay in Chicago
Get the best value holiday rental in Chicago
These Chicago holiday rentals have the best prices for their ratings
momondo's favourite holiday rentals in Chicago
Learn more about these user-preferred holiday rentals in Chicago
Useful insights on Chicago holiday rentals
Get a quick overview on price and accommodation trends for your visit in Chicago
Lowest Holiday Rental Price | ₹ 4,416 |
|---|---|
Average Length of Stay | 3 days |
When to book a holiday rental in Chicago
Check out the information below to find the best deal on a holiday rental in Chicago
| Low season | July | cheapest month to stay |
| High season | June | most expensive time to stay |
| 64% | expected price decrease | |
| 49% | expected price increase |
Price | ₹ 3,259 - ₹ 17,950 |
|---|
Best neighbourhoods to book a holiday rental in Chicago
Below are the average prices for holiday rentals in the most popular neighbourhoods in Chicago
Price | ₹ 17,922 - ₹ 18,741 |
|---|
| CHEAPEST NEIGHBOURHOOD IN CHICAGO | Lake View | 2% cheaper | Holiday rentals in Lake View are the cheapest in Chicago at just ₹ 17,922 per night on average |
| MOST EXPENSIVE NEIGHBOURHOOD IN CHICAGO | Near West Side | 3% more expensive | Near West Side has the highest priced holiday rentals in Chicago with properties averaging ₹ 18,741 per night |
| MOST POPULAR NEIGHBOURHOOD IN CHICAGO | Near North Side | 28% more users visited | More momondo users search for holiday rentals in Near North Side than any other neighbourhood in Chicago |
Information about staying in Chicago
Read these important travel tips before booking a vacation rental in Chicago
How long do people typically book holiday apartments for in Chicago?
3 nights is the typical length of a Chicago holiday rental booking.
When is the best time to book a holiday rental in Chicago?
The cheapest month to rent a holiday apartment in Chicago is usually July. The cost of your apartment or rental property can be around 65% cheaper in July vs. the high season.
What’s the best area of Chicago to book a holiday rental in?
The most popular areas to book Chicago holiday rentals in are Near North Side, Edgewater, and Kenwood.
How many operators does momondo search for hotels in Chicago?
As of April 2024, there are 3,110 operators available to choose from for hotels in Chicago.
When did momondo last update prices for hotels in Chicago?
Prices for hotels in Chicago were last updated today.
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