Vacation rentals in Chicago, IL
Find deals on 2,667 vacation rentals in Chicago, IL
Chicago, IL, United States
2 May — 3 May2
Sat 27/4
Wed 1/5
Compare 3M+ hotel and accommodation options.
Top rentals in Chicago
Find the perfect vacation rental for your stay in Chicago
Price
Review Score
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 vacation rental in Chicago
These Chicago vacation rentals have the best prices for their ratings
momondo's favourite vacation rentals in Chicago
Learn more about these user-preferred vacation rentals in Chicago
Useful insights on Chicago vacation rentals
Get a quick overview on price and accommodation trends for your visit in Chicago
Lowest Vacation Rental Price | C$ 73 |
|---|
When to book a vacation rental in Chicago
Check out the information below to find the best deal on a vacation rental in Chicago
| Low season | May | cheapest month to stay |
| High season | July | most expensive time to stay |
| 64% | expected price decrease | |
| 83% | expected price increase |
Price | C$ 148 - C$ 2,458 |
|---|
| Cheapest day of week | Tuesday | is the cheapest day of the week to book |
| Highest day of week | Sunday | is the most expensive day of the week to book |
| C$ 178 | ||
| C$ 355 |
Best neighbourhoods to book a vacation rental in Chicago
Below are the average prices for vacation rentals in the most popular neighbourhoods in Chicago
Price | C$ 294 - C$ 308 |
|---|
| CHEAPEST NEIGHBOURHOOD IN CHICAGO | Lake View | 2% cheaper | Vacation rentals in Lake View are the cheapest in Chicago at just C$ 294 per night on average |
| MOST EXPENSIVE NEIGHBOURHOOD IN CHICAGO | Near West Side | 3% more expensive | Near West Side has the highest priced vacation rentals in Chicago with properties averaging C$ 308 per night |
| MOST POPULAR NEIGHBOURHOOD IN CHICAGO | Near North Side | 28% more users visited | More momondo users search for vacation 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 vacation apartments for in Chicago?
On average, people book vacation rentals in Chicago for stays of around 2 nights.
How much does a vacation rental apartment in Chicago cost?
The price of a vacation apartment in Chicago depends on the number of guests, locations and required amenities - for a standard apartment in Chicago you can expect to pay around C$ 685 per night.
When is the best time to book a vacation rental in Chicago?
Vacation apartments in Chicago are often cheapest in May - rental prices can be around 65% lower than the average during this period.
What’s the best area of Chicago to book a vacation rental in?
Lincoln Park is the most popular area of Chicago to book a rental apartment in. Logan Square and Near North Side are also sought-after places to stay.
How many operators does momondo search for hotels in Chicago?
There are 3,086 operators available for hotels in Chicago as of April 2024.
When did momondo last update prices for hotels in Chicago?
Prices for hotels in Chicago were last updated today.
Save money when you book vacation rentals with momondo
Best deals on hotels
Best deals on hotels
See deals from 3M+ hotels and accommodations in one place.Free cancellation
Free cancellation
Use our filter to find stays with free cancellation.Millions of reviews
Millions of reviews
Check ratings based on millions of real guest reviews.Price Alerts
Price Alerts
Not ready to book? Create a price alert to track prices.Get notified when prices go down
Daily price changes in your inbox - only with Price Alerts.
Sat 27/4
Wed 1/5
Email me momondo's favourite deals
By creating a price alert you accept our terms of use and privacy policy.
Find better results for your stay in Chicago
Explore other popular cities
Vacation rentals in Napervillefrom C$ 84