Hotels in Chicago

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Cheapest time to stay in Chicago

Jun
Jul
Aug
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The cheapest month to stay in Chicago is December. June is the most expensive month.
Average flight from Columbus$490 round trip
Average car rental cost$102
Low seasonDec – Feb
High seasonJun – Aug

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Fast facts

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Highest-rated hotelThe Neighborhood Hotel Little Italy – 5.0
Cheapest month to bookDecember
Average 4-star hotel price$297 per night
Average 5-star hotel price$652 per night
Need some inspiration on where to stay? Top rated cheap hotels in Chicago include JW Marriott Chicago, Trump International Hotel & Tower Chicago and LondonHouse Chicago, Curio Collection by Hilton based on user reviews. Skyscanner hotels is a fast, free and simple way to organize your stay. In a few clicks you can easily search, compare and book your Chicago accommodation by clicking directly through to the hotel or travel agent website. No fees are added to your stay by booking with us. To get started, simply add your chosen travel dates to the search box above and let us find cheap hotel deals for you. Or alternatively, select from the hotel options above.

Finding cheap hotels in Chicago: FAQs

In Chicago, the expected average temperature in June is 19°C. The warmest month is typically July, which averages 26°C. The coolest month is January, with temperatures averaging -8°C. The rainiest month is August, and the driest month is January.
You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Chicago with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course, the cheapest hotel deal we found within the next seven days is $25 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $40 per night.
The average price of a hotel during the week is $266 per night, and the average price on weekends is $275. Overall, it looks like the cheapest day to stay in Chicago could be Sunday.
The nearest airport to Chicago is Chicago Midway Airport (MDW), which is 14.5km from the city center.

Other airports include:

Chicago O'Hare International Airport, which is 25.4km from the city center.
Chicago Dupage County Airport, which is 51.2km from the city center.
Chicago Rockford Airport, which is 126.2km from the city center.
We crunched some numbers on our calendar and found that Sunday is the cheapest day to stay in Chicago, and the most expensive day seems to be Saturday.
The average price of a 3-star hotel in Chicago is currently around $234 per night, and the cheapest 3-star hotel we've found is $35 per night.
The average price of a 4-star hotel in Chicago is currently around $274 per night, and the cheapest 4-star hotel we've found is $25 per night.
The average price of a 5-star hotel in Chicago is currently around $561 per night, and the cheapest 5-star hotel we've found is $170 per night.
The cheapest month to stay in a hotel in Chicago is January, with an average price of $117 per night. The most expensive month is June, when the average room rate can be up to $291 per night. These average prices are based on all the hotels we found – from hostels to fancy 5-star hotels.
The average price of a hotel in June is $291 per night, which is around 22% higher than the rest of the year.