Hotels in Chicago

In Chicago, the expected average temperature in May is 13°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 $57 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $97 per night.

The average price of a hotel during the week is $567 per night, and the average price on weekends is $708. Overall, it looks like the cheapest day to stay in Chicago could be Wednesday.

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 Wednesday 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 $537 per night, and the cheapest 3-star hotel we've found is $152 per night.

The average price of a 4-star hotel in Chicago is currently around $719 per night, and the cheapest 4-star hotel we've found is $57 per night.

The average price of a 5-star hotel in Chicago is currently around $1,245 per night, and the cheapest 5-star hotel we've found is $262 per night.

The cheapest month to stay in a hotel in Chicago is December, with an average price of $262 per night. The most expensive month is May, when the average room rate can be up to $615 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 May is $615 per night, which is around 28% higher than the rest of the year.

Get your morning laps at JW Marriott Chicago, The Palmer House Hilton, and Trump International Hotel & Tower Chicago.

If you're hitting up Chicago with kids in tow, try Trump International Hotel & Tower Chicago, Embassy Suites by Hilton Chicago Downtown River North, and Hilton Garden Inn Chicago Downtown/Magnificent Mile.