5-star hotels in Chicago

Find the best 5-star hotel in Chicago for your dates, by price or preference

Compare 5-star hotel deals across hundreds of providers, all in one place

Look out for 5-star hotels in Chicago with free cancellation or excellent ratings

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Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
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5-star hotels in Chicago: FAQs

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 £23 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for £51 per night.

The average price of a hotel during the week is £300 per night, and the average price on weekends is £360. 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 9.0 miles from the city centre.

Other airports include:

Chicago O'Hare International Airport, which is 15.8 miles from the city centre.
Chicago Dupage County Airport, which is 31.8 miles from the city centre.
Chicago Rockford Airport, which is 78.4 miles from the city centre.

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 £303 per night. And the cheapest 3-star hotel we found is £32 per night.

The average price of a 4-star hotel in Chicago is currently around £365 per night. And the cheapest 4-star hotel we found is £23 per night.

The average price of a 5-star hotel in Chicago is currently around £644 per night. And the cheapest 5-star hotel we found is £138 per night.

The cheapest month to stay in a hotel in Chicago is December, with an average price of £184 per night. The most expensive month is May, when the average room rate can rise to £354 per night. These average prices are based on all the hotels we found – from hostels through to fancy 5-star hotels.

The average price of a hotel in June is £315 per night, which is around 18% higher than the rest of the year.
If you're planning a trip with the whole family, the best rated hotels for you near Chicago are The Peninsula Chicago, Hotel Zachary, Chicago, a Tribute Portfolio Hotel and Hampton Inn & Suites by Hilton Chicago Medical District UIC.