Chicago Holidays

United States
Chicago's blend of office-laden skyscrapers and rail and steel industries lend it a cosmopolitan feel with blue-collar sensibility. Tourists are drawn to The Loop with its high-rise hotels and iconic attractions like the Willis (formerly Sears) Tower , the world-renowned Art Institute of Chicago , the Museum of Contemporary Photography …

Photos from other travellers

How to get to Chicago

Here's what you need to know about getting to Chicago. You can see the cheapest month to fly and a snapshot of flight prices for the following month. Also, don't forget to factor in your travelling time - the typical flight from London Heathrow to Chicago takes 7 hours, 25 minutes.

When to go to Chicago

Typical Holiday Price

3155 € per person

The average price of hotels and apartments in Chicago varies according to the time of year. To help you plan when to go, we've looked at the hotels available on our site, then worked out the average price per night for the quietest and the busiest months.

Cheapest Month to Visit

April

Based on a typical 1 week holiday - adding together the cost of flights and accommodation - April is the cheapest month to go to Chicago.

Where to stay in Chicago

Whatever your travelling style, we can help find you the perfect place to stay. From luxurious hotels to practical apartments, these are our most popular places in Chicago, according to other travellers.

Nearby destinations

Milwaukee

Madison