Find cheap flights to Chicago

What is the cheapest month to fly to Chicago?

Travelling from most locations, it is best to book your flight to Chicago during the month of November for the best deal, although there are other times of the year which offer great deals as well.

When is the best time to book a flight to Chicago?

From most locations, to find the best deals on airfare, our data shows that users booking 60 days before flying found the cheapest flight to Chicago.

What is the cheapest day to depart on your flight to Chicago?

Most of our users find that booking their departure to Chicago on a Thursday is the cheapest. Conversely, departing on a Sunday seems to be the most expensive.

What is the cheapest time of day to fly to Chicago?

Our data shows that the cheapest Chicago flights are usually those with afternoon departure times. midday flights are often costlier.