When is the best time to fly to Chicago?

Most travelers find the cheapest round-trip airfare to Chicago when booking during the month of February.

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

From most locations, booking your flights to Chicago around 60 days prior to your departure date finds the best deals.

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

On average, the cheapest flights to Chicago are found when departing on a Tuesday. Try to avoid departing on a Sunday, as this is usually the most expensive day.

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

In general, when looking for the cheapest flight to Chicago, our data indicates that evening flights are the most cost-effective. afternoon flights tend to be the most expensive.