What is the cheapest month to fly to Chicago?

From most locations, the cheapest flights to Chicago can be found during the month of October; however great deals can be found at other times.

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

On average, from most locations, when planning your trip to Chicago, try to book your flight in the region of 60 days in advance for the cheapest prices.

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

From most locations, the cheapest flights to Chicago are found on a Thursday. Booking a Sunday departure is usually the most expensive.

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. midday flights tend to be the most expensive.