Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Napa Valley to Chicago as you normally would.
Travelers have found it’s best to book a flight 61 days in advance to save up to 54% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 61 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Napa Valley to Chicago 1-2 weeks in advance for as low as $454, or $635 for flights within the next 24 hours.
Our data shows that October tends to be the cheapest month to fly to Chicago from Napa Valley. Users have commonly found prices around $384 for the month, but tickets can be as low as $157. Due to multiple factors, prepare for potentially higher prices in June.