Tips for finding the best flights from Boston to Chicago

Looking for a flight during the week or on the weekend? idealo has all the information you need to find the best flight from Boston to Chicago. By taking a look at our database, we've found that the cheapest ticket prices for flights from Boston to Chicago start at $49. If you plan to fly in February, be prepared to pay quite a sum. Tickets in this month can cost up to 61 % more than the annual average. Flights on Wednesdays are up to 37 % cheaper when compared to other days of the week. idealo users choose US Airways 75 % of the time when booking tickets for this route.

The fastest direct flights from Boston to Chicago

Direct flights often mean speed, comfort and convenience. Without having to stop on your journey from Boston to Chicago, you'll be able to enjoy a relaxing flight. Find one every day with either American Airlines, JetBlue Airways, Spirit Airlines or United Airlines. The cheapest prices for stopover flights start at $81 and for direct flights at only $49. Only 18 % of users choose stopover flights, whereas 59 % prefer direct flights. For stopover connections flights with stops in New York or New York are very popular. The fastest stopover flight lands in New York and has a flight time of 4 hours and 59 minutes. When flying this route, you only need 2 hours and 25 minutes longer than with a direct flight. Use our price comparison service and get the best deals on offer, whether you are looking for a stopover or a direct flight from Boston to Chicago.