Traveling from Boston to Chicago? Find the best offers here

Whether you're looking for a flight with American Airlines or Alaska Airlines – with idealo you'll find everything you need to book a reasonably priced flight from Boston to Chicago. A quick search through the database indicates that ticket prices for flights from Boston to Chicago start at a reasonable $73. In comparison to other days of the week, flight prices on Wednesdays are up to 11 % cheaper. idealo users choose American Airlines 61 % of the time when flying this route.

Get to your destination faster with a direct flight from Boston to Chicago

For fliers without time to spare direct flights are definitely worth considering to reduce your travel time. These are on offer on any day with American Airlines, JetBlue Airways, Spirit Airlines or United Airlines. At only $73 per ticket these are the most affordable prices in our database. Flights with stopovers start at $79, but those prefering fast and cheaper flights should consider direct flights, which can cost only $73. Only 21 % of idealo users choose stopover flights, whereas 62 % prefer direct flights. For stopover connections flights with stops in New York or New York are very popular. If you're looking for the fastest stopover connection, choose a flight with a stop in New York and enjoy a flight duration of 4 hours and 59 minutes. This connection is only 2 hours and 25 minutes longer than a direct flight. Whether you you want to fly during the week or on the weekend – we hope that you find the right connection with our help.