How much is a flight from Boston to Chicago Rockford?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Boston and Chicago.

Pick a travel date to see today’s available fares.

Fares change often — checking several times throughout the week can make a big difference. Booking in advance often means access to lower prices for the Boston - Chicago Rockford route.

Which airports are most convenient between Boston and Chicago?

Whether it’s cost or connection time, the right airport combination can make a difference.

• Airports in Boston: Only Boston - Logan is currently active.
• Airports in Chicago: In Chicago you can fly to/from 3 airports - Midway, O'Hare, Rockford.

In some cases, flying into a secondary airport can also reduce transfer costs. Connections from multiple airports give you more flight options and airlines.

Find flights from Boston to Chicago Rockford that suit your schedule

Use Jetcost to sort and filter results based on your preferred flight time, number of stops, price range, or airline. View deals from the best airlines and travel agencies.

Other popular destinations

Interested in United States? These cities are also in demand: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Connecting flights can be cheaper but often mean longer layovers. You can easily select either direct or connecting flights with a single click using the filters.