Looking for the price of a flight from Chicago to Boston?

There’s no fixed price — fares between Chicago and Boston can vary a lot by day or time.

Select your dates to check current offers.

It’s often useful to check whether nearby airports offer better fares. Flying during less crowded periods also increases your chances of finding good deals.

Which airports are most convenient between Chicago and Boston?

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

• Airports in Chicago: There are 3 airports in Chicago - Midway, O'Hare, Rockford.
• Airports in Boston: Boston - Logan is the only functioning airport for now.

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

Choose the right flight for your trip from Chicago to Boston

Jetcost helps you tailor your flight search based on what matters to you — flight length, budget, airline, or agency. Whether you prefer round-trip or one-way, direct or with stopovers, you’ll see options from eDreams, Expedia, and more.

Other popular destinations

Flying to United States? Many users also explore: Atlanta, Los Angeles, Miami, New York City, Orlando.

Looking for a specific airline? Select it directly in the filters to speed up your search. The search filters help you see only the options that match your needs.