How much is a ticket from Chicago O'Hare to Boston?

Flight prices from Chicago to Boston change depending on demand and time of booking.

Select your dates to check current offers.

Flying at off-peak hours — such as early morning or late evening — can help you save. Also, the best deals tend to appear in the weeks leading up to departure.

Which departure and arrival airports are available?

Between Chicago and Boston, flight options may depend on the combination of airports available.

• Airports in Chicago: Chicago is connected by 3 airports - Midway, O'Hare, Rockford.
• Airports in Boston: Boston - Logan is the only active airport in the area.

Sometimes flying into a nearby city can be more cost-effective. When a city has multiple airports, it’s worth comparing different flight combinations.

Find flights from Chicago O'Hare to Boston 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 Ryanair, British Airways, Easyjet, and booking sites like Expedia and eDreams.

Other popular destinations

Interested in United States? These cities are also in demand: Atlanta, 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.