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

Depending on when you travel and how far in advance you book, fares between Chicago and Boston can differ a lot.

Select your dates to check current offers.

Low-cost airlines offer competitive fares, but often add charges for extra services. Keep that in mind when planning your trip. Also, midweek departures may offer better deals than weekends.

Planning flights between Chicago and Boston? Don’t forget the airport options

Especially when flying to medium or large cities, it's worth checking all possible airport combinations before booking.

• Airports in Chicago: 3 airports are listed in Chicago - Midway, O'Hare, Rockford.
• Airports in Boston: Only Boston - Logan is currently available.

Check for differences in transport costs to and from each airport — they affect your total spend. Choosing the right airport can make a real difference in price and timing.

Choose the right flight for your trip from Chicago O'Hare 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 the best airlines and travel agencies.

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.