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- Flights from Chicago to Boston
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: Las Vegas, 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.
Frequently asked questions about flights from Chicago O'Hare to Boston.
How much does an airline ticket from Chicago O'Hare to Boston cost?
How far is Chicago from Boston?
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What is the cheapest month to fly from Chicago to Boston?
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