Search flights from Chicago (CHI) to Boston (BOS)
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Cheapest flights to Boston
The cheapest flights available in the next 60 days – prices are updated regularly
Wed 29 Oct
US$55.32
One way
Economy
1 traveller
Tue 28 Oct
US$55.99
One way
Economy
1 traveller
Wed 5 Nov
US$56.66
One way
Economy
1 traveller
Flying from Chicago to Boston: things to know
The most popular route is from Chicago O'Hare International Airport in Chicago to Logan Airport in Boston. On average this flight takes 2 hours 30 minutes one way and costs US$425 for the round trip.
Most popular route | Chicago O'Hare International Airport (ORD) to Logan Airport (BOS) |
|---|---|
Average flight time | 2 hours 30 minutes |
Average round-trip price | US$425 |
Fly from Chicago to Boston | 7 airlines |
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Airlines that fly from Chicago to Boston
Airline options may vary according to recently booked flights and your search terms
American Airlines
United Airlines
Spirit Airlines
JetBlue
Southwest Airlines
Frontier Airlines
Allegiant Air
Frequently asked questions
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