Search flights from Boston (BOS) to Chicago (CHI)
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Cheapest flights to Chicago
The cheapest flights available in the next 60 days – prices are updated regularly
- Wed 22 OctUS$40.80One wayEconomy1 traveller
- Tue 28 OctUS$45.01One wayEconomy1 traveller
- Tue 4 NovUS$45.52One wayEconomy1 traveller
Flying from Boston to Chicago: things to know
The most popular route is from Logan Airport in Boston to Chicago O'Hare International Airport in Chicago. On average this flight takes 3 hours 0 minutes one way and costs US$407 for the round trip.
Most popular route | Logan Airport (BOS) to Chicago O'Hare International Airport (ORD) |
|---|---|
Average flight time | 3 hours 0 minutes |
Average round-trip price | US$407 |
Fly from Boston to Chicago | 6 airlines |
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Airlines that fly from Boston to Chicago
Airline options may vary according to recently booked flights and your search terms
American Airlines
United Airlines
Spirit Airlines
JetBlue
Southwest Airlines
Frontier Airlines
Frequently asked questions
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