Airlines with flights from Boston to Chicago
There are 7 airlines with scheduled flights between BOS and ORD. American Airlines, United and 2 more carriers has non-stop flights from Logan Airport to Chicago O'Hare and the flight time is 3 hours and 9 minutes.
Choose airline
Schedules
Non-stop with American Airlines
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Total flight time: 3 hours and 9 minutes
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One World Alliance
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Chicago is a American Airlines hub.
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96 flights per week
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Boeing 737-800 PassengerEmbraer 175
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First class available
Flight
The timetable & schedule information was updated at 2026-04-21
Non-stop with United Airlines
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Total flight time: 2 hours and 53 minutes
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Chicago is a United Airlines hub (Largest hub ).
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67 flights per week
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Airbus A321neoBoeing 737MAX 9 PassengerBoeing 737-900 Passenger
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Business and first class available
Flight
The timetable & schedule information was updated at 2026-04-21
Non-stop with Delta Air Lines
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Total flight time: 2 hours and 57 minutes
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Sky Team Alliance
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Boston is a Delta Air Lines hub.
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35 flights per week
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Boeing 737-800 PassengerAirbus A319Embraer 175Airbus A220-300
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Business and first class available
Flight
The timetable & schedule information was updated at 2026-04-21
Non-stop with JetBlue Airways
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Total flight time: 3 hours and 8 minutes
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Low-cost airline
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Boston is a JetBlue Airways focus city.
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12 flights per week
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Airbus A320Airbus A220-300
Flight
The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
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Total flight time: 4h 12m - 6h 46m.
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Sky Team Alliance
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Boston is a Delta Air Lines hub.
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98 flights per week
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Boeing 737-800 PassengerAirbus A319Embraer 175Airbus A220-300
Flight
DL4683
DL3673
DL1716
DL5816
DL2358
The timetable & schedule information was updated at 2026-04-21
Via Washington with American Airlines
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Total flight time: 4h 20m - 7h 27m.
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One World Alliance
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Chicago is a American Airlines hub.
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171 flights per week
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Boeing 737-800 PassengerEmbraer 175
Flight
AA4360
AA523
AA489
AA489
AA4467
AA1200
AA1200
AA3254
AA1200
AA2903
AA2903
AA4476
AA4419
The timetable & schedule information was updated at 2026-04-21
Via New York with American Airlines
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Total flight time: 4h 32m - 7h 34m.
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One World Alliance
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Chicago is a American Airlines hub.
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125 flights per week
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Boeing 737-800 PassengerEmbraer 175
Flight
AA589
AA3100
AA3100
AA3100
AA2079
AA1705
AA396
AA396
AA1478
AA3050
AA2057
The timetable & schedule information was updated at 2026-04-21
Via Syracuse with American Airlines
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Total flight time: 4h 33m - 6h 22m.
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One World Alliance
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Chicago is a American Airlines hub.
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27 flights per week
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Boeing 737-800 PassengerEmbraer 175
Flight
AA4044
The timetable & schedule information was updated at 2026-04-21

There are 7 airlines with scheduled flights between BOS and ORD. American Airlines, United and 2 more carriers has non-stop flights from Logan Airport to Chicago O'Hare and the flight time is 3 hours and 9 minutes.
Via Nashville with Southwest
Via Minneapolis with Sun Country Airlines
Via Raleigh/Durham with Frontier