Airlines with flights from Chicago to Boston
There are five airlines with scheduled flights between ORD and BOS. American Airlines, United and 2 more carriers has non-stop flights from Chicago O'Hare to Logan Airport and the flight time is 2 hours and 32 minutes.
Choose airline
Schedules
Non-stop with American Airlines
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Total flight time: 2 hours and 32 minutes
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One World Alliance
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Chicago is a American Airlines hub.
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85 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 34 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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Boeing 737MAX 9 PassengerBoeing 737-900 PassengerBoeing 737-800 PassengerAirbus A321neo
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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 31 minutes
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Sky Team Alliance
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Boston is a Delta Air Lines hub.
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40 flights per week
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Airbus A220-300Boeing 737-800 PassengerAirbus A319Embraer 175
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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: 2 hours and 30 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 A220-300Airbus A320
Flight
The timetable & schedule information was updated at 2026-04-21
Via Buffalo with American Airlines
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Total flight time: 3h 45m - 6h 05m.
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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
AA4666
The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
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Total flight time: 3h 49m - 6h 18m.
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Sky Team Alliance
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Boston is a Delta Air Lines hub.
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123 flights per week
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Airbus A220-300Boeing 737-800 PassengerAirbus A319Embraer 175
Flight
DL2648
DL1171
DL1707
DL1187
The timetable & schedule information was updated at 2026-04-21
Via New York with American Airlines
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Total flight time: 3h 56m - 6h 40m.
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One World Alliance
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Chicago is a American Airlines hub.
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182 flights per week
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Boeing 737-800 PassengerEmbraer 175
Flight
AA4373
AA4367
AA4367
AA4375
AA4375
AA4370
AA4370
AA4370
AA4374
AA4374
AA4404
AA4404
AA4768
The timetable & schedule information was updated at 2026-04-21
Via Rochester with American Airlines
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Total flight time: 4h 01m - 5h 55m.
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One World Alliance
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Chicago is a American Airlines hub.
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43 flights per week
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Boeing 737-800 PassengerEmbraer 175
Flight
AA4171
The timetable & schedule information was updated at 2026-04-21

There are five airlines with scheduled flights between ORD and BOS. American Airlines, United and 2 more carriers has non-stop flights from Chicago O'Hare to Logan Airport and the flight time is 2 hours and 32 minutes.
Via Nashville with Southwest