Airlines with flights from Chicago to Boston

There are two airlines with scheduled flights between MDW and BOS. Southwest is the only airline with non-stop flights from Midway International Airport to Logan Airport and the flight time is 2 hours and 15 minutes.

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Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 15 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 24 flights per week
MDW
Direct
BOS
 
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - BOS

The timetable & schedule information was updated at 2024-12-13

Via Baltimore with Southwest Airlines

  • Total flight time: 3h 55m - 8h 25m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 65 flights per week
MDW
 
Via BWI
 
BOS
 
Flight
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - BOS

The timetable & schedule information was updated at 2024-12-13

Via Nashville with Southwest Airlines

  • Total flight time: 4h 30m - 8h 15m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 23 flights per week
MDW
 
Via BNA
 
BOS
 
Flight
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - BOS

The timetable & schedule information was updated at 2024-12-13

Via Saint Louis with Southwest Airlines

  • Total flight time: 4h 20m - 6h 50m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 18 flights per week
MDW
 
Via STL
 
BOS
 
Flight
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - BOS

The timetable & schedule information was updated at 2024-12-13

Via Detroit with Delta Air Lines

  • Total flight time: 3h 38m - 5h 55m.
  • Sky Team Alliance
  • Boston is a Delta Air Lines hub.
  • 13 flights per week
MDW
 
Via DTW
 
BOS
 
Flight
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Jan 6
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Jan 7
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - BOS

The timetable & schedule information was updated at 2024-12-13

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