Direct flights from Chicago to Boston MDW → BOS
Southwest Airlines flies nonstop from Chicago (MDW) to Boston (BOS). The flight takes about 2h 16m and covers 858 miles (1,381 km). Arrivals run on time 72.8% at MDW and 75.4% at BOS — BTS data for the last three months, counting arrivals within 15 minutes of schedule.
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Southwest Airlines
WN
Frequently asked questions
Is there a direct flight from Chicago to Boston?
Yes, Southwest Airlines operates nonstop flights from Chicago (MDW) to Boston (BOS).
Which airlines fly direct from Chicago to Boston?
Southwest Airlines operates nonstop flights from Chicago to Boston.
How long is the flight from Chicago to Boston?
The nonstop flight from Chicago to Boston takes ~2h 16m (approximately 1381 km).
What is the on-time performance for flights from Chicago to Boston?
Arrivals run on time 72.8% at MDW and 75.4% at BOS — BTS data for the last three months, counting arrivals within 15 minutes of schedule.
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