Best time to fly Chicago to Boston

Every month pooled across the years on record, so "July" means July generally rather than one particular July. Full MDW to BOS record →

Best month

February

80% on time · 63 flights

Worst month

March

54.5% on time · 113 flights

Month Flights On time Cancelled When late, by
January 69 79.1% 2.9% 46 min
February 63 80% 4.76% 49 min
March 113 54.5% 0.88% 65 min
April 119 72.3% 0% 63 min
May 123 71.5% 0% 49 min
June 143 60.3% 1.4% 56 min
July 172 67.9% 2.33% 69 min
August 134 73.9% 0% 59 min
September 128 55.5% 0% 78 min
October 139 62.3% 0.72% 58 min
November 88 73.8% 4.55% 64 min
December 90 73.3% 0% 53 min

What a seasonal pattern can and cannot tell you

Months differ for reasons that repeat — summer thunderstorms in the American interior, winter fog and de-icing in northern Europe, school holidays filling every seat and leaving no slack in the schedule. Those are real and they come back each year.

What the pattern cannot do is forecast a particular flight. A quiet month has late days and a bad month has punctual ones. Treat this as a way to choose between two dates you are indifferent about, not as a promise.