Best time to fly Boston to Chicago

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

Best month

January

84.8% on time · 69 flights

Worst month

September

57.1% on time · 128 flights

Month Flights On time Cancelled When late, by
January 69 84.8% 2.9% 33 min
February 63 79.3% 7.94% 37 min
March 113 67.9% 2.65% 51 min
April 119 79.7% 0% 43 min
May 123 73.8% 0% 44 min
June 143 70.3% 2.8% 77 min
July 172 71.2% 1.16% 71 min
August 135 80.5% 1.48% 85 min
September 128 57.1% 1.56% 67 min
October 139 71% 0.72% 61 min
November 88 81.9% 4.55% 68 min
December 90 71.1% 0% 56 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.