Flight Check

Best Time to Fly SAN to MDW

San Diego to Chicago — month-by-month delay data from the Bureau of Transportation Statistics.

Best month

January

1% on time

Worst month

January

1% on time

SAN → MDW on-time performance by month

24
25
26
JanFebMarAprMayJunJulAugSepOctNovDec
Worse
Better

Monthly breakdown

MonthOn-timeCancel rateFlights
January1%0%296
February1%0%263
March1%0%355
April1%0%348
May1%0%366
June1%0%403
July1%0%417
August1%0%319
September1%0%274
October1%0%264
November1%0%248
December1%0%250

Frequently asked

What is the best month to fly from SAN to MDW?

January has the highest on-time rate at 1% for flights from San Diego to Chicago.

What is the worst month to fly SAN to MDW?

January has the lowest on-time rate at 1%, often due to winter weather.

How often are SAN to MDW flights delayed?

On average, 1% of flights from SAN to MDW arrive on time. That means about 99% experience some form of delay.

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Source: Bureau of Transportation Statistics.