BTS DATA COMPLETE THROUGH JUNE 2026HISTORICAL ODDS · NOT LIVE FLIGHT STATUS
DelayOddsKnow the route before you book
SAN→MDW

San Diego, CA (SAN) to Chicago, IL (MDW) flight delay odds

76.8% of 1,080 official scheduled SAN-to-MDW flights arrived on time; 11.9% arrived at least 30 minutes late and 0.9% were cancelled during July 2025–June 2026.

Source: U.S. Bureau of Transportation Statistics · Reporting window: July 2025–June 2026 · Updated September 16, 2026

HISTORICAL ROUTE SIGNALGenerally reliable
76.8%arrived on time
11.9%30+ min late
0.9%cancelled
1,080scheduled flights
Based on July 2025–June 2026; on time means arrival less than 15 minutes late.
60+ minutes late5.6%all scheduled flights
120+ minutes late1.6%all scheduled flights
Diverted0.8%did not reach as scheduled
Average arrival+5.5 mincompleted flights

Which departure time was most reliable for SAN to MDW?

Among qualifying SAN-to-MDW departure window results, Night had the highest on-time rate: 95.8% of 118 flights. Evening was lowest at 60.2% across 176 flights.

Departure windowFlightsOn time30+ minCancelled
Early morning37287.6%4.8%0.8%
Late morning20676.2%7.3%1.0%
Afternoon20861.1%22.6%1.0%
Evening17660.2%27.3%0.6%
Night11895.8%0.8%1.7%

Which weekday was most reliable for SAN to MDW?

Among qualifying SAN-to-MDW weekday results, Saturday had the highest on-time rate: 86.6% of 134 flights. Thursday was lowest at 69.9% across 166 flights.

DayFlightsOn time30+ minCancelled
Monday16675.3%13.9%0.6%
Tuesday15080.7%9.3%0.0%
Wednesday14783.0%8.2%0.7%
Thursday16669.9%17.5%1.2%
Friday16872.6%17.3%0.0%
Saturday13486.6%2.2%1.5%
Sunday14971.8%12.8%2.7%

Which airline was most reliable for SAN to MDW?

Only Southwest Airlines met the SAN-to-MDW airline threshold: 76.8% of 1,080 scheduled flights arrived on time during July 2025–June 2026.

AirlineFlightsOn time30+ minCancelled
Southwest Airlines1,08076.8%11.9%0.9%

Which month was most reliable for SAN to MDW?

Among qualifying SAN-to-MDW month results, October 2025 had the highest on-time rate: 87.6% of 89 flights. August 2025 was lowest at 67.4% across 89 flights.

MonthFlightsOn time30+ minCancelled
July 20259368.8%21.5%1.1%
August 20258967.4%16.9%0.0%
September 20258673.3%18.6%0.0%
October 20258987.6%7.9%0.0%
November 20258680.2%7.0%3.5%
December 20259175.8%12.1%0.0%
January 20266779.1%9.0%0.0%
February 20266683.3%6.1%0.0%
March 202610277.5%8.8%2.0%
April 202610378.6%9.7%1.0%
May 202610573.3%12.4%1.9%
June 202610378.6%11.7%1.0%

What drove SAN to MDW delay minutes?

Late aircraft was the largest recorded SAN-to-MDW delay category, accounting for 47.8% of 12,054 BTS-attributed delay minutes during July 2025–June 2026.

Airline35.2%
Late aircraft47.8%
National airspace15.5%
Weather0.2%
Security1.2%
This is historical evidence, not a forecast.

Weather, schedules and operations change. For a trip you have already booked, use the airline or airport for live status.