Historical on-time performance
San Diego to Chicago
1,728 miData through Dec 2025Source: US DOT · BTS
Flights on SAN–MDW arrive on time 77% of the time over the last 12 months.
On-time rate77%arrived within 15 min
p90 delay35 min1 in 10 flights is worse (tail risk)
Cancelled0.5%of scheduled flights
based on 999 flights over the last 12 months. On-time means arriving within 15 minutes (BTS standard).
By airline
How each carrier compares
- Southwest AirlinesOn-time77%Medianon timep9035 minCancel0.5%Flights999
Why flights run late
Delay causes
- Airline33%
- Weather0%
- Air traffic (NAS)14%
- Late aircraft53%
- Security0%
Most delay minutes here are attributed to Late aircraft.
Over time
On-time trend
By season
On-time rate by month
When to fly
Best time to fly SAN → MDW
All airlines · rolling 36 months (2023-01 .. 2025-12).
Best time of day
Mornings are the most reliable time of day to fly this route — 91% on time.
- Mornings91% on time · p90 10 min · 1,058 flights
- Middays74% on time · p90 30 min · 796 flights
- Evenings68% on time · p90 55 min · 863 flights
- Afternoons67% on time · p90 40 min · 420 flights
Best day of week
On-time rates are fairly even by day on this route — ranging from 73% to 84% on time.
- Saturdays84% on time · p90 20 min · 386 flights
- Wednesdays79% on time · p90 30 min · 456 flights
- Tuesdays78% on time · p90 35 min · 454 flights
- Mondays78% on time · p90 30 min · 477 flights
- Thursdays76% on time · p90 40 min · 471 flights
- Sundays74% on time · p90 45 min · 434 flights
- Fridays73% on time · p90 35 min · 473 flights
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