Southwest Airlines is the most reliable airline on the SAN to MDW route with a 79% on-time rate. Based on 3,803 flights tracked.
Source: Bureau of Transportation Statistics. Updated October 2026.Best Airline: SAN to MDW
San Diego to Chicago — airline reliability comparison
On-Time Rate by Airline
Southwest Airlines79%
SAN to MDW Airline Comparison
| Airline | On-Time % | Cancel % | Avg Delay | Flights |
|---|---|---|---|---|
| Southwest AirlinesWNBest | 79% | 0.9% | 50m | 3,803 |
Route Overview
79%
Overall On-Time
50m
Avg Delay
0.9%
Cancel Rate
3,803
Total Flights
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Data last updated October 2026. Source: Bureau of Transportation Statistics.