Frontier Airlines is the most reliable airline on the SJU to MDW route with a 73% on-time rate, compared to Southwest Airlines at 60%. Based on 235 flights tracked.
Source: Bureau of Transportation Statistics. Updated October 2026.Best Airline: SJU to MDW
San Juan to Chicago — airline reliability comparison
On-Time Rate by Airline
Frontier Airlines73%
Southwest Airlines60%
SJU to MDW Airline Comparison
| Airline | On-Time % | Cancel % | Avg Delay | Flights |
|---|---|---|---|---|
| Frontier AirlinesF9Best | 73% | 2.0% | 57m | 235 |
| Southwest AirlinesWNWorst | 60% | 0.0% | 63m | 10 |
Route Overview
72%
Overall On-Time
53m
Avg Delay
1.8%
Cancel Rate
279
Total Flights
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Data last updated October 2026. Source: Bureau of Transportation Statistics.