Southwest Airlines is the most reliable airline on the MDW to OAK route with a 73% on-time rate. Based on 2,125 flights tracked.
Source: Bureau of Transportation Statistics. Updated October 2026.Best Airline: MDW to OAK
Chicago to Oakland — airline reliability comparison
On-Time Rate by Airline
Southwest Airlines73%
MDW to OAK Airline Comparison
| Airline | On-Time % | Cancel % | Avg Delay | Flights |
|---|---|---|---|---|
| Southwest AirlinesWNBest | 73% | 0.8% | 50m | 2,125 |
Route Overview
73%
Overall On-Time
49m
Avg Delay
0.8%
Cancel Rate
2,125
Total Flights
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Data last updated October 2026. Source: Bureau of Transportation Statistics.