Historical on-time performance
Chicago to Oakland
1,844 miData through May 2026Source: US DOT · BTS
Flights on MDW–OAK arrive on time 63% of the time over the last 12 months.
On-time rate63%arrived within 15 min
p90 delay50 min1 in 10 flights is worse (tail risk)
Cancelled1.4%of scheduled flights
based on 432 flights over the last 12 months. On-time means arriving within 15 minutes (BTS standard).
By airline
How each carrier compares
- Southwest AirlinesOn-time63%Median5 minp9050 minCancel1.4%Flights432
Why flights run late
Delay causes
- Airline39%
- Weather1%
- Air traffic (NAS)19%
- Late aircraft41%
- Security0%
Most delay minutes here are attributed to Late aircraft.
When flights don't go
Why flights were cancelled
- Airline0%
- Weather83%
- Air traffic (NAS)17%
- Security0%
Most cancellations here are attributed to Weather. Shares are among 6 cancellations with a reported cause (BTS reports causes from June 2003).
Over time
On-time trend
By season
On-time rate by month
When to fly
Best time to fly MDW → OAK
All airlines · rolling 36 months (2023-06 .. 2026-05).
Best time of day
Mornings are the most reliable time of day to fly this route — 84% on time.
- Mornings84% on time · p90 20 min · 651 flights
- Middays71% on time · p90 45 min · 239 flights
- Afternoons70% on time · p90 50 min · 197 flights · limited
- Evenings69% on time · p90 50 min · 208 flights
- Overnights53% on time · p90 70 min · 435 flights
Best day of week
On-time rates are fairly even by day on this route — ranging from 67% to 77% on time.
- Tuesdays77% on time · p90 35 min · 247 flights
- Wednesdays72% on time · p90 40 min · 247 flights
- Saturdays71% on time · p90 45 min · 242 flights
- Thursdays71% on time · p90 35 min · 255 flights
- Fridays71% on time · p90 45 min · 256 flights
- Mondays68% on time · p90 45 min · 250 flights
- Sundays67% on time · p90 55 min · 233 flights
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