OAK → MDW: cancellations & delays
Over Jan 2023 - Apr 2026, 0.5% of Oakland San Francisco Bay Airport (OAK) to Chicago Midway International Airport (MDW) flights were cancelled and 17.9% arrived at least 15 minutes late, across 1,950 flights, flown by WN. Cancellations peak in January.
Check today's live OAK departures →Airport pages: Oakland San Francisco Bay Airport (OAK) · Chicago Midway International Airport (MDW)
Rates are historical averages from U.S. DOT (BTS) on-time records; a specific flight's live estimate can differ with weather and the day's disruptions.