DAL → MDW Southwest Airlines

Southwest Airlines · Dallas, TX to Chicago, IL · 2,154 flights, 2025-07-01 to 2026-06-30 · aggregated across 133 flight numbers

This route runs much more reliably at some times of day than others — 92% on-time departing 6–9am vs. 54% departing 6–9pm.
On-time arrival
71%
Median delay
+1 min
90th percentile
+55 min
Cancellation rate
2%

How on-time is Southwest Airlines from DAL to MDW?

Across every Southwest Airlines flight number on DAL → MDW (2,154 flights, 2025-07-01 to 2026-06-30), 71% arrived within 15 minutes of schedule. Median arrival delay +1 min; the worst 10% ran +55 min or later. 2% were cancelled.

Delay distribution

Arrival delay for completed flights (excludes cancellations and diversions).

ArrivalFlightsShare
Early / on-time1,49971%
16-30 min22010%
31-60 min20010%
61-120 min1226%
2+ hrs603%

Performance by month

MonthFlightsOn-timeAvg delay
2025-0719666%+21 min
2025-0819272%+14 min
2025-0919078%+8 min
2025-1019480%+9 min
2025-1116673%+11 min
2025-1218974%+11 min
2026-0114778%+7 min
2026-0213484%+4 min
2026-0316862%+21 min
2026-0416871%+12 min
2026-0516964%+18 min
2026-0618856%+23 min

Performance by day of week

DayFlightsOn-time
Mon32369%
Tue31078%
Wed30377%
Thu31768%
Fri31570%
Sat22672%
Sun30767%

Based on US DOT Bureau of Transportation Statistics on-time data. Loading the full breakdown…