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Route on-time record

DAL to MDW: most on-time flights and the best time to fly

Dallas (Dallas Love Field) to Chicago (Chicago Midway International Airport). 2,156 nonstop flights in Jun 2025 to May 2026, 71% arrived within 15 minutes and 1.8% were cancelled. The most reliable flight number was Southwest 1327 at 6:20 AM.

Flying on a specific date? We’ll adjust for the month, the weekday and the forecast.

DAL → MDW

Dallas to Chicago: 2,156 nonstop flights a year

On time (12 months)

71%

Cancelled

1.8%

avg delay 18 min

Best time to leave

Before 9 AM

92% on time vs 54% 6 to 9 PM

Most reliable airline

Southwest

70% chance on time

Check DAL to MDW fares

Lowest nonstop fare seen in the next two months: $145 (Southwest 805 on 2026-11-22). Fares open on our travel partner (Aviasales). Pick the flight number you chose here.

Most reliable nonstop flights

Ranked by the chance the flight operates and arrives within 15 minutes of schedule, from Jun 2025 to May 2026 records.

  1. #1 · Southwest 1327

    6:20 AM → 8:30 AM2h 10m nonstop

    Local times, typical schedule. Last flown 2026-05-30.

    87%

    chance on time

    On time (history)
    90%
    Cancelled
    2.5%
    Avg arrival delay
    6 min
    • Arrived on time 90% of the time (77 flights, Jun 2025 to May 2026).
    • Leaves in this route's most on-time window (Before 9 AM: 92% on time; 6 to 9 PM: 54%).
    • Departs outside DAL's trouble window (10 AM to 4 PM, when 67% of its 42 ground stops and delay programs started).
    • Lands inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.

    Moderate track record · 77 flights

    Find Southwest 1327 fares Opens this date on Aviasales

  2. #2 · Southwest 1266

    6:00 AM → 8:15 AM2h 15m nonstop

    Local times, typical schedule. Last flown 2026-05-31. Same departure also flew as Southwest 2232; its record covers all of them.

    87%

    chance on time

    On time (history)
    88%
    Cancelled
    5.6%
    Avg arrival delay
    11 min
    • Arrived on time 88% of the time (34 flights, Jun 2025 to May 2026).
    • Cancelled 5.6% of the time (2 of 36).
    • Leaves in this route's most on-time window (Before 9 AM: 92% on time; 6 to 9 PM: 54%).
    • Departs outside DAL's trouble window (10 AM to 4 PM, when 67% of its 42 ground stops and delay programs started).

    Limited track record · 34 flights

    Find Southwest 1266 fares Opens this date on Aviasales

  3. #3 · Southwest 1136

    9:35 AM → 11:50 AM2h 15m nonstop

    Local times, typical schedule. Last flown 2026-05-29.

    75%

    chance on time

    On time (history)
    74%
    Cancelled
    0.0%
    Avg arrival delay
    9 min
    • Arrived on time 74% of the time (39 flights, Jun 2025 to May 2026).
    • Never cancelled in 39 scheduled flights.
    • Departs outside DAL's trouble window (10 AM to 4 PM, when 67% of its 42 ground stops and delay programs started).
    • Lands inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.

    Limited track record · 39 flights

    Find Southwest 1136 fares Opens this date on Aviasales

  4. #4 · Southwest 2111

    12:35 PM → 2:45 PM2h 10m nonstop

    Local times, typical schedule. Last flown 2026-04-06.

    75%

    chance on time

    On time (history)
    80%
    Cancelled
    0.0%
    Avg arrival delay
    8 min
    • Arrived on time 80% of the time (15 flights, Jun 2025 to May 2026).
    • Departs inside DAL's trouble window: 67% of its 42 ground stops and delay programs started between 10 AM and 4 PM.
    • Short track record (15 flights), so its score leans on the airline's record at this hour.

    Limited track record · 15 flights

    Find Southwest 2111 fares Opens this date on Aviasales

  5. #5 · Southwest 561

    9:50 AM → 12:05 PM2h 15m nonstop

    Local times, typical schedule. Last flown 2026-05-31. Same departure also flew as Southwest 410; its record covers all of them.

    75%

    chance on time

    On time (history)
    73%
    Cancelled
    2.4%
    Avg arrival delay
    10 min
    • Arrived on time 73% of the time (40 flights, Jun 2025 to May 2026).
    • Departs outside DAL's trouble window (10 AM to 4 PM, when 67% of its 42 ground stops and delay programs started).
    • Lands inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
    • Short track record (40 flights), so its score leans on the airline's record at this hour.

    Limited track record · 40 flights

    Find Southwest 561 fares Opens this date on Aviasales

  6. #6 · Southwest 4061

    12:05 PM → 2:20 PM2h 15m nonstop

    Local times, typical schedule. Last flown 2026-05-30.

    71%

    chance on time

    On time (history)
    63%
    Cancelled
    0.0%
    Avg arrival delay
    8 min
    • Arrived on time 63% of the time (8 flights, Jun 2025 to May 2026).
    • Departs inside DAL's trouble window: 67% of its 42 ground stops and delay programs started between 10 AM and 4 PM.
    • Short track record (8 flights), so its score leans on the airline's record at this hour.

    Limited track record · 8 flights

    Find Southwest 4061 fares Opens this date on Aviasales

  7. #7 · Southwest 1538

    2:45 PM → 5:00 PM2h 15m nonstop

    Local times, typical schedule. Last flown 2026-05-31.

    70%

    chance on time

    On time (history)
    70%
    Cancelled
    6.3%
    Avg arrival delay
    15 min
    • Arrived on time 70% of the time (30 flights, Jun 2025 to May 2026).
    • Cancelled 6.3% of the time (2 of 32).
    • Departs inside DAL's trouble window: 67% of its 42 ground stops and delay programs started between 10 AM and 4 PM.
    • Short track record (30 flights), so its score leans on the airline's record at this hour.

    Limited track record · 30 flights

    Find Southwest 1538 fares Opens this date on Aviasales

  8. #8 · Southwest 30

    3:20 PM → 5:35 PM2h 15m nonstop

    Local times, typical schedule. Last flown 2026-05-29. Same departure also flew as Southwest 4603; its record covers all of them.

    69%

    chance on time

    On time (history)
    65%
    Cancelled
    1.8%
    Avg arrival delay
    14 min
    • Arrived on time 65% of the time (55 flights, Jun 2025 to May 2026).
    • Departs inside DAL's trouble window: 67% of its 42 ground stops and delay programs started between 10 AM and 4 PM.
    • Short track record (55 flights), so its score leans on the airline's record at this hour.

    Limited track record · 55 flights

    Find Southwest 30 fares Opens this date on Aviasales

  9. #9 · Southwest 932

    1:00 PM → 3:15 PM2h 15m nonstop

    Local times, typical schedule. Last flown 2026-05-29.

    66%

    chance on time

    On time (history)
    63%
    Cancelled
    2.6%
    Avg arrival delay
    28 min
    • Arrived on time 63% of the time (38 flights, Jun 2025 to May 2026).
    • Departs inside DAL's trouble window: 67% of its 42 ground stops and delay programs started between 10 AM and 4 PM.
    • Short track record (38 flights), so its score leans on the airline's record at this hour.

    Limited track record · 38 flights

    Find Southwest 932 fares Opens this date on Aviasales

  10. #10 · Southwest 1916

    6:05 PM → 8:20 PM2h 15m nonstop

    Local times, typical schedule. Last flown 2026-05-27.

    64%

    chance on time

    On time (history)
    63%
    Cancelled
    0.0%
    Avg arrival delay
    36 min
    • Arrived on time 63% of the time (16 flights, Jun 2025 to May 2026).
    • Leaves in this route's least on-time window (6 to 9 PM: 54% on time; Before 9 AM: 92%).
    • Departs outside DAL's trouble window (10 AM to 4 PM, when 67% of its 42 ground stops and delay programs started).
    • 69% of its delay minutes came from the plane arriving late from an earlier flight.

    Limited track record · 16 flights

    Find Southwest 1916 fares Opens this date on Aviasales

Airlines on this route

Season-adjusted chance of operating and arriving on time.

  • Southwest Airlines70%

    2,156 flights · 71% on time as flown · 1.8% cancel

On time by departure time

All airlines, scheduled local departure, Jun 2025 to May 2026.

  • Before 9 AM92%

    493 flights · avg delay 5 min

  • 9 AM to noon77%

    372 flights · avg delay 12 min

  • Noon to 3 PM70%

    410 flights · avg delay 18 min

  • 3 to 6 PM62%

    294 flights · avg delay 22 min

  • 6 to 9 PM54%

    400 flights · avg delay 32 min

  • After 9 PM60%

    187 flights · avg delay 24 min

Best day: Tuesday (81%). Worst: Thursday (71%).

On time by month

All airlines, Jun 2023 to May 2026. Several years per month, so one stormy season doesn't define a month. Travel-month estimates use this seasonal pattern.

J
80
F
86
M
73
A
77
M
65
J
67
J
67
A
76
S
83
O
80
N
82
D
76

What delays this route

  • Late-arriving aircraft51%
  • Airline (crew, maintenance, boarding)30%
  • Air traffic control and airport volume14%
  • Severe weather4%

Share of delay minutes by the cause airlines report to the US DOT.

Historical odds, not a guarantee. Built from the US DOT Bureau of Transportation Statistics on-time reports (Jun 2025 to May 2026), FAA ground stop and delay program advisories, and 20 years of airport weather observations. Covers US airlines that report to the DOT; schedules are flights operated recently, so confirm times when you book. ATIS Alerts is not affiliated with any airline. Fares are what Aviasales travelers saw in recent searches (USD, one way, 1 adult), not live quotes; the partner site shows the current price. Fare links go to our travel partner and may earn us a commission at no cost to you. Affiliate disclosure

DAL to MDW questions

What time of day is best to fly DAL to MDW?
Before 9 AM: 92% of flights arrived on time, against 54% for departures 6 to 9 PM. Later flights inherit delays from earlier ones, so the first departures of the day usually run best.
Which airline is most on time from DAL to MDW?
Southwest, with a season-adjusted 70% chance of operating and arriving on time over 2,156 flights. The adjustment compares each airline with what the route did in the months it flew, so a carrier that skipped a stormy month gets no free credit.
What is the worst month for delays on DAL to MDW?
May (65% on time); the best was February (86%), averaged over Jun 2023 to May 2026.
Is this a prediction for my flight?
No. These are historical odds from the US DOT on-time reports, FAA advisories and airport weather records. Check your flight status and the FAA delay board on the day you fly.

More routes from DAL

Live status: FAA delays and ground stops