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Route on-time record

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

Pittsburgh (Pittsburgh International Airport) to Chicago (Chicago Midway International Airport). 1,150 nonstop flights in Jun 2025 to May 2026, 79% arrived within 15 minutes and 0.9% were cancelled. The most reliable flight number was Southwest 1348 at 1:35 PM.

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

PIT → MDW

Pittsburgh to Chicago: 1,150 nonstop flights a year

On time (12 months)

79%

Cancelled

0.9%

avg delay 13 min

Best time to leave

9 AM to noon

97% on time vs 67% 6 to 9 PM

Most reliable airline

Southwest

79% chance on time

Check PIT to MDW fares

Lowest nonstop fare seen in the next two months: $144 (Southwest 924 on 2026-11-07). 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 1348

    1:35 PM → 2:05 PM1h 30m nonstop

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

    85%

    chance on time

    On time (history)
    89%
    Cancelled
    0.0%
    Avg arrival delay
    13 min
    • Arrived on time 89% of the time (54 flights, Jun 2025 to May 2026).
    • Never cancelled in 54 scheduled flights.
    • 88% of its delay minutes came from the plane arriving late from an earlier flight.
    • Short track record (54 flights), so its score leans on the airline's record at this hour.

    Limited track record · 54 flights

    Find Southwest 1348 fares Opens this date on Aviasales

  2. #2 · Southwest 3940

    8:40 AM → 9:10 AM1h 30m nonstop

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

    84%

    chance on time

    On time (history)
    87%
    Cancelled
    0.0%
    Avg arrival delay
    6 min
    • Arrived on time 87% of the time (55 flights, Jun 2025 to May 2026).
    • Never cancelled in 55 scheduled flights.
    • 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 (55 flights), so its score leans on the airline's record at this hour.

    Limited track record · 55 flights

    Find Southwest 3940 fares Opens this date on Aviasales

  3. #3 · Southwest 3299

    2:25 PM → 2:55 PM1h 30m nonstop

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

    82%

    chance on time

    On time (history)
    81%
    Cancelled
    3.6%
    Avg arrival delay
    12 min
    • Arrived on time 81% of the time (27 flights, Jun 2025 to May 2026).
    • Short track record (27 flights), so its score leans on the airline's record at this hour.

    Limited track record · 27 flights

    Find Southwest 3299 fares Opens this date on Aviasales

  4. #4 · Southwest 2209

    8:30 AM → 9:00 AM1h 30m nonstop

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

    80%

    chance on time

    On time (history)
    77%
    Cancelled
    6.1%
    Avg arrival delay
    31 min
    • Arrived on time 77% of the time (31 flights, Jun 2025 to May 2026).
    • Cancelled 6.1% of the time (2 of 33).
    • 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 (31 flights), so its score leans on the airline's record at this hour.

    Limited track record · 31 flights

    Find Southwest 2209 fares Opens this date on Aviasales

  5. #5 · Southwest 1360

    8:00 PM → 8:30 PM1h 30m nonstop

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

    64%

    chance on time

    On time (history)
    62%
    Cancelled
    0.0%
    Avg arrival delay
    19 min
    • Arrived on time 62% of the time (45 flights, Jun 2025 to May 2026).
    • Never cancelled in 46 scheduled flights.
    • Leaves in this route's least on-time window (6 to 9 PM: 67% on time; 9 AM to noon: 97%).
    • 61% of its delay minutes came from the plane arriving late from an earlier flight.

    Limited track record · 45 flights

    Find Southwest 1360 fares Opens this date on Aviasales

  6. #6 · Southwest 3832

    8:10 PM → 8:40 PM1h 30m nonstop

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

    57%

    chance on time

    On time (history)
    39%
    Cancelled
    3.0%
    Avg arrival delay
    37 min
    • Arrived on time 39% of the time (31 flights, Jun 2025 to May 2026).
    • Cancelled 3.0% of the time (1 of 33).
    • Leaves in this route's least on-time window (6 to 9 PM: 67% on time; 9 AM to noon: 97%).
    • Short track record (31 flights), so its score leans on the airline's record at this hour.

    Limited track record · 31 flights

    Find Southwest 3832 fares Opens this date on Aviasales

Airlines on this route

Season-adjusted chance of operating and arriving on time.

  • Southwest Airlines79%

    1,150 flights · 79% on time as flown · 0.9% cancel

On time by departure time

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

  • Before 9 AM86%

    364 flights · avg delay 11 min

  • 9 AM to noon97%

    103 flights · avg delay 1 min

  • Noon to 3 PM84%

    198 flights · avg delay 12 min

  • 3 to 6 PM77%

    144 flights · avg delay 15 min

  • 6 to 9 PM67%

    327 flights · avg delay 19 min

Best day: Saturday (84%). Worst: Sunday (77%).

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
88
M
83
A
85
M
77
J
76
J
73
A
87
S
87
O
85
N
89
D
77

What delays this route

  • Late-arriving aircraft43%
  • Air traffic control and airport volume27%
  • Airline (crew, maintenance, boarding)26%
  • 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

PIT to MDW questions

What time of day is best to fly PIT to MDW?
9 AM to noon: 97% of flights arrived on time, against 67% for departures 6 to 9 PM.
Which airline is most on time from PIT to MDW?
Southwest, with a season-adjusted 79% chance of operating and arriving on time over 1,150 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 PIT to MDW?
July (73% on time); the best was November (89%), 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 PIT

Live status: FAA delays and ground stops