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Route on-time record

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

Cleveland (Cleveland Hopkins International Airport) to Chicago (Chicago Midway International Airport). 1,108 nonstop flights in Jun 2025 to May 2026, 82% arrived within 15 minutes and 0.9% were cancelled. The most reliable flight number was Southwest 1292 at 3:45 PM.

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

CLE → MDW

Cleveland to Chicago: 1,108 nonstop flights a year

On time (12 months)

82%

Cancelled

0.9%

avg delay 11 min

Best time to leave

9 AM to noon

90% on time vs 73% 6 to 9 PM

Most reliable airline

Southwest

82% chance on time

Check CLE to MDW fares

Lowest nonstop fare seen in the next two months: $276 (Southwest 1209 on 2026-10-21). 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 1292

    3:45 PM → 4:05 PM1h 20m nonstop

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

    86%

    chance on time

    On time (history)
    93%
    Cancelled
    0.0%
    Avg arrival delay
    7 min
    • Arrived on time 93% of the time (54 flights, Jun 2025 to May 2026).
    • Never cancelled in 54 scheduled flights.
    • Short track record (54 flights), so its score leans on the airline's record at this hour.

    Limited track record · 54 flights

    Find Southwest 1292 fares Opens this date on Aviasales

  2. #2 · Southwest 675

    2:45 PM → 3:05 PM1h 20m nonstop

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

    86%

    chance on time

    On time (history)
    96%
    Cancelled
    0.0%
    Avg arrival delay
    2 min
    • Arrived on time 96% of the time (23 flights, Jun 2025 to May 2026).
    • Short track record (23 flights), so its score leans on the airline's record at this hour.

    Limited track record · 23 flights

    Find Southwest 675 fares Opens this date on Aviasales

  3. #3 · Southwest 1378

    8:55 AM → 9:10 AM1h 15m nonstop

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

    83%

    chance on time

    On time (history)
    85%
    Cancelled
    0.0%
    Avg arrival delay
    6 min
    • Arrived on time 85% of the time (59 flights, Jun 2025 to May 2026).
    • Never cancelled in 59 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 (59 flights), so its score leans on the airline's record at this hour.

    Limited track record · 59 flights

    Find Southwest 1378 fares Opens this date on Aviasales

  4. #4 · Southwest 1875

    8:35 AM → 9:00 AM1h 25m nonstop

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

    80%

    chance on time

    On time (history)
    79%
    Cancelled
    10.7%
    Avg arrival delay
    6 min
    • Arrived on time 79% of the time (24 flights, Jun 2025 to May 2026).
    • 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 (24 flights), so its score leans on the airline's record at this hour.

    Limited track record · 24 flights

    Find Southwest 1875 fares Opens this date on Aviasales

  5. #5 · Southwest 878

    2:30 PM → 2:50 PM1h 20m nonstop

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

    79%

    chance on time

    On time (history)
    74%
    Cancelled
    0.0%
    Avg arrival delay
    9 min
    • Arrived on time 74% of the time (23 flights, Jun 2025 to May 2026).
    • Short track record (23 flights), so its score leans on the airline's record at this hour.

    Limited track record · 23 flights

    Find Southwest 878 fares Opens this date on Aviasales

  6. #6 · Southwest 2211

    7:50 PM → 8:10 PM1h 20m nonstop

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

    74%

    chance on time

    On time (history)
    60%
    Cancelled
    0.0%
    Avg arrival delay
    36 min
    • Arrived on time 60% of the time (15 flights, Jun 2025 to May 2026).
    • Leaves in this route's least on-time window (6 to 9 PM: 73% on time; 9 AM to noon: 90%).
    • 61% of its delay minutes came from the plane arriving late from an earlier flight.
    • Short track record (15 flights), so its score leans on the airline's record at this hour.

    Limited track record · 15 flights

    Find Southwest 2211 fares Opens this date on Aviasales

  7. #7 · Southwest 3731

    8:05 PM → 8:25 PM1h 20m nonstop

    Local times, typical schedule. Last flown 2026-05-29. Same departure also flew as Southwest 2841; its record covers all of them.

    64%

    chance on time

    On time (history)
    53%
    Cancelled
    3.0%
    Avg arrival delay
    21 min
    • Arrived on time 53% of the time (32 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: 73% on time; 9 AM to noon: 90%).
    • 66% of its delay minutes came from the plane arriving late from an earlier flight.

    Limited track record · 32 flights

    Find Southwest 3731 fares Opens this date on Aviasales

Airlines on this route

Season-adjusted chance of operating and arriving on time.

  • Southwest Airlines82%

    1,108 flights · 82% on time as flown · 0.9% cancel

On time by departure time

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

  • Before 9 AM89%

    348 flights · avg delay 6 min

  • 9 AM to noon90%

    107 flights · avg delay 4 min

  • Noon to 3 PM82%

    176 flights · avg delay 12 min

  • 3 to 6 PM81%

    192 flights · avg delay 10 min

  • 6 to 9 PM73%

    270 flights · avg delay 20 min

Best day: Tuesday (88%). Worst: Thursday (81%).

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
81
F
87
M
80
A
86
M
83
J
85
J
79
A
82
S
88
O
86
N
87
D
85

What delays this route

  • Late-arriving aircraft53%
  • Air traffic control and airport volume23%
  • Airline (crew, maintenance, boarding)18%
  • Severe weather6%

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

CLE to MDW questions

What time of day is best to fly CLE to MDW?
9 AM to noon: 90% of flights arrived on time, against 73% for departures 6 to 9 PM.
Which airline is most on time from CLE to MDW?
Southwest, with a season-adjusted 82% chance of operating and arriving on time over 1,108 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 CLE to MDW?
July (79% on time); the best was September (88%), 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 CLE

Live status: FAA delays and ground stops