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Route on-time record

EYW to ORD: most on-time flights and the best time to fly

Key West (Key West International Airport) to Chicago (Chicago O'Hare International Airport). 665 nonstop flights in Jun 2025 to May 2026, 67% arrived within 15 minutes and 1.2% were cancelled. The most reliable flight number was Republic 3499 at 3:55 PM.

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EYW → ORD

Key West to Chicago: 665 nonstop flights a year

On time (12 months)

67%

Cancelled

1.2%

avg delay 32 min

Best time to leave

Before 9 AM

84% on time vs 63% 3 to 6 PM

Most reliable airline

Republic

74% chance on time

Check EYW to ORD fares

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 · Republic 3499 · sold as American Eagle, Delta Connection or United Express

    3:55 PM → 6:50 PM3h 55m nonstop

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

    78%

    chance on time

    On time (history)
    100%
    Cancelled
    0.0%
    Avg arrival delay
    0 min
    • Arrived on time 100% of the time (11 flights, Jun 2025 to May 2026).
    • Leaves in this route's least on-time window (3 to 6 PM: 63% on time; Before 9 AM: 84%).
    • Lands inside ORD's trouble window: 44% of its 243 ground stops and delay programs started between 2 PM and 8 PM.

    Limited track record · 11 flights

    Find 3:55 PM flight fares Opens this date on Aviasales
  2. #2 · Republic 3532 · sold as American Eagle, Delta Connection or United Express

    4:05 PM → 7:00 PM3h 55m nonstop

    Local times, typical schedule. Last flown 2026-05-20.

    77%

    chance on time

    On time (history)
    94%
    Cancelled
    4.8%
    Avg arrival delay
    3 min
    • Arrived on time 94% of the time (18 flights, Jun 2025 to May 2026).
    • Leaves in this route's least on-time window (3 to 6 PM: 63% on time; Before 9 AM: 84%).
    • Lands inside ORD's trouble window: 44% of its 243 ground stops and delay programs started between 2 PM and 8 PM.

    Limited track record · 18 flights

    Find 4:05 PM flight fares Opens this date on Aviasales
  3. #3 · Envoy 3582 · sold as American Eagle

    1:08 PM → 3:55 PM3h 47m nonstop

    Local times, typical schedule. Last flown 2026-05-20.

    72%

    chance on time

    On time (history)
    79%
    Cancelled
    0.0%
    Avg arrival delay
    12 min
    • Arrived on time 79% of the time (43 flights, Jun 2025 to May 2026).
    • Never cancelled in 44 scheduled flights.
    • Lands inside ORD's trouble window: 44% of its 243 ground stops and delay programs started between 2 PM and 8 PM.

    Limited track record · 43 flights

    Find 1:08 PM flight fares Opens this date on Aviasales
  4. #4 · Envoy 3996 · sold as American Eagle

    4:19 PM → 7:12 PM3h 53m nonstop

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

    69%

    chance on time

    On time (history)
    91%
    Cancelled
    0.0%
    Avg arrival delay
    3 min
    • Arrived on time 91% of the time (11 flights, Jun 2025 to May 2026).
    • Leaves in this route's least on-time window (3 to 6 PM: 63% on time; Before 9 AM: 84%).
    • Lands inside ORD's trouble window: 44% of its 243 ground stops and delay programs started between 2 PM and 8 PM.

    Limited track record · 11 flights

    Find 4:19 PM flight fares Opens this date on Aviasales
  5. #5 · Envoy 3960 · sold as American Eagle

    6:46 PM → 9:35 PM3h 49m nonstop

    Local times, typical schedule. Last flown 2026-05-20.

    63%

    chance on time

    On time (history)
    64%
    Cancelled
    0.0%
    Avg arrival delay
    28 min
    • Arrived on time 64% of the time (44 flights, Jun 2025 to May 2026).
    • Never cancelled in 44 scheduled flights.

    Limited track record · 44 flights

    Find 6:46 PM flight fares Opens this date on Aviasales

Airlines on this route

Season-adjusted chance of operating and arriving on time.

  • Republic Airways (sold as American Eagle, Delta Connection or United Express)74%

    142 flights · 80% on time as flown · 1.3% cancel

  • Envoy Air (sold as American Eagle)67%

    385 flights · 67% on time as flown · 1.1% cancel

On time by departure time

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

  • Before 9 AM84%

    33 flights · avg delay 21 min

  • Noon to 3 PM71%

    241 flights · avg delay 28 min

  • 3 to 6 PM63%

    276 flights · avg delay 38 min

  • 6 to 9 PM65%

    114 flights · avg delay 32 min

Best day: Monday (73%). Worst: Friday (64%).

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
66
F
67
M
68
A
63
M
79
J
-
J
-
A
-
S
-
O
-
N
72
D
68

What delays this route

  • Late-arriving aircraft40%
  • Airline (crew, maintenance, boarding)30%
  • Air traffic control and airport volume24%
  • 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

Finding the most reliable connections from EYW to ORD…

EYW to ORD questions

What time of day is best to fly EYW to ORD?
Before 9 AM: 84% of flights arrived on time, against 63% for departures 3 to 6 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 EYW to ORD?
Republic, with a season-adjusted 74% chance of operating and arriving on time over 142 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 EYW to ORD?
April (63% on time); the best was May (79%), 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 EYW

Live status: FAA delays and ground stops