78% of flights from Jacksonville to Chicago arrived on time over the past 12 months. That is about the typical U.S. route. The 7 a.m. departures ran on time 92% of the time; the 5 p.m. ones 68%. 8% of flights arrived more than an hour late or not at all.
How late?
The on-time rate treats a flight 20 minutes late the same as one 5 hours late. Here's the split for JAX → MDW: when a flight was late, it was under 45 minutes late 59% of the time. About 1 in 17 flights landed an hour or more late, and 1 in 209 three hours or more; 1.4% were cancelled outright.
- On time or early78%
- 15–30 min late7.9%
- 30–60 min late6.7%
- 1–2 hours late4.8%
- 2–3 hours late0.7%
- 3+ hours late0.5%
- Diverted0.2%
- Cancelled1.4%
Share of all 417 scheduled flights, past 12 months, by arrival time against schedule.
By airline
| Airline | Flights | On time | Cancelled | Typical arrival | 1h+ late | Avg when late | Operated by |
|---|---|---|---|---|---|---|---|
| Southwest Airlines | 417 | 78% | 1.4% | −4 min | 6.0% | +50 min | Southwest Airlines |
Airline = the name on the ticket. Regional flights (e.g. "Delta Connection") count under the ticketing airline, and the operator is listed.
Best time of day to fly
On-time rate by scheduled departure hour (local time at JAX). Delays build through the day as late planes knock on, so early flights usually do best.
By month
Each calendar month pooled over 2023–2026. Best: October (86%). Worst: July (71%).
By day of week
| Day | Flights | On time | Cancelled |
|---|---|---|---|
| Monday | 62 | — | — |
| Tuesday | 60 | — | — |
| Wednesday | 60 | — | — |
| Thursday | 60 | — | — |
| Friday | 61 | — | — |
| Saturday | 52 | — | — |
| Sunday | 62 | — | — |
Why flights were late
Share of delay minutes on flights 15+ minutes late, as reported to BTS by the airlines.
Cancellations: weather 6
Month by month
Not enough months with data to draw a trend.
Nearby airport alternatives
Other ways to make the same trip, using airports within 60 miles of Jacksonville or Chicago. None has been clearly more reliable than JAX → MDW.
| Route | Flights | On time | Cancelled |
|---|---|---|---|
| JAX → MDW (this route) | 417 | 78% | 1.4% |
| JAX → ORD Jacksonville to Chicago O'Hare | 2,172 | 75% | 1.9% |
Questions
How often are flights from JAX to MDW on time?
78% of 417 scheduled flights from Jacksonville, FL to Chicago, IL arrived within 15 minutes of schedule between September 2025 and August 2026. 1.4% were cancelled.
What is the best time of day to fly JAX to MDW?
Flights scheduled to leave at 7 a.m. were the most reliable (92% on time). The 5 p.m. departures were the least (68%).
What month has the most delays from JAX to MDW?
July (71% on time). The best month is October (86%), over 2023–2026.
Related
- MDW → JAX (return)
- Jacksonville (JAX) delays by hour
- Flights into Chicago Midway (MDW)
- Southwest Airlines on-time record
- Connecting off this flight? Check the risk
Domestic flights by the airlines that report to the U.S. DOT, plus their regional partners. "On time" means arriving less than 15 minutes after schedule; cancelled and diverted flights count as not on time. Past performance is a guide, not a forecast. Method.