MDW → SANChicago to San Diego

live

Direct flights from Chicago (MDW) to San Diego (SAN): 7 nonstop departures observed each week across 1 airline. 80% of the last 5 operated flights arrived within 15 minutes of schedule. The median arrival is 4 minutes early. No cancellations were recorded across the 5 tracked flights. The nonstop covers 2,776 km, an estimated 4 hours 4 minutes in the air. Measured by Pro Flight Search from live flight boards at Chicago and San Diego. Updated 11 October 2026 at 20:39 UTC.

MDW Chicago busy · +22
SAN San Diego busy · +23
2,776 km · ~4h 04m est.
dep bank 05:25–21:257x weekly
Runs reliable · 1 airline · 7x weekly · nonstop
80% on time

of the last 5 operated MDW → SAN flights arrived within 15 minutes

Median arrival delay is −4 min. 0 of 5 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−4 minacross the last 5 operated legs
Flight time~4h 04mestimated from route distance
Weekly departures7x1 direct airline on the leg

The week

scheduled departures · origin local time
06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Southwest Airlines

Each mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.

Who flies it

observed on the boards · 7 days
Southwest AirlinesWN80% on time

Flights WN2978 05:25 Mo Tu We Th Fr · WN3644 06:30 Su · WN2979 09:40 Mo Th Fr Su · WN2118 10:25 Sa

History

operated legs · board outcomes
10-11WN2979dep +18 → arr+2
10-11WN3644dep +0 → arr−7
10-10WN2118dep −2 → arr−4
10-10WN2980dep +25 → arr+16
10-10WN4285dep +35 → arr−13

Actual board outcomes rather than schedules, paired departure and arrival per flight and day.

Full board history, day by day →

Airports right now

live boards
MDWChicago +22 min busy 🌤 few clouds · N 0 kt Full MDW delay board →
SANSan Diego +23 min busy ⛅ overcast · WSW 10 kt Full SAN delay board →

Weather lens

Current conditions put the pressure at SAN: 44% odds of a 15+ minute delay and around +9 min expected when it bites, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →

How the Chicago to San Diego route actually runs

Pro Flight Search records official board updates for nonstop MDW to SAN flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.

Planning around a delay? Live airport delays · Weather delay risk map · Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure

Cite this data

Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.

Suggested citation

Pro Flight Search — Chicago (MDW) to San Diego (SAN) route reliability, measured from operated flights on official airport boards.

Canonical URL
https://proflightsearch.com/search-flights/MDW-SAN
How we measure this →

MDW to SAN questions

Is MDW–SAN running on time right now?

Mostly on schedule. Both endpoints currently score the same, route health score 70/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on MDW–SAN?

Operators schedule morning departures around 05:25 and evening departures around 20:50 from MDW. Earlier flights typically land before destination-airport delays accumulate later in the day; check the SAN delay card to confirm conditions when you'd arrive.

How long is the flight from MDW to SAN?

Great-circle distance is 2,776 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 226–268 min gate-to-gate on this route.

How often does MDW–SAN fly?

Southwest Airlines runs the route with about 22 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.