MDW → SJCChicago to San Jose

live

Direct flights from Chicago (MDW) to San Jose (SJC): 7 nonstop departures observed each week across 1 airline. 75% of the last 8 operated flights arrived within 15 minutes of schedule. The median arrival is 6 minutes late. No cancellations were recorded across the 8 tracked flights. The nonstop covers 2,950 km, an estimated 4 hours 17 minutes in the air. Measured by Pro Flight Search from live flight boards at Chicago and San Jose. Updated 12 September 2026 at 15:39 UTC.

MDW Chicago smooth · +3
SJC San Jose smooth · +4
2,950 km · ~4h 17m est.
dep bank 10:15–20:507x weekly
Runs mixed · 1 airline · 7x weekly · nonstop
75% on time

of the last 8 operated MDW → SJC flights arrived within 15 minutes

Median arrival delay is +6 min. 0 of 8 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival+6 minacross the last 8 operated legs
Flight time~4h 17mestimated 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 AirlinesWN75% on time

Flights WN2830 10:15 Mo Th Fr Sa · WN3502 10:20 Tu We · WN2756 varies Su · WN3810 varies Tu We Sa

History

operated legs · board outcomes
09-11WN2830dep −1 → arr+0
09-11WN576dep +30 → arr+18
09-10WN2830dep +1 → arr−12
09-10WN576dep +91 → arr+89
09-09WN3502dep +10 → arr+4
09-09WN3810dep +20 → arr+13
09-08WN3502departed+6
09-08WN3810departed+5

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 +3 min smooth 🌤 mostly cloudy · SW 8 kt Full MDW delay board →
SJCSan Jose +4 min smooth 🌤 few clouds · 4 kt Full SJC delay board →

Weather lens

Current conditions put the pressure at MDW and SJC: 44% odds of a 15+ minute delay and around +11 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 Jose route actually runs

Pro Flight Search records official board updates for nonstop MDW to SJC 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 Jose (SJC) route reliability, measured from operated flights on official airport boards.

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

MDW to SJC questions

Is MDW–SJC running on time right now?

Smooth skies ahead. Both endpoints currently score the same, route health score 92/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on MDW–SJC?

Operators schedule morning departures around 10:15 and evening departures around 20:50 from MDW. Earlier flights typically land before destination-airport delays accumulate later in the day; check the SJC delay card to confirm conditions when you'd arrive.

How long is the flight from MDW to SJC?

Great-circle distance is 2,950 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 238–283 min gate-to-gate on this route.

How often does MDW–SJC fly?

Southwest Airlines runs the route with about 13 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.