SJU → MDWSan Juan to Chicago

live

Direct flights from San Juan (SJU) to Chicago (MDW) run nonstop between the two airports. The nonstop covers 3,314 km, an estimated 4 hours 45 minutes in the air.

SJU San Juan smooth · +9

MDW Chicago smooth · +8

3,314 km · ~4h 45m est.

Running clean · 0 airlines · nonstop

87 / 100

route health from live SJU and MDW delay boards

Flight time~4h 45mestimated from route distance

Airports right now

live boards

SJUSan Juan +9 min smooth Full SJU delay board →

MDWChicago +8 min smooth Full MDW delay board →

Weather lens

Current conditions put the pressure at SJU: 46% odds of a 15+ minute delay, measured from this route's own weather-matched delay history. See live delays → · Weather risk by airport →

How the San Juan to Chicago route actually runs

Pro Flight Search records official board updates for nonstop SJU to MDW 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 — San Juan (SJU) to Chicago (MDW) route reliability, measured from operated flights on official airport boards.

Canonical URL

https://proflightsearch.com/search-flights/SJU-MDW

How we measure this →

SJU to MDW questions

Is SJU–MDW running on time right now?

Smooth skies ahead. The departure side at SJU is the weaker end, route health score 87/100. The airports section above carries the live status and delay window at both ends.

How long is the flight from SJU to MDW?

Great-circle distance is 3,314 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 264–314 min gate-to-gate on this route.

What does the route health score measure?

A blend of departure-side delay at SJU and arrival-side delay at MDW, computed from rolling delay windows (refreshed every 40 minutes) with a daily-rollup fallback. Current MVFR, IFR, or LIFR endpoint weather caps the score when flight rules can limit throughput. Higher is healthier: 100 means operations are clean at both ends.