ORD → SJUChicago to San Juan

live

Direct flights from Chicago (ORD) to San Juan (SJU): 14 nonstop departures observed each week across 2 airlines. 82% of the last 11 operated flights arrived within 15 minutes of schedule. The median arrival is 5 minutes early. No cancellations were recorded across the 11 tracked flights. The nonstop covers 3,338 km, an estimated 4 hours 47 minutes in the air. Measured by Pro Flight Search from live flight boards at Chicago and San Juan. Updated 22 October 2026 at 16:12 UTC.

Today, ORD → SJU

Thu 22 Oct · local times
  1. 08:13 AA1865American Airlines Left 08:08 ·
  2. 08:55 UA1996United Airlines Left 08:50 ·

Checked ORD board 11:12 · SJU board 10:33

ORD Chicago smooth · +0
SJU San Juan smooth · +0
3,338 km · ~4h 47m est.
dep bank 08:13–08:5514x weekly
Runs reliable · 2 airlines · 14x weekly · nonstop
82% on time

of the last 11 operated ORD → SJU flights arrived within 15 minutes

Median arrival delay is −5 min. 0 of 11 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−5 minacross the last 11 operated legs
Flight time~4h 47mestimated from route distance
Weekly departures14x2 direct airlines on the leg
Cancelled0.0%recent route rate · 0 of 11

The week

scheduled departures · origin local time
06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
American AirlinesUnited 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
American AirlinesAA83% on time

Flights AA1865 08:13 daily

United AirlinesUA80% on time

Flights UA1996 08:55 daily

History

operated legs · board outcomes
10-22AA1865departed−5
10-22UA1996departed−5
10-21AA1865dep −5 → arr−13
10-21UA1996dep −5 → arr−18
10-20AA1865dep −4 → arr−5
10-20UA1996dep +3 → arr+17
10-19AA1865dep −2 → arr−12
10-19UA1996dep −8 → arr−13
10-18AA1865dep +26 → arr+32
10-18UA1996dep −1 → arr−9
10-17AA1865departed+8

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
ORDChicago +0 min smooth 🌤 clear · N 0 kt Full ORD delay board →
SJUSan Juan +0 min smooth 🌤 scattered clouds · S 10 kt Full SJU delay board →

Weather lens

Current conditions put the pressure at SJU: 48% odds of a 15+ minute delay and around +20 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 Juan route actually runs

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

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

ORD to SJU questions

Is ORD–SJU running on time right now?

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

Morning or evening flight on ORD–SJU?

Operators schedule morning departures around 08:13 from ORD. Earlier flights typically land before destination-airport delays accumulate later in the day; check the SJU delay card to confirm conditions when you'd arrive.

How long is the flight from ORD to SJU?

Great-circle distance is 3,338 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 266–316 min gate-to-gate on this route.

How often does ORD–SJU fly?

2 carriers operate this route, around 14 flights a week between them. Compare carrier days and times in the airline list above.