SJU → ORDSan Juan to Chicago

live

Direct flights from San Juan (SJU) to Chicago (ORD): 14 nonstop departures observed each week across 2 airlines. 100% of the last 5 operated flights arrived within 15 minutes of schedule. The median arrival is 24 minutes early. No cancellations were recorded across the 5 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 San Juan and Chicago. Updated 20 October 2026 at 07:51 UTC.

Today, SJU → ORD

Tue 20 Oct · local times
  1. · AA1865American Airlines On schedule ORD 19:29scheduled
  2. · UA2088United Airlines On schedule ORD 20:05scheduled

Checked SJU board 23:51 · ORD board 02:51

SJU San Juan smooth · +10
ORD Chicago disrupted · +110
3,338 km · ~4h 47m est.
dep bank 14:53–15:5614x weekly
Runs reliable · 2 airlines · 14x weekly · nonstop
100% on time

of the last 5 operated SJU → ORD flights arrived within 15 minutes

Median arrival delay is −24 min. 0 of 5 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →

Median arrival−24 minacross the last 5 operated legs
Flight time~4h 47mestimated from route distance
Weekly departures14x2 direct airlines on the leg

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 AirlinesAA

Flights AA1865 14:53 daily

United AirlinesUA

Flights UA2088 15:56 daily

History

operated legs · board outcomes
10-19AA1865dep +10 → arr−24
10-19UA2088dep +11 → arr+10
10-18AA1865dep +35 → arr−29
10-18UA2088dep −18 → arr−23
10-17AA1865arrived−40

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
SJUSan Juan +10 min smooth 🌤 few clouds · N 0 kt Full SJU delay board →
ORDChicago +110 min disrupted 🌤 clear · N 0 kt Full ORD 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 San Juan to Chicago route actually runs

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

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

SJU to ORD questions

Is SJU–ORD running on time right now?

Significant delay risk. The arrival side at ORD is the weaker end, route health score 43/100. The airports section above carries the live status and delay window at both ends.

Morning or evening flight on SJU–ORD?

Operators schedule 2 departures from SJU. Earlier flights typically land before destination-airport delays accumulate later in the day; check the ORD delay card to confirm conditions when you'd arrive.

How long is the flight from SJU to ORD?

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 SJU–ORD fly?

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