Direct flights from Chicago to San Juan ORD → SJU

American Airlines, Frontier Airlines, Southwest Airlines, Spirit Airlines and United Airlines fly nonstop from Chicago (ORD) to San Juan (SJU), several times daily. The flight takes about 4h 47m and covers 2,074 miles (3,338 km). Arrivals run on time 70.7% at ORD and 72.9% at SJU — BTS data for the last three months, counting arrivals within 15 minutes of schedule. Schedule data from 27 June 2026.

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American Airlines AA Frontier Airlines F9 United Airlines UA

Departure Schedule typical week

Typical weekly schedule · 28 flights per week (~4 per day) · Updated 65d ago

American Airlines
7 flights per week
Daily
18:20
Frontier Airlines
7 flights per week
Daily
00:33
United Airlines
14 flights per week (~2 per day)
Daily
08:49 14:38

More nonstops from Chicago

ORD → ATL Atlanta 10 airlines ORD → LAS Las Vegas 6 airlines ORD → MIA Miami 6 airlines ORD → PUJ Punta Cana 6 airlines ORD → TPA Tampa 6 airlines ORD → FLL Fort Lauderdale 5 airlines ORD → JFK New York 5 airlines ORD → LAX Los Angeles 5 airlines

Frequently asked questions

Is there a direct flight from Chicago to San Juan?

Yes, American Airlines, Frontier Airlines and 3 more airlines operate nonstop flights from Chicago (ORD) to San Juan (SJU).

Which airlines fly direct from Chicago to San Juan?

American Airlines, Frontier Airlines, Southwest Airlines, Spirit Airlines, United Airlines operate nonstop flights from Chicago to San Juan.

How long is the flight from Chicago to San Juan?

The nonstop flight from Chicago to San Juan takes ~4h 47m (approximately 3338 km).

How often do direct flights operate from Chicago to San Juan?

Nonstop flights from Chicago to San Juan operate multiple daily — 28 flights per week (~4 per day).

What is the on-time performance for flights from Chicago to San Juan?

Arrivals run on time 70.7% at ORD and 72.9% at SJU — BTS data for the last three months, counting arrivals within 15 minutes of schedule.

What days of the week are there direct flights from Chicago to San Juan?

Direct flights from Chicago to San Juan operate every day of the week. American Airlines flies daily, Frontier Airlines flies daily, and United Airlines flies daily.

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ORD All direct flights from Chicago SJU All direct flights from San Juan SJU → ORD Return: San Juan to Chicago

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