Direct flights from Chicago to San Juan

  • ~4 flights a day
  • 5 airlines

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When the nonstops leave

Typical weekly schedule · 28 flights per week (~4 per day) · Updated 113d ago

Morning before noon 2 a day
12:33 AM
8:49 AM
Afternoon noon – 6 PM 1 a day
2:38 PM
Evening after 6 PM 1 a day
6:20 PM
American Airlines
Frontier Airlines
United Airlines

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 → LGA New York 5 airlines SJU → ORD The return trip ORD All nonstops from Chicago SJU All nonstops from San Juan

Frequently asked questions

Is there a direct flight from Chicago to San Juan?

Yes. American Airlines, Frontier Airlines, Southwest Airlines, Spirit Airlines and United Airlines fly nonstop from Chicago (ORD) to San Juan (SJU), daily. The flight takes about 4h 47m and covers 2,074 miles (3,338 km). Schedule data from 27 June 2026.

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 daily — 28 flights per week (~4 per day).

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.