Direct flights from San Juan to Chicago

  • 3–4 times a week
  • Southwest Airlines

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More nonstops from San Juan

SJU → FLL Fort Lauderdale 4 airlines SJU → MCO Orlando 3 airlines SJU → PUJ Punta Cana 3 airlines SJU → DFW Dallas-Fort Worth 2 airlines SJU → PHL Philadelphia 3 airlines SJU → MIA Miami 2 airlines SJU → SDQ Santo Domingo City 2 airlines SJU → STX Christiansted 2 airlines MDW → SJU The return trip SJU All nonstops from San Juan MDW All nonstops from Chicago

Frequently asked questions

Is there a direct flight from San Juan to Chicago?

Yes. Southwest Airlines flies nonstop from San Juan (SJU) to Chicago (MDW), 3–4 times a week. The flight takes about 4h 45m and covers 2,059 miles (3,314 km).

Which airlines fly direct from San Juan to Chicago?

Southwest Airlines operates nonstop flights from San Juan to Chicago.

How long is the flight from San Juan to Chicago?

The nonstop flight from San Juan to Chicago takes ~4h 45m (approximately 3314 km).

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

Nonstop flights from San Juan to Chicago operate 3–4 times a week.