How much is a flight from Chicago O'Hare to Isla Grande?

There’s no fixed price — fares between Chicago and San Juan can vary a lot by day or time.

Pick a travel date to see today’s available fares.

Flying during the week can be more affordable, as weekend flights tend to be pricier. Also consider demand and availability: the last remaining seats often come at higher fares!

Is there more than one airport in Chicago or San Juan?

Even short-haul routes can benefit from considering secondary airports. It may open up more flight times or cheaper fares.

• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.
• Airports in San Juan: San Juan - Isla Grande is the only airport in operation.

Airports with more daily flights offer more flexibility if plans change or delays occur. If you’re flexible, consider airports near San Juan as well.

Find flights from Chicago O'Hare to Isla Grande that suit your schedule

Use Jetcost to sort and filter results based on your preferred flight time, number of stops, price range, or airline. View deals from the best airlines and travel agencies.

Other popular destinations

Interested in Puerto Rico? These cities are also in demand: Aguadilla, Culebra Airport, Mayaguez, Ponce, San Juan.

Connecting flights can be cheaper but often mean longer layovers. You can easily select either direct or connecting flights with a single click using the filters.