How much is a flight from San Juan to Chicago Midway?

Prices vary based on date, airline, and availability. Compare several options if you're flying between San Juan and Chicago.

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

Fares change often — checking several times throughout the week can make a big difference. Booking in advance often means access to lower prices for the San Juan - Chicago Midway route.

Which departure and arrival airports are available?

Between San Juan and Chicago, flight options may depend on the combination of airports available.

• Airports in San Juan: Isla Grande is another departure point near San Juan - Luis Muñoz Marín.
• Airports in Chicago: Chicago is served by 3 airports - Midway, O'Hare, Rockford.

Sometimes flying into a nearby city can be more cost-effective. When a city has multiple airports, it’s worth comparing different flight combinations.

Match your flight search to your preferences: San Juan – Chicago Midway

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Other popular destinations

Thinking about traveling to United States? Other users also viewed: Atlanta, Los Angeles, Miami, New York City, Orlando.

Don’t forget to check change or cancellation policies, especially if your plans aren’t final. For a more targeted search, you can also set price limits directly in the filters.