Flight prices from San Juan to Chicago O'Hare

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

Choose a date to explore the best fares now.

The lowest fares are often found with some flexibility in travel dates. If your plans are flexible, you’ll have a better chance of finding cheap flights.

Flying between San Juan and Chicago? Consider these airports

Depending on your destination and where you’re starting from, it might make sense to look beyond the main hubs.

• Airports in San Juan: You can fly from either San Juan - Luis Muñoz Marín or Isla Grande.
• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.

Check if your destination airport has a rail link — it can make getting around easier. Jetcost lets you view options from all San Juan airports in a single search.

Find flights from San Juan to Chicago O'Hare 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 Ryanair, British Airways, Easyjet, and booking sites like Expedia and eDreams.

Other popular destinations

Interested in United States? These cities are also in demand: Boston, Los Angeles, Miami, New York City, Orlando.

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.