How much is a flight from San Juan to Chicago O'Hare?

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 O'Hare route.

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.

Adjust your flight filters for San Juan – Chicago O'Hare

Jetcost gives you tools to search smarter. Pick your ideal price range, airline, departure time, and flight type — then compare offers from the best travel agencies and carriers.

Other popular destinations

Planning a trip to United States? These cities are popular too: Boston, Los Angeles, Miami, New York City, Orlando.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.