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

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

$37 is the lowest fare found in the past 15 days.

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 Chicago O'Hare - San Juan route.

Exploring all airports near Chicago and San Juan

Checking all the airports available in the area can give you more departure and arrival options for your trip.

• Airports in Chicago: 3 different airports operate in Chicago - Midway, O'Hare, Rockford.
• Airports in San Juan: Try also checking Isla Grande along with San Juan - Luis Muñoz Marín.

Looking at expected traffic to the airport can help avoid surprises on departure day. On busy routes, flying from a quieter airport might also save you money.

Smart ways to search flights from Chicago O'Hare to San Juan

Use Jetcost to view tailored results based on what you care about — time, duration, number of stops, or even your preferred booking agency. Results include carriers like American, Delta, United, and more.

Other popular destinations

Flying to Puerto Rico? Other travelers also searched: Aguadilla, Culebra Airport, Mayaguez, Ponce, San Juan.

Prefer non-stop flights? Just activate the filter to skip unnecessary layovers. If your dates are flexible, you can also explore different departure and return combinations to find the best fit.