$162 Cheap JetBlue Airways flights Chicago (ORD) to San Juan (SJU)

Use the “Price (lowest to highest)” filter on Expedia to look for cheap JetBlue Airways round-trip flights from $324 from ORD to SJU. Affordable one-way options from $162 are available as well.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Browse for one-way or return flights to San Juan in October or September. You could find lower fares with JetBlue Airways during these off-peak times.

Snagging the best JetBlue Airways deals from ORD to SJU often comes down to booking at the right time. You can save 17% on international flights when you book 18 to 29 days before takeoff instead of four to five months ahead. Better still, you can pocket 17% on average by buying your fare on a Sunday rather than a Friday, which is usually the most expensive day to book.* It’s a good idea to start checking out flights about one month before your departure date.*Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC’s global airline sales database.

Enter your dates, hit search and tick the “Nonstop” filter on Expedia to find any direct flights from ORD to SJU with JetBlue Airways or another carrier.

Filter your results by “Morning” and “Early Morning” to browse the earliest flights from ORD to SJU. Setting off early means you’re 20% less likely to experience cancellations.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.

Catch a JetBlue Airways flight from O’Hare Intl. Airport (ORD) to San Juan, and you’ll likely arrive at Luis Munoz Marin Intl. Airport (SJU). This is the airline’s primary hub in this destination.

Changes are usually free within 24 hours of making your booking, but your airline may charge a fee after that. For further details about modifying your reservation, head to your “Trips,” select your flight and click on “Manage Booking.” If you want the flexibility to make changes without being charged, apply the “No cancel fee” or “Changes included” filter when organizing your trip.