$105 Cheap Spirit Airlines flights Chicago (ORD) to San Juan (SJU)

You'll discover cheap return Spirit Airlines flights from $195 from ORD to SJU by sorting your results from "Price (lowest to highest)" on Expedia. Or search for options from $105 for a one-way journey.**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.

Look for Spirit Airlines flights from ORD to SJU about one month before you want to leave. The cheapest time to book an international flight is generally 18 to 29 days ahead of your departure date when you can save 17% versus booking four to five months in advance. Regardless of fare class or itinerary, the best day to book international airfare is usually Sunday. Friday can be the most expensive. Travelers booking on a Sunday can save 17% on average compared to those who book on a Friday.**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.

The earliest Spirit Airlines flight from ORD to SJU takes off at 1:44PM UTC-6, touching down at 8:21PM UTC-4. If you want to set off later in the day, the last Spirit Airlines flight leaves ORD at 1:44PM UTC-6 and lands at SJU at 8:21PM UTC-4. Flying before midday is often a good idea as morning and mid-morning flights are 20% less likely to be canceled.**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.

Depart from ORD to SJU with Spirit Airlines and enjoy a host of benefits starting with a rewarding loyalty program. When booking through Expedia as a Free Spirit and One Key™ member, you can also earn OneKeyCash™* to spend on select future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.