$174 Cheap American Airlines flights Chicago (ORD) to San José del Cabo (SJD)

Scoring cheap one-way American Airlines flights from ORD to SJD from $174 on Expedia is simple --- just filter by "Price (lowest to highest)." Alternatively, check out our affordable return fares from $360 for your next adventure.**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.

To find cheap flights from ORD to SJD with American Airlines, begin searching about one month before your planned departure. You can save 17% when you lock in your international tickets 18 to 29 days ahead instead of booking four to five months in advance. Want another tip? Booking on Sunday offers average savings of 17% compared to Friday (the most expensive day).**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 first American Airlines flight from ORD to SJD takes off at 8:20AM UTC-6, arriving at 12:10PM UTC-7. If you prefer to jet off later in the day, the last American Airlines flight leaves ORD at 9:50AM UTC-6 and lands at SJD at 1:50PM UTC-7. Flying early is generally a smart option 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.