San Juan
$246*—Chicago to Puerto Rico roundtrip
Lily Fu
Deal Expert
Make like Bad Bunny and hop over to his homeland where no passports are required.
Why We Love This Deal
Fares to San Juan have dropped as low as $231 roundtrip, including prime spring break season.
These are not part of an official sale and prices may change within the next 24 hours. We recommend booking soon to lock in this deal.
At time of publish, we found these sample roundtrip fares on American, Delta or United for one-week trips through April–May, August–January from the following cities. Click on your departure city to search the calendar.
- Miami ... $231 (nonstop; April-May, August-October)
- Chicago ... $246 (April)
- Dallas ... $277 (nonstop; April-May)
- Phoenix ... $342 (April-May)
- San Francisco ... $390 (April-May, September-January)
What you need to know:
- These fares are in Basic Economy/Main Basic. All include a carry-on bag, except United.
- Upgrade to Main Cabin/Main Classic starting at $110 more roundtrip and get free ticket changes.
This offer is booked through, and is therefore subject to, the travel or entertainment provider's terms and conditions, including but not limited to refund and cancellation policy. Become a member to see all offer details and learn how to book.