Cheap Flights To San Juan 2026

San Juan Flights as Low as $1,114

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Arajet
Mon, Nov 16 - Fri, Dec 4
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$1,114
Roundtrip
found 3 days ago
Select Arajet flight, departing Mon, Nov 16 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Fri, Dec 4, priced at $1,114 found 3 days ago
Delta
Wed, Nov 18 - Thu, Dec 3
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$1,156
Roundtrip
found 23 hours ago
Select Delta flight, departing Wed, Nov 18 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Thu, Dec 3, priced at $1,156 found 23 hours ago
LATAM Airlines Group
Copa
Wed, Nov 18 - Fri, Dec 4
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$1,194
Roundtrip
found 3 days ago
Select Copa flight, departing Wed, Nov 18 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Fri, Dec 4, priced at $1,194 found 3 days ago
Copa
Thu, Nov 19 - Fri, Dec 4
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$1,222
Roundtrip
found 3 days ago
Select Copa flight, departing Thu, Nov 19 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Fri, Dec 4, priced at $1,222 found 3 days ago
LATAM Airlines Group
United
Wed, Nov 18 - Thu, Dec 3
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$1,274
Roundtrip
found 23 hours ago
Select United flight, departing Wed, Nov 18 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Thu, Dec 3, priced at $1,274 found 23 hours ago
American Airlines
United
Wed, Nov 18 - Thu, Dec 3
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$1,290
Roundtrip
found 23 hours ago
Select United flight, departing Wed, Nov 18 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Thu, Dec 3, priced at $1,290 found 23 hours ago
Delta
Wed, Nov 18 - Thu, Dec 3
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$1,296
Roundtrip
found 23 hours ago
Select Delta flight, departing Wed, Nov 18 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Thu, Dec 3, priced at $1,296 found 23 hours ago
United
Wed, Nov 18 - Sat, Dec 5
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$1,300
Roundtrip
found 3 days ago
Select United flight, departing Wed, Nov 18 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Sat, Dec 5, priced at $1,300 found 3 days ago
United
Wed, Nov 18 - Thu, Dec 3
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$1,300
Roundtrip
found 23 hours ago
Select United flight, departing Wed, Nov 18 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Thu, Dec 3, priced at $1,300 found 23 hours ago
United
Mon, Nov 16 - Tue, Dec 1
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$1,302
Roundtrip
found 3 days ago
Select United flight, departing Mon, Nov 16 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Tue, Dec 1, priced at $1,302 found 3 days ago
Delta
Wed, Nov 18 - Thu, Dec 3
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$1,306
Roundtrip
found 23 hours ago
Select Delta flight, departing Wed, Nov 18 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Thu, Dec 3, priced at $1,306 found 23 hours ago
American Airlines
Aeromexico
Mon, Oct 12 - Fri, Oct 16
ORD
O'Hare Intl.
MDZ
Governor Francisco Gabrielli Intl.
$3,445
Roundtrip
found 3 days ago
Select Aeromexico flight, departing Mon, Oct 12 from O'Hare Intl. to Governor Francisco Gabrielli Intl., returning Fri, Oct 16, priced at $3,445 found 3 days ago

San Juan Flights

No matter how much you fight the travel bug, sometimes there's only one solution—to hop on the next plane to San Juan. AARP Travel Center Powered by Expedia® is here to help you cure that bug with great deals on flights and activities. With the best rates from Expedia combined with members-only discounts, AARP Travel offers members the best price in travel, guaranteed.

AARP members have the opportunity to take advantage of exclusive rates on:

  • Hotels
  • Car rentals
  • Flights
  • Waived booking fees on flights

Whether this trip is for business or pleasure, we will help you get there (without breaking the bank).

Airport Transportation

Once you have reserved plane tickets to San Juan with AARP Travel, you might want to book a car so you can get around the city. You can book a San Juan rental car under our cars tab and get into the driver's seat right when you step outside. For more information, check out the San Juan Car Rentals Guide.

San Juan Activities

Not sure where to start? Not to worry—there's lots to do in this city. No matter what you decide to do with your time, you're sure to have fun in this city.

If you're looking for some fun activities to do in San Juan, make sure you look at our "Things to Do in San Juan" page for excursions and activities for the whole clan.

Where to Stay in San Juan

San Juan has accommodation options in the area, make sure you check out our hotel listings tab for some great recommendations from past visitors. Remember that you will get the best for your trip when you book with AARP.

Planning Your Trip to San Juan

We know that you want to focus more on the fun stuff and less on the airfare prices, so we provide travel arrangements that fall within your budget. Do not wait a moment longer—book your airfare today and land in San Juan tomorrow.