Cheap Flights To Bailey Island 2026

Bailey Island Flights as Low as $339

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.

Delta
Tue, Oct 27 - Fri, Nov 6
CAE
Columbia Metropolitan
PWM
Portland Intl. Jetport
$339
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Oct 27 from Columbia Metropolitan to Portland Intl. Jetport, returning Fri, Nov 6, priced at $339 found 20 hours ago
Delta
Tue, Oct 27 - Sat, Oct 31
CAE
Columbia Metropolitan
PWM
Portland Intl. Jetport
$344
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Oct 27 from Columbia Metropolitan to Portland Intl. Jetport, returning Sat, Oct 31, priced at $344 found 20 hours ago
United
American Airlines
American Airlines
United
Sat, Oct 10 - Wed, Oct 14
COU
Columbia Regional
PWM
Portland Intl. Jetport
$408
Roundtrip
found 13 hours ago
Select United flight, departing Sat, Oct 10 from Columbia Regional to Portland Intl. Jetport, returning Wed, Oct 14, priced at $408 found 13 hours ago
United
Sat, Oct 10 - Wed, Oct 14
COU
Columbia Regional
PWM
Portland Intl. Jetport
$416
Roundtrip
found 13 hours ago
Select United flight, departing Sat, Oct 10 from Columbia Regional to Portland Intl. Jetport, returning Wed, Oct 14, priced at $416 found 13 hours ago
United
United
Delta
Wed, Mar 10 - Wed, Mar 17
DTW
Detroit Metropolitan Wayne County
PWM
Portland Intl. Jetport
$419
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Mar 10 from Detroit Metropolitan Wayne County to Portland Intl. Jetport, returning Wed, Mar 17, priced at $419 found 13 hours ago
United
Sat, Oct 10 - Wed, Oct 14
COU
Columbia Regional
PWM
Portland Intl. Jetport
$421
Roundtrip
found 13 hours ago
Select United flight, departing Sat, Oct 10 from Columbia Regional to Portland Intl. Jetport, returning Wed, Oct 14, priced at $421 found 13 hours ago
Southwest Airlines
American Airlines
Breeze Airways
JetBlue Airways
United
Sat, Sep 26 - Mon, Oct 12
GSP
Greenville-Spartanburg Intl.
PWM
Portland Intl. Jetport
$573
Roundtrip
found 17 hours ago
Select United flight, departing Sat, Sep 26 from Greenville-Spartanburg Intl. to Portland Intl. Jetport, returning Mon, Oct 12, priced at $573 found 17 hours ago

Flights to Bailey Island

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

AARP members get exclusive rates on:

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

Once you have got your trip scheduled, we will show you a full list of deals for your route. Don't forget to look at flights to alternative airports nearby, which can help you find a lower rate.

Transportation at the Bailey Island Airport

Once you have reserved plane tickets to Bailey Island, you may want to book a car so you can get around on your own. You can schedule a Bailey Island rental car under our cars tab and hop in the car right when you step out of the airport. For more information, check out the Bailey Island Car Rentals Guide.

Bailey Island Activities

Not sure where to start? Not to worry—there's lots to do in this city. Bailey Island has so much to do, and we can help you get started.

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

Book Your Hotel in Bailey Island

Bailey Island has accommodation to choose from, 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 to to Bailey Island when you book with AARP Travel.

Booking Your Visit to Bailey Island

Whether you are heading out on an exploration to a place you have never been for pleasure, bringing the family on the annual vacation, or a business trip, we have the perfect getaway waiting for you. There is no better time than now to start booking that next trip. Book one of our flights today.