Cheap Flights to Bailey Island from $52

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How Much Does it Cost To Fly To Bailey Island?

The cheapest prices found with in the last 7 days for return flights were $102 and $52 for one-way flights to Bailey Island for the period specified. Prices and availability are subject to change. Additional terms apply

Fri, Jan 30 - Mon, Feb 2
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Jan 30 from Charleston Intl. to Portland Intl. Jetport, returning Mon, Feb 2, priced at $102 found 2 days ago
OriginDestinationTravel DatesFlights From*
EWRPortlandFebruary 26 to March 1$118
RDUPortlandMarch 13 to March 27$142
TPAPortlandJanuary 24 to February 2$142
MCOPortlandFebruary 9 to February 10$143
DCAPortlandFebruary 5 to February 10$189
SEAPortlandJanuary 21 to January 22$221
ATLPortlandApril 14 to April 29$275
CLTPortlandFebruary 18 to February 21$301
PHLPortlandFebruary 5 to February 8$357
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPAPortlandJanuary 10 to January 21$168
MCOPortlandJanuary 10 to January 10$191
RDUPortlandJanuary 9 to January 16$209
JFKPortlandJanuary 10 to January 27$223
DCAPortlandJanuary 10 to January 19$302
CLTPortlandJanuary 10 to January 13$360
TTNPortlandJanuary 9 to January 10$464
ATLPortlandJanuary 9 to January 17$550
SEAPortlandJanuary 10 to January 12$1,000
*Prices include taxes and fees

Bailey Island Flight Information

Traveling to
Bailey Island
Lowest Price
$102
Number of Airlines Serving
Airlines Serving
Breeze Airways
Number of Daily Flights
Airlines with Direct Flights

Best Bailey Island Flight and Hotel Packages

Bailey Island flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $467, price is now $317 per person
$317
per person
Feb 27 - Mar 1
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Price was $452, price is now $348 per person
$348
per person
Feb 27 - Mar 1
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $472, price is now $364 per person
$364
per person
Feb 27 - Mar 1
found 3 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Don't see what you're looking for?
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Need a Car For After Your Flight?

Economy

  • 4 people
  • Unlimited mileage
Portland, Maine, USA

$26

$76 total
found 1 day ago
Economy undefined

Compact

  • 5 people
  • Unlimited mileage
Portland, Maine, USA

$27

$78 total
found 1 day ago
Compact undefined

Special

  • 4 people
  • Unlimited mileage
Portland, Maine, USA

$27

$79 total
found 1 day ago
Special undefined

Midsize

  • 5 people
  • Unlimited mileage
Portland, Maine, USA

$28

$80 total
found 1 day ago
Midsize undefined

Plane Tickets To Bailey Island

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Bailey Island. Browse through our inventory to explore a wide range of cheap flights to Bailey Island to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Bailey Island as you anxiously await to exit the plane and explore what Bailey Island has to offer. Considering all the amazing local food and culture in Bailey Island, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Bailey Island to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Bailey Island without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Bailey Island with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Bailey Island today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.