Cheap Flights to Bailey Island from $67

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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 $127 and $67 for one-way flights to Bailey Island for the period specified. Prices and availability are subject to change. Additional terms apply

Thu, Sep 10 - Tue, Sep 15
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$127 Roundtrip, found 17 hours ago
$127
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Sep 10 from Pittsburgh Intl. to Portland Intl. Jetport, returning Tue, Sep 15, priced at $127 found 17 hours ago
OriginDestinationTravel DatesFlights From*
RDUPortlandMay 9 to May 13$142
EWRPortlandMarch 20 to March 22$152
MCOPortlandMay 16 to May 16$176
TPAPortlandMay 16 to May 20$194
DCAPortlandApril 2 to April 7$194
SEAPortlandFebruary 24 to February 25$241
ATLPortlandApril 2 to April 5$286
CLTPortlandApril 8 to April 25$341
TTNPortlandMay 13 to May 20$377
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
RDUPortlandFebruary 13 to March 2$201
EWRPortlandFebruary 15 to February 16$246
MCOPortlandFebruary 15 to February 24$259
CLTPortlandFebruary 14 to February 17$391
DCAPortlandFebruary 14 to February 16$393
TPAPortlandFebruary 14 to February 23$405
PHLPortlandFebruary 13 to February 16$529
ATLPortlandFebruary 13 to March 4$617
*Prices include taxes and fees

Bailey Island Flight Information

Traveling to
Bailey Island
Lowest Price
$127
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.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $709, price is now $506 per person
$506
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Price was $806, price is now $618 per person
$618
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $687, price is now $540 per person
$540
per person
Mar 26 - Mar 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
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Need a Car For After Your Flight?

Economy Special

  • 4 people
  • Unlimited mileage
Portland, Maine, USA

$30

$85 total
found 1 day ago
Economy Special undefined

Special

  • 4 people
  • Unlimited mileage
Portland, Maine, USA

$32

$90 total
found 22 hours ago
Special undefined

Compact

  • 5 people
  • Unlimited mileage
Portland, Maine, USA

$32

$90 total
found 1 day ago
Compact undefined

Midsize

  • 5 people
  • Unlimited mileage
Portland, Maine, USA

$33

$92 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.