Cheap Flights to Town of Orleans from $355 (2026/2027)

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A suspension bridge over a calm river, surrounded by dense forest.

Wellesley Island

Flights
Wellesley Island

How Much Does it Cost To Fly To Town of Orleans?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Aug 14 - Tue, Aug 18
TTN
Mercer
ART
Watertown Intl.
$436 Roundtrip, found 1 day ago
$436
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 14 from Mercer to Watertown Intl., returning Tue, Aug 18, priced at $436 found 1 day ago
Thu, Aug 6 - Sun, Aug 9
PHL
Philadelphia Intl.
ART
Watertown Intl.
$469 Roundtrip, found 1 day ago
$469
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 6 from Philadelphia Intl. to Watertown Intl., returning Sun, Aug 9, priced at $469 found 1 day ago
Thu, Aug 6 - Sun, Aug 9
PHL
Philadelphia Intl.
ART
Watertown Intl.
$498 Roundtrip, found 1 day ago
$498
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 6 from Philadelphia Intl. to Watertown Intl., returning Sun, Aug 9, priced at $498 found 1 day ago
Fri, Aug 14 - Tue, Aug 18
TTN
Mercer
ART
Watertown Intl.
$507 Roundtrip, found 1 day ago
$507
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 14 from Mercer to Watertown Intl., returning Tue, Aug 18, priced at $507 found 1 day ago
Tue, Jul 14 - Tue, Jul 21
RIC
Richmond Intl.
ART
Watertown Intl.
$509 Roundtrip, found 2 days ago
$509
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Jul 14 from Richmond Intl. to Watertown Intl., returning Tue, Jul 21, priced at $509 found 2 days ago
Mon, Jul 20 - Mon, Jul 27
PIT
Pittsburgh Intl.
ART
Watertown Intl.
$527 Roundtrip, found 19 hours ago
$527
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Mon, Jul 20 from Pittsburgh Intl. to Watertown Intl., returning Mon, Jul 27, priced at $527 found 19 hours ago
Sun, Jul 19 - Sun, Jul 26
PHL
Philadelphia Intl.
ART
Watertown Intl.
$527 Roundtrip, found 1 day ago
$527
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Jul 19 from Philadelphia Intl. to Watertown Intl., returning Sun, Jul 26, priced at $527 found 1 day ago
Tue, Jul 21 - Wed, Jul 29
AUS
Austin-Bergstrom Intl.
ART
Watertown Intl.
$555 Roundtrip, found 6 days ago
$555
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Jul 21 from Austin-Bergstrom Intl. to Watertown Intl., returning Wed, Jul 29, priced at $555 found 6 days ago
OriginDestinationTravel DatesFlights From*
LGADexterJuly 31 to August 3$351
LEXDexterSeptember 8 to September 13$384
ORDDexterAugust 5 to August 8$414
TTNDexterAugust 14 to August 18$436
ATLDexterJuly 30 to August 4$649
*Prices include taxes and fees

Best Town of Orleans Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The GillHouse
2.0-star property

The GillHouse

Jul 25 - Jul 29

4 night stay

Kansas City (MCI) to Watertown (ART)

United • Non-stop roundtrip • Coach
Price was $914, price is now $795 per person
$795
per person
found 1 day ago
Great Pines
3.0-star property

Great Pines

Jul 25 - Jul 29

4 night stay

Kansas City (MCI) to Watertown (ART)

United • Non-stop roundtrip • Coach
Price was $1,138, price is now $951 per person
$951
per person
found 1 day ago
Pleasant Night Inn Carthage Near Fort Drum
2.0-star property

Pleasant Night Inn Carthage Near Fort Drum

Jul 19 - Jul 26

7 night stay

Charlotte (CLT) to Watertown (ART)

American Airlines • Non-stop roundtrip • Coach
Price was $937, price is now $833 per person
$833
per person
found 1 day ago
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Travelers ❤️ These Town of Orleans 🏨

Cozy Rustic Cabin - 1000 Islands Getaway

Cozy Rustic Cabin - 1000 Islands Getaway

Wellesley Island NY
Stay at this cabin in Wellesley Island. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Thousand Islands Bridge and 1000 Islands Tower are located nearby.
10/10 Exceptional! (9 reviews)
"The cabin met our needs perfectly and being upgraded to the larger cabin was greatly appreciated!We would definitely return in the future!"

Reviewed on Jun 18, 2026

Opens in a new windowCozy Rustic Cabin - 1000 Islands Getaway
Unique Historic Boathouse on a Stunning Private Island in the 1000 Islands

Unique Historic Boathouse on a Stunning Private Island in the 1000 Islands

Fishers Landing NY
Stay at this cottage in Town of Orleans. Enjoy free WiFi, a garden, and tennis courts. Popular attractions Thousand Islands Winery and Thousand Islands Bridge are located nearby.
10/10 Exceptional! (4 reviews)
"Was a very relaxing stay, fished off the dock, watched ships and boats and played games. Once in a lifetime stay."

Reviewed on Jul 6, 2026

Opens in a new windowUnique Historic Boathouse on a Stunning Private Island in the 1000 Islands
Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park

Private 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park

Wellesley Island NY
Stay at this cabin in Wellesley Island. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Thousand Islands Winery and Thousand Islands Bridge are located nearby.
Opens in a new windowPrivate 4-Acre Retreat • Sleeps 13 • Fire Pit • Playground, 5 min to State Park
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Private Cabin in the Woods-Close to all amenities

Private Cabin in the Woods-Close to all amenities

Wellesley Island NY
Stay at this cabin in Wellesley Island. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Thousand Islands Bridge and Thousand Islands National Park are located nearby.
10/10 Exceptional! (6 reviews)
"If you are looking for a peace and quiet getaway this property is it! This cabin is clean and well equipped and removed from the hustle and bustle of every day life. A perfect place to reset and enjoy life. Your GPS will take you to a parking lot with an abandoned building but if you follow the gravel ..."

Reviewed on Jun 25, 2026

Opens in a new windowPrivate Cabin in the Woods-Close to all amenities
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Town of Orleans?
Your next trip doesn't have to put a hole in your travel budget. Within the last seven days, the cheapest return flight to Town of Orleans cost $351. Find your perfect fare and spend the cash you save on exciting experiences. This price was available on Travelocity for flights to Town of Orleans departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Town of Orleans?
Leave August clear in your calendar, because it's the cheapest time to jet to Town of Orleans. That's according to Travelocity's direct flight demand from January to December last year. With more money in your pocket, you can go on a spending spree, go to a fancy restaurant or whatever makes you happy.
How can I check my flight status to Town of Orleans?
There are a couple of helpful ways to look up your flight status. You'll discover all the necessary details in our Trips portal, which is located at the top right of our homepage. Sign in or create a new account in seconds — you can then browse and manage your bookings whenever you want. If you're out and about, the Travelocity app can also help you look up the status of your flight to Town of Orleans, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Town of Orleans?
A good way to pick up the best deal is to be flexible with your dates. First, search for your flight to Town of Orleans, then click on "Flexible dates" above your results. You'll see the prices for nearby dates. Want another great tip? Book early. To give you an idea of airfares, $351 was the cheapest price for a return flight to Town of Orleans in the last seven days on our site. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Town of Orleans with Travelocity?
From cheap family flights to rental cars and hotels, Travelocity is your one-stop shop for incredible adventures. With everything you need in one convenient place, you can relax while dreaming about the cool things you'll be getting up to in Town of Orleans and less time on travel planning. Plus with our Price Match Guarantee and 24/7 customer support throughout your trip, our mission is to make your next vacation the most magical one yet.
How much is a flight to Town of Orleans on average?
In the last seven days, roundtrip flights to Town of Orleans were priced between $351 and $649. No matter what kind of ticket you're after, we've got some awesome deals to help you stay within budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Town of Orleans?
This largely depends on your airline and where you're departing from. Most airlines offer passengers drinks, warm meals and entertainment on long-haul journeys. Whether you're after first class flights to Town of Orleans or cheap flights for family vacations, you'll be taken care of from the moment you take off to the minute you land.