Cheap Flights to Town of Orleans from $178 (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, Oct 23 - Sun, Oct 25
STL
Lambert-St. Louis Intl.
ART
Watertown Intl.
$428 Roundtrip, found 2 days ago
$428
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Oct 23 from Lambert-St. Louis Intl. to Watertown Intl., returning Sun, Oct 25, priced at $428 found 2 days ago
Sat, Nov 21 - Sat, Nov 28
SJU
Luis Munoz Marin Intl.
ART
Watertown Intl.
$428 Roundtrip, found 23 hours ago
$428
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Sat, Nov 21 from Luis Munoz Marin Intl. to Watertown Intl., returning Sat, Nov 28, priced at $428 found 23 hours ago
Sat, Nov 21 - Sat, Nov 28
SJU
Luis Munoz Marin Intl.
ART
Watertown Intl.
$439 Roundtrip, found 1 day ago
$439
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Nov 21 from Luis Munoz Marin Intl. to Watertown Intl., returning Sat, Nov 28, priced at $439 found 1 day ago
Sat, Nov 21 - Sat, Nov 28
SJU
Luis Munoz Marin Intl.
ART
Watertown Intl.
$452 Roundtrip, found 6 days ago
$452
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Nov 21 from Luis Munoz Marin Intl. to Watertown Intl., returning Sat, Nov 28, priced at $452 found 6 days ago
Wed, Jun 23 - Wed, Jul 7
PHL
Philadelphia Intl.
ART
Watertown Intl.
$471 Roundtrip, found 1 hour ago
$471
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Jun 23 from Philadelphia Intl. to Watertown Intl., returning Wed, Jul 7, priced at $471 found 1 hour ago
Sat, Nov 14 - Sat, Nov 21
PHL
Philadelphia Intl.
ART
Watertown Intl.
$479 Roundtrip, found 1 day ago
$479
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Nov 14 from Philadelphia Intl. to Watertown Intl., returning Sat, Nov 21, priced at $479 found 1 day ago
Sat, Nov 21 - Sat, Nov 28
SJU
Luis Munoz Marin Intl.
ART
Watertown Intl.
$484 Roundtrip, found 23 hours ago
$484
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Sat, Nov 21 from Luis Munoz Marin Intl. to Watertown Intl., returning Sat, Nov 28, priced at $484 found 23 hours ago
Tue, Nov 24 - Fri, Nov 27
SAV
Savannah - Hilton Head Intl.
ART
Watertown Intl.
$526 Roundtrip, found 3 days ago
$526
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Nov 24 from Savannah - Hilton Head Intl. to Watertown Intl., returning Fri, Nov 27, priced at $526 found 3 days ago
OriginDestinationTravel DatesFlights From*
ATLDexterNovember 14 to November 24$452
PHLDexterDecember 29 to December 30$471
LAXDexterNovember 19 to December 1$583
BWIDexterNovember 19 to November 27$614
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
DENDexterOctober 24 to October 25$735
*Prices include taxes and fees

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 National Park and Boldt Castle are located nearby.
Opens in a new windowCozy Rustic Cabin - 1000 Islands Getaway
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 National Park and Boldt Castle are located nearby.
10/10 Exceptional! (9 reviews)
"Great stay as always. Come every year"

Reviewed on Aug 27, 2026

Opens in a new windowPrivate Cabin in the Woods-Close to all amenities
Charming Waterfront House with Detached Cabin

Charming Waterfront House with Detached Cabin

Clayton NY
Stay at this vacation home in Clayton. Enjoy laundry facilities, patios, and in-room fireplaces. Popular attractions Thousand Islands National Park and Boldt Castle are located nearby.
9.8/10 Exceptional! (16 reviews)
"the gas grill was not working. lucky for us we brought a charcoal grill and a blackstone grill."

Reviewed on Sep 20, 2026

Opens in a new windowCharming Waterfront House with Detached Cabin
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Ramada by Wyndham Watertown/Thousand Islands NY

Ramada by Wyndham Watertown/Thousand Islands NY

2.5 out of 5
21000 NY State Rt 3 Watertown NY
Book a stay at this business-friendly hotel in Watertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Salmon Run Mall and Regal Salmon Run are located nearby.
Opens in a new windowRamada by Wyndham Watertown/Thousand Islands NY
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 $428. 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 October 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, $428 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 $428 and $735. 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.