Cheap Flights to Town of Rutland from $233 (2026/2027)

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

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

Sat, Sep 12 - Tue, Sep 15
MCO
Orlando Intl.
ART
Watertown Intl.
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from Orlando Intl. to Watertown Intl., returning Tue, Sep 15, priced at $232 found 1 day ago
Sat, Sep 12 - Tue, Sep 15
MCO
Orlando Intl.
ART
Watertown Intl.
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from Orlando Intl. to Watertown Intl., returning Tue, Sep 15, priced at $311 found 1 day ago
Sat, Sep 12 - Tue, Sep 15
MCO
Orlando Intl.
ART
Watertown Intl.
$332 Roundtrip, found 1 day ago
$332
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from Orlando Intl. to Watertown Intl., returning Tue, Sep 15, priced at $332 found 1 day ago
Sat, Sep 12 - Tue, Sep 15
MCO
Orlando Intl.
ART
Watertown Intl.
$362 Roundtrip, found 1 day ago
$362
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from Orlando Intl. to Watertown Intl., returning Tue, Sep 15, priced at $362 found 1 day ago
Fri, Sep 11 - Tue, Sep 15
MCO
Orlando Intl.
ART
Watertown Intl.
$374 Roundtrip, found 1 day ago
$374
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 11 from Orlando Intl. to Watertown Intl., returning Tue, Sep 15, priced at $374 found 1 day ago
Sat, Sep 12 - Tue, Sep 15
MCO
Orlando Intl.
ART
Watertown Intl.
$379 Roundtrip, found 1 day ago
$379
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from Orlando Intl. to Watertown Intl., returning Tue, Sep 15, priced at $379 found 1 day ago
Sat, Sep 12 - Tue, Sep 15
MCO
Orlando Intl.
ART
Watertown Intl.
$390 Roundtrip, found 1 day ago
$390
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 12 from Orlando Intl. to Watertown Intl., returning Tue, Sep 15, priced at $390 found 1 day ago
Thu, Aug 6 - Sat, Aug 8
RDU
Raleigh - Durham Intl.
ART
Watertown Intl.
$408 Roundtrip, found 1 day ago
$408
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 6 from Raleigh - Durham Intl. to Watertown Intl., returning Sat, Aug 8, priced at $408 found 1 day ago
Thu, Aug 20 - Sun, Aug 23
MSP
Minneapolis - St. Paul Intl.
ART
Watertown Intl.
$442 Roundtrip, found 1 day ago
$442
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Aug 20 from Minneapolis - St. Paul Intl. to Watertown Intl., returning Sun, Aug 23, priced at $442 found 1 day ago
OriginDestinationTravel DatesFlights From*
MCODexterSeptember 11 to September 15$232
JFKDexterAugust 8 to August 11$302
RDUDexterAugust 6 to August 8$408
DENDexterJune 30 to July 9$493
DCADexterAugust 27 to August 30$499
CLTDexterJuly 8 to July 12$544
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKDexterJune 19 to June 22$466
TPADexterJune 19 to June 21$654
*Prices include taxes and fees

Travelers ❤️ These Town of Rutland 🏨

1827 Waterfront Mansion, Hot Tub, Fireplace, Huge Deck-River Overlook, fast WiFi

1827 Waterfront Mansion, Hot Tub, Fireplace, Huge Deck-River Overlook, fast WiFi

Felts Mills NY
Stay at this vacation home in Felts Mills. Enjoy free WiFi, a garden, and laundry facilities. Popular attraction Evans Mills Speedway is located nearby.
10/10 Exceptional! (9 reviews)
"This was absolutely one of our favorite VRBO rentals ever.... The house is so warm and inviting, tastefully decorated, and all I can say about the property is WOW.... The history and the warmth of the home made this a memory we will cherish. My wife said it was the BEST Mother's day ever. The warm ..."

Reviewed on May 16, 2026

Opens in a new window1827 Waterfront Mansion, Hot Tub, Fireplace, Huge Deck-River Overlook, fast WiFi
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.
8/10 Very Good! (1,058 reviews)
"Breakfast is included(continental) wich is nice, the pool is outside wich is fine in the summer time. Staff really kind and helpful but our room the beds were terrible not comfy at all (old springs mattresses) and our bathroom sink took forever to get hot water."

Reviewed on Jun 14, 2026

Opens in a new windowRamada by Wyndham Watertown/Thousand Islands NY
Comfort Inn & Suites Watertown - 1000 Islands

Comfort Inn & Suites Watertown - 1000 Islands

2.5 out of 5
110 Commerce Park Drive 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 Regal Salmon Run and Kostyk Field are located nearby.
8.4/10 Very Good! (1,036 reviews)
"The hotel was very comfortable with good AC in the room and WIFI throughout. You could tell that the hotel had seen better days, i.e dated lobby area, pool was broken and link to restaurant was no longer useable since Denny's was closed. The breakfast was very adequate, with some hot food and good ..."

Reviewed on Jun 10, 2026

Opens in a new windowComfort Inn & Suites Watertown - 1000 Islands
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Days Inn by Wyndham Watertown Fort Drum

Days Inn by Wyndham Watertown Fort Drum

2 out of 5
25940 US Route 11 Calcium NY
Book a stay at this business-friendly hotel in Calcium. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Highland Meadows Golf and Country Club and Evans Mills Speedway are located nearby.
8.8/10 Excellent! (1,012 reviews)
"If you like a big TV you got it. Hair dryer missing."

Reviewed on Jun 10, 2026

Opens in a new windowDays Inn by Wyndham Watertown Fort Drum
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 Rutland?
To give you a figure to work with, the cheapest roundtrip flight to Town of Rutland was $232 within the last seven days. An excellent way to grab a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Town of Rutland 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 Rutland?
According to Travelocity's direct return flight demand from January to December last year, September is the cheapest time to journey to Town of Rutland. Keep your eyes peeled for flights throughout this month and snap up a top deal today.
How can I check my flight status to Town of Rutland?
Whether you'd like to check the status of your flight to Town of Rutland or change your itinerary, you'll find all the necessary info on our customer portal, Trips. Click on "Trips" at the top of the Travelocity homepage, then log in or open a new account. Another easy way to view and manage all your bookings is with the Travelocity app. Get alerts about gate changes or flight delays and easily share updates with any family flying with you.
How do I find the best deals on flights to Town of Rutland?
Score an epic deal with Travelocity — our "Flexible dates" function makes it so much easier. Enter the travel dates you want, then click on the flexible dates box above the search results to see the prices for surrounding days. $232 was the best price for a return flight to Town of Rutland 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 Rutland with Travelocity?
Where to begin! With our cheap flights to Town of Rutland, hotels, rental cars, activities and more, you'll find all you need for the perfect getaway with Travelocity. Lock in your cheap family flights and take advantage of our 24/7 Virtual Agent online chat and Price Match Guarantee if you need. Our aim is to offer stress-free travel when you book with us so that you can spend less time on the nitty-gritty and more time building memories with your family and friends.
How much is a flight to Town of Rutland on average?
Get your next vacation off to a great start by snapping up an incredible deal with Travelocity. In the last seven days, roundtrip flights to Town of Rutland cost between $232 and $654. Check out our site and lock in an airfare that's within your 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 Rutland?
This depends on factors such as your airline and the length of your trip. Most airlines provide passengers with food and entertainment on long-haul services. Whether you're looking for first class flights to Town of Rutland or cheap flights for family vacations, you'll be taken care of from the moment your plane takes off to touchdown.