Search Cheap Flights to
Orwell

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Orwell Flights as Low as $513

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

JetBlue Airways
Sat, Sep 12 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$513 Roundtrip, found 2 days ago
$513
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Sep 12 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $513 found 2 days ago
Alaska Airlines
Mon, Sep 14 - Thu, Sep 24
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$514 Roundtrip, found 2 days ago
$514
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Thu, Sep 24, priced at $514 found 2 days ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$523 Roundtrip, found 2 days ago
$523
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $523 found 2 days ago
Delta
Sat, Sep 12 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$524 Roundtrip, found 2 days ago
$524
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Sep 12 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $524 found 2 days ago
JetBlue Airways
Sat, Sep 19 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$526 Roundtrip, found 10 hours ago
$526
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Sat, Sep 19 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $526 found 10 hours ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$528 Roundtrip, found 2 hours ago
$528
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $528 found 2 hours ago
Delta
Mon, Sep 21 - Sat, Oct 3
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$530 Roundtrip, found 1 day ago
$530
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Sep 21 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Oct 3, priced at $530 found 1 day ago
Alaska Airlines
Fri, Sep 11 - Fri, Oct 2
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$531 Roundtrip, found 2 days ago
$531
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Fri, Sep 11 from San Diego Intl. to Rutland Southern Vermont Regional, returning Fri, Oct 2, priced at $531 found 2 days ago
JetBlue Airways
Fri, Sep 11 - Fri, Oct 2
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$534 Roundtrip, found 2 days ago
$534
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Sep 11 from San Diego Intl. to Rutland Southern Vermont Regional, returning Fri, Oct 2, priced at $534 found 2 days ago
Delta
Wed, Sep 16 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$534 Roundtrip, found 2 days ago
$534
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Sep 16 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $534 found 2 days ago
JetBlue Airways
Sat, Sep 19 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$536 Roundtrip, found 10 hours ago
$536
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Sat, Sep 19 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $536 found 10 hours ago
JetBlue Airways
Thu, Sep 10 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$536 Roundtrip, found 2 days ago
$536
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Sep 10 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $536 found 2 days ago
JetBlue Airways
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$538 Roundtrip, found 2 hours ago
$538
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $538 found 2 hours ago
United
Fri, Sep 11 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$539 Roundtrip, found 6 days ago
$539
Roundtrip
found 6 days ago
Select United flight, departing Fri, Sep 11 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $539 found 6 days ago
American Airlines
Sat, Sep 12 - Sat, Sep 26
CLD
McClellan-Palomar
RUT
Rutland Southern Vermont Regional
$639 Roundtrip, found 5 days ago
$639
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Sep 12 from McClellan-Palomar to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $639 found 5 days ago
Delta
Thu, Jul 23 - Thu, Jul 30
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$809 Roundtrip, found 1 day ago
$809
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jul 23 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Thu, Jul 30, priced at $809 found 1 day ago

Cheap Flights to Orwell

Fall in love at first flight with your vacation to Orwell by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Orwell on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Orwell, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Orwell

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Orwell with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the GFL airport.

What is the cheapest month to fly to Orwell?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Orwell are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Orwell?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Orwell.

What airport is best to fly into Orwell?

When you’re planning your trip to Orwell, convenience is the name of the game. Luckily, Orwell Rutland Southern Vermont Regional Airport is nearby so you can deplane and get going on checking off everything on your Orwell must-do list.

How much are flights to Orwell?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Orwell on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $513, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Orwell?

The trick to saving a stack of cash on your flight to Orwell? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $513 right now, why wait?

Orwell Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$513

Last Minute Hotel Deals in Orwell

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Book a stay at this spa hotel in Middlebury. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,005 reviews)
"My first room was in the Annex, and it smelled damp and moldy. I requested a room change and the gentleman in the front desk could not have been kinder or more obliging. He helped me take my baggage to the new room, which was lovely. He was friendly and took a personal interest in making me feel ..."

Reviewed on Jul 18, 2026

Get rates
Middlebury Inn
Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center

2 out of 5
87 Silver Bay Rd Silver Bay NY
Book a stay at this beach hotel in Silver Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (164 reviews)
"Everyone was extremely nice and helpful. I really enjoyed the tour I received from the cart driver (I totaly forgot her name, but I do remember she met her husband there and has been volunteering there for many years) She has a passion for the place and after the tour I could see why. Grounds had ..."

Reviewed on Jul 13, 2026

Get rates
Silver Bay YMCA Inn and Conference Center
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Get rates
Comfort Inn Rutland - Killington
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Book a stay at this business-friendly hotel in Middlebury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Get rates
Courtyard Middlebury
Brandon Inn

Brandon Inn

3 out of 5
20 Park Street Brandon VT
Stay at this hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (659 reviews)
"The property was excellent. Very old inn well maintained, looks almost new. I'd recommend it to all. There is an elevator but is operated by the staff. Old style manual controller."

Reviewed on Jul 17, 2026

Get rates
Brandon Inn
Trout House Village Resort

Trout House Village Resort

3 out of 5
9117 Lake Shore Dr Hague NY
Book a stay at this beach cabin in Hague. Enjoy free WiFi, free parking, and a private beach. Popular attractions Jabe Pond and Black Point Public Beach are ...
9.6/10 Exceptional! (24 reviews)
"A few things to mention: if you have an electric car, this property is not very EV-friendly. The front desk area smelled of urine and looked dirty. Overall, the property did not seem as well-maintained as expected, and I also saw roaches in our cabin. For the price they charge, I was expecting a ..."

Reviewed on Jun 20, 2026

Get rates
Trout House Village Resort
Hampton Inn Rutland

Hampton Inn Rutland

2.5 out of 5
47 Farrell Rd Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,002 reviews)
"."

Reviewed on Jul 17, 2026

Get rates
Hampton Inn Rutland
Maple Leaf Motel

Maple Leaf Motel

2.5 out of 5
1370 US Route 9 Schroon Lake NY
Book a stay at this golf motel in Schroon Lake. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (609 reviews)
"There were some spiders in the corners and the cabin wasn't quite as clean as I'd like, but it was comfortable, quiet, and in a nice area. If I had known that there was a ramp-like walkway down to the cabin and that the bathroom was pretty small, I might have looked for another place. Those details ..."

Reviewed on Jul 18, 2026

Get rates
Maple Leaf Motel
See all 614 properties in Orwell
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.