Cheap Flights to Castleton , VT from CA $290

View CA $290 flight on Sat, Jun 6, 2026Opens in a new window

Popular airlines to Castleton

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How much is the cheapest flight to Castleton?

Prices were available within the past 7 days and start at CA $290 for one-way flights and CA $609 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, May 27 - Wed, Jun 3
ORD
Chicago
RUT
Rutland
CA $609 Roundtrip, found 8 hours ago
CA $609
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, May 27 from Chicago to Rutland, returning Wed, Jun 3, priced at CA $609 found 8 hours ago
American Airlines
Wed, May 27 - Wed, Jun 3
ORD
Chicago
RUT
Rutland
CA $614 Roundtrip, found 8 hours ago
CA $614
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Wed, May 27 from Chicago to Rutland, returning Wed, Jun 3, priced at CA $614 found 8 hours ago
United
Wed, May 27 - Wed, Jun 3
ORD
Chicago
RUT
Rutland
CA $623 Roundtrip, found 8 hours ago
CA $623
Roundtrip
found 8 hours ago
Select United flight, departing Wed, May 27 from Chicago to Rutland, returning Wed, Jun 3, priced at CA $623 found 8 hours ago
JetBlue Airways
Wed, May 27 - Wed, Jun 3
ORD
Chicago
RUT
Rutland
CA $639 Roundtrip, found 8 hours ago
CA $639
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Wed, May 27 from Chicago to Rutland, returning Wed, Jun 3, priced at CA $639 found 8 hours ago
Delta
Wed, May 27 - Wed, Jun 3
ORD
Chicago
RUT
Rutland
CA $659 Roundtrip, found 8 hours ago
CA $659
Roundtrip
found 8 hours ago
Select Delta flight, departing Wed, May 27 from Chicago to Rutland, returning Wed, Jun 3, priced at CA $659 found 8 hours ago

Frequently asked questions

What is the name of Castleton's airport?
Rutland Southern Vermont Regional Airport (RUT) is the only airport in Castleton.
How far is Rutland Southern Vermont Regional Airport (RUT) from central Castleton?
Rutland Southern Vermont Regional Airport is 21 kilometres from central Castleton, so expect a reasonable commute into the heart of the city.
What airport is best to fly into Castleton?
A flight to Castleton means touching down at Rutland Southern Vermont Regional Airport (RUT). Hop off the plane, collect your luggage and you'll be 21 kilometres from the downtown area.
How many airlines fly to Castleton?
If you're travelling to Castleton, there isn't a lot of choice. Only one airline operates on the route — get in fast to nab the best deal.
Which airlines fly to Castleton?
Cape Air operates most of the flights to Castleton. Grabbing a Cape Air flight from Boston is the preferred way of getting there.
How many nonstop flights are there to Castleton?
With around 21 nonstop flights every week, you'll be landing in Castleton before you can say, "Are we there yet?"
Where are the most popular flights to Castleton departing from?
Boston is an extremely popular departure point for visitors heading to Castleton.
How long is the flight to Castleton Airport?
The flight duration from Boston to Castleton is approximately 1 hour and 5 minutes, so settle back, relax and enjoy the in-flight program.
How to book the cheapest flight to Castleton?
We've all come across those travellers who somehow manage to grab impossibly cheap fares whenever they fly. Would you like to know how to do it for your Castleton vacation? Don't leave it until the last minute to secure your flight. Another great way to land the best price is to shop around. If your destination has multiple airports, research the cost of flying into a smaller terminal. Lastly, be prepared to secure your seat quickly if you stumble on a real bargain. It might not be available for too long! With a bit of knowledge and a little good fortune, the perfect fare can be yours.
Do you have any tips for my flight to Castleton?
We've rounded up all the info you need to make your journey as enjoyable as possible. Follow our insider tips and you'll be speeding through the airport and seeing the best of Castleton before you know it. What to pack in your hand luggage:

  • It's easy — first, put in your passport, official ID, cash and vital medications. Next, you'll want some extra in-flight entertainment to while away the hours. A thrilling book and a phone crammed with your favourite movies are some wonderful options. If you intend to catch a few z's, a comfy neck pillow and some noise-cancelling headphones will also come in handy. Finally, squeeze in a toothbrush and some cleansing wipes to ensure you hop off the plane feeling fresh as a daisy.

Do not pack the following items in your hand luggage:

  • Check carefully that you don't have sharp or pointed objects lurking in your carry-on luggage. Other banned items include explosive or flammable products, such as bleach and fuel, and gels and liquids in containers with a volume of more than 3.4 ounces (100 millilitres).

What to wear on a flight:

  • Comfort should be your number one priority when deciding what to wear on board. Loose, breathable clothing is a wise option, as are flat, slip-on shoes.
  • Caused by lengthy periods of inactivity, deep vein thrombosis (DVT) is a blood clot condition that can affect passengers during long flights. Reduce the risks by staying hydrated, keeping your lower limbs moving and wearing compression socks to help your circulation.

How to get through airport security fast when flying to Castleton?
It's simple — be prepared. We've put together some tips and tricks for an easy trip through airport security. Look out Castleton, here you come:

  • First things first. Your travel ID and boarding pass will need to be inspected by airport security personnel. Keep them someplace accessible so you don't have to dig around for them.
  • Next up, both you and your carry-on bag must be X-rayed. To speed things up, take off anything that is likely to trigger the alarm. Items like your coat, belt and earphones will be required to go through the machine.
  • Electronic devices like phones and laptops will also need to go on a tray to be scanned. Don't worry, you'll be back online soon enough.
  • Want to bring along your favourite cologne? No problem. As long as it's in a container no larger than 3.4 ounces (100 millilitres) and it's stored in a zip-lock bag, you're allowed to bring it with you on board.
  • It's also possible you'll need to take your shoes off for scanning, so wearing slip-on sneakers is always a wise idea.
  • Avoid taking prohibited items in your carry-on bag. If you have any sharp or pointed objects, pack them safely away in your checked suitcase. They won't be allowed on board.

Book with confidence

Expedia.ca gives you the best tools to secure great deals on flights to Castleton. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Castleton. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Castleton.

Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Castleton flights with full confidence knowing that you've found the best deal online.

Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Castleton.

Looking to save even more? Get additional savings by bundling your Castleton flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Castleton trip!

Travel information

Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Destination city name
Rutland
Roundtrip price
CA $609

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