Cheap Flights to Rutland

View AU$1,816 flight on Sun, 26 Oct 2025Opens in a new window

Popular airlines to Rutland

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Cheap Tickets to Rutland

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, 19 Nov - Wed, 26 Nov
SYD
Sydney
ORH
Worcester
AU$2,719 Return, found 5 days ago
AU$2,719
Return
found 5 days ago
Select American Airlines flight, departing Wed, 19 Nov from Sydney to Worcester, returning Wed, 26 Nov, priced at AU$2,719 found 5 days ago
American Airlines
Wed, 19 Nov - Wed, 26 Nov
SYD
Sydney
ORH
Worcester
AU$2,730 Return, found 5 days ago
AU$2,730
Return
found 5 days ago
Select American Airlines flight, departing Wed, 19 Nov from Sydney to Worcester, returning Wed, 26 Nov, priced at AU$2,730 found 5 days ago
American Airlines
Tue, 18 Nov - Tue, 25 Nov
SYD
Sydney
ORH
Worcester
AU$2,740 Return, found 6 days ago
AU$2,740
Return
found 6 days ago
Select American Airlines flight, departing Tue, 18 Nov from Sydney to Worcester, returning Tue, 25 Nov, priced at AU$2,740 found 6 days ago
Qatar Airways
Fri, 21 Nov - Fri, 28 Nov
SYD
Sydney
ORH
Worcester
AU$3,116 Return, found 2 days ago
AU$3,116
Return
found 2 days ago
Select Qatar Airways flight, departing Fri, 21 Nov from Sydney to Worcester, returning Fri, 28 Nov, priced at AU$3,116 found 2 days ago
Qantas Airways
Sun, 23 Nov - Sun, 30 Nov
SYD
Sydney
ORH
Worcester
AU$3,296 Return, found 1 day ago
AU$3,296
Return
found 1 day ago
Select Qantas Airways flight, departing Sun, 23 Nov from Sydney to Worcester, returning Sun, 30 Nov, priced at AU$3,296 found 1 day ago

Find the cheapest month to fly from Columbus (CMH) to Hartford (BDL)

May is typically the cheapest month to fly

From AU$153 - AU$546 per traveller.

Frequently asked questions

What is the name of Rutland's airport?
Organise a flight to Rutland with Expedia and you'll be stepping off the plane at Logan Intl. Airport (BOS).
What airport is best to fly into Rutland?
A flight to Rutland means landing at Logan Intl. Airport. Get off the plane, grab your baggage and you'll be 80 kilometres from downtown.
How many airlines fly to Rutland?
There are a total of 43 air carriers connecting Rutland to 121 airports across the globe.
Which airlines fly to Rutland?
Typically, travellers opt to fly with Delta, JetBlue and American Airlines when heading off to Rutland. The biggest proportion of these flights depart from New York, with Delta operating this route the most.
How many nonstop flights are there to Rutland?
Arranging an unforgettable Rutland getaway is a walk in the park when there are 3,070 nonstop flights each week to get you there.
Where are the most popular flights to Rutland departing from?
The most popular flights to Rutland leave from New York, Washington and Chicago airports.
How long is the flight to Rutland Airport?
If you're going to Rutland from New York, you're looking at a flight time of 1 hour and 19 minutes. Those taking off from Washington can expect to be in the air for 1 hour and 36 minutes. From Chicago it's about 2 hours and 20 minutes away.
How to book the cheapest flight to Rutland?
Don't leave locking in your flight to Rutland until the last moment. That's one trick savvy travellers use to get the best prices. Booking ahead means more choices and cheaper flights. Another terrific way to score the most competitive fare is to compare all options. If where you're headed has more than one airport, don't forget to look into the cost of flying into a less busy terminal. And finally, remember that it's first in, best dressed. Know what a typical airfare costs and have your credit card ready to buy your ticket as soon as you spot a bargain. The sweetest deals don't last long.
Do you have any tips for my flight to Rutland?
Depending on where you're coming from, your trip to Rutland could be completely painless or it could drag on forever. We've compiled some useful travel tips that will help you start your unforgettable escape on a positive note. What to pack in your hand luggage:

  • Flying can be a great experience if you bring the right things. First of all you'll need basic toiletries, such as a toothbrush and lip balm, a spare change of clothes and a good book. Next, find a spot in your hand luggage for your mobile phone, a charger, medications and maybe a neck pillow as well. Last, but definitely not least, remember to bring your passport, travel docs and your credit cards.

Do not pack the following items in your hand luggage:

  • Leave all your full-sized bottles of shampoo and hairspray in your checked luggage. Any liquids or gels in your carry-on bag larger than 3.4 ounces (100 millilitres) will be confiscated by authorities. Sharp objects, like your beloved pocket knife, and products which are explosive or flammable, such as spray paint, flares and strong acids, are also restricted.

What to wear on a flight:

  • Go for comfort over style. Prepare for changes in temperature by dressing in layers, and wear closed-toe, flat footwear like sneakers.
  • The result of prolonged periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect some passengers on long-haul flights. Lower your risks by staying hydrated, keeping your legs and ankles moving and wearing compression tights or socks.

How to get through airport security fast when flying to Rutland?
Being organised before your flight will make your trip to Rutland easy and painless. We've compiled some useful tips for a swift journey through security:

  • Be sure to have your ID and boarding pass at hand. They're the first things you'll be asked to present to airport security.
  • Next up is the X-ray machine. Remove anything metal on you that is likely to set off the alarm. This includes things like earphones or headphones, as well as heavy jackets or coats. They'll all need to go on the X-ray conveyor belt.
  • Your electronic devices like phones and laptops will also have to go on a tray for inspection. Don't worry though, you'll be back online before you know it.
  • Don't forget to remove gels and liquids from your carry-on bag. They often need to be sent through the X-ray separately. Each item should be no larger than 3.4 ounces (100 millilitres) and everything must fit inside a single quart-size (one litre), clear zip-close bag.
  • Slip-on shoes are a good footwear choice as you're less likely to have to remove them when going through security. Big boots and other heavy-style shoes are often subjected to extra screening.
  • Sharp items such as knives and scissors are prohibited in the cabin. They'll be confiscated at security, so pack them safely away in your checked suitcase.

Book with confidence

Rutland Flights

Have the time of your life in Rutland

Flying to Rutland is now easier than ever when you use Expedia to book your trip. We’ve got an extensive catalogue of Rutland flight deals, giving you the greatest number of options to choose from. Whether you prefer to fly on weekdays or weekends, in the morning or at night, a quick search on Expedia.com.au will help you find cheap tickets to Rutland in seconds. We even make it simple for you to stick with a certain airline if you’re trying to rack up frequent flyer points.

Tips for flying and packing light

If it’s been a while since you’ve travelled, you might be due for a refresher when it comes to flying. That’s where our helpful blog, Out There Starts Here, comes in. Wondering whether to pack for fine dining or more casual eats? Or whether you really need to bring a jacket? Written by seasoned travel experts, the articles on our blog provide you with the latest details about certain destinations, so you know just what to expect. Check out some of our recent articles for the smartest ways to see the sights.

Fly for less when you bundle airfare and accommodation

Our already low airfares are even more affordable when you bundle your flights with a stay at one of the hotels in Rutland. By booking all of your travel plans with us, you’ll save time and money, and enjoy the convenience of having all of your arrangements in one place.

Get the power of planning in the palm of your hand

Booking your trip to Rutland, Massachusetts has never been easier than when you use our mobile app to plan your dream getaway. The Expedia App is available on both Android and iOS, allowing you to reserve flights and hotels at any time of day, no matter what kind of phone you use. You’ll also get exclusive offers, receive flight updates, and can earn extra points. Wherever you are, the Expedia App helps you get where you want to be.

Join the Expedia Rewards Program

If you enjoy the finer things in life, sign up for our rewards program to receive exclusive benefits when you book with us. Expedia Rewards opens the door to member-only deals, +VIP Access hotel benefits, and earning Expedia Rewards points, that you can redeem your way. You’ll also get access to Unreal Deals that could save you the price of a plane ticket to Rutland when bundled with your accommodation.

What are you waiting for?

Expedia.com.au helps you find cheap flights to Rutland AU$2,719. So why wait another second to begin planning your trip? Start your search right now, and you could be boarding the next Rutland-bound flight. Bon voyage!

Rutland Flights

Travel information

Destination airport
Worcester Regional
Destination airport IATA code
ORH
Destination city name
Worcester
Return price
AU$2,719

Trending flights to Rutland

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, 19 Nov - Wed, 26 Nov
SYD
Sydney
ORH
Worcester
AU$2,719 Return, found 5 days ago
AU$2,719
Return
found 5 days ago
Select American Airlines flight, departing Wed, 19 Nov from Sydney to Worcester, returning Wed, 26 Nov, priced at AU$2,719 found 5 days ago

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