---
title: "$80 Cheap flights from Rupert, VT - Expedia.com"
description: "Cheap flights from Rupert , VT to all destinations. Find best deals for flights from Rupert , VT from top airlines with great prices at Expedia.com."
canonical: "https://www.expedia.com/lp/flights/3000459728/flights-from-rupert"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-14T01:53:03Z
---

# $80 Cheap flights from Rupert, VT

[View $80 flight on Sun, Nov 15, 2026](https://www.expedia.com/Flights-Search?leg1=from:RUT,to:BOS,departure:11/15/2026TANYT&trip=oneway&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:79.75&airProductToken=AQorCikIuZYBEgI1MhiRnQEgwZMBKP-bnQMwypydAzhCQABYAWoCRVJyA0JJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE)

## Popular airlines from Rupert

Cape Air

## Cheapest flights from Rupert

Prices were available within the past 7 days and start at $80 for one-way flights and $154 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

[Select Cape Air flight, departing Mon, Dec 28 from Rutland to Boston, returning Mon, Dec 28, priced at $154 Found 2 days ago](https://www.expedia.com/Flights-Search?leg1=from:RUT,to:BOS,departure:12/28/2026TANYT&leg2=from:BOS,to:RUT,departure:12/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:153.91&airProductToken=AQorCikIuZYBEgI1MhiRnQEgwZMBKN%5F%5FoAMwqoChAzhCQABYAWoCRVJyA0JJUAorCikIuZYBEgI1NRjBkwEgkZ0BKM2AoQMwoYGhAzhCQABYAWoCRVJyA0JJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE)

Mon, Dec 28 - Mon, Dec 28 · RUT · BOS · Roundtrip

[Select Cape Air flight, departing Thu, Nov 26 from Rutland to Boston, returning Mon, Nov 30, priced at $160 Found 3 hours ago](https://www.expedia.com/Flights-Search?leg1=from:RUT,to:BOS,departure:11/26/2026TANYT&leg2=from:BOS,to:RUT,departure:11/30/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:159.50&airProductToken=AQorCikIuZYBEgI1MhiRnQEgwZMBKN-XngMwqpieAzhCQABYAWoCRVJyA0JJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE)

Thu, Nov 26 - Mon, Nov 30 · RUT · BOS · Roundtrip

[Select Cape Air flight, departing Mon, Dec 28 from Rutland to Boston, returning Mon, Dec 28, priced at $164 Found 2 days ago](https://www.expedia.com/Flights-Search?leg1=from:RUT,to:BOS,departure:12/28/2026TANYT&leg2=from:BOS,to:RUT,departure:12/28/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:163.90&airProductToken=AQorCikIuZYBEgI3MBiRnQEgwZMBKN6DoQMwqYShAzhCQABYAWoCRVJyA0JJUAorCikIuZYBEgI3MRjBkwEgkZ0BKMyEoQMwoIWhAzhTQABYAWoCRVJyA1NJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE)

Mon, Dec 28 - Mon, Dec 28 · RUT · BOS · Roundtrip

[Select Cape Air flight, departing Thu, Feb 11 from Rutland to Boston, returning Fri, Feb 19, priced at $166 Found 2 days ago](https://www.expedia.com/Flights-Search?leg1=from:RUT,to:BOS,departure:2/11/2027TANYT&leg2=from:BOS,to:RUT,departure:2/19/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:165.89&airProductToken=AQorCikIuZYBEgI2MBiRnQEgwZMBKIX8pAMw0PykAzhCQABYAWoCRVJyA0JJUAorCikIuZYBEgI3MRjBkwEgkZ0BKOzYpQMwwNmlAzhCQABYAWoCRVJyA0JJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE)

Thu, Feb 11 - Fri, Feb 19 · RUT · BOS · Roundtrip

[Select Cape Air flight, departing Fri, Nov 20 from Rutland to Boston, returning Wed, Dec 2, priced at $170 Found 21 hours ago](https://www.expedia.com/Flights-Search?leg1=from:RUT,to:BOS,departure:11/20/2026TANYT&leg2=from:BOS,to:RUT,departure:12/2/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:169.50&airProductToken=AQorCikIuZYBEgI1MhiRnQEgwZMBKJ%5FUnQMw6tSdAzhCQABYAWoCRVJyA0JJUAorCikIuZYBEgI2MxjBkwEgkZ0BKJPengMw596eAzhTQABYAWoCRVJyA1NJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE)

Fri, Nov 20 - Wed, Dec 2 · RUT · BOS · Roundtrip

[Select Cape Air flight, departing Tue, Nov 17 from Rutland to Boston, returning Tue, Nov 17, priced at $174 Found 1 day ago](https://www.expedia.com/Flights-Search?leg1=from:RUT,to:BOS,departure:11/17/2026TANYT&leg2=from:BOS,to:RUT,departure:11/17/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:173.90&airProductToken=AQorCikIuZYBEgI1MhiRnQEgwZMBKL-ynQMwirOdAzhTQABYAWoCRVJyA1NJUAorCikIuZYBEgI1NRjBkwEgkZ0BKK2znQMwgbSdAzhTQABYAWoCRVJyA1NJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE)

Tue, Nov 17 - Tue, Nov 17 · RUT · BOS · Roundtrip

[Select Cape Air flight, departing Fri, Nov 20 from Rutland to Boston, returning Wed, Dec 2, priced at $180 Found 21 hours ago](https://www.expedia.com/Flights-Search?leg1=from:RUT,to:BOS,departure:11/20/2026TANYT&leg2=from:BOS,to:RUT,departure:12/2/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:179.50&airProductToken=AQorCikIuZYBEgI3MBiRnQEgwZMBKJ7YnQMw6didAzhTQABYAWoCRVJyA1NJUAorCikIuZYBEgI3MRjBkwEgkZ0BKIzgngMw4OCeAzhTQABYAWoCRVJyA1NJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE)

Fri, Nov 20 - Wed, Dec 2 · RUT · BOS · Roundtrip

[Select Cape Air flight, departing Thu, Jul 1 from Rutland to Boston, returning Sun, Jul 4, priced at $187 Found 7 hours ago](https://www.expedia.com/Flights-Search?leg1=from:RUT,to:BOS,departure:7/1/2027TANYT&leg2=from:BOS,to:RUT,departure:7/4/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:186.68&airProductToken=AQorCikIuZYBEgI2MBiRnQEgwZMBKMWisQMwmqOxAzhTQABYAWoCRVJyA1NJUAorCikIuZYBEgI2MxjBkwEgkZ0BKKfFsQMw%5F8WxAzhTQABYAWoCRVJyA1NJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE)

Thu, Jul 1 - Sun, Jul 4 · RUT · BOS · Roundtrip

[Select Cape Air flight, departing Thu, Apr 1 from Rutland to Boston, returning Sat, Apr 3, priced at $190 Found 1 day ago](https://www.expedia.com/Flights-Search?leg1=from:RUT,to:BOS,departure:4/1/2027TANYT&leg2=from:BOS,to:RUT,departure:4/3/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:189.50&airProductToken=AQorCikIuZYBEgI1MhiRnQEgwZMBKOOgqQMwrqGpAzhLQABYAWoCRVJyA0tJUAorCikIuZYBEgI3MRjBkwEgkZ0BKJC8qQMw5LypAzhTQABYAWoCRVJyA1NJUBIKCAEQARgBKgJIUhgBIgQIARABKAIoAygEMAE)

Thu, Apr 1 - Sat, Apr 3 · RUT · BOS · Roundtrip

[Select Cape Air flight, departing Wed, Jan 13 from Rutland to Orlando, returning Wed, Jan 27, priced at $406 Found 2 days ago](https://www.expedia.com/Flights-Search?leg1=from:RUT,to:MCO,departure:1/13/2027TANYT&leg2=from:MCO,to:RUT,departure:1/27/2027TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&flp=mdl:flights-flex-module,price:405.61&airProductToken=AQpbCikIuZYBEgI1MhiRnQEgwZMBKN-zogMwqrSiAzhCQABYAWoCRVJyA0JJUAouCMJsEgQyMTUxGMGTASDMcCjftaIDMK63ogM4UEABWAFqAkFOcghQSTlRR09ZNQpbCi4IwmwSBDIxNTIYzHAgwZMBKNHRowMwhNOjAzhQQABYAWoCQU5yCFBJOVFHT1k1CikIuZYBEgI2MxjBkwEgkZ0BKJPUowMw59SjAzhCQAFYAWoCRVJyA0JJUBIMCAEQARgBKgJCNjIAGAEiBAgBEAEoAigDKAQwAQ)

Wed, Jan 13 - Wed, Jan 27 · RUT · MCO · Roundtrip

## How to Find Cheap Flights from Rupert, VT

### How much is a flight from Rupert?

This week, flights from Rupert are available between $154 – $406\.

### How to find cheap flights from Rupert?

Expedia makes it easy to compare cheap flights from Rupert to many destinations. Check out excellent deals on domestic and international flights from Rupert. Once you select an offer, use our filters and sort by “Price (Lowest)” to see some of the cheapest and suitable options.

### How can I get the best deal on flights from Rupert?

On Expedia, you have some of best airline ticket deals at your fingertips. Whether it’s a beach escape with your partner, a family vacation with your kids, or business trip with colleagues, these low airline ticket prices mean more savings for you. An excellent strategy for finding some of the best deals on flights from Rupert is to be flexible with your dates. Within each offer, you can compare prices for similar timeframes using our “Show flexible dates” feature. Depending on your destination, direct flights from Rupert may be more expensive. Airlines with strict bag policies or fees can also impact your costs.

### What is the best airline to fly from Rupert?

At Expedia, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from Rupert with: Cape Air.

### What is the best month to fly from Rupert?

One of the cheapest times to fly from Rupert airport(s) is December, based on the current list of flights available now. Prices on plane tickets vary considerably throughout the year due to availability and seasonal demand.

### Are there any last-minute flights from Rupert?

Expedia is the place to find last-minute flights from Rupert, making it easy for you to compare prices on flights in the near future for different combinations of travel dates and from multiple airlines. We source some of the best deals for you and display some of the best offers available over the next 2 weeks.

### Why book your ticket with Expedia?

Booking flights from Rupert with Expedia is the obvious choice to get low prices, save money, and see more value from every dollar spent. We show you some of the best deals happening right now and provide a vast inventory of airlines and flight routes to choose from, so you can find some of the cheapest flights from Rupert. You can customize your journey to your timeline, route preferences, budget, rewards programs, and more.

### Can I change/cancel my flight?

Some flights can be changed or canceled, but fees and refunds will depend on the unique terms of your flight agreement. Airlines have different rules and restrictions for exchanging or refunding flights. For more information, go to your itinerary or visit our [customer service portal](https://www.expedia.com/service/). We recommend choosing flights with no change fees for the most flexibility. Filter by “Flexible change policies” to see flights with no change fees.

## Travel information

| Origin city name         | Rutland     |
| ------------------------ | ----------- |
| Origin airport           | Rutland, VT |
| Origin airport IATA code | RUT         |
| Airlines serving         | Cape Air    |
| Popular airline          | Cape Air    |
| Roundtrip price          | $154        |

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- [Visit Manchester Center](https://www.expedia.com/Manchester-Center.dx129382)
- [Killington Resort](https://www.expedia.com/Killington-Resort-Killington.d6082887.Vacation-Attraction)
- [Car rental Manchester Center](https://www.expedia.com/Car-Rentals-In-Manchester-Center.d129382.Car-Rental-Guide)
- [Car rental Dorset](https://www.expedia.com/Car-Rentals-In-Dorset.d184046.Car-Rental-Guide)
- [Car rental Manchester](https://www.expedia.com/Car-Rentals-In-Manchester.d129374.Car-Rental-Guide)
- [Ss Travels Rental Cars in Dorset](https://www.expedia.com/SS-Travels-Car-Rentals-In-Dorset.d184046-c1112.Car-Rental-Guide-Suppliers)
- [Car rentals near Equinox Preservation Trust](https://www.expedia.com/Car-Rentals-In-Equinox-Preservation-Trust.d6329223.Car-Rental-Guide)
- [Killington Vacation Rentals](https://www.expedia.com/Killington-Vacation-Rentals.d10780.Travel-Guide-VacationRentals)
- [Dorset Vacation Rentals](https://www.expedia.com/Dorset-Vacation-Rentals.d184046.Travel-Guide-VacationRentals)

\*Available to One Key members.

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