How does KAYAK find such low prices on flights from North America to Rutland?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from North America to Rutland.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from North America to Rutland?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rutland from North America is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from North America to Rutland?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Rutland with an airline and back to North America with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from North America to Rutland?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Rutland from North America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$69 CHEAP FLIGHTS from North America to Rutland

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Cheap Flights from North America to Rutland

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from North America to Rutland

Sat, Nov 7 - Wed, Nov 11

9:05 am - 10:29 amBOS Boston Logan Intl-RUT Rutland

1h 24mnonstop

3:46 pm - 5:01 pmRUT Rutland-BOS Boston Logan Intl

1h 15mnonstop

$141Cape Air

Mon, Nov 9 - Fri, Nov 13

1:27 pm - 2:51 pmBOS Boston Logan Intl-RUT Rutland

1h 24mnonstop

7:15 am - 8:30 amRUT Rutland-BOS Boston Logan Intl

1h 15mnonstop

$141Cape Air

Fri, Nov 13 - Sun, Nov 15

9:05 am - 10:29 amBOS Boston Logan Intl-RUT Rutland

1h 24mnonstop

7:15 am - 8:30 amRUT Rutland-BOS Boston Logan Intl

1h 15mnonstop

$141Cape Air

Tue, Nov 10 - Sat, Nov 14

5:36 pm - 7:00 pmBOS Boston Logan Intl-RUT Rutland

1h 24mnonstop

11:37 am - 12:52 pmRUT Rutland-BOS Boston Logan Intl

1h 15mnonstop

$141Cape Air

Wed, Nov 11 - Thu, Nov 12

9:05 am - 10:29 amBOS Boston Logan Intl-RUT Rutland

1h 24mnonstop

11:37 am - 12:52 pmRUT Rutland-BOS Boston Logan Intl

1h 15mnonstop

$141Cape Air

Tue, Nov 10 - Sat, Nov 14

1:27 pm - 2:51 pmBOS Boston Logan Intl-RUT Rutland

1h 24mnonstop

7:15 am - 8:30 amRUT Rutland-BOS Boston Logan Intl

1h 15mnonstop

$141Cape Air

Fri, Nov 6 - Mon, Nov 9

1:27 pm - 2:51 pmBOS Boston Logan Intl-RUT Rutland

1h 24mnonstop

11:37 am - 12:52 pmRUT Rutland-BOS Boston Logan Intl

1h 15mnonstop

$151Cape Air

Wed, Nov 25 - Sun, Nov 29

5:36 pm - 7:00 pmBOS Boston Logan Intl-RUT Rutland

1h 24mnonstop

7:15 am - 8:30 amRUT Rutland-BOS Boston Logan Intl

1h 15mnonstop

$160Cape Air

Wed, Jan 6 - Tue, Jan 12

2:50 pm - 7:00 pmDCA Washington, D.C. Reagan-National-RUT Rutland

4h 10m1 stop Boston Logan Intl

11:37 am - 7:20 pmRUT Rutland-DCA Washington, D.C. Reagan-National

7h 43m1 stop Boston Logan Intl

$380Multiple Airlines

Wed, Jan 6 - Tue, Jan 12

3:05 pm - 10:29 amDCA Washington, D.C. Reagan-National-RUT Rutland

19h 24m2 stops Newark Boston Logan Intl

7:15 am - 6:44 pmRUT Rutland-DCA Washington, D.C. Reagan-National

11h 29m2 stops Boston Logan Intl Newark

$420Multiple Airlines

Useful Info

Cheapest flight	$69

Flight from Boston to Rutland

How does KAYAK find such low prices on flights from North America to Rutland?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from North America to Rutland.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from North America to Rutland?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Rutland from North America is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from North America to Rutland?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Rutland with an airline and back to North America with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from North America to Rutland?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Rutland from North America up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

9.2

Cape AirOverall score based on 34 reviews

8.7Entertainment

8.5Food

9.0Boarding

8.4Comfort

9.2Crew

Airline reviews

Terrible weather, I got an earlier flight from Nantucket. I was lucky Staff were excellent, pilot superb, Once up, I really was not aware of the winds . Super flight, almost like in summer. I was so worried was going to miss Boston to Dublin connection but got to mainland in loads of time. No food or entertainment required on this short hop.Lucky to have such an expert service .

10.0 ExcellentAnne, Oct 2026

Read more Cape Air reviews

The flight to Boston segment of my round trip was abruptly canceled (eventually citing Logan Airport construction as the reason) leaving those of us flying from Boston in a very tough spot. I had to get a ride to the Martha’s Vineyard Ferry, sail to Woods Hole and then hire a very expensive ride all the way to Boston, as the remaining scheduled buses wouldn’t get me to my 5:10 pm Paris flight on time. This cancellation wasn’t Cape Air’s fault, but even an hour earlier warning would have allowed me to ferry to the mainland and catch the 12:00 bus to Logan for $38 instead of over $200.

Cape Air was great. Kayak was very poor. No ticket to print or explanation that they transferred to another service.

It was good. It was convenient and frequent enough to be a very useful flight to reach more regional hubs. I felt comfortable enough to sleep. During the flight but loved seeing the countryside when I was awake.

It’s less complicated from Culebra to SJU airport. Next time I will prefer to leave from Isla Grande airport to Culebra !!

10 seat Cesna. Equal parts transportation and adventure. 20 minute hop at 10000 feet and 160 mph, sitting 10 feet from the pilot. Panoramic views of the island. Very simple boarding, very low stress. VQS airport tiny, undeveloped. Highly recommended flight, Cape Air doing a great job here.

We traveled in a small Cesna so there was no food or entertainment. The pilot was excellent enjoy being able to see the places we were flying above. It was an OK flight.

My pilot on Cape Air was AMAZING!!!! I hoping that next time I fly I have him as my pilot. He made me feel safe and secure in his skills.

I so appreciate this service into and out of Glendive. Always a good experience with crew and support team.

It was not what I had expected but it was a great way to see the landscape.

Ludlow

Stratton

Ticonderoga

Chester

Grafton

Sunderland

Plymouth