$129 Find Cheap Flights to Oak Bluffs

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Oak Bluffs departing on 1/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$398
Overall average: $597
JetBlue
Mon 11/10Wed 11/12
BOS - MVY • Non-stop
Cheapest one-way
$129
JetBlue
Sun 1/25
BOS - MVY • Non-stop
Top routes
BOS-MVY
Cheapest
JFK-MVY
Most popular
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Flight Deals
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Flight Deals

Cheap Flights to Oak Bluffs

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Oak Bluffs that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Oak Bluffs

Mon, Nov 10 - Wed, Nov 12
JetBlue Logo
9:41 am - 10:31 amBOS-MVY
0h 50mnonstop
JetBlue Logo
4:10 pm - 5:00 pmMVY-BOS
0h 50mnonstop
$398JetBlue
Find Deal
Mon, Nov 10 - Wed, Nov 12
JetBlue Logo
9:39 am - 3:40 pmBOS-MVY
6h 01m1 stop
JetBlue Logo
4:10 pm - 5:00 pmMVY-BOS
0h 50mnonstop
$399JetBlue
Find Deal
Fri, Nov 28 - Mon, Dec 1
Cape Air Logo
9:00 am - 9:49 amBOS-MVY
0h 49mnonstop
Cape Air Logo
4:10 pm - 5:00 pmMVY-BOS
0h 50mnonstop
$400Cape Air
Find Deal
Fri, Nov 28 - Mon, Dec 1
Cape Air Logo
1:09 pm - 3:40 pmBOS-MVY
2h 31m1 stop
Cape Air Logo
4:10 pm - 5:00 pmMVY-BOS
0h 50mnonstop
$411Cape Air
Find Deal
Fri, Dec 12 - Mon, Dec 15
Cape Air Logo
7:55 pm - 8:45 pmBOS-MVY
0h 50mnonstop
Cape Air Logo
4:10 pm - 5:00 pmMVY-BOS
0h 50mnonstop
$420Cape Air
Find Deal
Fri, Dec 12 - Mon, Dec 15
Cape Air Logo
9:39 am - 3:40 pmBOS-MVY
6h 01m1 stop
Cape Air Logo
4:10 pm - 5:00 pmMVY-BOS
0h 50mnonstop
$431Cape Air
Find Deal
Fri, Nov 28 - Mon, Dec 1
JetBlue Logo
9:00 am - 9:49 amBOS-MVY
0h 49mnonstop
JetBlue Logo
1:34 pm - 2:24 pmMVY-BOS
0h 50mnonstop
$448JetBlue
Find Deal
Fri, Nov 28 - Mon, Dec 1
JetBlue Logo
1:09 pm - 3:40 pmBOS-MVY
2h 31m1 stop
JetBlue Logo
4:10 pm - 5:00 pmMVY-BOS
0h 50mnonstop
$449JetBlue
Find Deal
Sun, Nov 16 - Thu, Nov 27
JetBlue Logo
9:00 am - 3:50 pmFLL-MVY
6h 50m1 stop
JetBlue Logo
8:43 am - 2:29 pmMVY-FLL
5h 46m1 stop
$464JetBlue
Find Deal
Fri, Nov 21 - Sun, Nov 23
Multiple Airlines Logo
6:25 am - 9:49 amEWR-MVY
3h 24m1 stop
Multiple Airlines Logo
10:09 am - 1:27 pmMVY-EWR
3h 18m1 stop
$580Multiple Airlines
Find Deal
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Good to know - Book Cheap Oak Bluffs Plane Tickets

Low seasonFebruary
Cheapest flight$129
Best time to beat the crowds but there is an average 26% increase in price.
Most popular time to fly and prices are also 30% lower on average.
Flight from Boston to West Tisbury

FAQs - booking Oak Bluffs flights

  • How long is the flight to Oak Bluffs?

    Flights from New York1h 18m
    Flights from Boston0h 49m
  • What is the cheapest flight to West Tisbury?

    In the last 3 days, the cheapest flight deal to West Tisbury was found on the route from Boston, at $398 return. The most popular connection is from New York to West Tisbury and KAYAK users have found round-trip deals for as low as $544 in the last 3 days.

  • How to fly to Oak Bluffs?

    You cannot fly directly to Oak Bluffs. KAYAK recommends you fly to West Tisbury Martha's Vineyard (MVY) (5.15 miles from Oak Bluffs). From there you can rent a car or get a taxi.

  • What airports are near Oak Bluffs?

    The closest airport is Hyannis Barnstable (HYA) (20.55 mi). Other nearby airports are Nantucket Memorial (ACK) (29.4 mi) or Newport State (NPT) (37.61 mi). KAYAK recommends you fly to West Tisbury Martha's Vineyard.

  • How far is West Tisbury Martha's Vineyard Airport from central West Tisbury?

    West Tisbury Martha's Vineyard Airport is 3 miles from the center of West Tisbury.

  • What is the name of West Tisbury’s airport?

    West Tisbury is served by West Tisbury Martha's Vineyard Airport, also commonly referred to as Martha's Vineyard or Marthas Vineyard. The airport code is MVY.

  • How does KAYAK find such low prices on flights to Oak Bluffs?

    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 to Oak Bluffs.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Oak Bluffs?

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

  • What is the Hacker Fare option on flights to Oak Bluffs?

    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 Oak Bluffs with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Oak Bluffs?

    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 Oak Bluffs up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Oak Bluffs

  • There is no major airport in Oak Bluffs. It is instead served by West Tisbury Martha's Vineyard Airport.
  • Looking for cheap airfare to Oak Bluffs? 25% of our users found round-trip tickets to Oak Bluffs for the following prices or less: From Boston $259
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Oak Bluffs flight deals.

Reviews of the top 4 airlines flying to Oak Bluffs

 
Need help choosing which airline to fly with from the United States to Oak Bluffs? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
9.3
Cape AirOverall score based on 39 reviews
8.8Comfort
9.1Entertainment
9.5Crew
9.2Boarding
8.9Food
Airline reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

10.0 ExcellentAnonymous, Oct 2025CPX - SJU
Read more Cape Air reviews

We were the only ones on the plane to Culebra, and left 24 minutes early. Flight was beautiful to boot!

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.

Very smooth flight and landing. Pilot delivered his safety instruction in such a monotone that it wasn’t easily understandable. Words were said but he didn't communicate to us. If he was communicating to someone he cared about, he would have used inflection and other nuances of speaking. Virtually all emphasis was removed so it was just blah blah blah (really fast, like the end of a Pharma commercial)

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.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

Wish some foods provided rather than just biscuit/cookie for flight more than 2 hours

Wish a flight with more than 2 hours with some snack rather than just cookie/biscuit.

The flight attendant, a black woman with curly hair who sat near Row 21, was wonderful and kind.

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

Flight was delayed leaving Dallas. Arrived about 2 hours later than scheduled.

Flight delayed and missed connection. Rescheduled flight cancelled after 6 hrs wait. Rerouted thru ORD, flight cancelled, overnight stay in ORD. Still in the air on new flight!

We are too tired and frustrated to comment politely at this point

Terrible. Our luggage was delayed and couldn’t be delivered for several days. We got bad information from the airline agents at baggage claim. We had to pick up our car so we wouldn’t be charged for an extra day. We got lost in the maze of airport parking. The baggage claim agents didn’t offer us any compensation for our extra time and expense. We are tired, hungry and very frustrated.

The flight was flawless and we even arrived between 20 and 25 minutes early!

The only thing to like was that we eventually got to our destination

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Friendly crew. Poor food service maybe due to full flight. All in all, you get what you pay for.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

They have the most inexperienced / rude flight staff I’ve encountered

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

Everything you need to know for your flight to Oak Bluffs

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