$49 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 9/26. 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

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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

Fri, Oct 3 - Mon, Oct 6
JetBlue Logo
8:35 am - 9:32 amBOS-MVY
0h 57mnonstop
JetBlue Logo
10:19 am - 11:07 amMVY-BOS
0h 48mnonstop
$87JetBlue
Find Deal
Thu, Oct 9 - Fri, Oct 10
JetBlue Logo
8:30 am - 9:34 amBOS-MVY
1h 04mnonstop
JetBlue Logo
10:19 am - 11:07 amMVY-BOS
0h 48mnonstop
$107JetBlue
Find Deal
Sun, Sep 28 - Sun, Oct 5
JetBlue Logo
10:50 am - 11:45 amBOS-MVY
0h 55mnonstop
JetBlue Logo
10:17 am - 11:05 amMVY-BOS
0h 48mnonstop
$114JetBlue
Find Deal
Sun, Oct 5 - Sun, Oct 12
JetBlue Logo
11:53 am - 1:15 pmDCA-MVY
1h 22mnonstop
JetBlue Logo
2:26 pm - 4:00 pmMVY-DCA
1h 34mnonstop
$157JetBlue
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Sat, Oct 4 - Mon, Oct 6
Cape Air Logo
1:00 pm - 10:11 amBOS-MVY
21h 11m1 stop
Cape Air Logo
9:18 am - 8:50 amMVY-BOS
23h 32m1 stop
$314Cape Air
Find Deal
Fri, Oct 3 - Mon, Oct 6
Cape Air Logo
1:00 pm - 5:35 pmBOS-MVY
4h 35m1 stop
Cape Air Logo
9:18 am - 2:35 pmMVY-BOS
5h 17m1 stop
$322Cape Air
Find Deal
Wed, Oct 8 - Mon, Oct 13
Multiple Airlines Logo
3:04 pm - 6:40 amEWR-MVY
15h 36m2 stops
Multiple Airlines Logo
9:18 am - 10:33 pmMVY-EWR
13h 15m2 stops
$530Multiple Airlines
Find Deal
Mon, Oct 6 - Mon, Oct 13
Multiple Airlines Logo
1:59 pm - 6:40 amEWR-MVY
16h 41m2 stops
Multiple Airlines Logo
9:18 am - 10:33 pmMVY-EWR
13h 15m2 stops
$535Multiple Airlines
Find Deal
Mon, Sep 29 - Wed, Oct 1
Tradewind Logo
8:15 am - 9:08 amHPN-MVY
0h 53mnonstop
Tradewind Logo
2:45 pm - 3:44 pmMVY-HPN
0h 59mnonstop
$983Tradewind
Find Deal
Tue, Sep 30 - Sat, Oct 4
Tradewind Logo
8:00 am - 8:53 amHPN-MVY
0h 53mnonstop
Tradewind Logo
6:00 pm - 6:59 pmMVY-HPN
0h 59mnonstop
$1,535Tradewind
Find Deal

Everything you should know

Top routes
BOS-MVY
Cheapest
JFK-MVY
Most popular
Insights
Insights
Insights
Insights
Cheapest round-trip
$87
Overall average: $317
JetBlue
Fri 10/3Mon 10/6
BOS - MVY • Non-stop
Cheapest one-way
$49
Typical prices: $202-384
JetBlue
Fri 9/26
BOS - MVY • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Oak Bluffs!
Useful Info

Good to know - Book Cheap Oak Bluffs Plane Tickets

Low seasonFebruary
Cheapest flight$49
Best time to beat the crowds but there is an average 24% increase in price.
Most popular time to fly and prices are also 31% lower on average.
Flight from Boston to West Tisbury

FAQs - booking Oak Bluffs flights

  • How long is the flight to Oak Bluffs?

    Flights from Washington, D.C.1h 28m
    Flights from New York1h 08m
    Flights from White Plains1h 08m
    Flights from Boston0h 51m
  • 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 $87 return. The most popular connection is from New York to West Tisbury and KAYAK users have found round-trip deals for as low as $205 in the last 3 days.

  • Which airlines fly to West Tisbury?

    Many airlines fly to West Tisbury, the most common ones being Cape Air, Tradewind, and JetBlue. See the amount of flights per week for popular airlines flying to West Tisbury.

  • 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 $277
  • 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 38 reviews
9.2Boarding
8.8Comfort
9.5Crew
9.1Entertainment
8.9Food
Airline reviews

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

10.0 ExcellentTim, Aug 2025SLK - BOS
Read more Cape Air reviews

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.

Pros: "ground crew, pilot, flight was smooth and gate connections to Jet Blue in Boston were fantastic!"
Cons: "leg room"

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

The entertainment package was vast and the selections were very current. Keep updating it was great.

The seat was so hard my tailbone was aching The crew was kind of a b**** because I made a joke that I didn't care if they close the door I total c*** when she was trying to f****** act like she was mad at me because I said that The flight was bumpy. Sure you didnt have control over that.

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

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

Everything you need to know for your flight to Oak Bluffs

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