$99 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 8/30. 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
$197
JetBlue
Mon 6/29Sat 7/11
BOS - MVY • Non-stop
Cheapest one-way
$99
Typical prices: $145-$359
JetBlue
Sun 8/30
BOS - MVY • Non-stop
Arrival airport
You can't fly directly to Oak Bluffs. It is served by West Tisbury (MVY), located 5.1 miles from Oak Bluffs.
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We hope you love your trip to Oak Bluffs!
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, Jun 29 - Sat, Jul 11
JetBlue Logo
9:21 am - 10:08 am
BOS
-
MVY
0h 47mnonstop
JetBlue Logo
11:00 am - 11:47 am
MVY
-
BOS
0h 47mnonstop
$197JetBlue
Mon, Jun 29 - Tue, Jun 30
JetBlue Logo
12:30 pm - 1:53 pm
DCA
-
MVY
1h 23mnonstop
JetBlue Logo
2:49 pm - 4:27 pm
MVY
-
DCA
1h 38mnonstop
$202JetBlue
Wed, Jul 22 - Tue, Jul 28
Delta Logo
1:05 pm - 2:19 pm
JFK
-
MVY
1h 14mnonstop
Delta Logo
3:10 pm - 4:30 pm
MVY
-
JFK
1h 20mnonstop
$217Delta
Wed, Jul 22 - Mon, Jul 27
Delta Logo
3:00 pm - 4:17 pm
LGA
-
MVY
1h 17mnonstop
Delta Logo
4:59 pm - 6:20 pm
MVY
-
LGA
1h 21mnonstop
$217Delta
Sat, Jul 4 - Sat, Jul 11
American Airlines Logo
9:00 am - 1:31 pm
DCA
-
MVY
4h 31m
1 stop
American Airlines Logo
5:15 pm - 7:00 pm
MVY
-
DCA
1h 45mnonstop
$229American Airlines
Thu, Aug 27 - Wed, Sep 2
American Airlines Logo
12:29 pm - 1:37 pm
LGA
-
MVY
1h 08mnonstop
American Airlines Logo
2:07 pm - 3:20 pm
MVY
-
LGA
1h 13mnonstop
$242American Airlines
Sat, Jul 4 - Sat, Jul 11
Multiple Airlines Logo
3:19 pm - 4:31 pm
JFK
-
MVY
1h 12mnonstop
Multiple Airlines Logo
2:22 pm - 5:27 pm
MVY
-
JFK
3h 05m
1 stop
$279Multiple Airlines
Sat, Mar 28 - Sun, Mar 29
Cape Air Logo
10:11 am - 6:49 am
BOS
-
MVY
20h 38m
1 stop
Cape Air Logo
12:35 pm - 7:58 am
MVY
-
BOS
19h 23m
1 stop
$372Cape Air
Sat, Mar 28 - Sun, Mar 29
Cape Air Logo
6:00 pm - 6:50 pm
BOS
-
MVY
0h 50mnonstop
Cape Air Logo
7:10 pm - 7:58 am
MVY
-
BOS
12h 48m
1 stop
$377Cape Air
Sun, Apr 19 - Thu, Apr 23
Multiple Airlines Logo
9:59 pm - 9:14 am
BWI
-
MVY
11h 15m
1 stop
Multiple Airlines Logo
7:09 am - 11:54 pm
MVY
-
BWI
16h 45m
1 stop
$547Multiple Airlines
Useful Info

Good to know - Book Cheap Oak Bluffs Plane Tickets

Cheapest flight$99
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 31m
    Flights from New York1h 16m
    Flights from White Plains1h 06m
    Flights from Boston0h 48m
    Flights from Philadelphia1h 25m
  • 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 $197 return. The most popular connection is from Washington, D.C. to West Tisbury and KAYAK users have found round-trip deals for as low as $202 in the last 3 days.

  • Which airlines fly to West Tisbury?

    Many airlines fly to West Tisbury, the most common ones being Delta, American Airlines, 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 $193
  • 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 36 reviews
9.5Crew
8.7Comfort
9.0Entertainment
9.1Boarding
8.8Food
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 2025
CPX - 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.

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Flights with JetBlue from San Diego to Boston are a miserable experience. The flight was delayed about 1.5 hours due to “weather” supposedly but the flights for other airlines left on time so it just have been some kind of weather that only affects JetBlue. I had a small carry on - purse. The crew stored it in a bin 2 rows down from me because they were using the bin next to my seat for other people’s stuff. The TV screen in the emergency row seats does not work. It just was awful from start to finish. When we landed, we had to sit inside the plane for a very long time because the plane had to be moved to a different gate.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Both flights were significantly delayed. The flight experience itself was great.

My flight got delayed and eventually canceled, then rescheduled. I and several others had a connection from Boston to Paris and asked several times if we would make it. They assured us we would and then rebooked us mid flight without our consent and closed doors early even though they said they communicated we were a bit delayed. We got stranded in Boston and I opted with being rebooked for a different connection to France since they refused to pay for a Hotel. I've now been in Europe for 5 days and still haven't recieved my bags. There was absolutely no urgency for the fact that I'm in a foreign country with absolutely no change of clothes or any of my medication. Such an overwhelming and frustrating experience.

Automated scanning was slow and somewhat haphazard. Too many people were unfamiliar with the tech and were forced to learn on the fly. The hands off approach of the gate staff made it more uncomfortable. This needs work. Overall the flight and cabin crew were excellent.

The crew for the flight was A+ top notch. They were friendly and professional and made the flight a very relaxing and enjoable.

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Everything you need to know for your flight to Oak Bluffs