$109 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 6/25. 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
$217
JetBlue
Sun 7/5Sat 7/11
BOS - MVY • Non-stop
Cheapest non-stop
$217
Delta
Wed 7/22Tue 7/28
LGA - 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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Flight Deals
Useful Info
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

Sun, Jul 5 - 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
$217JetBlue
Wed, Jul 22 - Tue, Jul 28
Delta Logo
1:45 pm - 2:59 pm
LGA
-
MVY
1h 14mnonstop
Delta Logo
3:43 pm - 4:59 pm
MVY
-
LGA
1h 16mnonstop
$217Delta
Mon, Jul 13 - Wed, Jul 15
JetBlue Logo
12:30 pm - 1:53 pm
DCA
-
MVY
1h 23mnonstop
JetBlue Logo
2:49 pm - 4:27 pm
MVY
-
DCA
1h 38mnonstop
$222JetBlue
Sun, May 24 - Fri, May 29
Delta Logo
6:09 am - 12:39 pm
DCA
-
MVY
6h 30m
1 stop
Delta Logo
1:19 pm - 5:07 pm
MVY
-
DCA
3h 48m
1 stop
$226Delta
Tue, Jul 14 - Wed, Jul 15
JetBlue Logo
12:30 pm - 1:53 pm
DCA
-
MVY
1h 23mnonstop
JetBlue Logo
2:49 pm - 4:27 pm
MVY
-
DCA
1h 38mnonstop
$227JetBlue
Tue, Jun 2 - Tue, Jun 9
Delta Logo
6:05 am - 3:22 pm
DCA
-
MVY
9h 17m
2 stops
Delta Logo
1:18 pm - 4:59 pm
MVY
-
DCA
3h 41m
1 stop
$232Delta
Sat, Jul 11 - Thu, Jul 16
American Airlines Logo
9:00 am - 1:31 pm
DCA
-
MVY
4h 31m
1 stop
American Airlines Logo
12:22 pm - 1:59 pm
MVY
-
DCA
1h 37mnonstop
$236American Airlines
Tue, Aug 25 - Tue, Aug 25
JetBlue Logo
12:30 pm - 1:53 pm
DCA
-
MVY
1h 23mnonstop
JetBlue Logo
4:55 pm - 10:59 pm
MVY
-
DCA
6h 04m
1 stop
$239JetBlue
Wed, Jul 22 - Tue, Jul 28
American Airlines Logo
10:47 am - 5:00 pm
LGA
-
MVY
6h 13m
1 stop
American Airlines Logo
1:49 pm - 3:09 pm
MVY
-
LGA
1h 20mnonstop
$241American Airlines
Wed, Aug 5 - Tue, Aug 11
JetBlue Logo
12:30 pm - 1:53 pm
DCA
-
MVY
1h 23mnonstop
JetBlue Logo
11:00 am - 5:46 pm
MVY
-
DCA
6h 46m
1 stop
$245JetBlue
Useful Info

Good to know - Book Cheap Oak Bluffs Plane Tickets

Cheapest flight$109
Flight from Boston to West Tisbury

FAQs - booking Oak Bluffs flights

  • How long is the flight to Oak Bluffs?

    Flights from Charlotte2h 17m
    Flights from Washington, D.C.1h 34m
    Flights from New York1h 10m
    Flights from Boston0h 48m
    Flights from Philadelphia1h 26m
  • 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 $217 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 $222 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 $198
  • 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 34 reviews
8.8Food
9.4Crew
9.1Boarding
8.9Entertainment
8.7Comfort
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.

Delta is always a wonderful experience. A clean plane and the crew is really friendly.

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

I am still at the Airport! Delayed Delayed and Delyaed

I took seat 15A in anticipation of window seat, there is no window.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

It was fine. 55 minute flight. No snacks or beverage service offered. Boarding went smoothly and my walker was waiting for me on the jet way.

For the price point it was very good. Definitely leave on the earlier flights as it can become terribly crowded later in the day

Absolutely horrible. Flight was delayed 4 hours and they had no clue what was going on.

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

Flight cancelled 2 hours prior to boarding. No explanation. No refunds.

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.

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Delayed for mechanical and no updates on what was happening and how long the delay might be.

My flight from LGA was cancelled and my rebooked flight from JFK was delayed numerous times. I will now be getting home after 2am.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

On the return flight, arriving in Denver we sat on the tarmac in Denver for over 20 minutes.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The flight attendant in business class was excellent! Professional, friendly and attentive.

Delays with no explanation. It could have been handled better.

Everything you need to know for your flight to Oak Bluffs