$107 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 7/20. 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
$202
JetBlue
Sat 7/11Mon 7/13
DCA - MVY • Non-stop
Cheapest one-way
$107
Typical prices: $144-$357
JetBlue
Mon 7/20
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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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

Sat, Jul 11 - Mon, Jul 13
JetBlue Logo
12:56 pm - 2:19 pm
DCA
-
MVY
1h 23mnonstop
JetBlue Logo
3:09 pm - 4:47 pm
MVY
-
DCA
1h 38mnonstop
$202JetBlue
Tue, Jun 30 - Wed, Jul 1
JetBlue Logo
12:55 pm - 2:18 pm
DCA
-
MVY
1h 23mnonstop
JetBlue Logo
3:14 pm - 4:52 pm
MVY
-
DCA
1h 38mnonstop
$212JetBlue
Fri, Jun 26 - Sun, Jun 28
JetBlue Logo
9:21 am - 10:08 am
BOS
-
MVY
0h 47mnonstop
JetBlue Logo
10:58 am - 11:47 am
MVY
-
BOS
0h 49mnonstop
$213JetBlue
Wed, Jun 24 - Tue, Jun 30
American Airlines Logo
8:31 am - 10:11 am
DCA
-
MVY
1h 40mnonstop
American Airlines Logo
5:31 pm - 7:15 pm
MVY
-
DCA
1h 44mnonstop
$217American Airlines
Mon, Jul 13 - Wed, Jul 15
American Airlines Logo
8:31 am - 10:11 am
DCA
-
MVY
1h 40mnonstop
American Airlines Logo
5:30 pm - 7:15 pm
MVY
-
DCA
1h 45mnonstop
$222American Airlines
Tue, Aug 25 - Wed, Sep 2
Delta Logo
6:20 am - 11:13 am
DCA
-
MVY
4h 53m
1 stop
Delta Logo
1:18 pm - 4:59 pm
MVY
-
DCA
3h 41m
1 stop
$236Delta
Tue, Aug 25 - Wed, Sep 2
Delta Logo
6:10 am - 3:08 pm
IAD
-
MVY
8h 58m
2 stops
Delta Logo
1:18 pm - 6:33 pm
MVY
-
IAD
5h 15m
1 stop
$242Delta
Thu, Jun 25 - Thu, Jul 2
Multiple Airlines Logo
8:59 am - 12:05 pm
HPN
-
MVY
3h 06m
1 stop
Multiple Airlines Logo
12:18 pm - 1:38 pm
MVY
-
HPN
1h 20mnonstop
$574Multiple Airlines
Mon, Jul 20 - Thu, Jul 23
Cape Air Logo
2:15 pm - 3:37 pm
HPN
-
MVY
1h 22mnonstop
Cape Air Logo
9:37 am - 10:57 am
MVY
-
HPN
1h 20mnonstop
$597Cape Air
Sun, Jun 14 - Fri, Jun 19
Multiple Airlines Logo
8:59 am - 12:20 pm
HPN
-
MVY
3h 21m
1 stop
Multiple Airlines Logo
8:43 am - 10:03 am
MVY
-
HPN
1h 20mnonstop
$604Multiple Airlines
Useful Info

Good to know - Book Cheap Oak Bluffs Plane Tickets

Cheapest flight$107
Flight from Boston to West Tisbury

FAQs - booking Oak Bluffs flights

  • How long is the flight to Oak Bluffs?

    Flights from New York LaGuardia Airport1h 11m
    Flights from Washington, D.C. Reagan-National Airport1h 23m
    Flights from Chicago O'Hare Intl Airport2h 50m
    Flights from Boston0h 47m
    Flights from Philadelphia1h 22m
  • What is the cheapest flight to West Tisbury?

    In the last 7 days, the cheapest flight deal to West Tisbury was found on the route from Boston, at $202 return. The most popular connection is from New York to West Tisbury and KAYAK users have found round-trip deals for as low as $247 in the last 7 days.

  • Which airlines fly to West Tisbury?

    Many airlines fly to West Tisbury, the most common ones being Delta, JetBlue, and American Airlines. 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 $319
  • 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 33 reviews
8.6Comfort
9.0Boarding
8.7Food
9.4Crew
8.9Entertainment
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.

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

It was fine for what it was. It’s not luxury travel but it was efficient, for the most part. Having my carry-on transferred into luggage however, was unwelcome.

We had better-than-average leg room and I loved the access to shows and movies. During boarding, we could not hear the agent even though we were close to the boarding door, which was kind of scary when we realized that half of the passengers had already boarded. Also, the entertainment was awesome, but I could not hear the movie as well as I would have liked, because my headphones were crappy. It would have been better if I could connect my own ear buds via Bluetooth or if JetBlue provided headphones.

On time, friendly attendants, quick wheelchair assistance and help checking in bags. Also appreciated change in seats, more forward to make it easier for my 97 year old mother to board and exit the plane. Thank you, JetBlue!

This was the first flight I've taken since pre-pandemic. I was pleased with how orderly the boarding and disembarking went. The seats were comfortable. I loved that there was no "first class'. The attendants and passengers I met were all very friendly and welcoming.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

Everything you need to know for your flight to Oak Bluffs