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Chilmark

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Chilmark Flights as Low as $187

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Tue, Aug 11 - Thu, Aug 13
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$187 Roundtrip, found 9 hours ago
$187
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Thu, Aug 13, priced at $187 found 9 hours ago
Delta
Sat, Aug 22 - Sat, Aug 29
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Aug 22 from John F. Kennedy Intl. to Martha's Vineyard, returning Sat, Aug 29, priced at $197 found 1 day ago
American Airlines
Tue, Aug 11 - Thu, Aug 13
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$197 Roundtrip, found 9 hours ago
$197
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Thu, Aug 13, priced at $197 found 9 hours ago
JetBlue Airways
Tue, Aug 11 - Thu, Aug 13
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$207 Roundtrip, found 9 hours ago
$207
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Thu, Aug 13, priced at $207 found 9 hours ago
American Airlines
Tue, Aug 11 - Fri, Aug 21
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$209 Roundtrip, found 9 hours ago
$209
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Fri, Aug 21, priced at $209 found 9 hours ago
JetBlue Airways
Sun, Jun 21 - Thu, Jun 25
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$212 Roundtrip, found 22 hours ago
$212
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Sun, Jun 21 from Ronald Reagan Washington National to Martha's Vineyard, returning Thu, Jun 25, priced at $212 found 22 hours ago
American Airlines
Tue, Aug 11 - Fri, Aug 21
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$219 Roundtrip, found 9 hours ago
$219
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Fri, Aug 21, priced at $219 found 9 hours ago
JetBlue Airways
Tue, Aug 11 - Thu, Aug 13
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$222 Roundtrip, found 9 hours ago
$222
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Thu, Aug 13, priced at $222 found 9 hours ago
Delta
Tue, Jun 2 - Tue, Jun 16
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$226 Roundtrip, found 15 hours ago
$226
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Jun 2 from Ronald Reagan Washington National to Martha's Vineyard, returning Tue, Jun 16, priced at $226 found 15 hours ago
JetBlue Airways
Mon, Aug 10 - Fri, Aug 21
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$229 Roundtrip, found 8 hours ago
$229
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Mon, Aug 10 from Ronald Reagan Washington National to Martha's Vineyard, returning Fri, Aug 21, priced at $229 found 8 hours ago
American Airlines
Mon, Aug 10 - Fri, Aug 21
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$232 Roundtrip, found 8 hours ago
$232
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Mon, Aug 10 from Ronald Reagan Washington National to Martha's Vineyard, returning Fri, Aug 21, priced at $232 found 8 hours ago
JetBlue Airways
Mon, Aug 10 - Tue, Aug 18
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$235 Roundtrip, found 3 days ago
$235
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Aug 10 from Ronald Reagan Washington National to Martha's Vineyard, returning Tue, Aug 18, priced at $235 found 3 days ago
JetBlue Airways
Mon, Jun 22 - Sat, Jun 27
DCA
Ronald Reagan Washington National
HYA
Barnstable Municipal
$321 Roundtrip, found 22 hours ago
$321
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Mon, Jun 22 from Ronald Reagan Washington National to Barnstable Municipal, returning Sat, Jun 27, priced at $321 found 22 hours ago
JetBlue Airways
Tue, Mar 24 - Fri, Apr 24
JFK
John F. Kennedy Intl.
HYA
Barnstable Municipal
$462 Roundtrip, found 1 day ago
$462
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Mar 24 from John F. Kennedy Intl. to Barnstable Municipal, returning Fri, Apr 24, priced at $462 found 1 day ago
JetBlue Airways
Tue, Jun 2 - Fri, Jun 12
DEN
Denver Intl.
HYA
Barnstable Municipal
$532 Roundtrip, found 2 days ago
$532
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Jun 2 from Denver Intl. to Barnstable Municipal, returning Fri, Jun 12, priced at $532 found 2 days ago
Cape Air
Tue, Mar 24 - Fri, Apr 24
JFK
John F. Kennedy Intl.
HYA
Barnstable Municipal
$763 Roundtrip, found 1 day ago
$763
Roundtrip
found 1 day ago
Select Cape Air flight, departing Tue, Mar 24 from John F. Kennedy Intl. to Barnstable Municipal, returning Fri, Apr 24, priced at $763 found 1 day ago

Cheap Flights to Chilmark

Fall in love at first flight with your vacation to Chilmark by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chilmark on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chilmark, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chilmark

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chilmark with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the MVY airport.

What is the cheapest month to fly to Chilmark?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chilmark are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chilmark?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chilmark.

What airport is best to fly into Chilmark?

When you’re planning your trip to Chilmark, convenience is the name of the game. Luckily, Chilmark Martha's Vineyard Airport is nearby so you can deplane and get going on checking off everything on your Chilmark must-do list.

How much are flights to Chilmark?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chilmark on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $187, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chilmark?

The trick to saving a stack of cash on your flight to Chilmark? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $187 right now, why wait?

Chilmark Flight Information
Destination airport
Martha's Vineyard
Destination airport IATA code
MVY
Roundtrip price
$186

Last Minute Hotel Deals in Chilmark

Hampton Inn by Hilton New Bedford/Fairhaven

Hampton Inn by Hilton New Bedford/Fairhaven

2.5 out of 5
1 Hampton Way Fairhaven MA
Stay at this hotel in Fairhaven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.8/10 Excellent! (1,011 reviews)
Why be so cheap and get rid of the hot breakfast on the weekends when families go there? We pay a higher rate and get less. That sounds about right for world we live in. We have stayed at this property a dozen or more times but I doubt we will be back. It used to be a good value but not any more. ...

Reviewed on Mar 8, 2026

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Hampton Inn by Hilton New Bedford/Fairhaven
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Long Pond Trail and Downtown ...
8.6/10 Excellent! (190 reviews)
My husband and I were attending an event in Falmouth and even though we live locally, we booked the Iris to avoid nighttime traffic driving. We know the area quite well and considered the Iris based on reviews and honestly, the price. We were so glad we did! The hotel is clean, safe, location is ...

Reviewed on Mar 8, 2026

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Iris Hotel Cape Cod
Faraway Martha's Vineyard

Faraway Martha's Vineyard

4 out of 5
23 Kelly Street Edgartown MA
Book a stay at this business-friendly hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
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Faraway Martha's Vineyard
Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue Oak Bluffs MA
Book a stay at this beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,000 reviews)
Lovely stay and the staff was friendly and helpful. Excellent location.

Reviewed on Dec 17, 2025

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Summercamp
The Coonamessett

The Coonamessett

3.5 out of 5
311 Gifford Street Falmouth MA
Stay at this inn in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Long ...
8.8/10 Excellent! (625 reviews)
We spent a getaway winter night at The Coonamessett. The suite was clean and provided us a place to relax. The bathroom was updated and the bed was comfortable. We stayed in one of the village suites and I will say the walls between the rooms are quite thin. We requested a room change due to noise ...

Reviewed on Mar 8, 2026

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The Coonamessett
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
60 Beach Road Vineyard Haven MA
Book a stay at this beach motel in Vineyard Haven. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (621 reviews)
Room spotless . Bed super comfortable. Staff nice and made me feel as if I were just back from a trip away!! What’s not to love!!

Reviewed on Feb 27, 2026

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Vineyard Harbor Motel - Private Beach
Mansion House Inn And Spa

Mansion House Inn And Spa

3.5 out of 5
9 Main Street Vineyard Haven MA
Book a stay at this spa hotel in Vineyard Haven. Enjoy a full-service spa, a rooftop terrace, and a health club. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,002 reviews)
Clean room, professional staff, comfortable bed, spaciousness. I do wish that the bath was functional. We could only shower. A very pleasant stay and we would come again.

Reviewed on Feb 18, 2026

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Mansion House Inn And Spa
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

3 out of 5
51 Teaticket Highway East Falmouth MA
Book a stay at this business-friendly hotel in East Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (386 reviews)
Excellent everything so nicely

Reviewed on Feb 21, 2026

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Admiralty Inn & Suites - a Red Collection Hotel
See all 2,145 properties in Chilmark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.