Search Cheap Flights to
Chilmark

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chilmark Flights as Low as $227

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

JetBlue Airways
Tue, Aug 11 - Thu, Aug 13
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$227 Roundtrip, found 8 hours ago
$227
Roundtrip
found 8 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 $227 found 8 hours ago
Delta
Tue, Jun 2 - Tue, Jun 16
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$230 Roundtrip, found 11 hours ago
$230
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Jun 2 from Ronald Reagan Washington National to Martha's Vineyard, returning Tue, Jun 16, priced at $230 found 11 hours ago
JetBlue Airways
Tue, Aug 11 - Fri, Aug 21
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$236 Roundtrip, found 7 hours ago
$236
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Fri, Aug 21, priced at $236 found 7 hours ago
Delta
Tue, Jun 2 - Tue, Jun 16
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$240 Roundtrip, found 11 hours ago
$240
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Jun 2 from Ronald Reagan Washington National to Martha's Vineyard, returning Tue, Jun 16, priced at $240 found 11 hours ago
Delta
Tue, Aug 11 - Thu, Aug 13
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$246 Roundtrip, found 8 hours ago
$246
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Thu, Aug 13, priced at $246 found 8 hours ago
JetBlue Airways
Tue, Aug 11 - Fri, Aug 21
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$250 Roundtrip, found 7 hours ago
$250
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Fri, Aug 21, priced at $250 found 7 hours ago
JetBlue Airways
Tue, Aug 11 - Fri, Aug 21
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$252 Roundtrip, found 7 hours ago
$252
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Fri, Aug 21, priced at $252 found 7 hours ago
Delta
Tue, Jun 2 - Tue, Jun 16
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$253 Roundtrip, found 11 hours ago
$253
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Jun 2 from Ronald Reagan Washington National to Martha's Vineyard, returning Tue, Jun 16, priced at $253 found 11 hours ago
American Airlines
Tue, Aug 11 - Fri, Aug 21
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$254 Roundtrip, found 7 hours ago
$254
Roundtrip
found 7 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 $254 found 7 hours ago
JetBlue Airways
Tue, Aug 11 - Thu, Aug 13
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$257 Roundtrip, found 8 hours ago
$257
Roundtrip
found 8 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 $257 found 8 hours ago
Delta
Tue, Aug 11 - Wed, Aug 12
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$259 Roundtrip, found 10 hours ago
$259
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Wed, Aug 12, priced at $259 found 10 hours ago
Delta
Tue, Aug 4 - Tue, Aug 11
LAX
Los Angeles Intl.
MVY
Martha's Vineyard
$339 Roundtrip, found 20 hours ago
$339
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Aug 4 from Los Angeles Intl. to Martha's Vineyard, returning Tue, Aug 11, priced at $339 found 20 hours ago
American Airlines
Tue, Jun 23 - Thu, Jun 25
DCA
Ronald Reagan Washington National
HYA
Barnstable Municipal
$452 Roundtrip, found 4 hours ago
$452
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Jun 23 from Ronald Reagan Washington National to Barnstable Municipal, returning Thu, Jun 25, priced at $452 found 4 hours ago
Accessrail
Wed, Jun 24 - Mon, Jun 29
AVT
Aventura Brightline Train Station
MVY
Martha's Vineyard
$575 Roundtrip, found 6 days ago
$575
Roundtrip
found 6 days ago
Select Accessrail flight, departing Wed, Jun 24 from Aventura Brightline Train Station to Martha's Vineyard, returning Mon, Jun 29, priced at $575 found 6 days ago
Accessrail
Wed, Jun 24 - Mon, Jun 29
EKW
Miami Central Brightline Train Station
MVY
Martha's Vineyard
$586 Roundtrip, found 3 days ago
$586
Roundtrip
found 3 days ago
Select Accessrail flight, departing Wed, Jun 24 from Miami Central Brightline Train Station to Martha's Vineyard, returning Mon, Jun 29, priced at $586 found 3 days ago
United
Sat, Apr 18 - Tue, Apr 28
EWR
Newark Liberty Intl. Airport
MVY
Martha's Vineyard
$588 Roundtrip, found 1 day ago
$588
Roundtrip
found 1 day ago
Select United flight, departing Sat, Apr 18 from Newark Liberty Intl. Airport to Martha's Vineyard, returning Tue, Apr 28, priced at $588 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 $227, 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 $227 right now, why wait?

Chilmark Flight Information
Destination airport
Martha's Vineyard
Destination airport IATA code
MVY
Roundtrip price
$226

Last Minute Hotel Deals in Chilmark

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! (200 reviews)
The hotel was comfortable. The breakfast was decent. Areas were clean. The walls are VERY thin—- you can hear what’s going on in the other room. Free parking and free breakfast were the biggest draws.

Reviewed on Mar 22, 2026

Get rates
Iris Hotel Cape Cod
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! (1,001 reviews)
This hotel has spacious rooms with comfortable beds. It was very quiet during my visit, which I appreciate as a light sleeper. The staff were very friendly and helpful too. I would recommend this hotel for those looking for a quiet place to stay and comfy beds.

Reviewed on Mar 25, 2026

Get rates
Hampton Inn by Hilton New Bedford/Fairhaven
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street Falmouth MA
Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,000 reviews)
Was as double queen bed room, it was clean. Shower had decent pressure and heat. Staff were very friendly as well.

Reviewed on Mar 10, 2026

Get rates
Falmouth Inn
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
350 Quaker Rd North Falmouth MA
Book a stay at this beach hotel in North Falmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (259 reviews)
Good

Reviewed on Mar 29, 2026

Get rates
Sea Crest Beach Resort
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! (624 reviews)
Perfect stay, very friendly staff. love it

Reviewed on Mar 24, 2026

Get rates
Vineyard Harbor Motel - Private Beach
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! (631 reviews)
Lovely continental breakfast. Awesome location great staff

Reviewed on Mar 29, 2026

Get rates
The Coonamessett
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! (1,000 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

Get rates
Mansion House Inn And Spa
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. ...
Get rates
Faraway Martha's Vineyard
See all 2,189 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.