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Chilmark

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Chilmark Flights as Low as $167

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

JetBlue Airways
Tue, Aug 18 - Sat, Sep 5
ORD
O'Hare Intl.
HYA
Barnstable Municipal
$167 Roundtrip, found 3 hours ago
$167
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Tue, Aug 18 from O'Hare Intl. to Barnstable Municipal, returning Sat, Sep 5, priced at $167 found 3 hours ago
JetBlue Airways
Tue, Aug 11 - Tue, Aug 18
ORD
O'Hare Intl.
MVY
Martha's Vineyard
$174 Roundtrip, found 2 days ago
$174
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 11 from O'Hare Intl. to Martha's Vineyard, returning Tue, Aug 18, priced at $174 found 2 days ago
JetBlue Airways
Tue, Aug 11 - Thu, Aug 20
ORD
O'Hare Intl.
MVY
Martha's Vineyard
$182 Roundtrip, found 2 days ago
$182
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 11 from O'Hare Intl. to Martha's Vineyard, returning Thu, Aug 20, priced at $182 found 2 days ago
JetBlue Airways
Tue, Aug 11 - Wed, Aug 19
ORD
O'Hare Intl.
MVY
Martha's Vineyard
$190 Roundtrip, found 2 days ago
$190
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 11 from O'Hare Intl. to Martha's Vineyard, returning Wed, Aug 19, priced at $190 found 2 days ago
Delta
Tue, Aug 11 - Tue, Aug 18
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$196 Roundtrip, found 4 days ago
$196
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Tue, Aug 18, priced at $196 found 4 days ago
JetBlue Airways
Tue, Aug 11 - Tue, Aug 18
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Tue, Aug 18, priced at $197 found 4 days ago
JetBlue Airways
Tue, Aug 18 - Sat, Sep 5
ORD
O'Hare Intl.
HYA
Barnstable Municipal
$223 Roundtrip, found 3 hours ago
$223
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Tue, Aug 18 from O'Hare Intl. to Barnstable Municipal, returning Sat, Sep 5, priced at $223 found 3 hours ago
American Airlines
Tue, Aug 11 - Tue, Aug 18
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$230 Roundtrip, found 4 days ago
$230
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Tue, Aug 18, priced at $230 found 4 days ago
JetBlue Airways
Mon, Aug 10 - Tue, Aug 18
ORD
O'Hare Intl.
MVY
Martha's Vineyard
$237 Roundtrip, found 2 days ago
$237
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Aug 10 from O'Hare Intl. to Martha's Vineyard, returning Tue, Aug 18, priced at $237 found 2 days ago
JetBlue Airways
Mon, Aug 10 - Thu, Aug 20
ORD
O'Hare Intl.
MVY
Martha's Vineyard
$245 Roundtrip, found 2 days ago
$245
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Aug 10 from O'Hare Intl. to Martha's Vineyard, returning Thu, Aug 20, priced at $245 found 2 days ago
Delta
Tue, Aug 11 - Tue, Aug 18
DCA
Ronald Reagan Washington National
MVY
Martha's Vineyard
$322 Roundtrip, found 4 days ago
$322
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Aug 11 from Ronald Reagan Washington National to Martha's Vineyard, returning Tue, Aug 18, priced at $322 found 4 days ago
American Airlines
Tue, Jun 23 - Thu, Jun 25
DCA
Ronald Reagan Washington National
HYA
Barnstable Municipal
$385 Roundtrip, found 2 hours ago
$385
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Jun 23 from Ronald Reagan Washington National to Barnstable Municipal, returning Thu, Jun 25, priced at $385 found 2 hours ago
Delta
Sat, Jul 4 - Tue, Jul 21
DFW
Dallas-Fort Worth Intl.
MVY
Martha's Vineyard
$418 Roundtrip, found 6 hours ago
$418
Roundtrip
found 6 hours ago
Select Delta flight, departing Sat, Jul 4 from Dallas-Fort Worth Intl. to Martha's Vineyard, returning Tue, Jul 21, priced at $418 found 6 hours ago
United
Sun, Jun 14 - Sat, Jun 20
CLE
Hopkins Intl.
HYA
Barnstable Municipal
$556 Roundtrip, found 3 days ago
$556
Roundtrip
found 3 days ago
Select United flight, departing Sun, Jun 14 from Hopkins Intl. to Barnstable Municipal, returning Sat, Jun 20, priced at $556 found 3 days ago
American Airlines
Mon, Jul 6 - Wed, Jul 22
DFW
Dallas-Fort Worth Intl.
EWB
New Bedford Regional
$723 Roundtrip, found 5 days ago
$723
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Jul 6 from Dallas-Fort Worth Intl. to New Bedford Regional, returning Wed, Jul 22, priced at $723 found 5 days ago
United
Sat, Jun 13 - Sat, Jun 20
DFW
Dallas-Fort Worth Intl.
HYA
Barnstable Municipal
$753 Roundtrip, found 21 hours ago
$753
Roundtrip
found 21 hours ago
Select United flight, departing Sat, Jun 13 from Dallas-Fort Worth Intl. to Barnstable Municipal, returning Sat, Jun 20, priced at $753 found 21 hours 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 $167, 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 $167 right now, why wait?

Chilmark Flight Information
Destination airport
Barnstable Municipal
Destination airport IATA code
HYA
Roundtrip price
$167

Last Minute Hotel Deals in Chilmark

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 ...
7.8/10 Good! (300 reviews)
"The beach the pool and the facilities were all you need to have a great trip ,and the proximity to the town of Falmouth with all the shopping and restaurants was only 13 minutes away.Had a unexpected great time.The rooms were clean and nice.The sunsets were the best I've ever seen."

Reviewed on Jun 7, 2026

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Sea Crest Beach Resort
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 Woods Hole Ferry Terminal ...
8.6/10 Excellent! (246 reviews)
"As others have mentioned, the bar and restaurant were closed which was a shame because it's nice. Receptionist did not seem to know when it would be open. Room was clean but shower was cold and soap was empty. That being said, we would stay there again. Great location."

Reviewed on Jun 7, 2026

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Iris Hotel Cape Cod
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! (1,009 reviews)
"Great location, very nice staff. Elevators in both buildings. Coming the first week of June, we had no issues parking in the free public spots across the street along the water, but I imagine during the summer rush you need to purchase the hotel's limited parking. The only issues we had were no microwave ..."

Reviewed on Jun 5, 2026

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Summercamp
AutoCamp Cape Cod

AutoCamp Cape Cod

4 out of 5
836 Palmer Avenue Falmouth MA
Stay at this holiday park in Falmouth. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (334 reviews)
"Been to Catskill camp site and this time exploring cape cod! The airstream is the same, service facilities everything is similar! I personally like Cape Cods site more! Will be back very soon They hv pretty much everything for BBQ, I brought my own knife and chopstick this time"

Reviewed on Jun 6, 2026

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AutoCamp Cape Cod
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! (641 reviews)
"Great location. Motel is a bit tired but some upgrades seem to be in progress. Towel rod half fell off the wall under the weight of the two bath towels"

Reviewed on Jun 7, 2026

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Vineyard Harbor Motel - Private Beach
Harbor View Hotel

Harbor View Hotel

5 out of 5
131 N Water Street Marthas Vineyard Edgartown MA
Book a stay at this luxury hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,001 reviews)
"Beautiful place that we will return to!"

Reviewed on Jun 3, 2026

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Harbor View Hotel
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! (1,007 reviews)
"Rooms are nice and staff are friendly"

Reviewed on Jun 8, 2026

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Falmouth Inn
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! (417 reviews)
"It was worth it ! Ample parking, used pool and had breakfast. Room was also nice with reasonable price."

Reviewed on Jun 6, 2026

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Admiralty Inn & Suites - a Red Collection Hotel
See all 2,254 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.