Cheap Flights to Dukes County from $46 (2026/2027)

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A row of colorful, historic houses with a central path.

Oak Bluffs

Flights
Oak Bluffs
An aerial view of a coastal area with a lighthouse, a sandy beach, and a marina.

Edgartown

Flights
Edgartown

How Much Does it Cost To Fly To Dukes County?

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

Sat, Sep 5 - Sat, Sep 12
CHS
Charleston Intl.
PVD
T.F. Green
$97 Roundtrip, just found
$97
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Sep 5 from Charleston Intl. to T.F. Green, returning Sat, Sep 12, priced at $97 just found
Sat, Aug 29 - Sat, Sep 5
CHS
Charleston Intl.
PVD
T.F. Green
$99 Roundtrip, found 10 hours ago
$99
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Sat, Aug 29 from Charleston Intl. to T.F. Green, returning Sat, Sep 5, priced at $99 found 10 hours ago
Sat, Sep 5 - Sun, Sep 13
CHS
Charleston Intl.
PVD
T.F. Green
$102 Roundtrip, found 9 hours ago
$102
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Sat, Sep 5 from Charleston Intl. to T.F. Green, returning Sun, Sep 13, priced at $102 found 9 hours ago
Tue, Sep 1 - Sun, Sep 6
PIT
Pittsburgh Intl.
PVD
T.F. Green
$104 Roundtrip, found 1 day ago
$104
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Sep 1 from Pittsburgh Intl. to T.F. Green, returning Sun, Sep 6, priced at $104 found 1 day ago
Fri, Aug 21 - Thu, Aug 27
CHS
Charleston Intl.
ACK
Nantucket Memorial
$170 Roundtrip, found 6 days ago
$170
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Aug 21 from Charleston Intl. to Nantucket Memorial, returning Thu, Aug 27, priced at $170 found 6 days ago
Thu, Aug 20 - Wed, Aug 26
ORD
O'Hare Intl.
ACK
Nantucket Memorial
$170 Roundtrip, found 6 days ago
$170
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Aug 20 from O'Hare Intl. to Nantucket Memorial, returning Wed, Aug 26, priced at $170 found 6 days ago
Tue, Aug 25 - Sat, Aug 29
ORD
O'Hare Intl.
HYA
Barnstable Municipal
$171 Roundtrip, found 6 days ago
$171
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Aug 25 from O'Hare Intl. to Barnstable Municipal, returning Sat, Aug 29, priced at $171 found 6 days ago
Sat, Sep 12 - Thu, Sep 17
ORD
O'Hare Intl.
MVY
Martha's Vineyard
$190 Roundtrip, found 9 hours ago
$190
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Sat, Sep 12 from O'Hare Intl. to Martha's Vineyard, returning Thu, Sep 17, priced at $190 found 9 hours ago
Thu, Aug 27 - Mon, Aug 31
CHS
Charleston Intl.
MVY
Martha's Vineyard
$220 Roundtrip, found 6 days ago
$220
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Thu, Aug 27 from Charleston Intl. to Martha's Vineyard, returning Mon, Aug 31, priced at $220 found 6 days ago
Fri, Oct 2 - Tue, Oct 6
CHS
Charleston Intl.
PVD
T.F. Green
$259 Roundtrip, found 2 hours ago
$259
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, Oct 2 from Charleston Intl. to T.F. Green, returning Tue, Oct 6, priced at $259 found 2 hours ago
Wed, Sep 2 - Wed, Sep 9
CHS
Charleston Intl.
PVD
T.F. Green
$265 Roundtrip, found 6 hours ago
$265
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Wed, Sep 2 from Charleston Intl. to T.F. Green, returning Wed, Sep 9, priced at $265 found 6 hours ago
OriginDestinationTravel DatesFlights From*
JFKHyannisAugust 18 to August 19$196
JFKNantucketAugust 5 to August 5$201
JFKWarwickSeptember 10 to September 16$207
JFKMassachusettsOctober 5 to October 9$217
BOSNantucketSeptember 9 to September 11$227
SEANantucketOctober 3 to October 7$262
DENHyannisAugust 8 to August 22$268
BOSHyannisAugust 23 to August 29$280
BOSWarwickAugust 15 to August 22$287
BOSMassachusettsJuly 25 to July 31$305
SEAWarwickSeptember 9 to September 23$355
SEAMassachusettsAugust 29 to September 5$398
CLTHyannisAugust 28 to August 30$557
BOSNew BedfordJuly 22 to July 26$618
SEAHyannisAugust 11 to August 18$773
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKNantucketJuly 11 to July 14$263
JFKMassachusettsJuly 11 to July 18$303
BOSMassachusettsJuly 12 to July 27$339
HOUWarwickJuly 12 to July 15$384
BOSNantucketJuly 12 to July 19$408
IAHNantucketJuly 12 to July 17$449
JFKWarwickJuly 11 to July 13$458
BOSWarwickJuly 11 to August 1$477
JFKHyannisJuly 12 to July 16$485
BOSHyannisJuly 11 to July 14$499
PHLWarwickJuly 11 to July 16$528
TTNHyannisJuly 11 to July 15$558
DENNantucketJuly 11 to July 15$562
PHLNantucketJuly 11 to July 18$574
PHLMassachusettsJuly 10 to July 20$852
*Prices include taxes and fees

Best Dukes County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Fox Point Landing Residences
4.0-star property

Fox Point Landing Residences

Aug 25 - Aug 30

5 night stay

Jacksonville (JAX) to Providence (PVD)

American Airlines • Non-stop • Coach

Providence (PVD) to Jacksonville (JAX)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,387, price is now $1,021 per person
$1,021
per person
found 3 hours ago
Wayfinder Newport
4.0-star property

Wayfinder Newport

Aug 25 - Aug 30

5 night stay

Jacksonville (JAX) to Providence (PVD)

American Airlines • Non-stop • Coach

Providence (PVD) to Jacksonville (JAX)

Southwest Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,357, price is now $1,512 per person
$1,512
per person
found 3 hours ago
Vineyard Harbor Motel - Private Beach
2.5-star property

Vineyard Harbor Motel - Private Beach

Sep 1 - Sep 8

7 night stay

Chicago (ORD) to Vineyard Haven (MVY)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $1,909, price is now $1,231 per person
$1,231
per person
found 1 day ago
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Travelers ❤️ These Dukes County 🏨

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 in our reviews. Popular attractions Oak Bluffs Harbor and Inkwell Beach are located nearby.
9/10 Wonderful! (667 reviews)
"Great staff! Brianna and Spencer"

Reviewed on Jul 6, 2026

Opens in a new windowVineyard Harbor Motel - Private Beach
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 rooms in our reviews. Popular attractions Oak Bluffs Harbor and Inkwell Beach are located nearby.
9.4/10 Exceptional! (1,016 reviews)
"Easy check in and check out. Friendly staff. Clean facilities. Great location."

Reviewed on Jul 6, 2026

Opens in a new windowSummercamp
MV Surfside Hotel

MV Surfside Hotel

2.5 out of 5
7 Oak Bluffs Avenue Oak Bluffs MA
Stay at this hotel in Oak Bluffs. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Oak Bluffs Harbor and Inkwell Beach are located nearby.
8.8/10 Excellent! (860 reviews)
"Great experience. Friendly staff. Clean rooms and the hotel is close to literally everything. I’ll be back for sure."

Reviewed on Jul 4, 2026

Opens in a new windowMV Surfside Hotel
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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. Popular attractions Inkwell Beach and Oak Bluffs Harbor are located nearby.
9/10 Wonderful! (1,000 reviews)
"Bar workers were incredibly sweet. Any issues were clarified and worked out swiftly with the staff. Great stay!"

Reviewed on Jun 24, 2026

Opens in a new windowFaraway Martha's Vineyard
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.