Flights To Dukes County - Cheap Flights Starting at CA $185

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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.

Mon, Sep 14 - Thu, Sep 17
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
CA $363 Roundtrip, found 4 days ago
CA $363
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Sep 14 from John F. Kennedy Intl. to Nantucket Memorial, returning Thu, Sep 17, priced at CA $363 found 4 days ago
Mon, Sep 14 - Thu, Sep 17
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
CA $371 Roundtrip, found 4 days ago
CA $371
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Sep 14 from John F. Kennedy Intl. to Nantucket Memorial, returning Thu, Sep 17, priced at CA $371 found 4 days ago
Mon, Sep 14 - Thu, Sep 17
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
CA $380 Roundtrip, found 4 days ago
CA $380
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Sep 14 from John F. Kennedy Intl. to Nantucket Memorial, returning Thu, Sep 17, priced at CA $380 found 4 days ago
Wed, Sep 2 - Sat, Sep 5
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
CA $383 Roundtrip, found 6 days ago
CA $383
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Sep 2 from John F. Kennedy Intl. to Nantucket Memorial, returning Sat, Sep 5, priced at CA $383 found 6 days ago
Wed, Sep 2 - Sat, Sep 5
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
CA $384 Roundtrip, found 6 days ago
CA $384
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Sep 2 from John F. Kennedy Intl. to Nantucket Memorial, returning Sat, Sep 5, priced at CA $384 found 6 days ago
Sat, Oct 3 - Sat, Oct 10
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
CA $389 Roundtrip, found 4 days ago
CA $389
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Oct 3 from John F. Kennedy Intl. to Martha's Vineyard, returning Sat, Oct 10, priced at CA $389 found 4 days ago
Sat, Sep 26 - Wed, Sep 30
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
CA $391 Roundtrip, found 4 days ago
CA $391
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Sep 26 from John F. Kennedy Intl. to Martha's Vineyard, returning Wed, Sep 30, priced at CA $391 found 4 days ago
Sat, Sep 5 - Sun, Sep 6
JFK
John F. Kennedy Intl.
ACK
Nantucket Memorial
CA $392 Roundtrip, found 5 days ago
CA $392
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Sep 5 from John F. Kennedy Intl. to Nantucket Memorial, returning Sun, Sep 6, priced at CA $392 found 5 days ago
Sat, Sep 19 - Tue, Sep 22
YYZ
Pearson Intl.
PVD
T.F. Green
CA $445 Roundtrip, found 19 hours ago
CA $445
Roundtrip
found 19 hours ago
Select Delta flight, departing Sat, Sep 19 from Pearson Intl. to T.F. Green, returning Tue, Sep 22, priced at CA $445 found 19 hours ago
Sat, Sep 19 - Tue, Sep 22
YYZ
Pearson Intl.
PVD
T.F. Green
CA $445 Roundtrip, found 19 hours ago
CA $445
Roundtrip
found 19 hours ago
Select United flight, departing Sat, Sep 19 from Pearson Intl. to T.F. Green, returning Tue, Sep 22, priced at CA $445 found 19 hours ago
Wed, Aug 26 - Sat, Aug 29
YYZ
Pearson Intl.
ACK
Nantucket Memorial
CA $970 Roundtrip, found 4 days ago
CA $970
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Aug 26 from Pearson Intl. to Nantucket Memorial, returning Sat, Aug 29, priced at CA $970 found 4 days ago
OriginDestinationTravel datesFlights from*
BOSNantucketSeptember 6 to September 8CA $347
JFKNantucketSeptember 14 to September 17CA $363
PHLNantucketSeptember 21 to September 25CA $374
JFKMassachusettsSeptember 26 to September 30CA $391
JFKWarwickSeptember 5 to September 7CA $398
BOSWarwickOctober 20 to October 24CA $410
IAHWarwickNovember 13 to November 16CA $419
BOSMassachusettsSeptember 26 to October 1CA $436
SEANantucketSeptember 25 to October 3CA $561
DENWarwickSeptember 24 to October 2CA $747
JFKHyannisSeptember 16 to September 17CA $764
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSNantucketAugust 30 to September 8CA $474
LGANantucketAugust 30 to September 2CA $499
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Courtyard Resort
2.0-star property

Courtyard Resort

Aug 31 - Sep 3

3 night stay

Toronto (YYZ) to Hyannis (HYA)

Porter Airlines • Roundtrip • Coach
Price was CA $959, price is now CA $858 per person
CA $858
per person
found 1 day ago
Margaritaville Resort Cape Cod
4.0-star property

Margaritaville Resort Cape Cod

Aug 27 - Sep 1

5 night stay

Toronto (YYZ) to Hyannis (HYA)

Porter Airlines • Roundtrip • Coach
Price was CA $1,670, price is now CA $1,394 per person
CA $1,394
per person
found 1 day ago
Anchor In Distinctive Waterfront Lodging
3.0-star property

Anchor In Distinctive Waterfront Lodging

Aug 27 - Sep 1

5 night stay

Toronto (YYZ) to Hyannis (HYA)

Porter Airlines • Roundtrip • Coach
Price was CA $2,312, price is now CA $2,056 per person
CA $2,056
per person
found 1 day ago
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Travelers ❤️ These Dukes County 🏨

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 Inkwell Beach and Cottage Museum are located nearby.
9.4/10 Exceptional! (1,002 reviews)
"Beautiful"

Reviewed on Aug 22, 2026

Opens in a new windowSummercamp
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! (755 reviews)
"Great little private beach, that is within walking distance to local restaurants. Comfortable bed, with microwave and refrigerator. Our room was decent size, but the bathroom was a bit small. The bathroom was probably the worst part of our stay, but I can easily overlook that by the great view from ..."

Reviewed on Aug 22, 2026

Opens in a new windowVineyard 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 attractions Inkwell Beach and Edgartown Lighthouse are located nearby.
8.8/10 Excellent! (1,003 reviews)
"My stay at the Harbor View Hotel was outstanding , from the room, food, staff And ambiance. I certainly will stay again, a little pricy, but I would stay! Elizabeth Haley"

Reviewed on Aug 21, 2026

Opens in a new windowHarbor View 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! (1,002 reviews)
"I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d ..."

Reviewed on Aug 20, 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.