Cheap Flights to Dennis Port from $59
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How Much Does it Cost To Fly To Dennis Port?
The cheapest prices found with in the last 7 days for return flights were $167 and $59 for one-way flights to Dennis Port for the period specified. Prices and availability are subject to change. Additional terms apply
DTW
Detroit Metropolitan Wayne County
ACK
Nantucket Memorial
$182 Roundtrip, found 3 hours ago
$182
Roundtrip
found 3 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ORD | Boston | July 22 to July 22 | $167 |
| DCA | Massachusetts | August 20 to August 26 | $176 |
| BOS | Massachusetts | August 27 to August 30 | $187 |
| JFK | Nantucket | August 5 to August 12 | $197 |
| JFK | Massachusetts | August 11 to August 11 | $231 |
| BOS | Provincetown | June 21 to June 25 | $245 |
| BOS | Hyannis | June 21 to June 25 | $275 |
| MLU | Boston | July 14 to July 18 | $423 |
| JFK | Provincetown | June 15 to June 19 | $466 |
| MXP | Boston | June 12 to June 21 | $520 |
| FCO | Boston | September 5 to October 4 | $536 |
| FCO | Boston | September 5 to October 4 | $536 |
| SAT | Massachusetts | September 3 to September 7 | $620 |
| IAD | Provincetown | June 15 to June 22 | $685 |
| SAT | Hyannis | July 1 to July 15 | $837 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DCA | Massachusetts | June 14 to June 18 | $258 |
| BOS | Provincetown | June 14 to June 23 | $262 |
| JFK | Boston | June 13 to June 15 | $267 |
| ORD | Boston | June 12 to June 14 | $274 |
| JFK | Nantucket | June 12 to June 12 | $307 |
| BOS | Hyannis | June 14 to June 15 | $307 |
| BOS | Nantucket | June 14 to June 30 | $322 |
| LGA | Hyannis | June 14 to June 17 | $505 |
| MXP | Boston | June 12 to June 21 | $520 |
| JFK | Massachusetts | June 12 to June 17 | $593 |
| JFK | Provincetown | June 12 to June 12 | $645 |
| BOS | Massachusetts | June 14 to June 16 | $646 |
| FCO | Boston | June 14 to June 18 | $734 |
| FCO | Boston | June 14 to June 18 | $734 |
| ORD | Hyannis | June 12 to June 15 | $756 |
Dennis Port Flight Information
Traveling to | Dennis Port |
|---|---|
Lowest Price | $167 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, JetBlue Airways |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Dennis Port Accommodation Deals
Dennis Port Surf Club (Boutique Hotel)
329 Main Street Dennis Port MA
$127 nightly
The price is $146 total per night from Jun 8 to Jun 9
$146 total
Jun 8 - Jun 9
Total with taxes and fees
Book a stay at this golf motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cape Cod Theatre Company – Home of the ...
10/10 Exceptional! (4 reviews)
"Amazing property / great location / completly renovated and amazing staff"
Reviewed on May 31, 2026
Jonathan Edwards Motel
393 Main St Dennis Port MA
$143 nightly
The price is $164 total per night from Jun 7 to Jun 8
$164 total
Jun 7 - Jun 8
Total with taxes and fees
Stay at this hotel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cape Cod Theatre Company – Home of the Harwich Jr. ...
6.8/10 (53 reviews)
"Staff was helpful and polite. Room was basic needs."
Reviewed on May 25, 2026
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
$104 nightly
The price is $118 total per night from Jun 9 to Jun 10
$118 total
Jun 9 - Jun 10
Total with taxes and fees
Book a stay at this family-friendly motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (963 reviews)
"Convenience of location and nice accommodations. Clean. Great pool!"
Reviewed on Jun 1, 2026
Save an average of 15% on thousands of hotels when you're signed in
Cutty Sark Motor Lodge
396 Old Wharf Road Dennis Port MA
$139 nightly
The price is $159 total per night from Jun 7 to Jun 8
$159 total
Jun 7 - Jun 8
Total with taxes and fees
Stay at this motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Sea Street Beach and Cape Cod Theatre Company – Home ...
9/10 Wonderful! (193 reviews)
"We really enjoyed this stay! We liked the area and it was walkable to some restaurants, bars and the beach! It is right down the street from a small, private beach and longer ways to a more public, larger beach. The staff were very friendly, place was maintained and clean- not super updated but not ..."
Reviewed on Oct 17, 2025
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.
Luxury Hotels in Dennis Port
By the Sea Guests Bed & Breakfast & Suites
57 Chase Avenue & Inman Road Extension Dennis Port MA
$248 nightly
The price is $284 total per night from Jun 10 to Jun 11
$284 total
Jun 10 - Jun 11
Total with taxes and fees
Book a stay at this beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Pleasant Road ...
9.2/10 Wonderful! (188 reviews)
"Yes"
Reviewed on Jun 4, 2026
Jonathan Edwards Motel
393 Main St Dennis Port MA
$143 nightly
The price is $164 total per night from Jun 7 to Jun 8
$164 total
Jun 7 - Jun 8
Total with taxes and fees
Stay at this hotel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cape Cod Theatre Company – Home of the Harwich Jr. ...
6.8/10 (53 reviews)
"Staff was helpful and polite. Room was basic needs."
Reviewed on May 25, 2026
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
$104 nightly
The price is $118 total per night from Jun 9 to Jun 10
$118 total
Jun 9 - Jun 10
Total with taxes and fees
Book a stay at this family-friendly motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (963 reviews)
"Convenience of location and nice accommodations. Clean. Great pool!"
Reviewed on Jun 1, 2026
Save an average of 15% on thousands of hotels when you're signed in
Dennis Port Surf Club (Boutique Hotel)
329 Main Street Dennis Port MA
$127 nightly
The price is $146 total per night from Jun 8 to Jun 9
$146 total
Jun 8 - Jun 9
Total with taxes and fees
Book a stay at this golf motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cape Cod Theatre Company – Home of the ...
10/10 Exceptional! (4 reviews)
"Amazing property / great location / completly renovated and amazing staff"
Reviewed on May 31, 2026
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.
Family Friendly Hotels in Dennis Port
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
$104 nightly
The price is $118 total per night from Jun 9 to Jun 10
$118 total
Jun 9 - Jun 10
Total with taxes and fees
Book a stay at this family-friendly motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (963 reviews)
Families like: Outdoor pool, miniature golf, game room, babysitting
Travelers say...
"Convenience of location and nice accommodations. Clean. Great pool!"
Reviewed on Jun 1, 2026
Bluegreen Vacations The Soundings, an Ascend Collection Resort
79 Chase Avenue Dennis Port MA
Book a stay at this beach aparthotel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Pleasant Road Beach and Cape Cod ...
8.8/10 Excellent! (386 reviews)
"We had a wonderful couple of days of family fun and relaxation. Olivia was super accommodating at check in, and even checked in on us a couple of times throughout our stay via text message to see if there was anything we needed. What a nice touch. Plenty to do in and around Dennis and just about ..."
Reviewed on Jun 4, 2026
The Corsair & Cross Rip Oceanfront Resort
41 Chase Ave Dennis Port MA
$144 nightly
The price is $163 total per night from Jun 8 to Jun 9
$163 total
Jun 8 - Jun 9
Total with taxes and fees
Book a stay at this beach hotel in Dennis Port. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Sea Street Beach and Cape Cod Theatre ...
8.6/10 Excellent! (233 reviews)
"Sapphire, Jason, and Leah all made me feel so welcome with my stay! They were working hard to take the Cross Rip from hibernation to open for summer Cape travel. My room smelled a little musty, like low tide, but nothing to complain about. I just opened my balcony door to air the room out. It was ..."
Reviewed on May 28, 2026
Save an average of 15% on thousands of hotels when you're signed in
By the Sea Guests Bed & Breakfast & Suites
57 Chase Avenue & Inman Road Extension Dennis Port MA
$248 nightly
The price is $284 total per night from Jun 10 to Jun 11
$284 total
Jun 10 - Jun 11
Total with taxes and fees
Book a stay at this beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Pleasant Road ...
9.2/10 Wonderful! (188 reviews)
"Yes"
Reviewed on Jun 4, 2026
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.
Best Dennis Port Flight and Hotel Packages
Dennis Port flight + hotel packages - economy flights
Price found within the past 48 hours. Click for updated prices.
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See all available trips from Cleveland to Dennis Port
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View all tripsNeed a Car For After Your Flight?
Special
East Boston, Massachusetts, USA
$35
$121 total
found 4 days ago
Standard
East Boston, Massachusetts, USA
$43
$140 total
found 3 days ago
Compact
East Boston, Massachusetts, USA
$45
$146 total
found 3 days ago
Midsize
East Boston, Massachusetts, USA
$45
$146 total
found 3 days ago
Lowest prices found within the past 4 days. Prices and availability subject to change. Additional terms may apply.
Plane Tickets To Dennis Port
Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Dennis Port. Browse through our inventory to explore a wide range of cheap flights to Dennis Port to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Dennis Port as you anxiously await to exit the plane and explore what Dennis Port has to offer. Considering all the amazing local food and culture in Dennis Port, we won't hold this against you.
When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Dennis Port to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Dennis Port without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Dennis Port with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Dennis Port today!
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