Cheap Flights to Dennis Port from $34
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
How Much Does it Cost To Fly To Dennis Port?
The cheapest prices found with in the last 7 days for return flights were $137 and $34 for one-way flights to Dennis Port for the period specified. Prices and availability are subject to change. Additional terms apply
DCA
Ronald Reagan Washington National
ACK
Nantucket Memorial
$156 Roundtrip, found 4 days ago
$156
Roundtrip
found 4 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ORD | Boston | May 16 to May 19 | $137 |
| BOS | Nantucket | June 7 to June 11 | $167 |
| BOS | Hyannis | March 19 to March 25 | $222 |
| JFK | Nantucket | June 9 to June 30 | $263 |
| BOS | Massachusetts | March 27 to March 31 | $353 |
| FCO | Boston | May 18 to May 25 | $370 |
| MXP | Boston | May 18 to May 25 | $380 |
| JFK | Hyannis | March 17 to March 22 | $430 |
| BOS | Provincetown | May 14 to May 20 | $461 |
| JFK | Massachusetts | March 24 to March 27 | $564 |
| JFK | Provincetown | May 14 to May 17 | $666 |
| ORD | Massachusetts | April 17 to April 19 | $844 |
| SWF | Portsmouth | March 13 to March 15 | $847 |
| DCA | Provincetown | May 22 to May 25 | $1,118 |
| ORD | Provincetown | May 28 to June 1 | $1,175 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Boston | March 15 to March 19 | $230 |
| IAD | Boston | March 15 to March 16 | $241 |
| BOS | Hyannis | March 14 to March 18 | $247 |
| ORD | Boston | March 13 to March 18 | $267 |
| BOS | Nantucket | March 14 to March 15 | $309 |
| BOS | Massachusetts | March 14 to March 15 | $391 |
| JFK | Massachusetts | March 15 to March 22 | $569 |
| JFK | Nantucket | March 14 to March 15 | $609 |
| SAT | Boston | March 15 to March 17 | $728 |
| LIN | Boston | March 15 to March 30 | $755 |
| FCO | Boston | March 15 to March 22 | $760 |
| FCO | Boston | March 15 to March 22 | $760 |
| ORD | Nantucket | March 14 to April 14 | $780 |
| SWF | Portsmouth | March 13 to March 15 | $847 |
| JFK | Hyannis | March 15 to March 19 | $1,170 |
Dennis Port Flight Information
Traveling to | Dennis Port |
|---|---|
Lowest Price | $137 |
Number of Airlines Serving | |
Airlines Serving | Frontier Airlines, JetBlue Airways, Delta |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Dennis Port Accommodation Deals
Oceanside Motel
329 Main Street Dennis Port MA
Stay at this motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cape Cod Theatre Company – Home of the Harwich Jr. ...
6.4/10 (598 reviews)
Property is not taken properly care of, old peeling paint everywhere, including windows, bathtub, doors; bathroom/bathroom door is dirty. Disappointing experience.
Reviewed on Sep 7, 2025
Jonathan Edwards Motel
393 Main St Dennis Port MA
$98 nightly
The price is $113 total per night from Mar 29 to Mar 30
$113 total
Mar 29 - Mar 30
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. ...
6.6/10 (47 reviews)
Room was clean and staff was very helpful.
Reviewed on Jan 3, 2026
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
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! (956 reviews)
the shuttle stops running at 10pm which is a drag. Why not midnight. I called. When i arrived in my uber someone else was calling the front desk about the same thing.
Reviewed on Dec 12, 2025
Save an average of 15% on thousands of hotels when you're signed in
Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort
61 Chase Ave Dennis Port MA
Book a stay at this beach hotel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Sea Street Beach and Pleasant Road Beach ...
8.6/10 Excellent! (309 reviews)
The resort itself is very nice. Private beach, hot tub and pool were very well maintained. The unit that we were given did not at all match the pictures on the website. We had booked a one bedroom suite. The unit given was on two levels with a spiral staircase. The bedroom was upstairs. The bathroom ...
Reviewed on Feb 20, 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.
Luxury Hotels in Dennis Port
By the Sea Guests Bed & Breakfast & Suites
57 Chase Avenue & Inman Road Extension Dennis Port MA
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! (185 reviews)
.
Reviewed on Oct 16, 2025
Jonathan Edwards Motel
393 Main St Dennis Port MA
$98 nightly
The price is $113 total per night from Mar 29 to Mar 30
$113 total
Mar 29 - Mar 30
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. ...
6.6/10 (47 reviews)
Room was clean and staff was very helpful.
Reviewed on Jan 3, 2026
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
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! (956 reviews)
the shuttle stops running at 10pm which is a drag. Why not midnight. I called. When i arrived in my uber someone else was calling the front desk about the same thing.
Reviewed on Dec 12, 2025
Save an average of 15% on thousands of hotels when you're signed in
Oceanside Motel
329 Main Street Dennis Port MA
Stay at this motel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cape Cod Theatre Company – Home of the Harwich Jr. ...
6.4/10 (598 reviews)
Property is not taken properly care of, old peeling paint everywhere, including windows, bathtub, doors; bathroom/bathroom door is dirty. Disappointing experience.
Reviewed on Sep 7, 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.
Family Friendly Hotels in Dennis Port
Holiday Hill Inn & Suites
352 Main Street Dennis Port MA
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! (956 reviews)
Families like: Outdoor pool, miniature golf, game room, babysitting
Travelers say...
the shuttle stops running at 10pm which is a drag. Why not midnight. I called. When i arrived in my uber someone else was calling the front desk about the same thing.
Reviewed on Dec 12, 2025
Bluegreen Vacations The Soundings, an Ascend Collection Resort
79 Chase Avenue Dennis Port MA
Book a stay at this beach hotel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Pleasant Road Beach and Cape Cod Theatre ...
8.8/10 Excellent! (364 reviews)
the room, pool, hot tub, and staff were amazing.
Reviewed on Feb 17, 2026
By the Sea Guests Bed & Breakfast & Suites
57 Chase Avenue & Inman Road Extension Dennis Port MA
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! (185 reviews)
.
Reviewed on Oct 16, 2025
Save an average of 15% on thousands of hotels when you're signed in
Bluegreen Vacations The Breakers Resort, an Ascend Collection Resort
61 Chase Ave Dennis Port MA
Book a stay at this beach hotel in Dennis Port. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Sea Street Beach and Pleasant Road Beach ...
8.6/10 Excellent! (309 reviews)
The resort itself is very nice. Private beach, hot tub and pool were very well maintained. The unit that we were given did not at all match the pictures on the website. We had booked a one bedroom suite. The unit given was on two levels with a spiral staircase. The bedroom was upstairs. The bathroom ...
Reviewed on Feb 20, 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.
Dennis Port flight + hotel packages - premium economy flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Special
East Boston, Massachusetts, USA
$27
$98 total
found 11 hours ago
Economy Special
Boston, Massachusetts, USA
$28
$101 total
found 11 hours ago
Compact
Boston, Massachusetts, USA
$29
$105 total
found 11 hours ago
Midsize
Boston, Massachusetts, USA
$29
$105 total
found 11 hours ago
Lowest prices found within the past 11 hours. 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!
Explore More Ways to Travel with Travelocity
- Hotels near Cape Cod Lavender Farm
- Cottages in South Yarmouth
- Beach Resorts & in South Yarmouth
- 3 Star Hotels in Harwich Port
- B&B in Harwich Port
- Condos in Harwich Port
- Cottages in Harwich Port
- Hostels in Harwich Port
- Beach Resorts & in Harwich Port
- Best Western Hotels in Harwich Port
- Kid Friendly Hotels in Harwich Port
- Hotels with Bar in Harwich Port
- Hotels with smoking rooms in Harwich Port
- Pet Friendly Hotels in Harwich Port
- Hotel Wedding Venues Hotels in Harwich Port
- Harwich Port Hotels
- Inns in Harwich Port
- Motels in Harwich Port
- Vacation Homes in Harwich Port
- 4 Star Hotels in Harwich
- Cottages in Harwich
- Extended Stay Hotels in Harwich
- Hotels with Balconies in Harwich
- Hotels with Bar in Harwich
- Luxury Hotels in Harwich
- Romantic Getaways & Hotels in Harwich
- Spa Resorts & in Harwich
- Hotel Wedding Venues Hotels in Harwich
- Harwich Hotels
- Resorts in Harwich
- Hotels near Pleasant Road Beach
- 5 Star Hotels in West Dennis
- Cottages in West Dennis
- Extended Stay Hotels in West Dennis
- Guest Houses in West Dennis
- Beach Resorts & in West Dennis
- Historic Hotels in West Dennis
- Hotels with Bar in West Dennis
- Hotels with Free Parking in West Dennis
- Pet Friendly Hotels in West Dennis
- West Dennis Hotels
- Motels in West Dennis
- Vacation Homes in West Dennis
- Apartments in West Harwich
- Cottages in West Harwich
- Extended Stay Hotels in West Harwich
- Kid Friendly Hotels in West Harwich
- Hotels with Pools in West Harwich
- West Harwich Hotels
- Inns in West Harwich
- Hotels near Cultural Center of Cape Cod
- Hotels near Bass River Golf Course
- Hotels near Allen Harbor Marina
- Hotels near Harwich Port
- Hotels near Cape Cod Theatre Company – Home of the Harwich Jr. Theatre
- Hotels near Cape Cod Rail Trail
- Hotels near Werner Schmidt Observatory
- Hotels near Cape Cod Baseball & Bumper Boats
- Hotels near Sea Street Beach
- Hotels near Bank Street Beach
- Flights to Boston
- Flights from New York to Harwich Port
- Flights to Oak Bluffs
- Flights to Harwich
- Flights to Falmouth
- Flights to Bourne
- Flights to West Dennis
- Flights to Chappaquiddick Island
- Flights to Mashpee
- Flights to Wellfleet
- Flights to East Falmouth
- Flights to West Yarmouth
- Flights to Provincetown
- Flights to North Falmouth
- Flights to Fairhaven
- Flights to Barnstable
- Flights to Sandwich
- Flights to Buzzards Bay
- Flights to Cape Cod
- Flights to Martha's Vineyard
- Flights to Brewster
- Flights to West Barnstable
- Flights to Hyannis
- Flights to Chatham
- Flights to Nantucket
- Flights to Truro
- Flights to East Sandwich
- Flights to Edgartown
- Flights to Nantucket Island
- Flights to Woods Hole
- Flights to Plymouth