Cheap Flights to Dennis Port from $119
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 $203 and $119 for one-way flights to Dennis Port for the period specified. Prices and availability are subject to change. Additional terms apply
SAN
San Diego Intl.
BOS
Logan Intl.
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | Boston | November 22 to November 23 | $235 |
| BOS | Provincetown | November 4 to November 5 | $240 |
| BOS | Massachusetts | January 21 to January 21 | $334 |
| BOS | Nantucket | January 18 to January 18 | $334 |
| FCO | Boston | January 9 to February 23 | $509 |
| FCO | Boston | January 9 to February 23 | $509 |
| LIN | Boston | November 4 to November 8 | $517 |
| JFK | Provincetown | November 19 to November 22 | $522 |
| BOS | Hyannis | November 5 to November 11 | $600 |
| DCA | Massachusetts | December 1 to December 8 | $652 |
| JFK | Massachusetts | January 7 to January 10 | $684 |
| JFK | Hyannis | December 17 to December 28 | $720 |
| JFK | Nantucket | November 26 to November 30 | $720 |
| ORD | Nantucket | December 4 to December 6 | $1,030 |
| ORD | Massachusetts | November 24 to December 1 | $1,065 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BOS | Hyannis | October 24 to October 24 | $322 |
| ORD | Boston | October 24 to October 27 | $387 |
| IAD | Boston | October 25 to October 26 | $392 |
| LGA | Boston | October 24 to October 30 | $498 |
| BOS | Massachusetts | October 24 to October 24 | $563 |
| BOS | Nantucket | October 25 to October 28 | $563 |
| JFK | Hyannis | October 24 to October 31 | $733 |
| JFK | Nantucket | October 25 to October 28 | $840 |
| JFK | Massachusetts | October 25 to October 28 | $889 |
| FCO | Boston | October 24 to November 1 | $1,028 |
| FCO | Boston | October 24 to November 1 | $1,028 |
| LIN | Boston | October 24 to November 4 | $1,067 |
| DCA | Massachusetts | October 24 to October 26 | $1,258 |
| SAT | Boston | October 25 to October 28 | $1,645 |
| BWI | Nantucket | October 25 to November 1 | $2,501 |
Dennis Port Flight Information
Traveling to | Dennis Port |
|---|---|
Lowest Price | $203 |
Number of Airlines Serving | |
Airlines Serving | Alaska Airlines, Southwest Airlines |
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
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 ...
9.6/10 Exceptional! (64 reviews)
"Completely updated older hotel. Everything was spotless. The room was nice with an excellent king size mattress. Very comfortable. Because it was older architecture the bathroom was pretty small. Small sink and standard size bathtub with shower. And there was no outlet in the bathroom. Apparently, ..."
Reviewed on Oct 20, 2026
Jonathan Edwards Motel
393 Main St Dennis Port MA
$94 nightly
The price is $108 total per night from Nov 11 to Nov 12
$108 total
Nov 11 - Nov 12
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. ...
7.4/10 Good! (110 reviews)
"Visited off season, but looks like the pool would be a draw. Excellent bed."
Reviewed on Oct 17, 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 ...
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
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 ...
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
$273 nightly
The price is $313 total per night from Oct 23 to Oct 24
$313 total
Oct 23 - Oct 24
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! (250 reviews)
"Wonderful stay. Enjoyed the beach. Great breakfast. Great staff. Seemed well run."
Reviewed on Oct 19, 2026
Jonathan Edwards Motel
393 Main St Dennis Port MA
$94 nightly
The price is $108 total per night from Nov 11 to Nov 12
$108 total
Nov 11 - Nov 12
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. ...
7.4/10 Good! (110 reviews)
"Visited off season, but looks like the pool would be a draw. Excellent bed."
Reviewed on Oct 17, 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 ...
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
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 ...
9.6/10 Exceptional! (64 reviews)
"Completely updated older hotel. Everything was spotless. The room was nice with an excellent king size mattress. Very comfortable. Because it was older architecture the bathroom was pretty small. Small sink and standard size bathtub with shower. And there was no outlet in the bathroom. Apparently, ..."
Reviewed on Oct 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.
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 ...
Families like: Outdoor pool, miniature golf, game room, babysitting
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 Cliff Metcalf Memorial Beach and ...
8.8/10 Excellent! (405 reviews)
"Everything at this hotel is what I want in a beachside resort. Easy access to the beach, outdoor pool, inside pool and outside hot tub. Kitchenette and fireplace. This was my 3rd stay and I will be back."
Reviewed on Oct 7, 2026
The Corsair & Cross Rip Oceanfront Resort
41 Chase Ave Dennis Port MA
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 ...
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
$273 nightly
The price is $313 total per night from Oct 23 to Oct 24
$313 total
Oct 23 - Oct 24
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! (250 reviews)
"Wonderful stay. Enjoyed the beach. Great breakfast. Great staff. Seemed well run."
Reviewed on Oct 19, 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.
Dennis Port flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Need a Car For After Your Flight?
Standard SUV
East Boston, Massachusetts, USA
$52
$171 total
found 2 days ago
Economy
East Boston, Massachusetts, USA
$56
$246 total
found 2 days ago
Compact
East Boston, Massachusetts, USA
$56
$246 total
found 2 days ago
Midsize SUV
East Boston, Massachusetts, USA
$56
$181 total
found 2 days ago
Lowest prices found within the past 2 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!
Explore More Ways to Travel with Travelocity
- Margaritaville Resort Cape Cod
- Hyannis Harbor Hotel
- Cape Cod Irish Village
- Hotels in Hyannis
- Hotels in Mashpee
- Hotels near Mayflower Beach
- Hotels in Nantucket
- Sea Crest Beach Resort
- Hotels in Oak Bluffs
- Hotels in Orleans
- Hotel 1620 Plymouth Harbor
- Hotels in Plymouth
- Hotels in Provincetown
- The Dan'l Webster Inn and Spa
- All Seasons Resort Trademark Collection by Wyndham
- Ambassador Inn & Suites
- Beach in South Yarmouth
- Blue Water Resort
- Ocean Club on Smuggler's Beach
- Ocean Mist Beach Hotel & Suites
- Red Jacket Beach Resort
- Riviera Beach Resort
- Hotels in South Yarmouth
- Lighthouse Inn
- Hotels in West Dennis
- Hotels in West Harwich
- Bayside Resort Hotel
- Cape Sands Inn
- Freebird Motor Lodge by Reverie Boutique Collection
- The Cove at Yarmouth by Westgate Resorts
- Uncommoner Hotel by Reverie Boutique Collection
- Hotels in West Yarmouth
- Hotels in Harwich
- Wequassett Resort and Golf Club
- Hotels in Falmouth
- AutoCamp Cape Cod
- Hotels in Edgartown
- Hotels in Eastham
- Nauset Beach Inn
- Hotels in Dennis Port
- Pelham House Resort
- Holiday Hill Inn & Suites
- Edgewater Beach Resort
- Beach in Dennis Port
- Cottages in Dennis Port
- Hotels in Dennis
- Hotels in Chatham
- Chatham Bars Inn
- Hotels near Cape Codder Water Park
- Resorts in Cape Cod
- Motels in Cape Cod
- Hotels near Cape Cod Inflatable Park
- Romantic in Cape Cod
- Pet Friendly in Cape Cod
- Hot Tub in Cape Cod
- Family Friendly in Cape Cod
- Budget in Cape Cod
- Beach in Cape Cod
- All-Inclusive in Cape Cod
- Bedandbreakfast in Cape Cod
- Hotels in Brewster
- The Villages at Ocean Edge
- The Mansion at Ocean Edge
- Flights to Woods Hole
- Flights to West Yarmouth
- Flights to Wellfleet
- Flights to Truro
- Flights to South Dartmouth
- Flights to Sandwich
- Flights to Provincetown
- Flights to Plymouth
- Flights to Oak Bluffs
- Flights to Norwell
- Flights to New Bedford
- Flights to Nantucket
- Flights to Nantucket Island
- Flights to Middleborough
- Flights to Mashpee
- Flights to Martha's Vineyard
- Flights to Hyannis
- Flights to Harwich
- Flights to Falmouth
- Flights to Fall River
- Flights to Edgartown
- Flights to East Sandwich
- Flights to East Falmouth
- Flights to Chatham
- Flights to Chappaquiddick Island
- Flights to Cape Cod
- Flights to Buzzards Bay
- Flights to Brockton
- Flights to Brewster
- Flights to Barnstable