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$304+ Cheap flights from Cape Cod and the Islands to Portland (PDX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
ACK — PDX
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheap flight deals from Cape Cod and the Islands to Portland

Keep the following information in mind while searching for Cape Cod and the Islands to Portland flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$712
(Cheapflightsfares)

One-way from

$304
(Cheapflightsfares)

Popular in

December

Cheapest in

May

Average price

$417
Provider with most accurate pricing for Boston Logan Intl-Portland flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Portland flights.
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From Cape Cod and the Islands to Portland
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One-way flight from Cape Cod and the Islands to Portland
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Highest demand for flights based on searches. 9% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Cape Cod and the Islands to Portland

Cheapest flights from Cape Cod and the Islands to Portland
Explore the most affordable flight options available from Cape Cod and the Islands to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/122:00 pmEWB - PDX
2 stops12h 54mMultiple Airlines
Sun 12/147:04 amPDX - EWB
2 stops9h 14mMultiple Airlines
Deal found 11/2$820
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/52:00 pmEWB - PDX
2 stops12h 54mMultiple Airlines
Sun 12/77:04 amPDX - EWB
2 stops9h 14mMultiple Airlines
Deal found 11/1$859
This Expedia deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/172:30 pmHYA - PDX
1 stop8h 37mMultiple Airlines
Fri 11/219:30 pmPDX - HYA
1 stop13h 30mMultiple Airlines
Deal found 11/2$874
This Cheapflightsfares deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/112:00 pmEWB - PDX
2 stops12h 54mMultiple Airlines
Fri 12/266:14 amPDX - EWB
2 stops10h 01mMultiple Airlines
Deal found 11/2$885
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:00 pmEWB - PDX
2 stops12h 33mMultiple Airlines
Tue 11/186:00 amPDX - EWB
2 stops10h 15mMultiple Airlines
Deal found 11/1$910
This Cheapflightsfares deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/12:00 pmEWB - PDX
2 stops12h 33mMultiple Airlines
Sat 11/86:00 amPDX - EWB
2 stops10h 15mMultiple Airlines
Deal found 10/31$1,009
This Cheapflightsfares deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/62:00 pmEWB - PDX
2 stops12h 33mMultiple Airlines
Sat 11/86:00 amPDX - EWB
2 stops10h 15mMultiple Airlines
Deal found 11/2$1,108
This Cheapflightsfares deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/32:00 pmEWB - PDX
2 stops12h 33mMultiple Airlines
Tue 11/46:00 amPDX - EWB
2 stops10h 15mMultiple Airlines
Deal found 11/2$1,137
This Cheapflightsfares deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/72:00 pmEWB - PDX
2 stops12h 33mMultiple Airlines
Sun 11/96:00 amPDX - EWB
2 stops10h 15mMultiple Airlines
Deal found 11/1$1,246
This Cheapflightsfares deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/172:00 pmEWB - PDX
2 stops12h 33mMultiple Airlines
Fri 11/216:30 amPDX - EWB
2 stops9h 45mMultiple Airlines
Deal found 11/2$1,289
This Cheapflightsfares deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/222:00 pmEWB - PDX
2 stops12h 59mMultiple Airlines
Fri 11/286:30 amPDX - EWB
2 stops9h 45mMultiple Airlines
Deal found 11/2$1,333

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cape Cod and the Islands to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Cape Cod and the Islands to Portland that are best for you.

Fly from

Cape Cod and the Islands

Fly to

Portland

Route

Depart

Return

Price

New BedfordPortland

EWB - PDX

EWBPDX

New Bedford Regional

Mon 3/23

2:00 pm-11:44 pm

2 stops12h 44m

Portland

Wed 4/15

6:00 am-7:15 pm

2 stops10h 15m

$712

New BedfordPortland

EWB - PDX

EWBPDX

New Bedford Regional

Tue 11/18

2:00 pm-8:07 pm

1 stop9h 07m

Portland

Sat 11/22

9:30 pm-1:35 pm

1 stop13h 05m

$734

New BedfordPortland

EWB - PDX

EWBPDX

New Bedford Regional

Fri 12/12

2:00 pm-11:54 pm

2 stops12h 54m

Portland

Sun 12/14

7:04 am-7:18 pm

2 stops9h 14m

$820

New BedfordPortland

EWB - PDX

EWBPDX

New Bedford Regional

Mon 3/23

2:00 pm-11:44 pm

2 stops12h 44m

Portland

Mon 3/30

6:00 am-7:15 pm

2 stops10h 15m

$855

HyannisPortland

HYA - PDX

HYAPDX

Hyannis Barnstable

Mon 11/17

2:30 pm-8:07 pm

1 stop8h 37m

Portland

Fri 11/21

9:30 pm-2:00 pm

1 stop13h 30m

$874

New BedfordPortland

EWB - PDX

EWBPDX

New Bedford Regional

Thu 12/11

2:00 pm-11:54 pm

2 stops12h 54m

Portland

Fri 12/26

6:14 am-7:15 pm

2 stops10h 01m

$885

New BedfordPortland

EWB - PDX

EWBPDX

New Bedford Regional

Mon 12/15

2:00 pm-11:54 pm

2 stops12h 54m

Portland

Sun 1/11

7:00 am-7:18 pm

2 stops9h 18m

$958

New BedfordPortland

EWB - PDX

EWBPDX

New Bedford Regional

Mon 11/17

2:00 pm-11:33 pm

2 stops12h 33m

Portland

Thu 11/20

6:00 am-7:15 pm

2 stops10h 15m

$1,101

New BedfordPortland

EWB - PDX

EWBPDX

New Bedford Regional

Mon 11/17

2:00 pm-11:33 pm

2 stops12h 33m

Portland

Fri 11/21

6:30 am-7:15 pm

2 stops9h 45m

$1,289

New BedfordPortland

EWB - PDX

EWBPDX

New Bedford Regional

Sat 11/22

2:00 pm-11:59 pm

2 stops12h 59m

Portland

Fri 11/28

6:30 am-7:15 pm

2 stops9h 45m

$1,333

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 19 results
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Best time to book a flight from Cape Cod and the Islands to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Cape Cod and the Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Cape Cod and the Islands to Portland
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Cape Cod and the Islands to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Cape Cod and the Islands?

    Most people fly into Portland (PDX) if they book a flight to Portland from Cape Cod and the Islands. Portland is conveniently located just 6.0 mi from Portland’s city center.

  • What are the most popular routes from Cape Cod and the Islands to Portland?

    When deciding which route to take from Cape Cod and the Islands to Portland consider New Bedford Regional - Portland, Hyannis Barnstable - Portland or West Tisbury Martha's Vineyard - Portland as they are the most popular.

  • Can I find deals for flights from Cape Cod and the Islands to Portland that include hotel bookings?

    Yes. In addition to deals on Cape Cod and the Islands to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cape Cod and the Islands to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cape Cod and the Islands to Portland.

  • Can I find deals for business class flights from Cape Cod and the Islands to Portland?

    Yes. Cheapflights offers flight deals from Cape Cod and the Islands to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Clackamas
Lincoln City
Lake Oswego
Beaverton
McMinnville
Hillsboro
Cannon Beach
Long Beach
Longview
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Pacific City
Gresham
Tillamook
Troutdale

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