R2 033+ Cheap flights from Portland, Maine

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 31/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
PWM — CPT
Nov 17 — Nov 241
1 adult
1 adult, Economy

What to know about flights from Portland

Discover essential information about flights departing from Portland, including flight schedules, destinations, airlines operating at the Portland airport, and any specific guidelines or requirements for travellers. Please note that the information is based on the most recent updates available. Data last updated 18 October 2025.

Cheapest airline

British Airways

Good one-way deal

R3 690 or less
On average, British Airways currently has the cheapest one-way flight from Portland (avg. price of R20 570).
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Price to beat on a one-way flight from Portland.
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Find flights from Portland

Enter your travel dates to find the best prices.

Cheapest flights from Portland
Explore the most affordable flight options available from Portland. Find the lowest fares based on data from user searches, with prices last updated on 18 October 2025.

Sun 30/1115:28PWM - CPT
2 stops37h 42mAmerican Airlines
Sun 7/1220:35CPT - PWM
2 stops28h 40mAmerican Airlines
Deal found 16/10R21 823
Wed 4/313:16PWM - JNB
2 stops38h 09mAmerican Airlines
Sun 8/322:00JNB - PWM
2 stops30h 32mAmerican Airlines
Deal found 17/10R23 560
Wed 4/315:05PWM - JNB
1 stop20h 30mUnited Airlines
Sun 8/322:00JNB - PWM
2 stops29h 24mUnited Airlines
Deal found 17/10R25 992
Fri 14/1115:20PWM - JNB
1 stop20h 15mUnited Airlines
Fri 21/1110:25JNB - PWM
2 stops39h 34mUnited Airlines
Deal found 16/10R26 079
Sun 30/1115:20PWM - CPT
1 stop19h 40mUnited Airlines
Sun 7/1220:50CPT - PWM
1 stop29h 04mUnited Airlines
Deal found 16/10R27 643
Sun 30/1113:25PWM - CPT
1 stop22h 50mDelta
Sun 7/1221:30CPT - PWM
2 stops25h 37mDelta
Deal found 16/10R27 730
Mon 29/1212:37PWM - CPT
2 stops40h 33mAmerican Airlines
Tue 13/118:55CPT - PWM
2 stops34h 59mAmerican Airlines
Deal found 16/10R29 207
Mon 29/125:36PWM - CPT
1 stop30h 39mDelta
Tue 13/121:30CPT - PWM
1 stop31h 29mDelta
Deal found 17/10R29 832
Wed 4/314:35PWM - JNB
2 stops24h 30mDelta
Sun 8/321:55JNB - PWM
1 stop30h 04mDelta
Deal found 16/10R29 936
Fri 14/1113:25PWM - JNB
1 stop22h 35mDelta
Fri 21/1121:55JNB - PWM
1 stop31h 24mDelta
Deal found 16/10R30 249
Sun 22/316:00PWM - CPT
1 stop19h 00mUnited Airlines
Thu 26/319:50CPT - PWM
1 stop20h 58mUnited Airlines
Deal found 17/10R31 135
Sun 22/35:30PWM - CPT
1 stop31h 45mVirgin Atlantic
Thu 26/321:30CPT - PWM
1 stop30h 29mVirgin Atlantic
Deal found 16/10R31 292

Find flights from Portland within your budget

 
Find flights departing from Portland that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 18 October 2025. In the last 7 days, Cheapflights users made a total of 594 507 searches

Fly to

Cape Town

Route

Depart

Return

Price

PortlandCape Town

PWM - CPT

PWMCPT

Portland

Sun 30/11

15:28-12:10

2 stops37h 42m

Cape Town Intl

Sun 7/12

20:35-18:15

2 stops28h 40m

R21 823

PortlandJohannesburg

PWM - JNB

PWMJNB

Portland

Wed 4/3

13:16-10:25

2 stops38h 09m

Johannesburg OR Tambo

Sun 8/3

22:00-22:32

2 stops30h 32m

R23 560

PortlandJohannesburg

PWM - JNB

PWMJNB

Portland

Fri 14/11

15:52-10:25

2 stops35h 33m

Johannesburg OR Tambo

Fri 21/11

19:35-18:10

2 stops29h 35m

R23 560

PortlandJohannesburg

PWM - JNB

PWMJNB

Portland

Wed 4/3

15:20-18:35

1 stop20h 15m

Johannesburg OR Tambo

Sun 8/3

22:00-21:24

2 stops29h 24m

R25 992

PortlandJohannesburg

PWM - JNB

PWMJNB

Portland

Fri 14/11

15:20-18:35

1 stop20h 15m

Johannesburg OR Tambo

Fri 21/11

10:25-18:59

2 stops39h 34m

R26 079

PortlandCape Town

PWM - CPT

PWMCPT

Portland

Sun 30/11

15:20-18:00

1 stop19h 40m

Cape Town Intl

Sun 7/12

20:50-18:54

1 stop29h 04m

R27 643

PortlandCape Town

PWM - CPT

PWMCPT

Portland

Mon 1/12

14:20-16:10

1 stop18h 50m

Cape Town Intl

Mon 8/12

20:50-9:10

1 stop19h 20m

R27 643

PortlandCape Town

PWM - CPT

PWMCPT

Portland

Sun 30/11

13:25-19:15

1 stop22h 50m

Cape Town Intl

Sun 7/12

21:30-16:07

2 stops25h 37m

R27 730

PortlandCape Town

PWM - CPT

PWMCPT

Portland

Mon 29/12

12:37-12:10

2 stops40h 33m

Cape Town Intl

Tue 13/1

18:55-22:54

2 stops34h 59m

R29 207

PortlandCape Town

PWM - CPT

PWMCPT

Portland

Mon 29/12

5:36-19:15

1 stop30h 39m

Cape Town Intl

Tue 13/1

21:30-21:59

1 stop31h 29m

R29 832

Flights are sorted by cheapest return flights first.

Deals found on 16/10

Showing 1-10 of 13 results
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Best time to book a flight from Portland

Have a flexible travel schedule? Discover the best time to fly from Portland with our price prediction graph.
Estimated return 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.

Travel insights for flights from Portland

Get recent, data-driven insights about flights from Portland including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Portland, Maine?

Currently, March is the cheapest month in which you can book a flight from Portland, Maine (average of R15 481). Flying from Portland, Maine in July will prove the most costly (average of R23 873). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

What are popular destinations to fly to from Portland, Maine?

From Portland, Maine you can expect to find greater availability for the following destinations: New York (516 flights per day), Chicago (129 flights per day) and Detroit (90 flights per day).

New York
New York
From R2 213

What is the cheapest place to fly to from Portland, Maine?

The cheapest city to fly to from Portland, Maine is New York, with prices starting at R2 213. Explore other affordable destinations below.

New York
New York
From R2 213

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Direct flights from Maine

Book a direct flight from one of these other cities located in Maine.
Direct flights from Boston

Related info for your journey

Access useful and relevant information related to your journey from Portland. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 18 October 2025.

  • What are the most popular destinations to fly to from Portland, Maine?

    The most selected flight destinations from Portland, Maine for the current month are Orlando Airport, Washington, D.C. Reagan-National Airport, Denver. While Orlando Airport, Washington, D.C. Reagan-National Airport, Denver are the top choices made by travellers year-round.

  • What is the cheapest flight from Portland, Maine to anywhere?

    Users have flown out of Portland, Maine for as low as R2 213 to New York John F Kennedy Intl Airport (prices may vary depending on the airline and departure time). On average, users have booked flights for R3 690 to fly from Portland, Maine.

  • What is the cheapest month to fly from Portland, Maine?

    March is currently the cheapest month to fly from Portland, Maine. At this moment in time July is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • How does Cheapflights help users find flights from Portland?

    Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Portland. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

  • Why should you use Cheapflights to find cheap flight tickets from Portland?

    By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Portland.

  • Can Cheapflights find flights from Portland with no change fees?

    Need flexible booking options for your flight from Portland ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

  • Can Cheapflights notify me if prices for flights from Portland become cheaper?

    Not ready to book yet? You can track prices for flights from Portland on Cheapflights with our Price Alerts feature and get notified when better prices are available.

See more FAQs

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How does Cheapflights help users find flights from Portland?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Portland. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Portland?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights from Portland.

Can Cheapflights find flights from Portland with no change fees?

Need flexible booking options for your flight from Portland ? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Portland become cheaper?

Not ready to book yet? You can track prices for flights from Portland on Cheapflights with our Price Alerts feature and get notified when better prices are available.

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