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£64+ Cheap flights from Portland, Maine

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 11/8. 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 — BUD
12 Jul — 19 Jul1
1 adult
1 adult, Economy, 0 bags

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 12 June 2026. In the last 7 days, Cheapflights users made a total of 858,174 searches

Fly to

Route

Depart

Return

Price

Cheapest return flight
Fastest return journey

PortlandChicago

PWM - ORD

PWMORD

Portland

Sat 31/10

16:48-18:45

Nonstop2h 57m

Chicago O'Hare Intl

Tue 3/11

10:35-13:52

Nonstop2h 17m

£222

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 15/7

14:40-21:58

1 stop8h 18m

Chicago O'Hare Intl

Sun 19/7

06:00-12:30

1 stop5h 30m

£230

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 30/6

11:02-16:45

1 stop6h 43m

Chicago O'Hare Intl

Sat 4/7

05:30-16:24

2 stops9h 54m

£248

PortlandChicago

PWM - ORD

PWMORD

Portland

Mon 5/10

06:00-07:57

Nonstop2h 57m

Chicago O'Hare Intl

Fri 9/10

06:59-10:40

Nonstop2h 41m

£253

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 22/7

11:47-16:59

1 stop6h 12m

Chicago O'Hare Intl

Tue 28/7

05:30-14:19

2 stops7h 49m

£256

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 5/11

12:50-18:40

1 stop6h 50m

Chicago O'Hare Intl

Sun 8/11

07:00-13:22

1 stop5h 22m

£280

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 3/7

14:30-21:30

1 stop8h 00m

Chicago O'Hare Intl

Sun 5/7

06:00-12:30

1 stop5h 30m

£284

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 21/7

06:00-08:00

Nonstop3h 00m

Chicago O'Hare Intl

Thu 23/7

18:08-21:41

Nonstop2h 33m

£289

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 21/7

13:25-17:34

1 stop5h 09m

Chicago O'Hare Intl

Thu 23/7

17:27-00:16

1 stop5h 49m

£290

PortlandNew Orleans

PWM - MSY

PWMMSY

Portland

Sun 25/10

06:00-12:05

1 stop7h 05m

New Orleans Louis Armstrong

Thu 29/10

13:05-23:06

2 stops9h 01m

£297

Flights are sorted by cheapest return flights first.

Deals found on 8/6

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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No data available for this route at this time. Please check back soon.

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Direct flights from Maine

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

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 12 June 2026.

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

    This month, the top selected destinations from Portland, Maine are New York, Denver, Orlando Airport. Throughout the year, Orlando Airport, New York, Denver are some of the top choices made by users flying from Portland, Maine.

  • What is the cheapest premium economy flight from Portland, Maine?

    Here are some of the cheapest offers we have found for the cheapest premium economy flights from Portland, Maine.
    Portland to Washington, D.C. Dulles Intl Airport from £564

  • How does Cheapflights help users find flights from Portland?

    Cheapflights makes it easy to find flights from Portland by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

    Cheapflights helps you find that perfect flight from Portland by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

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

    Users can book flights with no change fees policies with our dedicated filters. Book flights from Portland flexibly with Cheapflights today.

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

    Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travellers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Portland?

Cheapflights makes it easy to find flights from Portland by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

Cheapflights helps you find that perfect flight from Portland by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Portland with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Portland flexibly with Cheapflights today.

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

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and use a valid email address to enable the Price Alerts feature. That’s it!

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