Direct 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 15 October 2025.

Thu 30/1015:20PWM - DEN

Nonstop5h 01mUnited Airlines

Sun 2/1110:05DEN - PWM

Nonstop3h 44mUnited Airlines

Deal found 11/10£221

Wed 12/1116:40PWM - ORD

Nonstop3h 01mUnited Airlines

Thu 13/1118:15ORD - PWM

Nonstop2h 35mUnited Airlines

Deal found 13/10£234

Fri 20/205:45PWM - ORD

Nonstop3h 12mUnited Airlines

Sun 1/317:50ORD - PWM

Nonstop2h 24mUnited Airlines

Deal found 13/10£240

Wed 29/1015:20PWM - DEN

Nonstop5h 03mUnited Airlines

Sun 2/1110:05DEN - PWM

Nonstop3h 44mUnited Airlines

Deal found 14/10£240

Wed 5/1109:45PWM - ORD

Nonstop3h 10mUnited Airlines

Fri 7/1118:15ORD - PWM

Nonstop2h 35mUnited Airlines

Deal found 13/10£252

Wed 5/1117:37PWM - ORD

Nonstop3h 13mAmerican Airlines

Sat 8/1113:40ORD - PWM

Nonstop2h 25mAmerican Airlines

Deal found 14/10£253

Thu 13/1115:20PWM - DEN

Nonstop5h 01mUnited Airlines

Sun 16/1110:05DEN - PWM

Nonstop3h 44mUnited Airlines

Deal found 14/10£254

Thu 4/1209:45PWM - ORD

Nonstop3h 10mUnited Airlines

Sun 7/1218:25ORD - PWM

Nonstop2h 35mUnited Airlines

Deal found 14/10£264

Fri 31/1016:54PWM - ORD

Nonstop3h 01mUnited Airlines

Mon 3/1118:15ORD - PWM

Nonstop2h 35mUnited Airlines

Deal found 13/10£267

Fri 24/1015:39PWM - DEN

Nonstop4h 26mUnited Airlines

Mon 27/1010:05DEN - PWM

Nonstop3h 43mUnited Airlines

Deal found 12/10£281

Fri 14/1117:00PWM - ORD

Nonstop2h 55mUnited Airlines

Sun 16/1110:53ORD - PWM

Nonstop2h 19mUnited Airlines

Deal found 11/10£283

Wed 29/1016:54PWM - ORD

Nonstop3h 01mUnited Airlines

Fri 31/1010:53ORD - PWM

Nonstop2h 19mUnited Airlines

Deal found 14/10£285

Last-minute flights from Portland
Discover last-minute flight deals departing from Portland. Data was last updated 15 October 2025 and is based on user searches.

Mon 20/1015:39PWM - DEN

Nonstop4h 26mUnited Airlines

Sat 25/1009:52DEN - PWM

Nonstop3h 56mUnited Airlines

Deal found 13/10£799

Mon 20/1015:39PWM - DEN

Nonstop4h 26mUnited Airlines

Fri 24/1009:52DEN - PWM

Nonstop3h 56mUnited Airlines

Deal found 14/10£949

Tue 21/1015:39PWM - DEN

Nonstop4h 26mUnited Airlines

Sat 25/1009:52DEN - PWM

Nonstop3h 56mUnited Airlines

Deal found 13/10£420

Tue 21/1016:57PWM - ORD

Nonstop2h 51mUnited Airlines

Tue 28/1018:15ORD - PWM

Nonstop2h 35mUnited Airlines

Deal found 13/10£469

Wed 22/1012:11PWM - ORD

Nonstop2h 53mAmerican Airlines

Thu 23/1011:30ORD - PWM

Nonstop2h 26mAmerican Airlines

Deal found 14/10£432

Thu 23/1015:39PWM - DEN

Nonstop4h 26mUnited Airlines

Thu 30/1010:05DEN - PWM

Nonstop3h 43mUnited Airlines

Deal found 12/10£281

Thu 23/1015:39PWM - DEN

Nonstop4h 26mUnited Airlines

Mon 27/1010:05DEN - PWM

Nonstop3h 43mUnited Airlines

Deal found 14/10£322

Thu 23/1015:39PWM - DEN

Nonstop4h 26mUnited Airlines

Sun 26/1010:05DEN - PWM

Nonstop3h 44mUnited Airlines

Deal found 14/10£382

Thu 23/1015:39PWM - DEN

Nonstop4h 26mUnited Airlines

Fri 24/1009:52DEN - PWM

Nonstop3h 56mUnited Airlines

Deal found 13/10£874

Fri 24/1015:39PWM - DEN

Nonstop4h 26mUnited Airlines

Sun 26/1010:05DEN - PWM

Nonstop3h 44mUnited Airlines

Deal found 12/10£341

One-way flights from Portland
Search for one-way flight options from Portland. Find affordable one-way fares based on user searches. Data last updated 15 October 2025.

Mon 24/1117:00PWM - ORD

Nonstop2h 55mUnited Airlines

Deal found 13/10£93

Tue 9/1216:25PWM - ORD

Nonstop3h 10mUnited Airlines

Deal found 14/10£112

Mon 12/116:10PWM - ORD

Nonstop3h 14mUnited Airlines

Deal found 13/10£117

Thu 25/1209:30PWM - ORD

Nonstop3h 14mUnited Airlines

Deal found 14/10£119

Sat 6/1216:25PWM - ORD

Nonstop3h 10mUnited Airlines

Deal found 14/10£121

Mon 8/1209:45PWM - ORD

Nonstop3h 10mUnited Airlines

Deal found 13/10£123

Wed 7/116:10PWM - ORD

Nonstop3h 14mUnited Airlines

Deal found 14/10£134

Thu 8/116:10PWM - ORD

Nonstop3h 14mUnited Airlines

Deal found 14/10£134

Fri 5/1216:25PWM - ORD

Nonstop3h 10mUnited Airlines

Deal found 14/10£136

Mon 19/116:10PWM - ORD

Nonstop3h 14mUnited Airlines

Deal found 14/10£138

Mon 10/1117:00PWM - ORD

Nonstop2h 55mUnited Airlines

Deal found 14/10£144

Mon 10/1115:20PWM - DEN

Nonstop5h 01mUnited Airlines

Deal found 15/10£206

Fly to

Route

Depart

Return

Price

PortlandDenver

PWM - DEN

PWMDEN

Portland

Sat 1/11

15:20-18:21

Nonstop5h 01m

Denver Intl

Sat 8/11

10:05-15:48

Nonstop3h 43m

£221

PortlandDenver

PWM - DEN

PWMDEN

Portland

Fri 7/11

15:20-18:21

Nonstop5h 01m

Denver Intl

Sun 9/11

10:05-15:49

Nonstop3h 44m

£221

PortlandChicago

PWM - ORD

PWMORD

Portland

Mon 17/11

17:00-18:55

Nonstop2h 55m

Chicago O'Hare Intl

Wed 19/11

10:53-14:12

Nonstop2h 19m

£234

PortlandDenver

PWM - DEN

PWMDEN

Portland

Wed 29/10

15:20-18:23

Nonstop5h 03m

Denver Intl

Sun 2/11

10:05-15:49

Nonstop3h 44m

£240

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 5/11

09:45-11:55

Nonstop3h 10m

Chicago O'Hare Intl

Fri 7/11

18:15-21:50

Nonstop2h 35m

£252

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 14/11

17:00-18:55

Nonstop2h 55m

Chicago O'Hare Intl

Mon 17/11

10:53-14:12

Nonstop2h 19m

£252

PortlandDenver

PWM - DEN

PWMDEN

Portland

Thu 13/11

15:20-18:21

Nonstop5h 01m

Denver Intl

Sun 16/11

10:05-15:49

Nonstop3h 44m

£262

PortlandDenver

PWM - DEN

PWMDEN

Portland

Thu 13/11

15:20-18:21

Nonstop5h 01m

Denver Intl

Mon 17/11

10:05-15:48

Nonstop3h 43m

£262

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 26/2

05:45-07:57

Nonstop3h 12m

Chicago O'Hare Intl

Sun 1/3

17:50-21:14

Nonstop2h 24m

£264

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 4/12

09:45-11:55

Nonstop3h 10m

Chicago O'Hare Intl

Sun 7/12

18:25-22:00

Nonstop2h 35m

£264

Flights are sorted by cheapest return flights first.

Deals found on 13/10

Showing 1-10 of 39 results

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.

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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 24/11. 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.

Direct flights from Portland

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 15 October 2025.

Explore the most affordable flight options available from Portland. Find the lowest fares based on data from user searches, with prices last updated on 15 October 2025.

Last-minute flights from Portland
Discover last-minute flight deals departing from Portland. Data was last updated 15 October 2025 and is based on user searches.

Discover last-minute flight deals departing from Portland. Data was last updated 15 October 2025 and is based on user searches.

One-way flights from Portland
Search for one-way flight options from Portland. Find affordable one-way fares based on user searches. Data last updated 15 October 2025.

Search for one-way flight options from Portland. Find affordable one-way fares based on user searches. Data last updated 15 October 2025.

Find direct flights from Portland within your budget

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.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Direct flights from Maine cities

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Direct flights from North America cities

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Direct flights from United States

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Direct flights to United States

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£93+ Direct 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 24/11. 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.

Direct flights from Portland

Cheapest flights from PortlandExplore the most affordable flight options available from Portland. Find the lowest fares based on data from user searches, with prices last updated on 15 October 2025.

Explore the most affordable flight options available from Portland. Find the lowest fares based on data from user searches, with prices last updated on 15 October 2025.

Find direct flights from Portland within your budget

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.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Direct flights from Maine cities

Book a direc flight from one of these other cities located in Maine.

100% Free

Book with Flexibility

Travel Smart

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 15 October 2025.