Fly to

Route

Depart

Return

Price

Cheapest return flight

PortlandChicago

PWM Portland - ORD Chicago O'Hare Intl

PWMORD

Portland

Tue 3/11

08:47-10:47

Nonstop3h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£125

PortlandChicago

PWM Portland - ORD Chicago O'Hare Intl

PWMORD

Portland

Wed 7/10

06:00-07:57

Nonstop2h 57m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£125

PortlandChicago

PWM Portland - ORD Chicago O'Hare Intl

PWMORD

Portland

Sat 6/3

05:45-07:42

Nonstop2h 57m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£132

PortlandChicago

PWM Portland - ORD Chicago O'Hare Intl

PWMORD

Portland

Wed 25/11

17:08-19:05

Nonstop2h 57m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£150

PortlandChicago

PWM Portland - ORD Chicago O'Hare Intl

PWMORD

Portland

Sat 31/10

08:31-10:32

Nonstop3h 01m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£154

PortlandChicago

PWM Portland - ORD Chicago O'Hare Intl

PWMORD

Portland

Tue 6/10

06:00-07:57

Nonstop2h 57m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£154

Fastest return journey

PortlandChicago

PWM Portland - ORD Chicago O'Hare Intl

PWMORD

Portland

Sat 3/10

06:00-07:55

Nonstop2h 55m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£154

PortlandChicago

PWM Portland - ORD Chicago O'Hare Intl

PWMORD

Portland

Thu 5/11

17:08-19:05

Nonstop2h 57m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£154

PortlandChicago

PWM Portland - ORD Chicago O'Hare Intl

PWMORD

Portland

Wed 14/10

06:00-07:57

Nonstop2h 57m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£154

PortlandChicago

PWM Portland - ORD Chicago O'Hare Intl

PWMORD

Portland

Tue 15/9

06:00-07:57

Nonstop2h 57m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

£154

Flights are sorted by cheapest return flights first.

Deals found on 4/9

Showing 1-10 of 42 resultsSorted by cheapest first

...

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.

PWM-BUD

PWM-ORD

PWM-DEN

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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Direct flights from Maine

Popular North America origins

Popular United States origins

United States destinations

Direct flights from Maine cities

Direct flights from Bangor

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This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/10. 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.

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.

Direct flights from North America cities

Book a direct flight from one of these popular origins located in North America.

Direct flights from United States

Book a direct flight from one of these popular origins located in United States.

Direct flights to United States

Consider flying direct to one of these destinations in United States

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£125+ Direct 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 7/10. 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.

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.

Direct flights from North America cities

Book a direct flight from one of these popular origins located in North America.

Direct flights from United States

Book a direct flight from one of these popular origins located in United States.

Direct flights to United States

Consider flying direct to one of these destinations in United States

100% Free

Book with Flexibility

Travel Smart