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£102+ 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 28/5. 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
2 May — 9 May1
1 adult
1 adult, Economy, 0 bags

Find direct flights from Portland within your budget

 
Use the slider to find direct flights from Portland within your budget. Price data is based on user searches made on Cheapflights. Over the past seven days, Cheapflights users made 858,174 searches. This data was last updated on 2 April 2026.

Fly to

Route

Depart

Return

Price

Cheapest return flight

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 5/6

16:51-18:51

Nonstop3h 00m

Chicago O'Hare Intl

Sun 7/6

18:18-21:51

Nonstop2h 33m

£202

PortlandChicago

PWM - ORD

PWMORD

Portland

Mon 27/4

18:33-20:43

Nonstop3h 10m

Chicago O'Hare Intl

Mon 4/5

06:55-10:23

Nonstop2h 28m

£202

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 1/5

09:00-10:56

Nonstop2h 56m

Chicago O'Hare Intl

Mon 4/5

10:48-14:14

Nonstop2h 26m

£202

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 14/5

06:00-07:56

Nonstop2h 56m

Chicago O'Hare Intl

Sun 17/5

06:55-10:23

Nonstop2h 28m

£202
Fastest return journey

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 1/5

09:00-10:56

Nonstop2h 56m

Chicago O'Hare Intl

Fri 8/5

17:56-21:19

Nonstop2h 23m

£202

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 22/5

06:00-08:00

Nonstop3h 00m

Chicago O'Hare Intl

Sun 24/5

10:55-14:26

Nonstop2h 31m

£202

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 29/5

16:51-18:51

Nonstop3h 00m

Chicago O'Hare Intl

Sun 31/5

18:18-21:51

Nonstop2h 33m

£202

PortlandChicago

PWM - ORD

PWMORD

Portland

Sun 26/4

09:49-11:46

Nonstop2h 57m

Chicago O'Hare Intl

Wed 29/4

18:10-21:40

Nonstop2h 30m

£202

PortlandChicago

PWM - ORD

PWMORD

Portland

Mon 11/5

06:00-07:56

Nonstop2h 56m

Chicago O'Hare Intl

Wed 13/5

06:55-10:23

Nonstop2h 28m

£202

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 15/5

16:50-18:48

Nonstop2h 58m

Chicago O'Hare Intl

Sun 17/5

17:56-21:19

Nonstop2h 23m

£202

Flights are sorted by cheapest return flights first.

Deals found on 29/3

Showing 1-10 of 34 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.

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