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£87+ 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 31/3. 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
3 Apr — 10 Apr1
1 adult
1 adult, Economy, 0 bags

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 4 March 2026.

Tue 7/418:33
PWM
-
ORD
Nonstop3h 10m
United Airlines
Sat 11/413:55
ORD
-
PWM
Nonstop2h 37m
United Airlines
Deal found 2/3£157
Fri 3/406:04
PWM
-
ORD
Nonstop2h 56m
United Airlines
Sun 5/418:10
ORD
-
PWM
Nonstop2h 30m
United Airlines
Deal found 4/3£172
Sat 16/509:40
PWM
-
ORD
Nonstop2h 56m
United Airlines
Sat 16/517:56
ORD
-
PWM
Nonstop2h 23m
United Airlines
Deal found 1/3£173
Fri 27/305:45
PWM
-
ORD
Nonstop3h 12m
United Airlines
Sun 29/318:10
ORD
-
PWM
Nonstop2h 30m
United Airlines
Deal found 3/3£178
Tue 12/506:00
PWM
-
ORD
Nonstop2h 56m
United Airlines
Wed 13/506:55
ORD
-
PWM
Nonstop2h 28m
United Airlines
Deal found 4/3£188
Fri 20/316:23
PWM
-
ORD
Nonstop3h 12m
United Airlines
Sun 29/318:10
ORD
-
PWM
Nonstop2h 30m
United Airlines
Deal found 3/3£193
Sat 13/606:00
PWM
-
ORD
Nonstop3h 00m
United Airlines
Tue 16/618:18
ORD
-
PWM
Nonstop2h 34m
United Airlines
Deal found 3/3£197
Wed 6/515:23
PWM
-
DEN
Nonstop4h 39m
United Airlines
Sat 9/509:45
DEN
-
PWM
Nonstop3h 56m
United Airlines
Deal found 28/2£202
Wed 15/706:00
PWM
-
ORD
Nonstop3h 00m
United Airlines
Sat 18/718:18
ORD
-
PWM
Nonstop2h 33m
United Airlines
Deal found 27/2£206
Fri 12/618:19
PWM
-
ORD
Nonstop3h 09m
United Airlines
Mon 15/618:18
ORD
-
PWM
Nonstop2h 33m
United Airlines
Deal found 2/3£209
Fri 26/618:25
PWM
-
ORD
Nonstop3h 09m
United Airlines
Sun 5/718:18
ORD
-
PWM
Nonstop2h 33m
United Airlines
Deal found 1/3£213
Tue 14/406:04
PWM
-
ORD
Nonstop2h 56m
United Airlines
Thu 16/418:10
ORD
-
PWM
Nonstop2h 30m
United Airlines
Deal found 2/3£214

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 4 March 2026.

Fly to

Route

Depart

Return

Price

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

£157

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

£157

PortlandChicago

PWM - ORD

PWMORD

Portland

Tue 14/4

06:04-08:00

Nonstop2h 56m

Chicago O'Hare Intl

Tue 21/4

18:10-21:40

Nonstop2h 30m

£157

PortlandChicago

PWM - ORD

PWMORD

Portland

Fri 3/4

06:04-08:00

Nonstop2h 56m

Chicago O'Hare Intl

Sun 5/4

18:10-21:40

Nonstop2h 30m

£157

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 29/4

06:04-08:00

Nonstop2h 56m

Chicago O'Hare Intl

Sun 3/5

06:55-10:23

Nonstop2h 28m

£157

PortlandChicago

PWM - ORD

PWMORD

Portland

Thu 14/5

06:00-07:56

Nonstop2h 56m

Chicago O'Hare Intl

Sun 17/5

17:56-21:19

Nonstop2h 23m

£172

PortlandChicago

PWM - ORD

PWMORD

Portland

Sat 4/4

18:33-20:43

Nonstop3h 10m

Chicago O'Hare Intl

Tue 7/4

13:55-17:32

Nonstop2h 37m

£172

PortlandChicago

PWM - ORD

PWMORD

Portland

Sat 9/5

11:34-13:38

Nonstop3h 04m

Chicago O'Hare Intl

Tue 12/5

10:48-14:14

Nonstop2h 26m

£172

PortlandChicago

PWM - ORD

PWMORD

Portland

Sat 13/6

06:00-08:00

Nonstop3h 00m

Chicago O'Hare Intl

Tue 16/6

18:18-21:52

Nonstop2h 34m

£197

PortlandChicago

PWM - ORD

PWMORD

Portland

Wed 15/7

06:00-08:00

Nonstop3h 00m

Chicago O'Hare Intl

Sat 18/7

18:18-21:51

Nonstop2h 33m

£206

Flights are sorted by cheapest return flights first.

Deals found on 2/3

Showing 1-10 of 41 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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