When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 49 days in advance, which can save you up to 93% on flights from Portland, Maine to North America compared to booking the week you need them. Waiting 49 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $198. For sooner than that we have options available in the next 3 days from $303.
Due to multiple factors, expect to potentially pay more when booking in April. For low rates, August can be a great choice for travel to North America. Flights to North America from Portland, Maine in August are about $222 on average during August, but can be found for as low as $59.
When flying from Portland, Maine to North America, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$88 - $284
Route
Depart
Return
Price
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Thu 7/4
Nonstop2h 43m
Chicago O'Hare Intl
Sun 7/7
Nonstop2h 21m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Tue 8/6
Nonstop2h 46m
Chicago O'Hare Intl
Thu 8/8
Nonstop2h 21m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Thu 6/6
Nonstop2h 43m
Chicago O'Hare Intl
Sun 6/9
Nonstop2h 20m
PortlandNew York John F Kennedy Intl
PWM - JFK
PWMJFK
Portland
Sat 6/15
Nonstop1h 20m
New York John F Kennedy Intl
Sun 6/16
Nonstop1h 29m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Tue 6/25
Nonstop2h 43m
Chicago O'Hare Intl
Wed 6/26
1 stop15h 23m
PortlandWashington, D.C. Dulles Intl
PWM - IAD
PWMIAD
Portland
Fri 8/2
Nonstop1h 58m
Washington, D.C. Dulles Intl
Wed 8/7
Nonstop1h 48m
PortlandWashington, D.C. Reagan-National
PWM - DCA
PWMDCA
Portland
Thu 9/5
Nonstop1h 52m
Washington, D.C. Reagan-National
Tue 9/10
Nonstop1h 38m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Tue 7/2
1 stop5h 04m
Chicago O'Hare Intl
Tue 7/9
1 stop6h 28m
PortlandChicago O'Hare Intl
PWM - ORD
PWMORD
Portland
Mon 7/8
1 stop6h 30m
Chicago O'Hare Intl
Wed 7/10
1 stop18h 48m
No data available for this route at this time. Please check back soon.
Comfort
Food
Boarding
Overall
Crew
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Overall
Crew
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Overall
Crew
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Overall
Crew
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Overall
Crew
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Comfort
Food
Boarding
Overall
Crew
Entertainment
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
54%of flight departures | Early morningMidnight to 6 am |
---|---|
22%of flight departures | Morning6 am to noon |
24%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to North America from Portland today with Cheapflights!
Millions of users choose and trust Cheapflights to book the best flight deals from Portland to North America for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.
Certainly. Search results for flights to North America from Portland shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to North America from Portland today and book when prices fit your budget.