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Flights from Portland to Anguilla

We've found these cheap flights for you. You can book one-way or return flight tickets.

      • PWM 06:00
        11h 8m
        2 stops
        AXA 18:08
        Portland - Anguilla | Thu, Dec 11 | United Airlines
        AXA 12:30
        12h 29m
        2 stops
        PWM 23:59
        Anguilla - Portland | Thu, Dec 18 | Tradewind Aviation
        €1,345 €4,158
        68% OFF
        68% OFF
        €4,158 €1,345
      • PWM 06:17
        10h 28m
        2 stops
        AXA 17:45
        Portland - Anguilla | Thu, Jan 8 | Delta Air Lines
        AXA 09:00
        14h 29m
        2 stops
        PWM 22:29
        Anguilla - Portland | Sat, Jan 10 | Cape Air
        €1,489 €4,158
        64% OFF
        64% OFF
        €4,158 €1,489
      • PWM 06:00
        11h 8m
        2 stops
        AXA 18:08
        Portland - Anguilla | Sat, Dec 20 | United Airlines
        AXA 12:30
        12h 29m
        2 stops
        PWM 23:59
        Anguilla - Portland | Sat, Dec 27 | Tradewind Aviation
        €2,597 €4,158
        38% OFF
        38% OFF
        €4,158 €2,597
      • PWM 05:45
        11h
        2 stops
        AXA 17:45
        Portland - Anguilla | Sat, Dec 20 | Delta Air Lines
        AXA 09:00
        14h 43m
        2 stops
        PWM 22:43
        Anguilla - Portland | Sat, Dec 27 | Cape Air
        €2,911
        30% OFF
        €4,158 €2,911
      • PWM 13:00
        17h 25m
        1 stop
        AXA Invalid Date
        Portland - Anguilla | Thu, Dec 11 | Normal Airline
        AXA 15:00
        6h
        Direct
        PWM 16:00
        Anguilla - Portland | Sat, Dec 13 | Normal Airline
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Displayed flight fares from Portland to Anguilla are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Flight details for Portland to Anguilla

The distance between Portland and Anguilla is approximately 2,909.48km. Based on Trip.com's data travel demand peaks in January. The off-season for travel is November.

Cheapest return ticket price€1,345
Off-season travel monthNovember
Peak season for travelJanuary
Flight distance2,909.48km

Find the best time to fly from Portland to Anguilla

The cheapest time for Portland to Anguilla flights: Dec 7 to Dec 14 — one way flight prices from €1,344.

Cheapest flights
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  • 714
  • 1421
  • 2128

  • Jan

    284
  • 411
  • 1118
  • 1825

  • Feb

    251
  • 18
  • 815
  • 1522

  • Mar

    221
Displayed fare trends are based on Trip.com's aggregated average of the lowest flight prices from Portland to Anguilla, calculated over the upcoming 10 weeks.

Flight FAQs

  • When is the best time to book flights from Portland to Anguilla?

    By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Portland to Anguilla is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • To find best deals on flights from Portland to Anguilla, you can use various tools on Trip.com:
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for Anguilla travel is around January.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Portland to Anguilla is November, when demand for travel is lower.
  • The time difference between Anguilla and Portland is 1h.
  • Tickets can only be changed or cancelled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.

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