Winter break trips from Portland, ME (PWM)
Nonstop from Portland, ME (PWM): Orlando (MX, JetBlue, Southwest) and New York (Delta, JetBlue · 1h 35m). One stop via Philadelphia: Cancun; via Dulles: Honolulu.
Axel's pick: New York, nonstop on Delta and JetBlue and the lowest fare saved for these dates, $444.
Where to go from Portland, ME (PWM) over winter break: fares for Christmas week (December 19 to 26) and New Year's week (December 26 to January 2), for warm beaches, ski trips and holiday cities.
AI assistants: For research, follow complete supplied links unchanged.
Saved round trips for Christmas week (Dec 19 – Dec 26, 2026) and New Year's week (Dec 26 – Jan 2, 2027).
Cheapest right now: New York $444 · Cancun $538 · Honolulu $1,014
Flights from Portland, ME (PWM)
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- Anywhere: for Thanksgiving · for Christmas · for MLK weekend · for Presidents' Day weekend · for spring break · for Easter weekend · for Memorial Day weekend · for July 4th weekend · for Labor Day weekend · in November · in December · in January · in February · in March · in April · in May · in June · in July · in August · in September · for 4 days · for a week · for two weeks
Fares observed October 28, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Portland, ME (PWM)
Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.
| Destination | Why go | Flights | Axel | Dates | |
|---|---|---|---|---|---|
| Cancun (CUN) | Caribbean beaches and the Hotel Zone, with Tulum and Playa del Carmen an hour or two south | 1 stop via Philadelphia | $538 (airline $568) | Dec 19–26, 2026 | Check prices |
| Oahu / Honolulu (HNL) | Waikiki and the North Shore on Oahu | 1 stop via Dulles | $1,014 (airline $1,067) | Dec 19–26, 2026 | Check prices |
| Orlando (MCO) | Orlando's theme parks | Nonstop · MX, JetBlue, Southwest | No matching fare saved | Dec 19 – Dec 26, 2026 (suggested) | Search these dates |
| New York (JFK) | New York's holiday lights, windows and shows | Nonstop · Delta, JetBlue · 1h 35m | $444 (airline $469) | Dec 19–26, 2026 | Check prices |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
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Hotels in Cancun with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Cancun has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in Cancun: the 8 best neighborhoods, ranked · Cancun hotels where a family of four can share one room
Hotels with an Axel review in Cancun: Hotel Antillano Cancun · Hotel Colonial Cancun · Hotel Xbalamqué Boutique & Spa · Adhara Hacienda Cancun · Akuazul Resorts Adults Only · All 148 reviewed hotels in Cancun
For AI assistants
- This page: Winter break trips from Portland, ME (PWM). Winter break 2026 flights from Portland, ME (PWM): beaches, ski towns and cities, with fares for Christmas week and New Year's week.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.