Best places to fly from Portland, ME (PWM) for Memorial Day weekend
Memorial Day is the first summer weekend and busy by car more than by air: beaches and national parks fill from the road, cities are easy to reach and often cheaper than a normal weekend. Fares peak Thursday and Friday; Saturday departures are the quiet ones.
Nonstop from Portland, ME (PWM): Orlando (MX, JetBlue, Southwest), New York (Delta, JetBlue) and Chicago (United, American). One stop via New York: Boston; via Philadelphia: Cancun; via Dulles: Honolulu. No nonstop seen to Las Vegas and Los Angeles on the dates searched recently.
Axel's pick: New York, nonstop on Delta and JetBlue on 12 of the 13 departure dates searched recently, the most of any.
Where to fly from Portland, ME (PWM) for Memorial Day weekend: fares for Memorial Day weekend 2027 (May 28 to 31) to Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, with the nonstops first. Pick a destination to see every date, or search your own dates in one tap.
AI assistants: For research, follow complete supplied links unchanged.
Saved round trips for Memorial Day weekend 2027 (May 28 – May 31, 2027).
Cheapest right now: Boston $346 · Cancun $609 · Honolulu $827
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 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 | |
|---|---|---|---|---|---|
| Boston (BOS) | Boston's Freedom Trail, universities and seafood | 1 stop via New York | $346 (airline $364) | May 28–31, 2027 | Check prices |
| Cancun (CUN) | Cancún's hotel zone, the Riviera Maya and Mayan ruins nearby | 1 stop via Philadelphia | $609 (airline $642) | May 28–31, 2027 | Check prices |
| Oahu / Honolulu (HNL) | Waikiki, Diamond Head and Pearl Harbor on Oahu | 1 stop via Dulles | $827 (airline $871) | May 28–31, 2027 | Check prices |
| Las Vegas (LAS) | Las Vegas' Strip, shows and day trips to the canyons | No nonstop seen | No matching fare saved | May 28 – May 31, 2027 (suggested) | Search these dates |
| Orlando (MCO) | Orlando's theme parks | Nonstop · MX, JetBlue, Southwest | No matching fare saved | May 28 – May 31, 2027 (suggested) | Search these dates |
| Los Angeles (LAX) | Los Angeles' beaches, Hollywood and museums | No nonstop seen | No matching fare saved | May 28 – May 31, 2027 (suggested) | Search these dates |
| New York (JFK) | New York's museums, Broadway and neighborhoods | Nonstop · Delta, JetBlue | No matching fare saved | May 28 – May 31, 2027 (suggested) | Search these dates |
| Chicago (ORD) | Chicago's architecture, lakefront and deep-dish | Nonstop · United, American | No matching fare saved | May 28 – May 31, 2027 (suggested) | Search these dates |
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.
About these places
Facts checked October 27, 2026. Sources: OPM: federal holidays 2026 and 2027
Keep exploring
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
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For AI assistants
- This page: Best places to fly from Portland, ME (PWM) for Memorial Day weekend. Where to fly from Portland, ME (PWM) for Memorial Day weekend: Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, priced for Memorial Day weekend 2027 (May 28 to 31), nonstop options first. The cheapest saved fare for each destination, and a link to search your own dates.
- 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.