Cheapest places to fly from Portland for 4 days

Four days is a nonstop and a place you can be in by lunch: a big city or a beach within about three hours' flight. Thursday to Sunday is the cheaper shape; Friday to Monday is the busier one.

Nonstop from Portland: Denver (2h 38m), Los Angeles (Alaska, American, Delta · 2h 30m), San Diego (Alaska, Southwest), Phoenix (Southwest, American, Alaska), Austin (Alaska), Chicago (Alaska, United, American · 3h 54m), Cancun (Alaska), San Jose Cabo (Alaska), Honolulu (6h 08m), San Francisco (Alaska, United), Seattle (Delta, Alaska) and Washington (Alaska). One stop via Denver: Orlando and Miami; via Los Angeles: New Orleans; via San Diego: Boston; via Vancouver: Puerto Vallarta; via Chicago: Montego Bay; via Miami: Nassau. No nonstop seen to Aruba, Punta Cana and San Juan on the dates searched recently. No recent searches for Las Vegas and New York.

Axel's pick: Denver, nonstop and the lowest fare saved for these dates, $164.

Where to fly from Portland for 4 days: fares for A December long weekend (Dec 3 to 6) and A March long weekend (Mar 4 to 7) 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 A December long weekend (Dec 3 – Dec 6, 2026) and A March long weekend (Mar 4 – Mar 7, 2027).

Cheapest right now: Denver $164 · Los Angeles $173 · Orlando $182

Search my own dates and travelers

Flights from Portland

More trip ideas from Portland

Cheapest places for 4 days from other cities

Fares observed October 23 – 28, 2026. USD for the travelers shown. Search a trip for current prices.

Where to go from Portland

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.

DestinationWhy goFlightsAxelDates
Denver (DEN)Denver's breweries and the Rockies within an hourNonstop · 2h 38m$164 (airline $173)Dec 3–6, 2026Check prices
Los Angeles (LAX)Los Angeles' beaches, Hollywood and museumsNonstop · Alaska, American, Delta · 2h 30m$173 (airline $183)Dec 3–6, 2026Check prices
Orlando (MCO)Orlando's theme parks1 stop via Denver$182 (airline $192)Dec 3–6, 2026Check prices
San Diego (SAN)San Diego's beaches, zoo and Balboa ParkNonstop · Alaska, Southwest$199 (airline $210)Dec 3–6, 2026Check prices
Phoenix (PHX)Phoenix and Scottsdale's resorts, golf and desert hikingNonstop · Southwest, American, Alaska$217 (airline $230)Dec 3–6, 2026Check prices
Austin (AUS)Austin's live music, barbecue and swimming holesNonstop · Alaska$236 (airline $249)Dec 3–6, 2026Check prices
New Orleans (MSY)New Orleans' French Quarter, food and music1 stop via Los Angeles$244 (airline $258)Dec 3–6, 2026Check prices
Miami (MIA)Miami's South Beach, Little Havana and art deco1 stop via Denver$254 (airline $268)Dec 3–6, 2026Check prices
Chicago (ORD)Chicago's architecture, lakefront and deep-dishNonstop · Alaska, United, American · 3h 54m$261 (airline $275)Dec 3–6, 2026Check prices
Boston (BOS)Boston's Freedom Trail, universities and seafood1 stop via San Diego$287 (airline $303)Dec 3–6, 2026Check prices
Puerto Vallarta (PVR)Puerto Vallarta's old town, beaches and Banderas Bay1 stop via Vancouver$456 (airline $482)Dec 3–6, 2026Check prices
Cancun (CUN)Cancún's hotel zone, the Riviera Maya and Mayan ruins nearbyNonstop · Alaska$472 (airline $497)Dec 3–6, 2026Check prices
Los Cabos (SJD)Los Cabos: resorts, sportfishing and the Sea of CortezNonstop · Alaska$491 (airline $517)Dec 3–6, 2026Check prices
Oahu / Honolulu (HNL)Waikiki, Diamond Head and Pearl Harbor on OahuNonstop · 6h 08m$498 (airline $527)Dec 3–6, 2026Check prices
Montego Bay (MBJ)Jamaica's resort coast around Montego Bay and Negril1 stop via Chicago$529 (airline $559)Dec 3–6, 2026Check prices
Aruba (AUA)Aruba's dry, sunny weather outside the hurricane beltNo nonstop seen$588 (airline $620)Dec 3–6, 2026Check prices
Nassau (NAS)Nassau and Paradise Island, a short flight from the East Coast1 stop via Miami$602 (airline $637)Dec 3–6, 2026Check prices
Las Vegas (LAS)Las Vegas' Strip, shows and day trips to the canyonsNo matching fare savedDec 3 – Dec 6, 2026 (suggested)Search these dates
Punta Cana (PUJ)Punta Cana's long white-sand beaches and all-inclusive resortsNo nonstop seenNo matching fare savedDec 3 – Dec 6, 2026 (suggested)Search these dates
San Juan (SJU)Old San Juan, beaches and the rainforest, no passport needed from the USNo nonstop seenNo matching fare savedDec 3 – Dec 6, 2026 (suggested)Search these dates
San Francisco (SFO)San Francisco's Golden Gate, cable cars and wine country nearbyNonstop · Alaska, UnitedNo matching fare savedDec 3 – Dec 6, 2026 (suggested)Search these dates
New York (JFK)New York's museums, Broadway and neighborhoodsNo matching fare savedDec 3 – Dec 6, 2026 (suggested)Search these dates
Seattle (SEA)Seattle's Pike Place Market, waterfront and the mountainsNonstop · Delta, AlaskaNo matching fare savedDec 3 – Dec 6, 2026 (suggested)Search these dates
Washington (DCA)Washington's monuments and free museums, minutes from the airportNonstop · AlaskaNo matching fare savedDec 3 – Dec 6, 2026 (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.

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

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: Cheapest places to fly from Portland for 4 days. Where to fly from Portland for 4 days: Cancun, Las Vegas, Orlando, Honolulu, San Jose Cabo and Puerto Vallarta and more, priced for A December long weekend (Dec 3 to 6) and A March long weekend (Mar 4 to 7), 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.
Browse flight destinations