* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Okinawa, Japan: Econ from $687. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > Barcelona, Spain: Econ from $434. – Jan-Mar
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
PDX > San Salvador, El Salvador: Biz from $924. Econ from $287. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Boston, Massachusetts: Econ from $179. – Dec-Feb
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
PDX > Abu Dhabi, United Arab Emirates: Econ from $974. – Jan-Mar
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
PDX > Kralendijk, Caribbean Netherlands: Biz from $1340. Econ from $725. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Dubai, United Arab Emirates: Econ from $769. – Feb-Apr (Including Spring Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > San Jose, Costa Rica: Biz from $995. Econ from $276. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Male, Maldives: Econ from $1119. – Dec-Feb (Including MLK Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > San Pedro Sula, Honduras: Biz from $928. Econ from $362. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Auckland, New Zealand: Econ from $801. – Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
PDX > Thessaloniki, Greece: Econ from $490. – Jan-Mar (Presidents day Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
PDX > Liberia, Costa Rica: Biz from $1220. Econ from $323. – Feb-Apr
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
PDX > Cancun, Mexico: Biz from $699. Econ from $319. – Dec-Feb
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
PDX > Queenstown, New Zealand: Econ from $1116. – Jan-Mar
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
PDX > Dubrovnik, Croatia: Econ from $678. – Apr-Jun
* There only appear to be a few seats at this price and availability is spotty. It will take a…
PDX > Belize City, Belize: Biz from $1112. Econ from $476. – Feb-Apr
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Brisbane, Australia: Econ from $867. – Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
PDX > Malaga, Spain: Econ from $523. – Jan-Mar
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
PDX > Guatemala City, Guatemala: Biz from $780. Econ from $350. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > San Juan, Puerto Rico: Biz from $909. Econ from $375. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Lihue, Hawaii: Econ from $277. – Dec-Feb
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…
PDX > Lisbon, Portugal: Econ from $527. – Jan-Mar (Presidents day Weekend)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > San Pedro Sula, Honduras: Biz from $928. Econ from $431. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Sydney, Australia: Econ from $976. – Feb-Apr
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > San Jose, Costa Rica: Biz from $944. Econ from $276. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Managua, Nicaragua: Biz from $1003. Econ from $440. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Christchurch, New Zealand: Econ from $1104. – Jan-Mar (Presidents day Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > Boston, Massachusetts: Econ from $134. – Jan-Mar
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
PDX > Split, Croatia: Econ from $586. – Mar-May
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Heraklion, Greece: Econ from $516. – Nov-Jan
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > Dubai, United Arab Emirates: Econ from $814. – Nov-Jan (Including Thanksgiving)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
PDX > George Town, Cayman Islands: Econ from $567. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Melbourne, Australia: Econ from $950. – Feb-Apr (Including President’s Day Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > Liberia, Costa Rica: Biz from $957. Econ from $345. – Dec-Feb (Including MLK Weekend)
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
PDX > San Salvador, El Salvador: Biz from $924. Econ from $358. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Cancun, Mexico: Biz from $692. Econ from $316. – Oct-Dec
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
PDX > Queenstown, New Zealand: Econ from $1246. – Jan-Mar (Presidents day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
PDX > Larnaca, Cyprus: Econ from $546. – Nov-Jan (Including Thanksgiving)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…