For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

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 > Tunis, Tunisia: Econ from $847. – Apr-Jun
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

PDX > Tokyo, Japan: Econ from $466. – Feb-Apr
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

PDX > Houston, Texas: Econ from $124. – Nov-Jan [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

PDX > Cairo, Egypt: Econ from $871. – Mar-May
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

PDX > Asahikawa, Japan: Econ from $699. – Dec-Feb [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

PDX > Dublin, Ireland: Econ from $371. – Nov-Jan [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

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 > Johannesburg, South Africa: Econ from $1146. – Feb-Apr (Including Spring Break)
* 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 [SOLD OUT]
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 [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

PDX > Graz, Austria: Econ from $620. – Nov-Jan [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

PDX > Tallinn, Estonia: Econ from $550. – Nov-Jan [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

PDX > Stockholm, Sweden: Econ from $351. – Nov-Jan [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

PDX > San Juan, Puerto Rico: Biz from $909. Econ from $375. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

PDX > Marrakesh, Morocco: Econ from $529. – Jan-Mar [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

PDX > Sacramento, California: Biz from $341. Econ from $137. – Dec-Feb (Including Winter Break) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

PDX > Munich, Germany: Econ from $454. – Feb-Apr (Including Spring Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

PDX > Budapest, Hungary: Econ from $549. – Nov-Jan [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

PDX > Belgrade, Serbia: Biz from $2324. Econ from $553. – Nov-Jan [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

PDX > Lihue, Hawaii: Econ from $277. – Dec-Feb [SOLD OUT]
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…

PDX > Guadalajara, Mexico: Econ from $256. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

PDX > Tirana, Albania: Econ from $565. – Feb-Apr (Including Spring Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

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 [SOLD OUT]
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 > Istanbul, Turkey: Econ from $409. – Nov-Jan [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

PDX > Vienna, Austria: Econ from $539. – Nov-Jan [SOLD OUT]
– Nov-Jan PDX > Vienna, Austria: Biz from $__ Econ from $548. Don’t forget to check the “Flight plus hotel”…

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 [SOLD OUT]
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 [SOLD OUT]
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…

PDX > Sofia, Bulgaria: Econ from $515. – Nov-Jan [SOLD OUT]
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget two or three times as…

PDX > Sapporo, Japan: Econ from $691. – Jan-Mar [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

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 > Tucson, Arizona:Econ from $127. – Jan-Mar
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

PDX > Heraklion, Greece: Econ from $516. – Nov-Jan [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

PDX > Helsinki, Finland: Econ from $356. – Nov-Jan [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…