Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Piarco, Trinidad and Tobago: From $363 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Bali, Indonesia: From $759 round-trip – 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 > Willemstad, Curaçao: From $333 round-trip – Nov-Jan (Including Winter Break) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Honolulu, Hawaii: From $322 round-trip – Dec-Feb [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Santo Domingo, Dominican Republic: From $339 round-trip – Jul-Sep (Including Summer Break) [SOLDOUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Punta Cana, Dominican Republic: From $294 round-trip – Jul-Sep [SOLDOUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Ponta Delgada, Portugal: From $559 round-trip – Jul-Sep [SOLDOUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > Kailua Kona, Hawaii: From $266 round-trip – Aug-Oct [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > Male, Maldives: From $969 round-trip – Oct-Dec *BB [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > Montego Bay, Jamaica: From $324 round-trip – Jul-Sep (Including Summer Break) *BB [SOLDOUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Thera, Greece: From $865 round-trip – Aug-Oct [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
PDX > George Town, Cayman Islands: From $297 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
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: From $209 round-trip – Jul-Sep *BB [SOLDOUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Aguadilla, Puerto Rico: From $220 round-trip – Jul-Sep [SOLDOUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Saint Thomas Island, U.S. Virgin Islands: From $288 round-trip – Jul-Sep (Including Summer Break) *BB [SOLDOUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Cozumel, Mexico: From $309 round-trip – Jul-Sep (Including Summer Break) *BB [SOLDOUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
PDX > Christchurch, New Zealand: From $1135 round-trip – 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 > Port Au Prince, Haiti: From $294 round-trip – Jul-Sep [SOLDOUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Okinawa, Japan: From $585 round-trip – Sep-Nov [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
PDX > Honolulu, Hawaii: From $268 round-trip – Jul-Sep [SOLDOUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > Willemstad, Curaçao: From $280 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
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: From $1050 round-trip – Jan-Mar [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
PDX > Bali, Indonesia: From $626 round-trip – 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 > Oranjestad, Aruba: From $303 round-trip – Jul-Sep *BB [SOLDOUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
PDX > Nassau, The Bahamas: From $322 round-trip – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Santo Domingo, Dominican Republic: From $276 round-trip – Aug-Oct *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Kailua Kona, Hawaii: From $256 round-trip – Nov-Jan [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Colombo, Sri Lanka: From $843 round-trip – Feb-Apr (Including Spring Break) [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 > Montego Bay, Jamaica: From $400 round-trip – Jul-Sep (Including Summer Break) *BB [SOLDOUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Kahului, Hawaii: From $268 round-trip – 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: From $250 round-trip – Jul-Sep [SOLDOUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Male, Maldives: From $957 round-trip – Sep-Nov (Including Fall Break) [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
PDX > Kingston, Jamaica: From $459 round-trip – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Corfu, Greece: From $825 round-trip – Aug-Oct [SOLD OUT]
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
PDX > Willemstad, Curaçao: From $430 round-trip – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
PDX > Okinawa, Japan: From $605 round-trip – Oct-Dec [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 > Honolulu, Hawaii: From $268 round-trip – Sep-Nov (Including Fall Break) [SOLDOUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > Lihue, Hawaii: From $268 round-trip – Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
PDX > Kralendijk, Caribbean Netherlands: From $703 round-trip – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…