For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
PDX > Christiansted, U.S. Virgin Islands: Econ from $294. Biz from $1094 (Business Bargain). – 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 > Punta Cana, Dominican Republic: Econ from $388. Biz from $903 (Business Bargain). – 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 > Montego Bay, Jamaica: Econ from $373. Biz from $1079 (Business Bargain). – 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 > San Juan, Puerto Rico: Econ from $215. Biz from $896 (Business Bargain). – 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 > Kailua-Kona, Hawaii: Econ from $206. – Feb-Apr [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Oranjestad, Aruba: Econ from $461. Biz from $1051 (Business Bargain).- Nov-Jan [SOLD OUT]
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
PDX > Reykjavik, Iceland: Econ from $462. – Jun-Aug (Including Summer Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > Cozumel, Mexico: Econ from $386. Biz from $872 (Business Bargain). – Nov-Jan [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
PDX > Honolulu, Hawaii: Econ from $257. – Feb-Apr [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Port Au Prince, Haiti: Econ from $341. – 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 > Lihue, Hawaii: Econ from $197. – Feb-Apr [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Hilo, Hawaii: Econ from $323. – Jan-Mar [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
PDX > Colombo, Sri Lanka: Econ from $934. – 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 > Aguadilla, Puerto Rico: Econ from $299. Biz from $966 (Business Bargain). – 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 > Christchurch, New Zealand: Econ from $1014. Biz from $2880 (Business Bargain). – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > Saint Thomas Island, U.S. Virgin Islands: Econ from $312. – 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 > Kailua Kona, Hawaii: Econ from $257. – Feb-Apr [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Auckland, New Zealand: Econ from $1017. Biz from $2579 (Business Bargain). – Mar-May [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 > San Juan, Puerto Rico: Econ from $250. Biz from $1229 (Business Bargain). – 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 > Nadi, Fiji: Econ from $944. – 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 > George Town, Cayman Islands: Econ from $467. Biz from $1069 (Business Bargain). – 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 > Reykjavik, Iceland: Econ from $462. – Apr-Jun
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
PDX > Montego Bay, Jamaica: Econ from $422. Biz from $981 (Business Bargain). – 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 > Cozumel, Mexico: Econ from $366. Biz from $820 (Business Bargain). – Jan-Mar [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
PDX > Kahului, Hawaii: Econ from $266. Biz from $819 (Business Bargain). – 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 > Lihue, Hawaii: Econ from $257. – Feb-Apr [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Christiansted, U.S. Virgin Islands: Econ from $408. Biz from $1010 (Business Bargain). – 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 > Honolulu, Hawaii: Econ from $266. Biz from $837 (Business Bargain). – 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 > Bali, Indonesia: Econ from $709. – 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 > Male, Maldives: Econ from $959. – 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 > Saint Thomas Island, U.S. Virgin Islands: Econ from $279. – 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 > Kailua Kona, Hawaii: Econ from $266. – 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 > George Town, Cayman Islands: From $467 round-trip – Nov-Jan *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 > Lihue, Hawaii: From $206 round-trip – Oct-Dec [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > San Juan, Puerto Rico: From $240 round-trip – Oct-Dec *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 > Cozumel, Mexico: From $299 round-trip – Nov-Jan *BB [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
PDX > Montego Bay, Jamaica: From $453 round-trip – Nov-Jan *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 > Kahului, Hawaii: From $266 round-trip – Oct-Dec *BB [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
PDX > Reykjavik, Iceland: From $462 round-trip – May-Jul (Including Summer Break) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…