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 $266 round-trip – Nov-Jan *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 > Male, Maldives: From $979 round-trip – Oct-Dec [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > Christchurch, New Zealand: From $973 round-trip – 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 > Saint Thomas Island, U.S. Virgin Islands: From $379 round-trip – Dec-Feb (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 > Christiansted, U.S. Virgin Islands: From $390 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 > Oranjestad, Aruba: From $407 round-trip – Oct-Dec *BB [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
PDX > Willemstad, Curaçao: From $478 round-trip – Mar-May *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 $336 round-trip – 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: From $1062 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 > Okinawa, Japan: From $652 round-trip – 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 > Lihue, Hawaii: From $266 round-trip – 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 > George Town, Cayman Islands: From $451 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 > Reykjavik, Iceland: From $521 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…
PDX > Kahului, Hawaii: From $348 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 > Montego Bay, Jamaica: From $432 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 > San Juan, Puerto Rico: From $189 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 $656 round-trip – 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 > Honolulu, Hawaii: From $236 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 > Male, Maldives: From $1068 round-trip – Mar-May [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
PDX > Kailua Kona, Hawaii: From $266 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 > Cozumel, Mexico: From $308 round-trip – Oct-Dec *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 > Saint Thomas Island, U.S. Virgin Islands: From $376 round-trip – Jan-Mar *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 > Piarco, Trinidad and Tobago: From $403 round-trip – Sep-Nov *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 $933 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 > Punta Cana, Dominican Republic: From $388 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 > Kingston, Jamaica: From $483 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 > Kahului, Hawaii: From $266 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > Colombo, Sri Lanka: From $844 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 > Lanai City, Hawaii: From $453 round-trip – Oct-Dec *BB [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
PDX > Willemstad, Curaçao: From $478 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 > Bali, Indonesia: From $607 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 > George Town, Cayman Islands: From $440 round-trip – Sep-Nov *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 $266 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 > Okinawa, Japan: From $626 round-trip – Dec-Feb [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 > Montego Bay, Jamaica: From $472 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 > Kailua Kona, Hawaii: From $266 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 > Lihue, Hawaii: From $266 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…
PDX > Cozumel, Mexico: From $308 round-trip – Sep-Nov (Including Fall Break) *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 > Kahului, Hawaii: From $266 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…