October – Page 24 – JGOOT

SFO > Sao Paulo, Brazil: Biz from $1,999 Econ from $519. – 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…

SFO > Chicago, Illinois: Econ from $177. – Sep-Nov [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

OAK > Nashville, Tennessee: Econ from $107. – Sep-Nov [SOLD OUT]

If you like live music, you’ve got to check out Nashville. We visited Broadway street every night we were there,…

SFO > Chicago, Illinois: Econ from $150. – Sep-Nov (Including Fall Break) [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

SFO > Kahului, Hawaii: Econ from $172. – Sep-Nov (Including Fall Break) [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

SFO > Nadi, Fiji: Econ from $878. – Sep-Nov (Including Fall 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…

SJC > Santiago, Chile: Biz from $2,373 Econ from $585. – Oct-Dec [SOLD OUT]

Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

OAK > Guadalajara, Mexico: Econ from $213 – 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.…

SJC > Mexico City, Mexico: Biz from $670 Econ from $289. – Sep-Nov [SOLD OUT]

Although I’ve been to about half a dozen cities in Mexico, Mexico City isn’t one of them. Several of my…

SJC > Cozumel, Mexico: Econ from $338. – Sep-Nov [SOLD OUT]

Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…

SJC > San Jose, Costa Rica: Biz from $971 Econ from $386. – 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.…

SFO > Buenos Aires, Argentina: Biz from $2,150 Econ from $597. – Sep-Nov (Including Fall Break) [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

SFO > Lisbon, Portugal: Econ from $339. – Oct-Dec [SOLD OUT]

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

SFO > Chicago, Illinois: Econ from $177. – Sep-Nov (Including Fall Break) [SOLD OUT]

Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

SFO > George Town, Cayman Islands: Biz from $1,051 Econ from $471. – 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.…

SFO > Cordoba, Argentina: Biz from $2,030 Econ from $677. – Sep-Nov [SOLD OUT]

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

SFO > Kailua Kona, Hawaii: Econ from $276. – Sep-Nov [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

SFO > Atlanta, Georgia: Econ from $158. – Oct-Dec [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

SFO > Kiev, Ukraine: Econ from $636. – Sep-Nov [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

SFO > Spokane, Washington: Biz from $318 Econ from $137. – Oct-Dec [SOLD OUT]

Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

SFO > Lihue, Hawaii: Econ from $267. – Oct-Dec [SOLD OUT]

* This is a “fare dump” with a few alternate dates available.

SFO > Thera, Greece: Econ from $689. – Sep-Nov (Including Fall Break) [SOLD OUT]

Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…

SJC > Santiago, Chile: Biz from $2,115 Econ from $505. – 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…

SFO > Chicago, Illinois: Biz from $525 Econ from $177. – Oct-Dec [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

OAK > Mexico City, Mexico: Econ from $212. – Sep-Nov [SOLD OUT]

Although I’ve been to about half a dozen cities in Mexico, Mexico City isn’t one of them. Several of my…

SFO > Buenos Aires, Argentina: Biz from $2,200 Econ from $505. – Sep-Nov (Including Fall 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…

SFO > Melbourne, Australia: Econ from $837. – Sep-Nov (Including Fall Break) [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

SFO > Munich, Germany: Econ from $366. – Sep-Nov [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

SJC > Sao Paulo, Brazil: Biz from $2,041 Econ from $629. – Sep-Nov (Including Fall 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…

SFO > Brasilia, Brazil: Biz from $2,193 Econ from $523. – 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…

SFO > Dubai, United Arab Emirates: Econ from $541. – Sep-Nov (Including Fall 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…

SFO > Guatemala City, Guatemala: Biz from $663 Econ from $309. – 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.…

SJC > Honolulu, Hawaii: Econ from $300. – Sep-Nov [SOLD OUT]

* There only appear to be a few seats at this price and availability is spotty. It will take a…

SFO > Bucharest, Romania: Econ from $544. – Oct-Dec [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

SFO > Atlanta, Georgia: Econ from $151. – Sep-Nov [SOLD OUT]

Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

SFO > Lihue, Hawaii: Econ from $264. – Oct-Dec [SOLD OUT]

Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…

OAK > Mexico City, Mexico: Biz from $730 Econ from $223. – Sep-Nov [SOLD OUT]

Although I’ve been to about half a dozen cities in Mexico, Mexico City isn’t one of them. Several of my…

SFO > Piarco, Trinidad and Tobago: Biz from $1,070 Econ from $490. – 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.…

SJC > Rio de Janeiro, Brazil: Biz from $2,071 Econ from $738. – Sep-Nov (Including Fall Break) [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

SFO > Christchurch, New Zealand: Econ from $833. – 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…