When? – Page 50 – JGOOT

SFO > Las Vegas, Nevada: Econ from $47. – Oct-Dec [SOLD OUT]

Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

SFO > Curitiba, Brazil: Biz from $2,082 Econ from $638. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]

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

SFO > Auckland, New Zealand: Econ from $839. – Mar-May (Including Spring 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 > Norfolk, Virginia: Econ from $168. – Oct-Dec [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 > Boston, Massachusetts: Econ from $153. – Oct-Dec [SOLD OUT]

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

SFO > Rome, Italy: Econ from $346. – Oct-Dec (Including Thanksgiving) [SOLD OUT]

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

OAK > Indianapolis, Indiana: Econ from $116. – Nov-Jan [SOLD OUT]

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

SJC > Boise, Idaho: Biz from $298 Econ from $117. – 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 > Pittsburgh, Pennsylvania: Econ from $139. – Sep-Nov (Including Fall Break) [SOLD OUT]

Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

OAK > Raleigh, North Carolina: Econ from $128. – Sep-Nov (Including Fall Break) [SOLD OUT]

Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

SFO > Grand Rapids, Michigan: Econ from $128. – 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 > New Orleans, Louisiana: Econ from $128. – Oct-Dec [SOLD OUT]

Have you ever booked a cruise only to find out that the flight to get there was going to be…

SFO > Cancun, Mexico: Biz from $916 Econ from $219. – Sep-Nov (Including Fall Break) [SOLD OUT]

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

OAK > Boise, Idaho: Biz from $431 Econ from $149. – Oct-Dec [SOLD OUT]

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

OAK > Punta Cana, Dominican Republic: Econ from $321. – 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 > Graz, Austria: Econ from $507. – Dec-Feb (Including Winter Break) [SOLD OUT]

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

SFO > Colorado Springs, Colorado: Econ from $157. – Sep-Nov (Including Fall Break) [SOLD OUT]

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

SFO > Baltimore, Maryland: Econ from $153. – Sep-Nov (Including Fall Break) [SOLD OUT]

Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

SFO > George Town, Cayman Islands: Biz from $969 Econ from $471. – Dec-Feb (Including MLK Weekend) [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Kiev, Ukraine: Biz from $2,001 Econ from $461. – Jan-Mar (Including President’s Day Weekend) [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 > Cincinnati, Ohio: Econ from $128 – Sep-Nov (Including Fall Break) [SOLD OUT]

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

SFO > Milwaukee, Wisconsin: Econ from $128. – Sep-Nov [SOLD OUT]

Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

SFO > George Town, Cayman Islands: Biz from $969 Econ from $471. – Dec-Feb (Including MLK Weekend) [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Riga, Latvia: Econ from $493. – 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…

SFO > Charlotte, North Carolina: Econ from $127. – Sep-Nov (Including Fall Break) [SOLD OUT]

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

OAK > Miami, Florida: Econ from $128. – Sep-Nov (Including Fall Break) [SOLD OUT]

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

OAK > Eugene, Oregon: Econ from $65. – Sep-Nov (Including Fall Break) [SOLD OUT]

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

SJC > Madrid, Spain: Econ from $290. – Dec-Feb (Including MLK Weekend) [SOLD OUT]

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

OAK > Richmond, Virginia: Econ from $140. – Sep-Nov (Including Fall Break) [SOLD OUT]

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

OAK > San Jose del Cabo, Mexico: Econ from $196. – Sep-Nov (Including Fall Break) [SOLD OUT]

When you go to Cabo, you’ll get approached by dozens of locals offering the best deals possible for snorkeling, sailing,…

SFO > Moscow, Russia: Econ from $463. – Oct-Dec (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…

OAK > Louisville, Kentucky: Econ from $142. – Sep-Nov (Including Fall Break) [SOLD OUT]

Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse search…

OAK > Las Vegas, Nevada: Econ from $42. – Oct-Dec [SOLD OUT]

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

SFO > Willemstad, Curaçao: Biz from $1,121 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 > Porto, Portugal: Econ from $469. – Feb-Apr (Including Spring Break) [SOLD OUT]

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

OAK > Minneapolis, Minnesota: Econ from $77. – Sep-Nov [SOLD OUT]

Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

OAK > San Juan, Puerto Rico: Econ from $173. – 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.…

SJC > Sao Paulo, Brazil: Biz from $2,063 Econ from $640. – 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…

OAK > Houston, Texas: Econ from $72. – 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 > Nashville, Tennessee: Econ from $72. – Oct-Dec [SOLD OUT]

Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…