Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
OAK > Washington, DC: Econ from $124. – Dec-Feb (Including Winter 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 > Billings, Montana: Biz from $534. Econ from $68. – Nov-Jan (Including Winter 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 > Cedar Rapids, Iowa: Econ from $79. – Nov-Jan (Including Winter 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 > Minneapolis, Minnesota: Econ from $79. – Nov-Jan (Including Winter Break) [SOLD OUT]
JGOOT Subscriber tells us about his $63 round-trip direct flight to Minneapolis (among other adventures). * This is an airline…
OAK > Fort Lauderdale, Florida: Econ from $87. – Nov-Jan (Including Winter 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 > Houston, Texas: Econ from $87. – Nov-Jan (Including Winter 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 > Las Vegas, Nevada: Econ from $37. – Nov-Jan (Including Winter Break) [SOLD OUT]
Grab this flight and spend the savings on several shows. (I highly recommend the Michael Jackson show, as well as…
SFO > Bozeman, Montana: Econ from $163. Biz from $452 (Business Bargain). – Dec-Feb (Including Winter Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
OAK > New Orleans, Louisiana: Econ from $155. – Dec-Feb (Including Winter Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
SJC > San Juan, Puerto Rico: Econ from $323. – Nov-Jan (Including Winter 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 > Curitiba, Brazil: Econ from $580. Biz from $2,346 (Business Bargain). – Dec-Feb (Including Winter 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…
SFO > Calgary, Canada: From $167 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.…
SFO > Christchurch, New Zealand: From $876 round-trip – Dec-Feb (Including Winter 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: From $745 round-trip – Nov-Jan (Including Winter Break) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SFO > Curitiba, Brazil: From $702 round-trip – Nov-Jan (Including Winter Break) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SFO > Nadi, Fiji: From $748 round-trip – Nov-Jan (Including Winter Break) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
SFO > Hobart, Australia: From $1173 round-trip – Nov-Jan (Including Winter Break) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SFO > Auckland, New Zealand: From $841 round-trip – Nov-Jan (Including Winter Break) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
OAK > Eugene, Oregon: $82 round-trip – Dec-Feb (Including Winter Break) [SOLD OUT]
Have friends or family in Eugene? Grab this cheap flight and visit them, or check out the reverse search link…
SFO > Christchurch, New Zealand: $741 round-trip- Dec-Feb (Including Winter Break) [SOLD OUT] [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SFO > Casablanca, Morocco: $605 round-trip- Nov-Jan (Including Winter Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SFO > Cancun, Mexico: $397 round-trip- Dec-Feb (Including Winter Break) [SOLD OUT]
Premium subscriber benefit: Log in and click below to download a 6-night luxury vacation voucher for Mayan Palace in Mazatlan,…
SFO > Lisbon, Portugal: $513 round-trip- Dec-Feb (Including Winter Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SJC > Frankfurt am Main, Germany: Flight & 13 nights: $932- Dec-Feb (Including Winter Break) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SFO > St. John’s, Antigua And Barbuda: Flight & 11 nights: $1,245 – Dec-Feb (Including Winter Break) [SOLD OUT]
The first thing you’ll learn when going to Antigua is how to properly pronounce it. (The “u” is not pronounced,…
SFO > Oranjestad, Aruba: Flight & 9 nights: $758 – Nov-Jan (Including Winter Break) [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
SFO > Buenos Aires, Argentina: Flight & 4 nights: $1,324 – Nov-Jan (Including Winter Break) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
SFO > George Town, Cayman Islands: Flight & 4 nights: $1,205 – Nov-Jan (Including Winter Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SFO > Anchorage, Alaska: Flight & 10 nights: $651 – Dec-Feb (Including Winter Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SJC > Seattle, Washington: $137 round-trip – Nov-Jan (Including Winter Break) [SOLD OUT]
Have friends or family in Seattle? Grab this cheap flight and visit them, or check out the reverse search link…
SFO > Brisbane, Australia: Flight & 12 nights: $1,384 – Dec-Feb (Including Winter Break) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SFO > Boise, Idaho: $172 round-trip – Dec-Feb (Including Winter Break) [SOLD OUT]
Have friends or family in Boise? Grab this cheap flight and visit them, or check out the reverse search link…
OAK > Saint Petersburg, Russia: Flight & 11 nights: $1,477 – Nov-Jan (Including Winter Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available. Oakland to Saint Petersburg, Russia: 11 night trip.…
SFO > Toronto, Canada: Flight & 9 nights: $705- Nov-Jan (Including Winter Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available. San Francisco to Toronto, Canada: 9 night trip.…
SJC > Paris, France: Flight & 6 nights: $857 – Nov-Jan (Including Winter Break) [SOLD OUT]
* This is the only date I found, and there only appear to be a few seats at this price.…
SJC > Mexico City, Mexico: Flight & 13 nights: $527 – Nov-Jan (Including Winter Break) [SOLD OUT]
Although I’ve been to about half a dozen cities in Mexico, Mexico City isn’t one of them. Several of my…
Winter Break Fare: SFO > Shanghai: $636 round-trip [SOLD OUT]
San Francisco to Shanghai, China: 5 night trip. Flight Alone: $636. Dates we found this fare: Sat, Dec 23 to…
Winter Break Fare: SFO > Vancouver: $262 round-trip [SOLD OUT]
San Francisco to Vancouver, Canada: 1 night trip. Flight Alone: $262. Dates we found this fare: Wed, Jan 03 to…
SFO > Miami: $146 round-trip [SOLD OUT]
How about a Caribbean cruise for Winter break? San Francisco to Miami, Florida: 7 night trip. Flight Alone: $146. Dates…