Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > Riga, Latvia: From $505 round-trip – Nov-Jan [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
ORD > Rio de Janeiro, Brazil: From $595 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
ORD > Las Palmas de Gran Canaria, Spain: From $347 round-trip – Nov-Jan [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Durban, South Africa: From $760 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
ORD > Valencia, Spain: From $337 round-trip – Nov-Jan [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Graz, Austria: From $573 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…
ORD > Cordoba, Argentina: From $611 round-trip – Nov-Jan [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Buenos Aires, Argentina: From $785 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Chisinau, Moldova: From $337 round-trip – Nov-Jan [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Amman, Jordan: From $511 round-trip – Nov-Jan [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Barcelona, Spain: From $246 round-trip – Nov-Jan [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Moscow, Russia: From $468 round-trip – Nov-Jan [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
ORD > Frankfurt am Main, Germany: From $390 round-trip – Nov-Jan [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
ORD > New York, New York: From $131 round-trip – Nov-Jan (Including Winter Break) [SOLD OUT]
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
ORD > Toronto, Canada: From $199 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…
ORD > Entebbe, Uganda: From $604 round-trip – Nov-Jan [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
ORD > Entebbe, Uganda: From $604 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
ORD > Entebbe, Uganda: $604 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Entebbe, Uganda: $605 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
ORD > Entebbe, Uganda: $605 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
ORD > Baltimore, Maryland: $75 round-trip – Nov-Jan [SOLD OUT]
Have friends or family in Baltimore? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Kazan, Russia: $731 round-trip – Nov-Jan [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Dallas, Texas: $77 round-trip – Nov-Jan [SOLD OUT]
Have friends or family in Dallas? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Beijing, China: $435 round-trip – Nov-Jan [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
ORD > Phoenix, Arizona: $97 round-trip – Nov-Jan [SOLD OUT]
If you ever go to Phoenix, consider staying in Scottsdale. It’s a really cute town slightly North of Phoenix, away…
ORD > Hartford, Connecticut: $170 round-trip – Nov-Jan [SOLD OUT]
Have friends or family in Hartford? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Denver, Colorado: $65 round-trip – Nov-Jan [SOLD OUT]
Looking for a more unique bar than one of dozens of national chains on 16th street? Here are several amazing…
ORD > Fort Myers, Florida: $71 round-trip – Nov-Jan [SOLD OUT]
Have friends or family in Fort Myers? Grab this cheap flight and visit them, or check out the reverse search…
ORD > Cincinnati, Ohio: $91 round-trip – Nov-Jan [SOLD OUT]
Have friends or family in Cincinnati? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Dallas, Texas: $75 round-trip – Nov-Jan [SOLD OUT]
Have friends or family in Dallas? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Montego Bay, Jamaica: $314 round-trip – Nov-Jan [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
ORD > San Jose, Costa Rica: $233 round-trip – Nov-Jan [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Miami, Florida: $77 round-trip – Nov-Jan [SOLD OUT]
Have friends or family in Miami? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Phoenix, Arizona: $68 round-trip – Nov-Jan [SOLD OUT]
Have friends or family in Phoenix? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Oranjestad, Aruba: $264 round-trip – Nov-Jan [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
ORD > Orlando, Florida: $29 round-trip – Nov-Jan [SOLD OUT]
JGOOT Subscriber tells us about his wife & his flight to Orlando that was cheaper than driving. * There only…
ORD > Cape Town, South Africa: $843 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…
ORD > Prague, Czech Republic: $556 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…
ORD > Algiers, Algeria: $578 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…