Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Fort Myers, Florida: Econ from $71. – Nov-Jan [SOLD OUT]
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > Guayaquil, Ecuador: Econ from $225. Biz from $1,056 (Business Bargain). – 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 > Santa Ana, California: Econ from $79. Biz from $608 (Business Bargain). – Nov-Jan [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Phoenix, Arizona: Econ from $60. Biz from $487 (Business Bargain). – 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…
ORD > San Jose, Costa Rica: Econ from $202. Biz from $788 (Business Bargain). – Nov-Jan [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Atlanta, Georgia: Econ from $47. Biz from $354 (Business Bargain). – Nov-Jan [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Cancun, Mexico: Econ from $151. Biz from $463 (Business Bargain). – Nov-Jan [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Decatur, Georgia: Econ from $98. – 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…
ORD > Seattle, Washington: Econ from $97. Biz from $377 (Business Bargain). – Nov-Jan [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Oranjestad, Aruba: Econ from $211. Biz from $1,089 (Business Bargain). [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
MDW > Punta Gorda, Florida: Econ from $58. – Nov-Jan (Including Winter Break)
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
ORD > Las Vegas, Nevada: Econ from $53. – Nov-Jan (Including Winter Break)
Vegas Baby! * There only appear to be a few seats at this price and availability is spotty. It will…
ORD > Cartagena, Colombia: Econ from $243. Biz from $847 (Business Bargain). – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Algiers, Algeria: Econ from $593. Biz from $2,430 (Business Bargain). – Nov-Jan (Including Winter Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
ORD > Raleigh, North Carolina: Econ from $137. Biz from $329 (Business Bargain). – Nov-Jan
3 different flights to/from Raleigh – All under $100 round-trip. * This is a “fare dump” with a few alternate…
ORD > Philadelphia, Pennsylvania: Econ from $73. Biz from $365 (Business Bargain). – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
ORD > Dallas, Texas: Econ from $51. Biz from $405 (Business Bargain). – Nov-Jan
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > Oakland, California: Econ from $125. – Nov-Jan
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > Medellin, Colombia: Econ from $201. Biz from $898 (Business Bargain). – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Austin, Texas: Econ from $33. Biz from $475 (Business Bargain). – Nov-Jan
JGOOT Subscriber tells us about his $97 round-trip direct flight to Austin (that he has paid $350 for in the…
ORD > Monterrey, Mexico: Econ from $280. Biz from $738 (Business Bargain). – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Pittsburgh, Pennsylvania: Econ from $58. Biz from $295 (Business Bargain). – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Guatemala City, Guatemala: Econ from $165. Biz from $492 (Business Bargain). – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > San Diego, California: Econ from $74. Biz from $597 (Business Bargain). – Nov-Jan
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
ORD > Cali, Colombia: Econ from $234. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Houston, Texas: Econ from $69. – Nov-Jan
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > Boston, Massachusetts: Econ from $49. Biz from $349 (Business Bargain). – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Bogota, Colombia: Econ from $211. Biz from $516 (Business Bargain). – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MDW > Valparaiso, Florida: Econ from $73. – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Baltimore, Maryland: Econ from $53. Biz from $345 (Business Bargain). – Nov-Jan
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > San Jose, Costa Rica: Econ from $179. Biz from $583 (Business Bargain). – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Newark, New Jersey: Econ from $54. Biz from $419 (Business Bargain). – Nov-Jan
Have you ever booked a cruise only to find out that the flight to get there was going to be…
ORD > Honolulu, Hawaii: Econ from $282. – Nov-Jan
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
MDW > San Juan, Puerto Rico: Econ from $335. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Charlotte, North Carolina: Econ from $72. Biz from $326 (Business Bargain). – Nov-Jan
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > Fort Myers, Florida: Econ from $53. – Nov-Jan
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > Lima, Peru: Econ from $243. Biz from $465 (Business Bargain). – Nov-Jan
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
ORD > Kahului, Hawaii: Econ from $302. – Nov-Jan
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
ORD > Atlanta, Georgia: Econ from $51. Biz from $349 (Business Bargain). – Nov-Jan
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…