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

CLE > Jacksonville, Florida: Econ from $78. – May-Jul (Including Summer Break) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

CLE > Oakland, California: Econ from $114. – May-Jul (Including Summer 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…

CLE > Oranjestad, Aruba: Biz from $906. Econ from $294. – May-Jul (Including Summer Break) [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

CLE > Minneapolis, Minnesota: Econ from $77. – May-Jul (Including Summer Break) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

CLE > Dallas, Texas: Econ from $73. – May-Jul (Including Summer Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

CLE > Cancun, Mexico: Biz from $939. Econ from $216. – May-Jul (Including Summer Break) [SOLD OUT] [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

CLE > Denver, Colorado: Econ from $85. – May-Jul (Including Summer Break) [SOLD OUT]
If you visit Denver, be sure to drop me a note. I moved here from California 25 years ago, and…

CLE > Boston, Massachusetts: Biz from $479. Econ from $74. – May-Jul (Including Summer Break) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

CLE > Phoenix, Arizona: Econ from $114. – May-Jul (Including Summer Break) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

CLE > Orlando, Florida: Econ from $40. – May-Jul (Including Summer Break) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

CLE > Montego Bay, Jamaica: Biz from $966. Econ from $302. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

CLE > Nassau, The Bahamas: Econ from $377. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

CLE > Austin, Texas: Econ from $95. – May-Jul (Including Summer Break) [SOLD OUT]
JGOOT Subscriber tells us about his $97 round-trip direct flight to Austin (that he has paid $350 for in the…

CLE > Hartford, Connecticut: Biz from $554. Econ from $128. – May-Jul (Including Summer 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…

CLE > Atlanta, Georgia: Biz from $509. Econ from $82. – May-Jul (Including Summer Break) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

CLE > Saint Thomas Island, U.S. Virgin Islands: Biz from $914. Econ from $194. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

CLE > Fairbanks, Alaska: Econ from $375. – May-Jul (Including Summer Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

CLE > Nashville, Tennessee: Econ from $89. – May-Jul (Including Summer Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

CLE > Buenos Aires, Argentina: Econ from $766. – May-Jul (Including Summer 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…

CLE > Fort Lauderdale, Florida: Econ from $54. – May-Jul (Including Summer Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

CLE > Reykjavik, Iceland: Econ from $467. – May-Jul (Including Summer Break) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

CLE > New York, New York: Biz from $309. Econ from $48. – May-Jul (Including Summer Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

CLE > Guatemala City, Guatemala: Econ from $205. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

CLE > Sacramento, California: Econ from $154. – May-Jul (Including Summer Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

CLE > Barranquilla, Colombia: Econ from $237. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

CLE > Salt Lake City, Utah: Econ from $121. – May-Jul (Including Summer Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

CLE > Fort Myers, Florida: Econ from $98. – Jun-Aug (Including Summer Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

CLE > Christiansted, U.S. Virgin Islands: Biz from $791. Econ from $272. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

CLE > Richmond, Virginia: Econ from $70. – May-Jul (Including Summer Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

CLE > George Town, Cayman Islands: Biz from $919. Econ from $406. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

CLE > Atlantic City, New Jersey: Econ from $101. – Apr-Jun (Including Summer Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

CLE > Raleigh, North Carolina: Econ from $58. – May-Jul (Including Summer Break) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

CLE > Santiago, Chile: Econ from $931. – Jul-Sep (Including Summer Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

CLE > Los Angeles, California: Econ from $79. – May-Jul (Including Summer Break) [SOLD OUT]
Be sure to check out the “cruises” links below to see if you could grab this cheap flight, and hop…

CLE > Houston, Texas: Biz from $539. Econ from $80. – May-Jul (Including Summer Break) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

CLE > Tampa, Florida: Econ from $87. – Apr-Jun (Including Summer Break) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

CLE > Anchorage, Alaska: Econ from $368. – May-Jul (Including Summer Break) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

CLE > Medellin, Colombia: Biz from $994. Econ from $258. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

CLE > Lima, Peru: Econ from $555. – May-Jul (Including Summer 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…