Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Buenos Aires, Argentina: Econ from $1000. – Jul-Sep (Including Summer Break)
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 $61. – Apr-Jun
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
CLE > Panama City, Panama: Biz from $950. Econ from $438. – Apr-Jun
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > George Town, Cayman Islands: Biz from $914. Econ from $449. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Dubrovnik, Croatia: Econ from $965. – Jul-Sep (Including Summer Break)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
CLE > Christiansted, U.S. Virgin Islands: Biz from $791. Econ from $199. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Sao Paulo, Brazil: Econ from $743. – Apr-Jun
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > New York, New York: Biz from $299. Econ from $65. – May-Jul (Including Summer Break)
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
CLE > Ponce, Puerto Rico: Econ from $256. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Lisbon, Portugal: Econ from $544. – Nov-Jan (Including Thanksgiving)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
CLE > Los Angeles, California: Econ from $126. – Apr-Jun
Be sure to check out the “cruises” links below to see if you could grab this cheap flight, and hop…
CLE > Punta Cana, Dominican Republic: Biz from $860. Econ from $217. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Tampa, Florida: Econ from $58. – Apr-Jun
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Myrtle Beach, South Carolina: Econ from $69. – Apr-Jun
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
CLE > Coxen Hole, Honduras: Biz from $921. Econ from $391. – Sep-Nov
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
CLE > Willemstad, Curaçao: Biz from $1098. Econ from $475. – Sep-Nov (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Rio de Janeiro, Brazil: Econ from $583. – Apr-Jun
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
CLE > Oranjestad, Aruba: Biz from $899. Econ from $266. – Apr-Jun
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
CLE > Santo Domingo, Dominican Republic: Biz from $730. Econ from $236. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Thera, Greece: Econ from $1053. – Aug-Oct
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Cancun, Mexico: Biz from $860. Econ from $205. – Apr-Jun
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Belize City, Belize: Biz from $881. Econ from $353. – Apr-Jun
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
CLE > Melbourne, Australia: Econ from $1312. – Jul-Sep
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
CLE > Simpson Bay, St. Maarten: Biz from $925. Econ from $235. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Nadi, Fiji: Econ from $1322. – Nov-Jan (Including Thanksgiving)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
CLE > Aguadilla, Puerto Rico: Econ from $178. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > San Salvador, El Salvador: Biz from $896. Econ from $180. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > San Jose, California: Econ from $132. – Apr-Jun
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
CLE > Montego Bay, Jamaica: Biz from $962. Econ from $238. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Fort Lauderdale, Florida: Econ from $43. – Mar-May
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 $935. Econ from $178. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > San Juan, Puerto Rico: Biz from $688. Econ from $154. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > San Pedro Sula, Honduras: Biz from $872 Econ from $246. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Dubai, United Arab Emirates: Econ from $1022. – Oct-Dec
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > Boston, Massachusetts: Biz from $534. Econ from $107. – Apr-Jun
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
CLE > Cozumel, Mexico: Biz from $679. Econ from $349. – Apr-Jun
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
CLE > Honolulu, Hawaii: Econ from $377. – Apr-Jun
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Auckland, New Zealand: Econ from $1086. – Oct-Dec
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
CLE > Myrtle Beach, South Carolina: Econ from $85. – Apr-Jun
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…