Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > Kralendijk, Caribbean Netherlands: Biz from $1502. Econ from $639. – 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 > Montego Bay, Jamaica: Biz from $1122. Econ from $310. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Palma de Mallorca, Spain: Econ from $474. – Feb-Apr
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Simpson Bay, St. Maarten: Biz from $982. Econ from $282. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Christiansted, U.S. Virgin Islands: Biz from $935. Econ from $256. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Colombo, Sri Lanka: Econ from $1022. – Mar-May
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > Lisbon, Portugal: Econ from $488. – Jan-Mar
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Liberia, Costa Rica: Biz from $1157. Econ from $454. – Jan-Mar
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
CLE > Managua, Nicaragua: Biz from $961. Econ from $441. – 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 $71. – Dec-Feb
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
CLE > Los Angeles, California: Econ from $127. – Jan-Mar
Be sure to check out the “cruises” links below to see if you could grab this cheap flight, and hop…
CLE > Ponce, Puerto Rico: Econ from $181. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Auckland, New Zealand: Econ from $797. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > Willemstad, Curaçao: Biz from $1173. Econ from $431. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Luqa, Malta: Econ from $484. – Jan-Mar (Presidents day Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
CLE > San Salvador, El Salvador: Biz from $807. Econ from $243. – Jan-Mar [SOLD OUT]
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 $685. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > Cartagena, Colombia: Biz from $989. Econ from $279. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Tampa, Florida: Biz from $255. Econ from $57. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Larnaca, Cyprus: Econ from $496. – Jan-Mar
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Saint Thomas Island, U.S. Virgin Islands: Biz from $881. Econ from $322. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Ibiza, Spain: Econ from $539. – Mar-May
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Aguadilla, Puerto Rico: Biz from $695. Econ from $201. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Miami, Florida: Econ from $58. – Dec-Feb [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Barcelona, Spain: Econ from $413. – Jan-Mar
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > San Pedro Sula, Honduras: Biz from $834. Econ from $248. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Malaga, Spain: Econ from $474. – Feb-Apr (Including Spring Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
CLE > Kingston, Jamaica: Biz from $1296. Econ from $369. – Jan-Mar
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 $662. – Feb-Apr (Including Spring Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
CLE > Nassau, The Bahamas: Biz from $779. Econ from $372. – Jan-Mar (Presidents day Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Belize City, Belize: Biz from $1048. Econ from $370. – Jan-Mar
* This is a “fare dump” with a few alternate dates available.
CLE > Thessaloniki, Greece: Econ from $504. – Jan-Mar
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Dubrovnik, Croatia: Econ from $622. – Aug-Oct
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
CLE > Lisbon, Portugal: Econ from $430. – Jan-Mar
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
CLE > San Jose, Costa Rica: Biz from $1125. Econ from $259. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Oranjestad, Aruba: Biz from $920. Econ from $271. – Jan-Mar
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
CLE > Boston, Massachusetts: Biz from $492. Econ from $58. – Dec-Feb [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
CLE > Brisbane, Australia: Econ from $930. – Jan-Mar [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 > San Juan, Puerto Rico: Biz from $635. Econ from $172. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…