Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
CLE > Miami, Florida: Econ from $77. – Nov-Jan
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Panama City, Panama: Biz from $1096. Econ from $441. – Oct-Dec [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
CLE > Aguadilla, Puerto Rico: Biz from $695. Econ from $264. – Sep-Nov (Including Fall 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 > Barcelona, Spain: Econ from $510. – Oct-Dec [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
CLE > Split, Croatia: Econ from $529. – Nov-Jan (Including Thanksgiving) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
CLE > Male, Maldives: Econ from $1068. – Oct-Dec [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > Simpson Bay, St. Maarten: Biz from $658. Econ from $358. – Oct-Dec [SOLD OUT]
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 $589. – Nov-Jan
* This is a “fare dump” with a few alternate dates available.
CLE > Oranjestad, Aruba: Biz from $818. Econ from $338. – Oct-Dec [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
CLE > Nagasaki, Japan: Econ from $762. – Oct-Dec [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > Kingston, Jamaica: Biz from $1041. Econ from $382. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Saint Thomas Island, U.S. Virgin Islands: Biz from $1030. Econ from $395. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Abu Dhabi, United Arab Emirates: Econ from $654. – Oct-Dec [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > Thessaloniki, Greece: Econ from $604. – Oct-Dec [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Cartagena, Colombia: Biz from $956. Econ from $301. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Cartagena, Colombia: Biz from $956. Econ from $301. – Nov-Jan
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 $614. – Feb-Apr
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
CLE > Guatemala City, Guatemala: Biz from $459. Econ from $228. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Boston, Massachusetts: Biz from $457. Econ from $63. – Oct-Dec (Including Fall Break) [SOLD OUT]
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
CLE > Managua, Nicaragua: Biz from $989. Econ from $411. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Punta Cana, Dominican Republic: Biz from $849. Econ from $297. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > San Jose del Cabo, Mexico: Econ from $331. – Sep-Nov (Including Fall Break) [SOLD OUT]
When you go to Cabo, you’ll get approached by dozens of locals offering the best deals possible for snorkeling, sailing,…
CLE > Valencia, Spain: Econ from $615. – Oct-Dec [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Brisbane, Australia: Econ from $1023. – Jan-Mar (Presidents day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
CLE > San Salvador, El Salvador: Biz from $775. Econ from $280. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > West Palm Beach, Florida: Econ from $143. – Oct-Dec [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
CLE > Santo Domingo, Dominican Republic: Biz from $693. Econ from $340. – Oct-Dec [SOLD OUT]
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 $1081. Econ from $355. – Oct-Dec [SOLD OUT]
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 $863. – Oct-Dec [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 Pedro Sula, Honduras: Biz from $719. Econ from $253. – Oct-Dec [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: Econ from $91. – Sep-Nov (Including Fall 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 > Panama City, Panama: Biz from $859. Econ from $497. – Oct-Dec [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
CLE > Liberia, Costa Rica: Biz from $1295. Econ from $427. – Nov-Jan
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
CLE > Lisbon, Portugal: Econ from $459. – Dec-Feb
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
CLE > Miami, Florida: Econ from $82. – Sep-Nov (Including Fall Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > San Juan, Puerto Rico: Biz from $751. Econ from $225. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Mykonos, Greece: Econ from $660. – Sep-Nov (Including Fall Break) [SOLD OUT]
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
CLE > Larnaca, Cyprus: Econ from $605. – Oct-Dec [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
CLE > Oranjestad, Aruba: Biz from $843. Econ from $337. – Oct-Dec [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…