Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Male, Maldives: Econ from $1125. – Jan-Mar (Presidents day Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > San Salvador, El Salvador: Biz from $977. Econ from $241. – 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 > Tampa, Florida: Biz from $305. Econ from $56. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Ponce, Puerto Rico: Econ from $233. – Feb-Apr
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 $76. – Dec-Feb
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 $495. – Jan-Mar
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 $180. – Jan-Mar
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 $468. – Dec-Feb (Including MLK Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
CLE > Santo Domingo, Dominican Republic: Biz from $668. Econ from $287. – Dec-Feb
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 $796. – Dec-Feb
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
CLE > Liberia, Costa Rica: Biz from $971. Econ from $391. – 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 > Guatemala City, Guatemala: Econ from $279. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Funchal, Portugal: Econ from $507. – Dec-Feb
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
CLE > San Pedro Sula, Honduras: Biz from $798. Econ from $316. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Coxen Hole, Honduras: Econ from $552. – Dec-Feb (Including MLK Weekend)
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
CLE > West Palm Beach, Florida: Econ from $113. – 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,…
CLE > Sao Paulo, Brazil: Econ from $607. – 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 > Belize City, Belize: Biz from $1053. Econ from $320. – Dec-Feb
* This is a “fare dump” with a few alternate dates available.
CLE > Cancun, Mexico: Biz from $719. Econ from $297. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Lisbon, Portugal: Econ from $453. – Dec-Feb
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > San Jose, Costa Rica: Biz from $1028. Econ from $272. – Jan-Mar
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 $484. Econ from $58. – Dec-Feb
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
CLE > Malaga, Spain: Econ from $448. – Dec-Feb
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Punta Cana, Dominican Republic: Biz from $878. Econ from $265. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Panama City, Panama: Biz from $840. Econ from $490. – 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 > Kahului, Hawaii: Econ from $364. – Feb-Apr (Including Spring Break)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
CLE > Kingston, Jamaica: Biz from $1039. Econ from $358. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Cozumel, Mexico: Biz from $887. Econ from $447. – Dec-Feb
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
CLE > Los Angeles, California: Econ from $128. – Dec-Feb (Including MLK Weekend)
Beaches, Hollywood, 5 amusement parks, home to the Lakers, Dodgers, Rams, Ducks, Kings, Angels, and quick access to Mexico cruises…
CLE > Cartagena, Colombia: Biz from $941. Econ from $283. – 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 > San Juan, Puerto Rico: Biz from $635. Econ from $180. – Jan-Mar
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 $1126. Econ from $351. – Dec-Feb
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 $802. Econ from $287. – Dec-Feb
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
CLE > Okinawa, Japan: Econ from $731. – Feb-Apr
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 $884. Econ from $260. – 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 > Tampa, Florida: Econ from $78. – Dec-Feb
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
CLE > Managua, Nicaragua: Biz from $1194. Econ from $303. – Dec-Feb (Including MLK Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Aguadilla, Puerto Rico: Biz from $695. Econ from $222. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Male, Maldives: Econ from $1119. – Feb-Apr (Including Spring Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…