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 $1032. Econ from $326. – Oct-Dec (Including Thanksgiving) [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: Econ from $292. – Nov-Jan
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 $452. Econ from $262. – 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 > Heraklion, Greece: Econ from $530. – 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 > Bridgetown, Barbados: Econ from $475. – 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 > Nadi, Fiji: Econ from $1105. – Jan-Mar
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
CLE > Ponce, Puerto Rico: Econ from $264. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Willemstad, Curaçao: Biz from $1345. Econ from $383. – Nov-Jan (Including Thanksgiving) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Larnaca, Cyprus: Econ from $561. – 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 > San Juan, Puerto Rico: Biz from $730. Econ from $218. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Santo Domingo, Dominican Republic: Biz from $692. Econ from $337. – 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 > 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 > 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 > 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 > 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 > 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 > 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 > 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 > 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…
CLE > Saint Thomas Island, U.S. Virgin Islands: Biz from $541. Econ from $256. – 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 > Willemstad, Curaçao: Biz from $1361. Econ from $470. – 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 > Ponce, Puerto Rico: Econ from $264. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Kingston, Jamaica: Biz from $946. Econ from $384. – 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 > Okinawa, Japan: Econ from $765. – Nov-Jan
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
CLE > Heraklion, Greece: Econ from $783. – Sep-Nov (Including Fall 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 > George Town, Cayman Islands: Econ from $436. – Oct-Dec (Including Thanksgiving) [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 $862. – Oct-Dec [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
CLE > Punta Cana, Dominican Republic: Biz from $889. Econ from $337. – 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 > Male, Maldives: Econ from $1181. – Sep-Nov (Including Fall 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 > San Juan, Puerto Rico: Biz from $851. Econ from $205. – 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 > Cozumel, Mexico: Econ from $426. Biz from $801 (Business Bargain). – Dec-Feb [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
CLE > Montego Bay, Jamaica: Econ from $275. Biz from $809 (Business Bargain). – 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.…