I rarely post trips to Portland because they are typically so expensive and I advise using points instead of paying…

LGA > Christiansted, U.S. Virgin Islands: Biz from $421 Econ from $145.
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

LGA > Kansas City, Kansas: Biz from $345 Econ from $126. – Feb-Apr
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

LGA > Fort Lauderdale, Florida: Biz from $251 Econ from $63. – Feb-Apr
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

LGA > Liberia, Costa Rica: Biz from $924 Econ from $296. – Mar-May
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

EWR > Detroit, Michigan: Biz from $150 Econ from $49.- Feb-Apr
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

EWR > Medellin, Colombia: Biz from $612 Econ from $223. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

EWR > San Salvador, El Salvador: Biz from $801 Econ from $150.- Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

JFK > Athens, Greece: Biz from $909 Econ from $351. – Mar-May
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

LGA > Managua, Nicaragua: Biz from $527 Econ from $235. – 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.…

LGA > Raleigh, North Carolina: Biz from $296 Econ from $56. – Feb-Apr
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

LGA > Kingston, Jamaica: Biz from $773 Econ from $390. – 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.…

JFK > Bogota, Colombia: Biz from $801 Econ from $287. – 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.…

LGA > Washington, DC: Biz from $283 Econ from $75. – Feb-Apr (Including Spring Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

JFK > Chicago, Illinois: Biz from $377 Econ from $70. – Feb-Apr
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

EWR > George Town, Cayman Islands: Biz from $436 Econ from $243. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

LGA > San Pedro Sula, Honduras: Biz from $591 Econ from $229. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

EWR > Austin, Texas: Biz from $278 Econ from $103. – Jan-Mar
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

EWR > Charlotte, North Carolina: Biz from $181 Econ from $76. – Jan-Mar (Presidents day Weekend)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

EWR > Nashville, Tennessee: Biz from $387 Econ from $117. – Jan-Mar
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

EWR > Grenada, Grenada: Biz from $859 Econ from $269. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

LGA > Willemstad, Curaçao: Biz from $949 Econ from $263. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

LGA > Savannah, Georgia: Biz from $379 Econ from $139. – Feb-Apr (Including Spring Break)
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

JFK > Charleston, South Carolina: Biz from $369 Econ from $117. – Jan-Mar
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

LGA > Santiago, Chile: Biz from $1,965 Econ from $531. – Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

JFK > Georgetown, Guyana: Biz from $943 Econ from $340. – Apr-Jun (Including Summer Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

EWR > Pittsburgh, Pennsylvania: Biz from $307 Econ from $117. – Jan-Mar
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

EWR > Indianapolis, Indiana: Biz from $190 Econ from $73. – Jan-Mar
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

JFK > Dubrovnik, Croatia: Biz from $2,068 Econ from $521. – Apr-Jun
* This is a “fare dump” with a few alternate dates available.

EWR > Jacksonville, Florida: Biz from $427 Econ from $130. – Feb-Apr
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

JFK > Abuja, Nigeria: Biz from $2,686 Econ from $775. – Apr-Jun
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

LGA > Louisville, Kentucky: Biz from $338 Econ from $120. – Jan-Mar
Bourbon Anyone? Click here to read a blog post from our Director of Support – Brooke Merkle – about her…

EWR > Oranjestad, Aruba: Biz from $540 Econ from $217. – Jan-Mar
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

JFK > Montego Bay, Jamaica: Biz from $911 Econ from $293. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

JFK > Mykonos, Greece: Biz from $2,299 Econ from $463. – Apr-Jun
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

JFK > Providenciales, Turks and Caicos Islands: Biz from $985 Econ from $283. – Feb-Apr
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * There only appear to…

LGA > Lima, Peru: Biz from $689 Econ from $216. – Jan-Mar
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

JFK > Cleveland, Ohio: Biz from $300 Econ from $137. – Aug-Oct
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

LGA > Piarco, Trinidad and Tobago: Biz from $647 Econ from $350. – Jun-Aug (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

LGA > Cancun, Mexico: Biz from $517 Econ from $241. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
