I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
IND > Montego Bay, Jamaica: Biz from $1,191 Econ from $316. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Kahului, Hawaii: Econ from $431. – Sep-Nov [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Sarasota, Florida: Econ from $100. – Jul-Sep (Including Summer Break) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
IND > Cancun, Mexico: Biz from $976 Econ from $291. – Aug-Oct [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Nadi, Fiji: Econ from $758. – 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…
IND > Lisbon, Portugal: Econ from $609. – Jan-Mar (Including President’s Day Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
IND > Buenos Aires, Argentina: Econ from $911. – Nov-Jan (Including Thanksgiving) [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
IND > Los Angeles, California: Econ from $154. – 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…
IND > Fort Lauderdale, Florida: Econ from $66. – Aug-Oct [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
IND > San Jose, Costa Rica: Biz from $1,295 Econ from $349. – Jun-Aug (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Barcelona, Spain: Econ from $595. – Jan-Mar
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Tampa, Florida: Econ from $114. – Aug-Oct [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
IND > Savannah, Georgia: Econ from $132. – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
IND > Kralendijk, Caribbean Netherlands: Biz from $1,673 Econ from $748. – 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.…
IND > Abuja, Nigeria: Econ from $1124. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Prague, Czech Republic: Econ from $733. – 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…
IND > San Salvador, El Salvador: Biz from $893 Econ from $313. – Jun-Aug (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Orlando, Florida: Econ from $128. – May-Jul (Including Summer Break) [SOLD OUT]
JGOOT Subscriber tells us about his wife & his flight to Orlando that was cheaper than driving. * This is…
IND > Denver, Colorado: Econ from $100. – Aug-Oct [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
IND > Rio de Janeiro, Brazil: Econ from $890. – 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…
IND > Santo Domingo, Dominican Republic: Econ from $342. – Jun-Aug (Including Fourth of July and Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Santiago, Chile: Econ from $660. – Sep-Nov [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Mykonos, Greece: Econ from $841. – Aug-Oct [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
IND > San Pedro Sula, Honduras: Biz from $894 Econ from $354. – Jun-Aug (Including Fourth of July and Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Chicago, Illinois: Biz from $396 Econ from $138. – Jun-Aug (Including Summer Break) [SOLD OUT]
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
IND > Minneapolis, Minnesota: Econ from $116. – Jul-Sep (Including Summer Break) [SOLD OUT]
JGOOT Subscriber tells us about his $63 round-trip direct flight to Minneapolis (among other adventures). * This is an airline…
IND > Bogota, Colombia: Biz from $994 Econ from $424. – 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.…
IND > Sharjah, United Arab Emirates: Econ from $804. – 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…
IND > Newark, New Jersey: Econ from $124. – May-Jul (Including Summer Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
IND > Male, Maldives: Econ from $905. – Feb-Apr
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
IND > Panama City, Panama: Biz from $1,159 Econ from $389. – 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…
IND > Raleigh, North Carolina: Econ from $70. – Jun-Aug (Including Fourth of July and Summer Break) [SOLD OUT]
3 different flights to/from Raleigh – All under $100 round-trip. * There only appear to be a few seats at…
IND > San Juan, Puerto Rico: Biz from $892 Econ from $254. – Jul-Sep (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Kailua Kona, Hawaii: Econ from $475. – Jul-Sep [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Fort Myers, Florida: Econ from $154. – Sep-Nov (Including Fall Break) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Myrtle Beach, South Carolina: Econ from $75. – May-Jul (Including Summer Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
IND > George Town, Cayman Islands: Biz from $909 Econ from $388. – 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.…
IND > Belo Horizonte, Brazil: Econ from $736. – Jun-Aug (Including Summer Break) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Tirana, Albania: Econ from $837. – Sep-Nov (Including Fall Break) [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…