I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
IND > Beirut, Lebanon: Econ from $844. – Feb-Apr (Including Spring 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 > Sao Paulo, Brazil: Biz from $1,763 Econ from $555. – May-Jul (Including Summer 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…
IND > Santa Ana, California: Econ from $114. – Nov-Jan (Including Winter 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 > Guayaquil, Ecuador: Econ from $334. – May-Jul (Including Summer 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…
IND > Washington, DC: Biz from $285 Econ from $110. – Nov-Jan (Including Winter Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Honolulu, Hawaii: Econ from $304. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
IND > Kansas City, Kansas: Biz from $339 Econ from $136. – Nov-Jan (Including Winter Break) [SOLD OUT]
Ribs anyone? * This is a “fare dump” with a few alternate dates available.
IND > Hartford, Connecticut: Biz from $376 Econ from $113. – Dec-Feb (Including Winter 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 > Mykonos, Greece: Biz from $2,322 Econ from $936. – Jul-Sep (Including Summer Break) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
IND > Houston, Texas: Biz from $514 Econ from $121. – Nov-Jan (Including Winter 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 > Pittsburgh, Pennsylvania: Biz from $314 Econ from $102. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
IND > San Pedro Sula, Honduras: Biz from $789 Econ from $262. – Nov-Jan (Including Winter 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 > Nassau, The Bahamas: Biz from $781 Econ from $360. – Nov-Jan (Including Winter 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 > Nadi, Fiji: Econ from $1270. – Mar-May (Including Spring 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…
IND > Florianopolis, Brazil: Biz from $1,829 Econ from $628. – Feb-Apr (Including Spring 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…
IND > San Diego, California: Econ from $79. – Nov-Jan (Including Winter Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Fort Lauderdale, Florida: Econ from $73. – Nov-Jan (Including Winter 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 > Moscow, Russia: Econ from $853. – Mar-May (Including Spring 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 > Panama City, Panama: Biz from $871 Econ from $443. – Feb-Apr (Including Spring Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Kahului, Hawaii: Econ from $416. – Nov-Jan (Including Winter Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Philadelphia, Pennsylvania: Biz from $384 Econ from $58. – Nov-Jan [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
IND > San Jose, California: Econ from $174. – Nov-Jan (Including Winter 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 > Guayaquil, Ecuador: Econ from $256. – Dec-Feb (Including MLK Weekend) [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 > Rio de Janeiro, Brazil: Biz from $1,827 Econ from $548. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Honolulu, Hawaii: Econ from $371. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Dublin, Ireland: Econ from $486. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Cape Town, South Africa: Econ from $1,125. – Dec-Feb (Including MLK Weekend) [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 > Aguadilla, Puerto Rico: Biz from $738 (Business Bargain) Econ from $203. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Washington, DC: Biz from $333 (Business Bargain) Econ from $106. – Nov-Jan [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
IND > Baltimore, Maryland: Biz from $433 (Business Bargain) Econ from $99. – Nov-Jan [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > San Jose, Costa Rica: Biz from $924 (Business Bargain) Econ from $266. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Punta Cana, Dominican Republic: Biz from $770 (Business Bargain) Econ from $327. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Curitiba, Brazil: Econ from $540. Biz from $1,875 (Business Bargain). – Dec-Feb (Including MLK Weekend) [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 > Tampa, Florida: Econ from $125. – Nov-Jan [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
IND > San Francisco, California: Econ from $68. – Nov-Jan [SOLD OUT]
Beaches, Sunsets, Redwoods, Golden Gate Bridge, fine dining, night life, Lombard Street, & cable cars… San Francisco is one of…
IND > Philadelphia, Pennsylvania: Econ from $58. – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Savannah, Georgia: Econ from $131. Biz from $477 (Business Bargain). – Feb-Apr (Including Spring 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 > Cleveland, Ohio: Econ from $117. Biz from $415 (Business Bargain). – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Fort Myers, Florida: Econ from $75. – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…