Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Boston, Massachusetts: Biz from $452 Econ from $101. – Dec-Feb
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…

IND > Washington, DC: Biz from $305 Econ from $109. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Kailua Kona, Hawaii: Econ from $320. – Jan-Mar
* There only appear to be a few seats at this price and availability is spotty. It will take a…

IND > Dallas, Texas: Biz from $260 Econ from $116. – Dec-Feb
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

IND > Baltimore, Maryland: Econ from $116. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Atlanta, Georgia: Biz from $342 Econ from $115. – Dec-Feb
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

IND > Norfolk, Virginia: Biz from $438 Econ from $132. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Nashville, Tennessee: Biz from $330 Econ from $168. – Dec-Feb
If you like live music, you’ve got to check out Nashville. We visited Broadway street every night we were there,…

IND > San Juan, Puerto Rico: Biz from $613 Econ from $116. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Oakland, California: Econ from $136. – Dec-Feb
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

IND > Kansas City, Kansas: Biz from $321 Econ from $126. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Sacramento, California: Biz from $696 Econ from $68. – Jan-Mar
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

IND > New York, New York: Biz from $313 Econ from $90. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Cozumel, Mexico: Biz from $550 Econ from $355. – Dec-Feb
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…

IND > Tampa, Florida: Econ from $77. – Dec-Feb
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: Biz from $563 Econ from $68. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Colorado Springs, Colorado: Econ from $140. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Birmingham, Alabama: Biz from $293 Econ from $155. – Dec-Feb
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

IND > Philadelphia, Pennsylvania: Biz from $304 Econ from $94. – Jan-Mar
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

IND > Vienna, Austria: Econ from $628. – Jan-Mar
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

IND > New Orleans, Louisiana: Biz from $433 Econ from $94. – Dec-Feb
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

IND > Miami, Florida: Econ from $68. – Dec-Feb
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

IND > Reno, Nevada: Econ from $141. – Dec-Feb
Whether boating in the summer, skiing in the winter, hiking to take in the beautiful scenery, or gambling at the…

IND > Raleigh, North Carolina: Biz from $336 Econ from $98. – Dec-Feb
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

IND > Hartford, Connecticut: Biz from $413 Econ from $120. – Dec-Feb
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

IND > Santo Domingo, Dominican Republic: Biz from $828 Econ from $263. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Lihue, Hawaii: Econ from $256. – Dec-Feb (Including MLK Weekend)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

IND > Santa Ana, California: Econ from $85. – Dec-Feb
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

IND > Fort Lauderdale, Florida: Econ from $69. – Dec-Feb
Have you ever booked a cruise only to find out that the flight to get there was going to be…

IND > Atlanta, Georgia: Biz from $321 Econ from $111. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Boston, Massachusetts: Biz from $423 Econ from $94. – Dec-Feb
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…

IND > Cancun, Mexico: Biz from $612 Econ from $229. – Dec-Feb
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

IND > Dallas, Texas: Biz from $237 Econ from $98. – Jan-Mar
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Las Vegas, Nevada: Econ from $57. – Jan-Mar
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

IND > Richmond, Virginia: Biz from $373 Econ from $124. – Dec-Feb (Including MLK Weekend)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

IND > Salt Lake City, Utah: Biz from $568 Econ from $68. – Dec-Feb
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

IND > Kahului, Hawaii: Econ from $249. – Dec-Feb
* There only appear to be a few seats at this price and availability is spotty. It will take a…

IND > Sarasota, Florida: Econ from $85. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Port Au Prince, Haiti: Econ from $257. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…