Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Dubai, United Arab Emirates: Econ from $581. – Feb-Apr (Including Spring Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
FNT > Jacksonville, Florida: Biz from $580. Econ from $90. – Dec-Feb (Including MLK Weekend)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
DTW > Santo Domingo, Dominican Republic: Econ from $304. – 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.…
DTW > Liberia, Costa Rica: Econ from $528. – Dec-Feb (Including MLK Weekend)
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
DTW > Cape Town, South Africa: Econ from $1018. – Jan-Mar (Presidents day Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
DTW > Montego Bay, Jamaica: Biz from $552. Econ from $319. – 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.…
DTW > Boston, Massachusetts: Biz from $349. Econ from $128. – Dec-Feb
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
DTW > Melbourne, Australia: Econ from $1016. – Feb-Apr (Including Spring Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
DTW > Tampa, Florida: Biz from $257. Econ from $58. – Jan-Mar
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
DTW > Abu Dhabi, United Arab Emirates: Econ from $807. – Dec-Feb
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
DTW > Punta Cana, Dominican Republic: Biz from $569. Econ from $290. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
FNT > Larnaca, Cyprus: Econ from $495. – Dec-Feb
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
DTW > Willemstad, Curaçao: Biz from $1401. Econ from $365. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Okinawa, Japan: Econ from $843. – Jan-Mar (Presidents day Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
DTW > Lisbon, Portugal: Econ from $506. – 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…
DTW > San Salvador, El Salvador: Biz from $457. Econ from $208. – 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.…
DTW > Oranjestad, Aruba: Biz from $730 Econ from $268. – Dec-Feb (Including MLK Weekend)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
DTW > Los Angeles, California: Biz from $452 Econ from $122. – Dec-Feb
Be sure to check out the “cruises” links below to see if you could grab this cheap flight, and hop…
DTW > Myrtle Beach, South Carolina: Biz from $436. Econ from $153. – Jan-Mar (Presidents day Weekend)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
DTW > Simpson Bay, St. Maarten: Biz from $696. Econ from $256. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > San Jose, Costa Rica: Biz from $807 Econ from $273. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Miami, Florida: Biz from $251 Econ from $47. – Jan-Mar
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
DTW > Managua, Nicaragua: Biz from $536 Econ from $305. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Fort Lauderdale, Florida: Biz from $284. Econ from $48. – Nov-Jan
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
DTW > Kingston, Jamaica: Biz from $655. Econ from $370. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Cancun, Mexico: Biz from $453. Econ from $278. – Dec-Feb
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
DTW > Mykonos, Greece: Econ from $570. – Apr-Jun
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
FNT > Jacksonville, Florida: Biz from $562. Econ from $78. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
DTW > Guatemala City, Guatemala: Biz from $538. Econ from $273. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Split, Croatia: Econ from $514. – Dec-Feb (Including MLK Weekend)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
DTW > Heraklion, Greece: Econ from $697. – Feb-Apr (Including Spring Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
DTW > Bridgetown, Barbados: Econ from $253. – Nov-Jan (Including Winter Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Montego Bay, Jamaica: Biz from $1027. Econ from $268. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Boston, Massachusetts: Biz from $496. Econ from $162. – Nov-Jan
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
DTW > Vieux Fort, Saint Lucia: Econ from $245. – 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.…
DTW > Nassau, The Bahamas: Biz from $835. Econ from $247. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
DTW > Fort Myers, Florida: Biz from $318. Econ from $89. – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
DTW > Nadi, Fiji: Econ from $999. – Jan-Mar (Presidents day Weekend)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
DTW > Cape Town, South Africa: Econ from $1124. – Feb-Apr (Including President’s Day Weekend)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…