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DTW > Montego Bay, Jamaica: Biz from $523 Econ from $301. – Sep-Nov 

DTW > Montego Bay, Jamaica: Biz from $523 Econ from $301. – 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.…

DTW > San Jose, Costa Rica: Biz from $559 Econ from $285. – Oct-Dec 

DTW > San Jose, Costa Rica: Biz from $559 Econ from $285. – Oct-Dec 

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 $304 Econ from $99.- Oct-Dec

DTW > Fort Lauderdale, Florida: Biz from $304 Econ from $99.- Oct-Dec [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

DTW > Piarco, Trinidad and Tobago: Biz from $755 Econ from $443.- Oct-Dec

DTW > Piarco, Trinidad and Tobago: Biz from $755 Econ from $443.- Oct-Dec

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 $404 Econ from $113. – Oct-Dec 

DTW > Miami, Florida: Biz from $404 Econ from $113. – 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…

DTW > Heraklion, Greece: Econ from $598. – Oct-Dec 

DTW > Heraklion, Greece: Econ from $598. – Oct-Dec 

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

DTW > Boston, Massachusetts: Biz from $222 Econ from $90. – Nov-Jan 

DTW > Boston, Massachusetts: Biz from $222 Econ from $90. – Nov-Jan 

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

DTW > Liberia, Costa Rica: Econ from $365. – Oct-Dec 

DTW > Liberia, Costa Rica: Econ from $365. – Oct-Dec 

When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

DTW > Nadi, Fiji: Econ from $1068. – Jan-Mar (Presidents day Weekend)

DTW > Nadi, Fiji: Econ from $1068. – 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 > Kralendijk, Caribbean Netherlands: Biz from $1648. Econ from $432. – Oct-Dec

DTW > Kralendijk, Caribbean Netherlands: Biz from $1648. Econ from $432. – Oct-Dec

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

DTW > Zadar, Croatia: Econ from $830. – Oct-Dec

DTW > Zadar, Croatia: Econ from $830. – Oct-Dec

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

DTW > Sydney, Australia: Econ from $882. – Oct-Dec

DTW > Sydney, Australia: Econ from $882. – Oct-Dec

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 $497 Econ from $260. – Oct-Dec 

DTW > Punta Cana, Dominican Republic: Biz from $497 Econ from $260. – Oct-Dec 

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

DTW > Colombo, Sri Lanka: Econ from $1031. – Feb-Apr (Including President’s Day Weekend)

DTW > Colombo, Sri Lanka: Econ from $1031. – Feb-Apr (Including President’s Day Weekend)

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

DTW > Belize City, Belize: Biz from $1184. Econ from $420. – Nov-Jan

DTW > Belize City, Belize: Biz from $1184. Econ from $420. – Nov-Jan

* This is a “fare dump” with a few alternate dates available.

DTW > Christiansted, U.S. Virgin Islands: Econ from $324. – Oct-Dec 

DTW > Christiansted, U.S. Virgin Islands: Econ from $324. – Oct-Dec 

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

DTW > Willemstad, Curaçao: Biz from $1480 Econ from $326. – Oct-Dec 

DTW > Willemstad, Curaçao: Biz from $1480 Econ from $326. – Oct-Dec 

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

DTW > Managua, Nicaragua: Biz from $1083. Econ from $383. – Nov-Jan

DTW > Managua, Nicaragua: Biz from $1083. Econ from $383. – Nov-Jan

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

DTW > Malaga, Spain: Econ from $501. – Oct-Dec

DTW > Malaga, Spain: Econ from $501. – Oct-Dec

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

DTW > Santo Domingo, Dominican Republic: Biz from $604. Econ from $336. – Sep-Nov (Including Fall Break)

DTW > Santo Domingo, Dominican Republic: Biz from $604. Econ from $336. – Sep-Nov (Including Fall Break) [SOLD OUT]

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

DTW > Male, Maldives: Econ from $1085. – Oct-Dec

DTW > Male, Maldives: Econ from $1085. – Oct-Dec

Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

DTW > Panama City, Panama: Biz from $1178. Econ from $443. – Oct-Dec

DTW > Panama City, Panama: Biz from $1178. Econ from $443. – Oct-Dec

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

DTW > Christchurch, New Zealand: Econ from $1197. – Oct-Dec 

DTW > Christchurch, New Zealand: Econ from $1197. – Oct-Dec 

Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

DTW > Oranjestad, Aruba: Biz from $918 Econ from $401. – Nov-Jan 

DTW > Oranjestad, Aruba: Biz from $918 Econ from $401. – Nov-Jan 

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

DTW > Athens, Greece: Econ from $482. – Jan-Mar 

DTW > Athens, Greece: Econ from $482. – Jan-Mar 

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

DTW > Larnaca, Cyprus: Econ from $596. – Mar-May 

DTW > Larnaca, Cyprus: Econ from $596. – Mar-May 

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

DTW > Myrtle Beach, South Carolina: Biz from $416 Econ from $155. – Oct-Dec 

DTW > Myrtle Beach, South Carolina: Biz from $416 Econ from $155. – Oct-Dec 

Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

DTW > Saint Thomas Island, U.S. Virgin Islands: Biz from $735 Econ from $313. – Sep-Nov (Including Fall Break) 

DTW > Saint Thomas Island, U.S. Virgin Islands: Biz from $735 Econ from $313. – Sep-Nov (Including Fall Break)  [SOLD OUT]

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

DTW > Tampa, Florida: Biz from $263 Econ from $76. – Sep-Nov (Including Fall Break) 

DTW > Tampa, Florida: Biz from $263 Econ from $76. – Sep-Nov (Including Fall Break)  [SOLD OUT]

Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

DTW > San Juan, Puerto Rico: Biz from $298 Econ from $139. – Oct-Dec 

DTW > San Juan, Puerto Rico: Biz from $298 Econ from $139. – Oct-Dec 

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 $704 Econ from $420. – Sep-Nov (Including Fall Break) 

DTW > Oranjestad, Aruba: Biz from $704 Econ from $420. – Sep-Nov (Including Fall Break)  [SOLD OUT]

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

DTW > Cancun, Mexico: Biz from $574 Econ from $263. – Sep-Nov 

DTW > Cancun, Mexico: Biz from $574 Econ from $263. – Sep-Nov  [SOLD OUT]

Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

DTW > Melbourne, Australia: Econ from $1016. – Feb-Apr (Including Spring Break) 

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 > Boston, Massachusetts: Biz from $281 Econ from $80. – Nov-Jan 

DTW > Boston, Massachusetts: Biz from $281 Econ from $80. – Nov-Jan 

Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

DTW > Luqa, Malta: Econ from $685. – Oct-Dec

DTW > Luqa, Malta: Econ from $685. – Oct-Dec

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

DTW > Liberia, Costa Rica: Econ from $373. – Oct-Dec

DTW > Liberia, Costa Rica: Econ from $373. – Oct-Dec

When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

DTW > Nadi, Fiji: Econ from $933. – Sep-Nov (Including Fall Break) 

DTW > Nadi, Fiji: Econ from $933. – Sep-Nov (Including Fall 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…

DTW > Heraklion, Greece: Econ from $582. – Oct-Dec 

DTW > Heraklion, Greece: Econ from $582. – Oct-Dec 

Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…

DTW > Miami, Florida: Biz from $289 Econ from $94. – Sep-Nov 

DTW > Miami, Florida: Biz from $289 Econ from $94. – Sep-Nov  [SOLD OUT]

Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

DTW > San Jose, Costa Rica: Biz from $689 Econ from $278. – Sep-Nov (Including Fall Break) 

DTW > San Jose, Costa Rica: Biz from $689 Econ from $278. – Sep-Nov (Including Fall Break)  [SOLD OUT]

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

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