Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
MKE > Cancun, Mexico: Biz from $709 Econ from $359.- Oct-Dec
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
MKE > Belize City, Belize: Biz from $979 Econ from $444.- Oct-Dec
* This is a “fare dump” with a few alternate dates available.
MKE > Kailua Kona, Hawaii: Econ from $443.- Oct-Dec
* There only appear to be a few seats at this price and availability is spotty. It will take a…
MKE > Santiago de los Caballeros, Dominican Republic: Biz from $956 Econ from $406. – Mar-May (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MKE > Tampa, Florida: Econ from $157. – Oct-Dec
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
MKE > Piarco, Trinidad and Tobago: Biz from $898 Econ from $608. – 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.…
MKE > Melbourne, Australia: Econ from $1266. – Mar-May
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
MKE > Larnaca, Cyprus: Econ from $627. – 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…
MKE > Dubai, United Arab Emirates: Econ from $841. – Oct-Dec (Including Thanksgiving)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
MKE > Christiansted, U.S. Virgin Islands: Biz from $1180 Econ from $425. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MKE > Zanzibar, Tanzania: Econ from $1517. – Oct-Dec (Including Thanksgiving)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MKE > Montego Bay, Jamaica: Biz from $1089 Econ from $529. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MKE > Providenciales, Turks and Caicos Islands: Biz from $865 Econ from $450.- Oct-Dec
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…
MKE > Cozumel, Mexico: Biz from $933 Econ from $202. – Oct-Dec
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
MKE > Barcelona, Spain: Econ from $510. – Jan-Mar
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MKE > Mykonos, Greece: Econ from $820. – Apr-Jun
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
MKE > Saint Thomas Island, U.S. Virgin Islands: Econ from $523. – 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.…
MKE > George Town, Cayman Islands: Biz from $1003 Econ from $410. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MKE > Oranjestad, Aruba: Biz from $1002 Econ from $470. – Oct-Dec [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
MKE > Rio de Janeiro, Brazil: Econ from $1041. – Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MKE > Coxen Hole, Honduras: Biz from $1059 Econ from $519. – Jan-Mar
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
MKE > Auckland, New Zealand: Econ from $1515. – Mar-May (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MKE > Willemstad, Curaçao: Biz from $1190 Econ from $562. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MKE > Managua, Nicaragua: Biz from $944 Econ from $541. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MKE > Sydney, Australia: Econ from $1282. – Oct-Dec
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
MKE > Lisbon, Portugal: Econ from $589. – Oct-Dec (Including Thanksgiving)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
MKE > Punta Cana, Dominican Republic: Biz from $918. Econ from $353. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MKE > Kailua Kona, Hawaii: Econ from $423. – Oct-Dec
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
MKE > Kahului, Hawaii: Econ from $423.- Oct-Dec (Including Thanksgiving)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
MKE > San Jose, Costa Rica: Biz from $1044 Econ from $429. -Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MKE > Sao Paulo, Brazil: Econ from $768.- Oct-Dec
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MKE > Nassau, The Bahamas: Biz from $729 Econ from $403.- Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MKE > San Juan, Puerto Rico: Biz from $640 Econ from $235.- Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MKE > Buenos Aires, Argentina: Econ from $980. – Nov-Jan (Including Winter Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
MKE > San Salvador, El Salvador: Biz from $769. Econ from $344. – 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.…
MKE > Liberia, Costa Rica: Biz from $1047 Econ from $467. – Oct-Dec
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
MKE > Santiago de los Caballeros, Dominican Republic: Biz from $765 Econ from $405. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MKE > Cape Town, South Africa: Econ from $1271. – Oct-Dec
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MKE > Kralendijk, Caribbean Netherlands: Biz from $1248 Econ from $623. – Oct-Dec (Including Thanksgiving)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…