Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Milan, Italy: Econ from $379. – 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…
MDW > Dayton, Ohio: Econ from $116. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
MDW > Valparaiso, Florida: Econ from $66. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Port Au Prince, Haiti: Biz from $1,016 Econ from $198. – 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.…
ORD > Berlin, Germany: Econ from $371. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
ORD > Santa Ana, California: Econ from $67. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
ORD > Minneapolis, Minnesota: Biz from $278 Econ from $118. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
ORD > Palermo, Italy: Econ from $342. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
ORD > Madrid, Spain: Econ from $317. – 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…
ORD > Baltimore, Maryland: Econ from $92. – Jan-Mar (Including President’s Day Weekend)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > Frankfurt am Main, Germany: Econ from $394. – Jan-Mar (Including President’s Day Weekend)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > Tel Aviv, Israel: Econ from $550. – Jan-Mar (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…
ORD > Gdansk, Poland: Econ from $363. – Jan-Mar (Including President’s Day Weekend)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
ORD > San Diego, California: Econ from $100. – Jan-Mar (Including President’s Day Weekend)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Miami, Florida: Econ from $56. – Jan-Mar (Including President’s Day Weekend)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > Kiev, Ukraine: Econ from $464. – Jan-Mar (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…
ORD > Paris, France: Econ from $372. – Jan-Mar (Including President’s Day Weekend)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
ORD > Athens, Greece: Econ from $372. – Jan-Mar (Including President’s Day Weekend)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
MDW > Asheville, North Carolina: Econ from $89. – Feb-Apr
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Alicante, Spain: Econ from $364. – Jan-Mar (Including President’s Day Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
ORD > Vilnius, Lithuania: Econ from $361. – Jan-Mar (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…
ORD > Munich, Germany: Econ from $367. – Jan-Mar (Including President’s Day Weekend)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
ORD > St. John’s, Antigua And Barbuda: Econ from $217. – Jan-Mar (Including President’s Day Weekend)
The first thing you’ll learn when going to Antigua is how to properly pronounce it. (The “u” is not pronounced,…
ORD > Zurich, Switzerland: Econ from $367. – Jan-Mar (Including President’s Day Weekend)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
ORD > Montego Bay, Jamaica: Biz from $876 Econ from $228. – Jan-Mar (Including President’s Day Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Santa Cruz de Tenerife, Spain: Econ from $474. – Jan-Mar (Including President’s Day Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
ORD > Panama City, Panama: Biz from $992 Econ from $238. – Feb-Apr (Including President’s Day Weekend)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
ORD > Minneapolis, Minnesota: Biz from $277 Econ from $117. – Jan-Mar (Including President’s Day Weekend)
JGOOT Subscriber tells us about his $63 round-trip direct flight to Minneapolis (among other adventures). * This is an airline…
ORD > Paris, France: Econ from $416. – Jan-Mar (Including President’s Day Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
ORD > San Jose, Costa Rica: Biz from $923 Econ from $193. – Jan-Mar (Including President’s Day Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Charlotte, North Carolina: Econ from $123. – Jan-Mar (Including President’s Day Weekend)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Ljubljana, Slovenia: Econ from $566. – Jan-Mar (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…
ORD > Anchorage, Alaska: Biz from $935 Econ from $265. – Jan-Mar (Including President’s Day Weekend)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > Miami, Florida: Econ from $54. – Jan-Mar (Including President’s Day Weekend)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Lima, Peru: Biz from $895 Econ from $204. – Jan-Mar (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…
ORD > Casablanca, Morocco: Econ from $523. – Jan-Mar (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…
ORD > Belgrade, Serbia: Econ from $535. – 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…
ORD > Kiev, Ukraine: Econ from $426. – Jan-Mar (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…
ORD > Ljubljana, Slovenia: Econ from $423. – Jan-Mar (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…