Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Minneapolis, Minnesota: Biz from $313 Econ from $78. – Apr-Jun [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
ORD > Nashville, Tennessee: Biz from $379 Econ from $127. – Apr-Jun
If you like live music, you’ve got to check out Nashville. We visited Broadway street every night we were there,…
ORD > Boston, Massachusetts: Biz from $406 Econ from $98. – Mar-May
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
MDW > Knoxville, Tennessee: Econ from $70. – Apr-Jun
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Peoria, Arizona: Econ from $100. – Mar-May
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
MDW > Houston, Texas: Econ from $146. – Mar-May
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
MDW > Ontario, California: Econ from $110. – Apr-Jun
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Minneapolis, Minnesota: Biz from $268 Econ from $128. – Apr-Jun
JGOOT Subscriber tells us about his $63 round-trip direct flight to Minneapolis (among other adventures). * This is an airline…
ORD > Denver, Colorado: Biz from $368 Econ from $81. – Feb-Apr [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Hartford, Connecticut: Biz from $438. Econ from $125. – Feb-Apr [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Cali, Colombia: Biz from $964 Econ from $206. – Feb-Apr [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Omaha, Nebraska: Biz from $318 Econ from $138. – Mar-May
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > Seattle, Washington: Biz from $598 Econ from $143. – Jan-Mar [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Burlington, Kentucky: Econ from $103. – Jan-Mar [SOLD OUT]
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
MDW > Asheville, North Carolina: Econ from $98. – Feb-Apr (Including Spring Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > West Palm Beach, Florida: Econ from $113. – Jan-Mar [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Santiago de los Caballeros, Dominican Republic: Biz from $960 Econ from $243. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Portland, Oregon: Biz from $658 Econ from $120. – Jan-Mar [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
ORD > Dallas, Texas: Biz from $433 Econ from $56. – Jan-Mar [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
MDW > Knoxville, Tennessee: Econ from $69. – Feb-Apr
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > Boston, Massachusetts: Biz from $398 Econ from $98. – Jan-Mar
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
ORD > New Orleans, Louisiana: Biz from $432 Econ from $66. – Jan-Mar
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > Nashville, Tennessee: Biz from $357 Econ from $103. – Jan-Mar
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
ORD > Atlantic City, New Jersey: Biz from $463 Econ from $127. – Jan-Mar
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > Nashville, Tennessee: Biz from $357 Econ from $113. – Jan-Mar
If you like live music, you’ve got to check out Nashville. We visited Broadway street every night we were there,…
MDW > Atlanta, Georgia: Biz from $437 Econ from $127. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Burlington, Kentucky: Econ from $104. – Jun-Aug (Including Summer Break) [SOLDOUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > San Juan, Puerto Rico: Biz from $728 Econ from $138. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Tampa, Florida: Econ from $79. – Jan-Mar
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
MDW > Knoxville, Tennessee: Econ from $63. – Feb-Apr
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Barranquilla, Colombia: Biz from $842 Econ from $162. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MDW > Toronto, Canada: Econ from $238. – Nov-Jan (Including Winter Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > St. Louis, Missouri: Biz from $339 Econ from $77. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Columbus, Ohio: Biz from $307 Econ from $135. – Jan-Mar
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
MDW > Asheville, North Carolina: Econ from $114. – Feb-Apr (Including Spring Break)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > Cincinnati, Ohio: Biz from $247 Econ from $77. – Jan-Mar
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Santa Ana, California: Econ from $93. – Nov-Jan [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
MDW > Minneapolis, Minnesota: Biz from $257 Econ from $97. – Nov-Jan [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
ORD > Fort Lauderdale, Florida: Econ from $58. – Jan-Mar
Have you ever booked a cruise only to find out that the flight to get there was going to be…