Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
ORD > Raleigh, North Carolina: Biz from $406 Econ from $110.- Feb-Apr
3 different flights to/from Raleigh – All under $100 round-trip. * There only appear to be a few seats at…
ORD > Austin, Texas: Biz from $499 Econ from $87.- Feb-Apr
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
ORD > Jacksonville, Florida: Biz from $517 Econ from $128.- Feb-Apr
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > Fort Myers, Florida: Biz from $271 Econ from $52.- Feb-Apr
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Montego Bay, Jamaica: Biz from $556 Econ from $251.- Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Philadelphia, Pennsylvania: Biz from $354 Econ from $112. – Jan-Mar (Presidents day Weekend)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
ORD > Seattle, Washington: Biz from $616 Econ from $177. – Jan-Mar (Presidents day Weekend)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
ORD > Houston, Texas: Biz from $303 Econ from $60. – 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 > Orlando, Florida: Biz from $238 Econ from $65. – Feb-Apr
JGOOT Subscriber tells us about his wife & his flight to Orlando that was cheaper than driving. * This is…
ORD > Atlantic City, New Jersey: Biz from $651 Econ from $150. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Phoenix, Arizona: Econ from $92. – Jan-Mar
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
ORD > Georgetown, Guyana: Biz from $742 Econ from $401. – Feb-Apr
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MDW > Atlanta, Georgia: Biz from $557 Econ from $58.- Jan-Mar (Presidents day Weekend)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > San Salvador, El Salvador: Biz from $499 Econ from $206.- Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Luqa, Malta: Econ from $523.- Feb-Apr
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
ORD > Newark, New Jersey: Biz from $213 Econ from $80.- Jan-Mar (Presidents day Weekend)
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
ORD > New Orleans, Louisiana: Biz from $210 Econ from $69.- 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 > Rzeszow, Poland: Econ from $451. – Feb-Apr
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget two or three times as…
ORD > Raleigh, North Carolina: Biz from $346 Econ from $93.- Jan-Mar
My brother sent my Nephew to visit us for a weekend thanks to cheap fares to Raleigh. Watch this video…
ORD > Fort Lauderdale, Florida: Biz from $290 Econ from $71.- Feb-Apr
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
MDW > Toronto, Canada: Biz from $439 Econ from $173. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MDW > Cincinnati, Ohio: Biz from $341 Econ from $160. – Jan-Mar (Presidents 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 > Miami, Florida: Biz from $224 Econ from $69. – Jan-Mar
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Bogota, Colombia: Biz from $586 Econ from $250. – Jan-Mar (Presidents day Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
ORD > Norfolk, Virginia: Biz from $457 Econ from $151.- Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
MDW > Oranjestad, Aruba: Econ from $320.- Jan-Mar
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
ORD > Brasilia, Brazil: Biz from $2314 Econ from $636.- 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…
ORD > New York, New York: Biz from $176 Econ from $68.- Feb-Apr
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
ORD > Fort Myers, Florida: Biz from $266 Econ from $61.- Jan-Mar (Presidents day Weekend)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Las Vegas, Nevada: Econ from $101. – Jan-Mar
Grab this flight and spend the savings on several shows. (I highly recommend the Michael Jackson show, as well as…
ORD > Los Angeles, California: Biz from $468 Econ from $144. – Feb-Apr
Have you ever booked a cruise only to find out that the flight to get there was going to be…
ORD > Baltimore, Maryland: Biz from $286 Econ from $87. – Jan-Mar (Presidents day Weekend)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > Gdansk, Poland: Biz from $1781 Econ from $455. – Feb-Apr
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
ORD > Philadelphia, Pennsylvania: Biz from $311 Econ from $97. – Jan-Mar
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
ORD > San Diego, California: Econ from $151. – Jan-Mar
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
ORD > Boston, Massachusetts: Biz from $331 Econ from $116.- Jan-Mar [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
ORD > Houston, Texas: Biz from $229 Econ from $57.- 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 > Poznan, Poland: Econ from $397.- Feb-Apr
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
ORD > George Town, Cayman Islands: Biz from $488 Econ from $219.- 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.…