Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Kansas City, Kansas: Biz from $281 Econ from $91. – Jul-Sep
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Phoenix, Arizona: Econ from $68. – Apr-Jun
If you ever go to Phoenix, consider staying in Scottsdale. It’s a really cute town slightly North of Phoenix, away…
MDW > Knoxville, Tennessee: Econ from $79. – May-Jul (Including Summer Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
MDW > Denver, Colorado: Econ from $48. – Mar-May
Looking for a more unique bar than one of dozens of national chains on 16th street? Here are several amazing…
ORD > Atlanta, Georgia: Biz from $409. Econ from $39. – Apr-Jun
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Minneapolis, Minnesota: Biz from $284 Econ from $77. – Mar-May
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
MDW > Norfolk, Virginia: Econ from $107. – 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 > Omaha, Nebraska: Biz from $425 Econ from $96. – Mar-May
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > San Diego, California: Econ from $86. – Apr-Jun
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
ORD > Sacramento, California: Econ from $101. – Apr-Jun
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 $328. Econ from $48. – May-Jul (Including Summer Break)
If you like live music, you’ve got to check out Nashville. We visited Broadway street every night we were there,…
MDW > Cincinnati, Ohio: Biz from $416 Econ from $117. – Apr-Jun
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > Fort Lauderdale, Florida: Econ from $66. – Apr-Jun
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
MDW > Santa Ana, California: Econ from $129. – Apr-Jun
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
MDW > Boston, Massachusetts: Biz from $459 Econ from $101. – Apr-Jun
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
ORD > Seattle, Washington: Biz from $499 Econ from $117. – Apr-Jun
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
MDW > Raleigh, North Carolina: Econ from $50. – Apr-Jun
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
MDW > Salt Lake City, Utah: Econ from $95. – Apr-Jun
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
MDW > Houston, Texas: Econ from $68. – Apr-Jun
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Richmond, Virginia: Biz from $407 Econ from $125. – Apr-Jun
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
ORD > Myrtle Beach, South Carolina: Biz from $469 Econ from $117. – 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 > Los Angeles, California: Econ from $94. – Apr-Jun
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
MDW > Dallas, Texas: Econ from $63. – Apr-Jun (Including Summer Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Atlantic City, New Jersey: Econ from $124. – Apr-Jun
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > New Orleans, Louisiana: Biz from $429 Econ from $62. – Apr-Jun
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
MDW > Washington, DC: Econ from $68. – Mar-May
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
MDW > Ontario, California: Econ from $124. – 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 > Charleston, South Carolina: Econ from $93. – Apr-Jun
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
MDW > Baltimore, Maryland: Econ from $58. – Apr-Jun
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > Kansas City, Kansas: Biz from $395 Econ from $137. – Apr-Jun
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Phoenix, Arizona: Econ from $87. – Mar-May
If you ever go to Phoenix, consider staying in Scottsdale. It’s a really cute town slightly North of Phoenix, away…
MDW > San Francisco, California: Econ from $98. – Mar-May
Beaches, Sunsets, Redwoods, Golden Gate Bridge, fine dining, night life, Lombard Street, & cable cars… San Francisco is one of…
ORD > Charlotte, North Carolina: Biz from $407 Econ from $55. – Apr-Jun
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
ORD > New York, New York: Biz from $379 Econ from $54. – Mar-May
Have you ever booked a cruise only to find out that the flight to get there was going to be…
MDW > Atlanta, Georgia: Biz from $18 Econ from $48. – Apr-Jun
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 $78. – Mar-May
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
MDW > San Diego, California: Econ from $127. – Mar-May
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
MDW > Denver, Colorado: Biz from $499 Econ from $58. – Apr-Jun
If you visit Denver, be sure to drop me a note. I moved here from California 25 years ago, and…
ORD > Minneapolis, Minnesota: Biz from $308 Econ from $77. – Mar-May
JGOOT Subscriber tells us about his $63 round-trip direct flight to Minneapolis (among other adventures). * This is a “fare…