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: From $75 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
ORD > New Orleans, Louisiana: From $34 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
ORD > Guadalajara, Mexico: From $219 round-trip – Jul-Sep (Including Summer 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 > Miami, Florida: From $62 round-trip – Jul-Sep (Including Summer Break) [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: From $42 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Tampa, Florida: From $49 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Curitiba, Brazil: From $546 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
ORD > Panama City, Panama: From $253 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
ORD > Portland, Oregon: From $114 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
ORD > Atlanta, Georgia: From $49 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
ORD > Dallas, Texas: From $67 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family in Dallas? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Las Vegas, Nevada: From $41 round-trip – May-Jul (Including Summer Break) [SOLD OUT]
Premium subscriber benefit: Click below and download a complimentary voucher good for 1 to 4 nights in one of over…
ORD > Fort Lauderdale, Florida: From $76 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
ORD > Christiansted, U.S. Virgin Islands: From $217 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Denver, Colorado: From $69 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
If you visit Denver, be sure to drop me a note. I moved here from California 23 years ago, and…
ORD > Austin, Texas: From $49 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
JGOOT Subscriber tells us about his $97 round-trip direct flight to Austin (that he has paid $350 for in the…
ORD > Florianopolis, Brazil: From $538 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available. Chicago to Florianopolis, Brazil Want to book this…
ORD > Oakland, California: From $84 round-trip – Jun-Aug (Including Fourth of July) [SOLD OUT]
Have friends or family in Oakland? Grab this cheap flight and visit them, or check out the reverse search link…
MDW > Asheville, North Carolina: From $42 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family in Asheville? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Brasilia, Brazil: From $541 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
ORD > Manchester, New Hampshire: From $97 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family in Manchester? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Sacramento, California: From $86 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Have friends or family in Sacramento? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Cancun, Mexico: From $144 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Premium subscriber benefit: Log in and click below to download a 6-night luxury vacation voucher for Mayan Palace in Mazatlan,…
ORD > Punta Arenas, Chile: From $615 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
ORD > Seattle, Washington: From $86 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Have friends or family in Seattle? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Boston, Massachusetts: From $48 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Have friends or family in Boston? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Los Angeles, California: From $53 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
ORD > Houston, Texas: From $140 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family in Houston? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Orlando, Florida: From $69 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family in Orlando? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Allentown, Pennsylvania: From $59 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family in Allentown? Grab this cheap flight and visit them, or check out the reverse search link…
MDW > Savannah, Georgia: From $57 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family in Savannah? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Thera, Greece: From $672 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
ORD > Porto Alegre, Brazil: From $523 round-trip – Jun-Aug (Including Fourth of July) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
ORD > Washington, DC: From $89 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Have friends or family in Washington? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Baltimore, Maryland: From $77 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Have friends or family in Baltimore? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > San Diego, California: From $74 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family in San Diego? Grab this cheap flight and visit them, or check out the reverse search…
ORD > New Orleans, Louisiana: From $50 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
MDW > Knoxville, Tennessee: From $57 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family in Knoxville? Grab this cheap flight and visit them, or check out the reverse search link…
ORD > Atlanta, Georgia: From $74 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family in Atlanta? Grab this cheap flight and visit them, or check out the reverse search link…