Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
ORD > Baltimore, Maryland: Biz from $427 Econ from $98. – 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 > Ontario, California: Econ from $102. – 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…
MDW > San Salvador, El Salvador: Biz from $721 Econ from $185. – 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 > Casablanca, Morocco: Econ from $482. – 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 > Santo Domingo, Dominican Republic: Biz from $836 Econ from $243. – 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 > Los Angeles, California: Econ from $123. – Jan-Mar (Including President’s Day Weekend)
Have you ever booked a cruise only to find out that the flight to get there was going to be…
ORD > Cluj Napoca, Romania: Econ from $561. – Jan-Mar (Including President’s Day Weekend)
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget two or three times as…
ORD > Oranjestad, Aruba: Biz from $1044 Econ from $219. – Jan-Mar (Including President’s Day Weekend)
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
MDW > Ontario, California: Econ from $118. – 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 > Cartagena, Colombia: Biz from $923 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 > Dallas, Texas: Biz from $408 Econ from $70. – 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 > Tunis, Tunisia: Biz from $2548 Econ from $770. – 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 > Tirana, Albania: Biz from $2633 Econ from $569. – 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 > Cluj Napoca, Romania: Econ from $534. – 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 > Abuja, Nigeria: Biz from $3184 Econ from $954. – Jan-Mar (Including President’s Day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
ORD > Krakow, Poland: Econ from $521. – 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 > Cluj Napoca, Romania: Econ from $540. – 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 > New York, New York: Biz from $382 Econ from $86. – 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 > Bucharest, Romania: Econ from $506. – 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 > Sofia, Bulgaria: Econ from $460. – 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 > Sarajevo, Bosnia and Herzegovina: Econ from $471. – Jan-Mar (Including President’s Day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
ORD > Tirana, Albania: Biz from $2641 Econ from $446. – 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 > Podgorica, Montenegro: Biz from $2636 Econ from $634. – 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 > Casablanca, Morocco: Econ from $610. – Jan-Mar (Including President’s Day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
ORD > Podgorica, Montenegro: Biz from $2474 Econ from $770. – 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 > Marrakesh, Morocco: Econ from $604. – 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 > Bucharest, Romania: Econ from $607. – Jan-Mar (Including President’s Day Weekend)
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget budgetbudget two or three times…
ORD > Tirana, Albania: Biz from $1073 Econ from $494. – Jan-Mar (Including President’s Day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
ORD > Thiruvananthapuram, India: Econ from $764. – 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…
MDW > Zagreb, Croatia: Econ from $638. – Jan-Mar (Including President’s Day Weekend)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
MDW > Guadalajara, Mexico: Biz from $909. Econ from $258. – 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 > Guadalajara, Mexico: Biz from $297 Econ from $211. – 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 > Merida, Mexico: Biz from $817 Econ from $225. – 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 > Cape Town, South Africa: Econ from $976. – 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 > Athens, Greece: Econ from $492. – 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…
MDW > Tel Aviv, Israel: Econ from $562. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
ORD > Portland, Oregon: Econ from $127. – 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 > Casablanca, Morocco: Econ from $573. [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
ORD > Sarajevo, Bosnia and Herzegovina: Econ from $446. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…