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ORD > Male, Maldives: Econ from $950. – Jan-Mar (Presidents day Weekend) 

ORD > Male, Maldives: Econ from $950. – Jan-Mar (Presidents day Weekend) 

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

ORD > Krakow, Poland: Econ from $379. – Feb-Apr 

ORD > Krakow, Poland: Econ from $379. – Feb-Apr 

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

MDW > Boston, Massachusetts: Biz from $351 Econ from $117. – Jan-Mar 

MDW > Boston, Massachusetts: Biz from $351 Econ from $117. – Jan-Mar 

Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

ORD > Hong Kong, Hong Kong: Econ from $710. – Jan-Mar (Presidents day Weekend)

ORD > Hong Kong, Hong Kong: Econ from $710. – 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 > Cluj Napoca, Romania: Econ from $486. – Jan-Mar (Presidents day Weekend)

ORD > Cluj Napoca, Romania: Econ from $486. – Jan-Mar (Presidents day Weekend)

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

ORD > Cancun, Mexico: Biz from $438 Econ from $202. – Jan-Mar 

ORD > Cancun, Mexico: Biz from $438 Econ from $202. – Jan-Mar 

Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

ORD > Prague, Czech Republic: Econ from $401. – Jan-Mar (Presidents day Weekend) 

ORD > Prague, Czech Republic: Econ from $401. – Jan-Mar (Presidents day Weekend) 

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

ORD > Florianopolis, Brazil: Biz from $2102 Econ from $808. – Jan-Mar

ORD > Florianopolis, Brazil: Biz from $2102 Econ from $808. – Jan-Mar

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

ORD > Innsbruck, Austria: Econ from $545. – Jan-Mar (Presidents day Weekend) 

ORD > Innsbruck, Austria: Econ from $545. – Jan-Mar (Presidents day Weekend) 

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

MDW > Lisbon, Portugal: Econ from $461. – Jan-Mar (Presidents day Weekend)

MDW > Lisbon, Portugal: Econ from $461. – Jan-Mar (Presidents day Weekend)

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

ORD > Innsbruck, Austria: Econ from $595. – Jan-Mar (Presidents day Weekend) 

ORD > Innsbruck, Austria: Econ from $595. – Jan-Mar (Presidents day Weekend) 

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

ORD > Florianopolis, Brazil: Biz from $1367 Econ from $716. – Jan-Mar

ORD > Florianopolis, Brazil: Biz from $1367 Econ from $716. – Jan-Mar

For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

ORD > Innsbruck, Austria: Econ from $551. – Jan-Mar (Presidents day Weekend) 

ORD > Innsbruck, Austria: Econ from $551. – Jan-Mar (Presidents day Weekend) 

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

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