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ORD > Mumbai, India: Econ from $614.- Aug-Oct (Including Labor Day)

ORD > Mumbai, India: Econ from $614.- Aug-Oct (Including Labor Day)

Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

ORD > Punta Cana, Dominican Republic: Biz from $827 Econ from $219.- Aug-Oct

ORD > Punta Cana, Dominican Republic: Biz from $827 Econ from $219.- Aug-Oct

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

ORD > Nadi, Fiji: Econ from $771. – Aug-Oct 

ORD > Nadi, Fiji: Econ from $771. – Aug-Oct 

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

ORD > Luqa, Malta: Econ from $525.- Aug-Oct

ORD > Luqa, Malta: Econ from $525.- Aug-Oct

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

ORD > Jakarta, Indonesia: Econ from $705. – Apr-Jun

ORD > Jakarta, Indonesia: Econ from $705. – Apr-Jun

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

ORD > Thera, Greece: Econ from $616. – Aug-Oct 

ORD > Thera, Greece: Econ from $616. – Aug-Oct 

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

ORD > Heraklion, Greece: Econ from $619. – Aug-Oct

ORD > Heraklion, Greece: Econ from $619. – Aug-Oct

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

ORD > Boracay, Philippines: Econ from $855. – Aug-Oct 

ORD > Boracay, Philippines: Econ from $855. – Aug-Oct 

Have I mentioned that the Philippines has some of the best diving in the world? The beaches are amazing too.…

ORD > Cozumel, Mexico: Biz from $1025 Econ from $332. – Aug-Oct

ORD > Cozumel, Mexico: Biz from $1025 Econ from $332. – Aug-Oct

Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…

ORD > Miami, Florida: Biz from $234 Econ from $86.- Sep-Nov

ORD > Miami, Florida: Biz from $234 Econ from $86.- Sep-Nov [SOLD OUT]

Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

MDW > Jacksonville, Florida: Econ from $142. – Aug-Oct 

MDW > Jacksonville, Florida: Econ from $142. – Aug-Oct  [SOLD OUT]

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

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