Be sure to check out the “cruises” links below to see if you could grab this cheap flight, and hop…
![MDW > Asheville, North Carolina: Biz from $431 Econ from $74. – Nov-Jan MDW > Asheville, North Carolina: Biz from $431 Econ from $74. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
MDW > Asheville, North Carolina: Biz from $431 Econ from $74. – Nov-Jan
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
![ORD > Charlotte, North Carolina: Biz from $377 Econ from $56. – Nov-Jan ORD > Charlotte, North Carolina: Biz from $377 Econ from $56. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Charlotte, North Carolina: Biz from $377 Econ from $56. – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
![MDW > Orlando, Florida: Econ from $35. – Nov-Jan MDW > Orlando, Florida: Econ from $35. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/disney-2690807_1280.jpg)
MDW > Orlando, Florida: Econ from $35. – Nov-Jan
JGOOT Subscriber tells us about his wife & his flight to Orlando that was cheaper than driving. * This is…
![ORD > Male, Maldives: Econ from $889. – Nov-Jan ORD > Male, Maldives: Econ from $889. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/maldives-1532172_1280.jpg)
ORD > Male, Maldives: Econ from $889. – Nov-Jan
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
![ORD > Abu Dhabi, United Arab Emirates: Econ from $680. – Nov-Jan ORD > Abu Dhabi, United Arab Emirates: Econ from $680. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
ORD > Abu Dhabi, United Arab Emirates: Econ from $680. – Nov-Jan
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
![ORD > Marrakesh, Morocco: Econ from $639. – Nov-Jan ORD > Marrakesh, Morocco: Econ from $639. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/morocco-1046535_1280.jpg)
ORD > Marrakesh, Morocco: Econ from $639. – Nov-Jan
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
![ORD > Honolulu, Hawaii: Econ from $356. – Nov-Jan ORD > Honolulu, Hawaii: Econ from $356. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/FamilySCUBA.jpg)
ORD > Honolulu, Hawaii: Econ from $356. – Nov-Jan
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![MDW > Liberia, Costa Rica: Econ from $206. – Nov-Jan MDW > Liberia, Costa Rica: Econ from $206. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/Costa-Rica-by-Joel.jpg)
MDW > Liberia, Costa Rica: Econ from $206. – Nov-Jan
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
![ORD > Willemstad, Curaçao: Biz from $1168 Econ from $430. – Nov-Jan ORD > Willemstad, Curaçao: Biz from $1168 Econ from $430. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/antilles-914468_1280.jpg)
ORD > Willemstad, Curaçao: Biz from $1168 Econ from $430. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![ORD > Ontario, California: Econ from $105. – Nov-Jan ORD > Ontario, California: Econ from $105. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
ORD > Ontario, California: Econ from $105. – Nov-Jan
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
![MDW > Asheville, North Carolina: Biz from $416 Econ from $74. – Nov-Jan MDW > Asheville, North Carolina: Biz from $416 Econ from $74. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/travel-1767532_640.jpg)
MDW > Asheville, North Carolina: Biz from $416 Econ from $74. – Nov-Jan
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
![ORD > Madrid, Spain: Econ from $432. – Nov-Jan ORD > Madrid, Spain: Econ from $432. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/spain-2708993_1280.jpg)
ORD > Madrid, Spain: Econ from $432. – Nov-Jan
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
![ORD > Charlotte, North Carolina: Biz from $377 Econ from $56. – Nov-Jan ORD > Charlotte, North Carolina: Biz from $377 Econ from $56. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/aircraft-513641_640.jpg)
ORD > Charlotte, North Carolina: Biz from $377 Econ from $56. – Nov-Jan
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
![ORD > Gdansk, Poland: Econ from $411. – Nov-Jan ORD > Gdansk, Poland: Econ from $411. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/travel-1767532_640.jpg)
ORD > Gdansk, Poland: Econ from $411. – Nov-Jan
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
![ORD > Entebbe, Uganda: Econ from $782. – Nov-Jan ORD > Entebbe, Uganda: Econ from $782. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
ORD > Entebbe, Uganda: Econ from $782. – Nov-Jan
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
![ORD > Casablanca, Morocco: Econ from $579. – Nov-Jan ORD > Casablanca, Morocco: Econ from $579. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/newsletter-2032544_1280.jpg)
ORD > Casablanca, Morocco: Econ from $579. – Nov-Jan
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
![MDW > Punta Cana, Dominican Republic: Econ from $238. – Nov-Jan MDW > Punta Cana, Dominican Republic: Econ from $238. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/dominican-republic-2828634_1280.jpg)
MDW > Punta Cana, Dominican Republic: Econ from $238. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![ORD > Liberia, Costa Rica: Biz from $1256 Econ from $211. – Nov-Jan ORD > Liberia, Costa Rica: Biz from $1256 Econ from $211. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/toucan-1972560_1280.jpg)
ORD > Liberia, Costa Rica: Biz from $1256 Econ from $211. – Nov-Jan
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
![ORD > Belgrade, Serbia: Biz from $2175 Econ from $564. – Nov-Jan ORD > Belgrade, Serbia: Biz from $2175 Econ from $564. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/aircraft-513641_640.jpg)
ORD > Belgrade, Serbia: Biz from $2175 Econ from $564. – Nov-Jan
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: Econ from $624. – Nov-Jan (Including Thanksgiving) ORD > Tirana, Albania: Econ from $624. – Nov-Jan (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-3511342_640.jpg)
ORD > Tirana, Albania: Econ from $624. – Nov-Jan (Including Thanksgiving)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
![ORD > Poznan, Poland: Econ from $641. – Nov-Jan ORD > Poznan, Poland: Econ from $641. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Poznan, Poland: Econ from $641. – Nov-Jan
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
![ORD > Punta Arenas, Chile: Biz from $3119 Econ from $767. – Nov-Jan ORD > Punta Arenas, Chile: Biz from $3119 Econ from $767. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/aircraft-513641_640.jpg)
ORD > Punta Arenas, Chile: Biz from $3119 Econ from $767. – Nov-Jan
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
![ORD > Cozumel, Mexico: Biz from $990 Econ from $298. – Nov-Jan ORD > Cozumel, Mexico: Biz from $990 Econ from $298. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/diving-689831_1280.jpg)
ORD > Cozumel, Mexico: Biz from $990 Econ from $298. – Nov-Jan
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
![ORD > Cozumel, Mexico: Biz from $1001 Econ from $298. – Nov-Jan ORD > Cozumel, Mexico: Biz from $1001 Econ from $298. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/FamilySCUBA-1.jpg)
ORD > Cozumel, Mexico: Biz from $1001 Econ from $298. – Nov-Jan
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
![](https://justgetoutoftown.com/wp-content/uploads/2017/10/sidharth-bhatia-358983.jpg)
ORD > Zagreb, Croatia: Econ from $644. – Nov-Jan
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![MDW > Prague, Czech Republic: Econ from $629. – Nov-Jan MDW > Prague, Czech Republic: Econ from $629. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/artist-1606574_1280.jpg)
MDW > Prague, Czech Republic: Econ from $629. – Nov-Jan
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 $3535 Econ from $923. – Nov-Jan ORD > Abuja, Nigeria: Biz from $3535 Econ from $923. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/travel-1767532_640.jpg)
ORD > Abuja, Nigeria: Biz from $3535 Econ from $923. – Nov-Jan
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
![ORD > Sofia, Bulgaria: Econ from $575.- Nov-Jan (Including Thanksgiving) ORD > Sofia, Bulgaria: Econ from $575.- Nov-Jan (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/bulgaria-2400026_1280.jpg)
ORD > Sofia, Bulgaria: Econ from $575.- Nov-Jan (Including Thanksgiving)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Seattle, Washington: Biz from $642 Econ from $168. – Nov-Jan ORD > Seattle, Washington: Biz from $642 Econ from $168. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/seattle-2426307_1280.jpg)
ORD > Seattle, Washington: Biz from $642 Econ from $168. – Nov-Jan
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
![ORD > Sofia, Bulgaria: Econ from $568. – Nov-Jan ORD > Sofia, Bulgaria: Econ from $568. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/port-2200615_1280.jpg)
ORD > Sofia, Bulgaria: Econ from $568. – Nov-Jan
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget two or three times as…
![ORD > Bucharest, Romania: Econ from $614. – Nov-Jan ORD > Bucharest, Romania: Econ from $614. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/logs-2860533_1280.jpg)
ORD > Bucharest, Romania: Econ from $614. – Nov-Jan
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
![ORD > New York, New York: Biz from $386 Econ from $106. – Nov-Jan ORD > New York, New York: Biz from $386 Econ from $106. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/New-York-by-Joel-McDonald.jpg)
ORD > New York, New York: Biz from $386 Econ from $106. – Nov-Jan
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
![ORD > Marrakesh, Morocco: Econ from $564. – Nov-Jan ORD > Marrakesh, Morocco: Econ from $564. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/morocco-123978_1280-1.jpg)
ORD > Marrakesh, Morocco: Econ from $564. – Nov-Jan
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
![ORD > Casablanca, Morocco: Econ from $545. – Nov-Jan ORD > Casablanca, Morocco: Econ from $545. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/casablanca-2807439_1280.jpg)
ORD > Casablanca, Morocco: Econ from $545. – Nov-Jan
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
![ORD > Marrakesh, Morocco: Econ from $605. – Nov-Jan ORD > Marrakesh, Morocco: Econ from $605. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/morocco-123978_1280-1.jpg)
ORD > Marrakesh, Morocco: Econ from $605. – Nov-Jan
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
![ORD > Kralendijk, Caribbean Netherlands: Biz from $1400 Econ from $552. – Nov-Jan ORD > Kralendijk, Caribbean Netherlands: Biz from $1400 Econ from $552. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/beach-hut-237489_1280.jpg)
ORD > Kralendijk, Caribbean Netherlands: Biz from $1400 Econ from $552. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![ORD > Punta Arenas, Chile: Econ from $829. – Nov-Jan ORD > Punta Arenas, Chile: Econ from $829. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/aircraft-513641_640.jpg)
ORD > Punta Arenas, Chile: Econ from $829. – Nov-Jan
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
![ORD > Wroclaw, Poland: Econ from $505. – Nov-Jan ORD > Wroclaw, Poland: Econ from $505. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2019/07/travel-1767532_640.jpg)
ORD > Wroclaw, Poland: Econ from $505. – Nov-Jan
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Willemstad, Curaçao: Biz from $1,477 Econ from $524. – Nov-Jan ORD > Willemstad, Curaçao: Biz from $1,477 Econ from $524. – Nov-Jan](https://justgetoutoftown.com/wp-content/uploads/2017/10/night-911995_1280.jpg)
ORD > Willemstad, Curaçao: Biz from $1,477 Econ from $524. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…