Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![ORD > Bucharest, Romania: Econ from $537. – Sep-Nov ORD > Bucharest, Romania: Econ from $537. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2017/10/logs-2860533_1280.jpg)
ORD > Bucharest, Romania: Econ from $537. – Sep-Nov [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
![ORD > Alicante, Spain: Econ from $394. – Sep-Nov ORD > Alicante, Spain: Econ from $394. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2017/10/barcelona-1614194_1280.jpg)
ORD > Alicante, Spain: Econ from $394. – Sep-Nov [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Palanga, Lithuania: Econ from $483. – Sep-Nov ORD > Palanga, Lithuania: Econ from $483. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2019/07/travel-1767532_640.jpg)
ORD > Palanga, Lithuania: Econ from $483. – Sep-Nov [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
![ORD > Ahmedabad, India: Econ from $607. – Sep-Nov ORD > Ahmedabad, India: Econ from $607. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-3511342_640.jpg)
ORD > Ahmedabad, India: Econ from $607. – Sep-Nov [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
![ORD > Santo Domingo, Dominican Republic: Biz from $940 Econ from $274. – Sep-Nov ORD > Santo Domingo, Dominican Republic: Biz from $940 Econ from $274. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2017/10/iguanas-1887.jpg)
ORD > Santo Domingo, Dominican Republic: Biz from $940 Econ from $274. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![ORD > Krakow, Poland: Econ from $618. – Sep-Nov ORD > Krakow, Poland: Econ from $618. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-3511342_640.jpg)
ORD > Krakow, Poland: Econ from $618. – Sep-Nov [SOLD OUT]
Want to stretch your vacation dollars two to three times farther? Consider Eastern Europe over Western Europe. You’ll stretch your…
![ORD > Podgorica, Montenegro: Biz from $2644 Econ from $841. – Sep-Nov ORD > Podgorica, Montenegro: Biz from $2644 Econ from $841. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2019/07/aircraft-513641_640.jpg)
ORD > Podgorica, Montenegro: Biz from $2644 Econ from $841. – Sep-Nov [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
![MDW > San Diego, California: Econ from $165. – Sep-Nov (Including Fall Break) MDW > San Diego, California: Econ from $165. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2017/10/pelican-2225050_1280.jpg)
MDW > San Diego, California: Econ from $165. – Sep-Nov (Including Fall Break) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
![ORD > Vilnius, Lithuania: Econ from $441. – Oct-Dec (Including Fall Break) ORD > Vilnius, Lithuania: Econ from $441. – Oct-Dec (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-3511342_640.jpg)
ORD > Vilnius, Lithuania: Econ from $441. – Oct-Dec (Including Fall Break) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
![ORD > Gdansk, Poland: Econ from $420. – Oct-Dec (Including Fall Break) ORD > Gdansk, Poland: Econ from $420. – Oct-Dec (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
ORD > Gdansk, Poland: Econ from $420. – Oct-Dec (Including Fall Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > New Orleans, Louisiana: Biz from $418 Econ from $99. – Sep-Nov ORD > New Orleans, Louisiana: Biz from $418 Econ from $99. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2017/10/new-orleans-1630343_1280.jpg)
ORD > New Orleans, Louisiana: Biz from $418 Econ from $99. – Sep-Nov [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
![ORD > Riga, Latvia: Econ from $541. – Sep-Nov (Including Fall Break) ORD > Riga, Latvia: Econ from $541. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Riga, Latvia: Econ from $541. – Sep-Nov (Including Fall Break) [SOLD OUT]
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 $533. – Sep-Nov (Including Fall Break) ORD > Wroclaw, Poland: Econ from $533. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Wroclaw, Poland: Econ from $533. – Sep-Nov (Including Fall Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Austin, Texas: Econ from $159. – Sep-Nov ORD > Austin, Texas: Econ from $159. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2017/10/space-telescope-2019309_1280.jpg)
ORD > Austin, Texas: Econ from $159. – Sep-Nov [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
![ORD > Paris, France: Econ from $415. – Sep-Nov ORD > Paris, France: Econ from $415. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2017/10/fontainebleau-2540239_1280.jpg)
ORD > Paris, France: Econ from $415. – Sep-Nov [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
![ORD > Tirana, Albania: Econ from $580. – Oct-Dec (Including Fall Break) ORD > Tirana, Albania: Econ from $580. – Oct-Dec (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/travel-1767532_640.jpg)
ORD > Tirana, Albania: Econ from $580. – Oct-Dec (Including Fall Break) [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 > Entebbe, Uganda: Econ from $885. – Sep-Nov (Including Fall Break) ORD > Entebbe, Uganda: Econ from $885. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
ORD > Entebbe, Uganda: Econ from $885. – Sep-Nov (Including Fall 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…
![MDW > Asheville, North Carolina: Econ from $86. – Oct-Dec MDW > Asheville, North Carolina: Econ from $86. – Oct-Dec](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
MDW > Asheville, North Carolina: Econ from $86. – Oct-Dec [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
![ORD > Poznan, Poland: Econ from $516. – Oct-Dec ORD > Poznan, Poland: Econ from $516. – Oct-Dec](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Poznan, Poland: Econ from $516. – Oct-Dec [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Vilnius, Lithuania: Econ from $419. – Sep-Nov (Including Fall Break) ORD > Vilnius, Lithuania: Econ from $419. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-3511342_640.jpg)
ORD > Vilnius, Lithuania: Econ from $419. – Sep-Nov (Including Fall 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…
![MDW > Miami, Florida: Econ from $90. – Sep-Nov (Including Fall Break) MDW > Miami, Florida: Econ from $90. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2017/10/miami.jpg)
MDW > Miami, Florida: Econ from $90. – Sep-Nov (Including Fall 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 > Podgorica, Montenegro: Biz from $2819 Econ from $770. – Sep-Nov (Including Fall Break) ORD > Podgorica, Montenegro: Biz from $2819 Econ from $770. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/travel-1767532_640.jpg)
ORD > Podgorica, Montenegro: Biz from $2819 Econ from $770. – Sep-Nov (Including Fall Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Krakow, Poland: Econ from $497. – Sep-Nov ORD > Krakow, Poland: Econ from $497. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2019/07/aircraft-513641_640.jpg)
ORD > Krakow, Poland: Econ from $497. – Sep-Nov [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
![ORD > Tunis, Tunisia: Biz from $2718 Econ from $830. – Sep-Nov (Including Fall Break) ORD > Tunis, Tunisia: Biz from $2718 Econ from $830. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/travel-1767532_640.jpg)
ORD > Tunis, Tunisia: Biz from $2718 Econ from $830. – Sep-Nov (Including Fall 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 > Gdansk, Poland: Econ from $415. – Sep-Nov (Including Fall Break) ORD > Gdansk, Poland: Econ from $415. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Gdansk, Poland: Econ from $415. – Sep-Nov (Including Fall Break) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
![ORD > Dublin, Ireland: Econ from $291. – Sep-Nov (Including Fall Break) ORD > Dublin, Ireland: Econ from $291. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2017/10/dublin-2018503_1280.jpg)
ORD > Dublin, Ireland: Econ from $291. – Sep-Nov (Including Fall Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Kralendijk, Caribbean Netherlands: Econ from $572. – Sep-Nov (Including Fall Break) ORD > Kralendijk, Caribbean Netherlands: Econ from $572. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2017/10/beach-hut-237489_1280.jpg)
ORD > Kralendijk, Caribbean Netherlands: Econ from $572. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![MDW > Warsaw, Poland: Econ from $436. – Sep-Nov (Including Fall Break) MDW > Warsaw, Poland: Econ from $436. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2017/10/warsaw-2842681_1280.jpg)
MDW > Warsaw, Poland: Econ from $436. – Sep-Nov (Including Fall Break) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
![ORD > Vilnius, Lithuania: Econ from $408. – Oct-Dec ORD > Vilnius, Lithuania: Econ from $408. – Oct-Dec](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Vilnius, Lithuania: Econ from $408. – Oct-Dec [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 > Anchorage, Alaska: Econ from $351. – Sep-Nov ORD > Anchorage, Alaska: Econ from $351. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2017/10/alaska-584273_1280.jpg)
ORD > Anchorage, Alaska: Econ from $351. – Sep-Nov [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
![ORD > Knoxville, Tennessee: Econ from $167. – Sep-Nov (Including Fall Break) ORD > Knoxville, Tennessee: Econ from $167. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2017/10/chattanooga-1719772_1280.jpg)
ORD > Knoxville, Tennessee: Econ from $167. – Sep-Nov (Including Fall Break) [SOLD OUT]
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
![ORD > Budapest, Hungary: Econ from $521. – Oct-Dec (Including Fall Break) ORD > Budapest, Hungary: Econ from $521. – Oct-Dec (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2017/10/bathing-1272587_1280.jpg)
ORD > Budapest, Hungary: Econ from $521. – Oct-Dec (Including Fall Break) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
![ORD > Prague, Czech Republic: Econ from $413. – Sep-Nov (Including Fall Break) ORD > Prague, Czech Republic: Econ from $413. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2017/10/prague-547842_1280.jpg)
ORD > Prague, Czech Republic: Econ from $413. – Sep-Nov (Including Fall Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Barcelona, Spain: Econ from $401. – Sep-Nov (Including Fall Break) ORD > Barcelona, Spain: Econ from $401. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2017/10/barcelona-2390520_1280.jpg)
ORD > Barcelona, Spain: Econ from $401. – Sep-Nov (Including Fall Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Split, Croatia: Biz from $401 Econ from $642. – Oct-Dec (Including Fall Break) ORD > Split, Croatia: Biz from $401 Econ from $642. – Oct-Dec (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/travel-1767532_640.jpg)
ORD > Split, Croatia: Biz from $401 Econ from $642. – Oct-Dec (Including Fall Break) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![MDW > Nassau, The Bahamas: Biz from $868. Econ from $312. – Sep-Nov (Including Fall Break) MDW > Nassau, The Bahamas: Biz from $868. Econ from $312. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2017/10/nassau-2444243_1280.jpg)
MDW > Nassau, The Bahamas: Biz from $868. Econ from $312. – Sep-Nov (Including Fall 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 > Heraklion, Greece: Econ from $745. – Sep-Nov (Including Fall Break) ORD > Heraklion, Greece: Econ from $745. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-3511342_640.jpg)
ORD > Heraklion, Greece: Econ from $745. – Sep-Nov (Including Fall Break) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
![ORD > Tallinn, Estonia: Econ from $427. – Sep-Nov (Including Fall Break) ORD > Tallinn, Estonia: Econ from $427. – Sep-Nov (Including Fall Break)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-3511342_640.jpg)
ORD > Tallinn, Estonia: Econ from $427. – Sep-Nov (Including Fall Break) [SOLD OUT]
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 $754. – Sep-Nov ORD > Thera, Greece: Econ from $754. – Sep-Nov](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Thera, Greece: Econ from $754. – Sep-Nov [SOLD OUT]
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…