Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
![ORD > Piarco, Trinidad and Tobago: From $270 round-trip – Oct-Dec (Including Thanksgiving) *BB ORD > Piarco, Trinidad and Tobago: From $270 round-trip – Oct-Dec (Including Thanksgiving) *BB](https://justgetoutoftown.com/wp-content/uploads/2017/10/marco-assmann-178084.jpg)
ORD > Piarco, Trinidad and Tobago: From $270 round-trip – Oct-Dec (Including Thanksgiving) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![ORD > New Delhi, India: From $637 round-trip – Oct-Dec (Including Thanksgiving) ORD > New Delhi, India: From $637 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/india-1177550_1280.jpg)
ORD > New Delhi, India: From $637 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
![ORD > Cincinnati, Ohio: From $97 round-trip – Oct-Dec (Including Thanksgiving) *BB ORD > Cincinnati, Ohio: From $97 round-trip – Oct-Dec (Including Thanksgiving) *BB](https://justgetoutoftown.com/wp-content/uploads/2017/10/great-american-ballpark-1747330_640.jpg)
ORD > Cincinnati, Ohio: From $97 round-trip – Oct-Dec (Including Thanksgiving) *BB [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
![ORD > Burlington, Kentucky: From $70 round-trip – Oct-Dec (Including Thanksgiving) ORD > Burlington, Kentucky: From $70 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
ORD > Burlington, Kentucky: From $70 round-trip – Oct-Dec (Including Thanksgiving) [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 > Chihuahua, Mexico: From $286 round-trip – Oct-Dec (Including Thanksgiving) *BB ORD > Chihuahua, Mexico: From $286 round-trip – Oct-Dec (Including Thanksgiving) *BB](https://justgetoutoftown.com/wp-content/uploads/2017/10/monterrey-555080_1280.jpg)
ORD > Chihuahua, Mexico: From $286 round-trip – Oct-Dec (Including Thanksgiving) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![MDW > Guadalajara, Mexico: From $210 round-trip – Oct-Dec (Including Thanksgiving) *BB MDW > Guadalajara, Mexico: From $210 round-trip – Oct-Dec (Including Thanksgiving) *BB](https://justgetoutoftown.com/wp-content/uploads/2017/10/guachimontones-534557_1280.jpg)
MDW > Guadalajara, Mexico: From $210 round-trip – Oct-Dec (Including Thanksgiving) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![ORD > Rome, Italy: From $341 round-trip – Oct-Dec (Including Thanksgiving) ORD > Rome, Italy: From $341 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/pizza-2643374_1280-1.jpg)
ORD > Rome, Italy: From $341 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Dublin, Ireland: From $401 round-trip – Oct-Dec (Including Thanksgiving) *BB ORD > Dublin, Ireland: From $401 round-trip – Oct-Dec (Including Thanksgiving) *BB](https://justgetoutoftown.com/wp-content/uploads/2017/10/temple-bar-2344400_1280.jpg)
ORD > Dublin, Ireland: From $401 round-trip – Oct-Dec (Including Thanksgiving) *BB [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Belgrade, Serbia: From $438 round-trip – Oct-Dec (Including Thanksgiving) ORD > Belgrade, Serbia: From $438 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/travel-1767532_640.jpg)
ORD > Belgrade, Serbia: From $438 round-trip – Oct-Dec (Including Thanksgiving) [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 > Barcelona, Spain: From $304 round-trip – Oct-Dec (Including Thanksgiving) ORD > Barcelona, Spain: From $304 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/barcelona-2492264_1280.jpg)
ORD > Barcelona, Spain: From $304 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Tallinn, Estonia: From $458 round-trip – Oct-Dec (Including Thanksgiving) ORD > Tallinn, Estonia: From $458 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
ORD > Tallinn, Estonia: From $458 round-trip – Oct-Dec (Including Thanksgiving) [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 > Vienna, Austria: From $427 round-trip – Oct-Dec (Including Thanksgiving) *BB ORD > Vienna, Austria: From $427 round-trip – Oct-Dec (Including Thanksgiving) *BB](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Vienna, Austria: From $427 round-trip – Oct-Dec (Including Thanksgiving) *BB [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: From $414 round-trip – Oct-Dec (Including Thanksgiving) *BB ORD > Tirana, Albania: From $414 round-trip – Oct-Dec (Including Thanksgiving) *BB](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
ORD > Tirana, Albania: From $414 round-trip – Oct-Dec (Including Thanksgiving) *BB [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 > Shannon, Ireland: From $466 round-trip – Oct-Dec (Including Thanksgiving) ORD > Shannon, Ireland: From $466 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/travel-1767532_640.jpg)
ORD > Shannon, Ireland: From $466 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
![ORD > Belgrade, Serbia: From $457 round-trip – Oct-Dec (Including Thanksgiving) ORD > Belgrade, Serbia: From $457 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Belgrade, Serbia: From $457 round-trip – Oct-Dec (Including Thanksgiving) [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 > Belize City, Belize: From $464 round-trip – Oct-Dec (Including Thanksgiving) *BB ORD > Belize City, Belize: From $464 round-trip – Oct-Dec (Including Thanksgiving) *BB](https://justgetoutoftown.com/wp-content/uploads/2017/09/beach-51956_1920.jpg)
ORD > Belize City, Belize: From $464 round-trip – Oct-Dec (Including Thanksgiving) *BB [SOLD OUT]
. * This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll…
![ORD > Barcelona, Spain: From $322 round-trip – Oct-Dec (Including Thanksgiving) ORD > Barcelona, Spain: From $322 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/gaudi-1285294_1280.jpg)
ORD > Barcelona, Spain: From $322 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
![ORD > Bucharest, Romania: From $477 round-trip – Oct-Dec (Including Thanksgiving) *BB ORD > Bucharest, Romania: From $477 round-trip – Oct-Dec (Including Thanksgiving) *BB](https://justgetoutoftown.com/wp-content/uploads/2017/10/bucharest-2525792_1280.jpg)
ORD > Bucharest, Romania: From $477 round-trip – Oct-Dec (Including Thanksgiving) *BB [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
![ORD > Santiago, Chile: From $482 round-trip – Oct-Dec (Including Thanksgiving) *BB ORD > Santiago, Chile: From $482 round-trip – Oct-Dec (Including Thanksgiving) *BB](https://justgetoutoftown.com/wp-content/uploads/2019/07/aircraft-513641_640.jpg)
ORD > Santiago, Chile: From $482 round-trip – Oct-Dec (Including Thanksgiving) *BB [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 > Barcelona, Spain: From $399 round-trip – Oct-Dec (Including Thanksgiving) ORD > Barcelona, Spain: From $399 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/barcelona-2626132_1280.jpg)
ORD > Barcelona, Spain: From $399 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
![ORD > Rio de Janeiro, Brazil: From $595 round-trip – Oct-Dec (Including Thanksgiving) ORD > Rio de Janeiro, Brazil: From $595 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
ORD > Rio de Janeiro, Brazil: From $595 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
![ORD > Dublin, Ireland: From $343 round-trip – Oct-Dec (Including Thanksgiving) ORD > Dublin, Ireland: From $343 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/poolbeg-lighthouse-2623361_1280.jpg)
ORD > Dublin, Ireland: From $343 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
![ORD > Durban, South Africa: From $760 round-trip – Oct-Dec (Including Thanksgiving) ORD > Durban, South Africa: From $760 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Durban, South Africa: From $760 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![ORD > Buenos Aires, Argentina: From $785 round-trip – Oct-Dec (Including Thanksgiving) ORD > Buenos Aires, Argentina: From $785 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/boat-813383_1280.jpg)
ORD > Buenos Aires, Argentina: From $785 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![ORD > Bucharest, Romania: From $463 round-trip – Oct-Dec (Including Thanksgiving) ORD > Bucharest, Romania: From $463 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/bucharest-2711816_1280.jpg)
ORD > Bucharest, Romania: From $463 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![ORD > Buenos Aires, Argentina: From $568 round-trip – Oct-Dec (Including Thanksgiving) ORD > Buenos Aires, Argentina: From $568 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/luggage-1436515_640.jpg)
ORD > Buenos Aires, Argentina: From $568 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![ORD > Entebbe, Uganda: From $604 round-trip – Oct-Dec (Including Thanksgiving) ORD > Entebbe, Uganda: From $604 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/aircraft-513641_640.jpg)
ORD > Entebbe, Uganda: From $604 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![ORD > Nairobi, Kenya: $578 round-trip – Oct-Dec (Including Thanksgiving) ORD > Nairobi, Kenya: $578 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/kenya-1883654_1280.jpg)
ORD > Nairobi, Kenya: $578 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![ORD > Entebbe, Uganda: $604 round-trip – Oct-Dec (Including Thanksgiving) ORD > Entebbe, Uganda: $604 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/aircraft-513641_640.jpg)
ORD > Entebbe, Uganda: $604 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![ORD > Nairobi, Kenya: $582 round-trip – Oct-Dec (Including Thanksgiving) ORD > Nairobi, Kenya: $582 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/rhino-637797_1280.jpg)
ORD > Nairobi, Kenya: $582 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![ORD > Entebbe, Uganda: $605 round-trip – Oct-Dec (Including Thanksgiving) ORD > Entebbe, Uganda: $605 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
ORD > Entebbe, Uganda: $605 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![ORD > Chengdu, China: $383 round-trip Oct-Dec (Including Thanksgiving) ORD > Chengdu, China: $383 round-trip Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/mask-606537_1280.jpg)
ORD > Chengdu, China: $383 round-trip Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![ORD > Barcelona, Spain: $305 round-trip – Oct-Dec (Including Thanksgiving) ORD > Barcelona, Spain: $305 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/barcelona-2492264_1280.jpg)
ORD > Barcelona, Spain: $305 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![ORD > Entebbe, Uganda: $605 round-trip – Oct-Dec (Including Thanksgiving) ORD > Entebbe, Uganda: $605 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/aircraft-513641_640.jpg)
ORD > Entebbe, Uganda: $605 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![ORD > Raleigh, North Carolina: $60 round-trip – Oct-Dec (Including Thanksgiving) ORD > Raleigh, North Carolina: $60 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/mountain-2809977_1280.jpg)
ORD > Raleigh, North Carolina: $60 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
3 different flights to/from Raleigh – All under $100 round-trip. * There only appear to be a few seats at…
![ORD > Beijing, China: $369 round-trip – Oct-Dec (Including Thanksgiving) ORD > Beijing, China: $369 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/beijing-1798593_1280.jpg)
ORD > Beijing, China: $369 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![ORD > Oranjestad, Aruba: $268 round-trip – Oct-Dec (Including Thanksgiving) ORD > Oranjestad, Aruba: $268 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/Aruba.jpg)
ORD > Oranjestad, Aruba: $268 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
![ORD > Cancun, Mexico: $206 round-trip – Oct-Dec (Including Thanksgiving) ORD > Cancun, Mexico: $206 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2017/10/diving-1707761_1280.jpg)
ORD > Cancun, Mexico: $206 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Premium subscriber benefit: Log in and click below to download a 6-night luxury vacation voucher for Mayan Palace in Mazatlan,…
![ORD > Santiago, Chile: $661 round-trip – Oct-Dec (Including Thanksgiving) ORD > Santiago, Chile: $661 round-trip – Oct-Dec (Including Thanksgiving)](https://justgetoutoftown.com/wp-content/uploads/2019/07/airport-2373727_640.jpg)
ORD > Santiago, Chile: $661 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.