$199+ Cheap flights from Jamaica to Illinois
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — ORD
Oct 16 — Oct 231
Round-trip
1 adult, Economy
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Cheapest flights from Jamaica to IllinoisExplore the most affordable flight options available from Jamaica to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
Explore the most affordable flight options available from Jamaica to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:13 pm -
1 stop10h 47m
Sun 10/256:55 am -
1 stop9h 17m
Deal found 9/14![American Airlines logo]()
$326
This FlightHub deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:48 pm -
1 stop7h 55m
Sun 10/256:24 am -
1 stop8h 09m
Deal found 9/14![Frontier logo]()
$368
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:54 pm -
Nonstop4h 26m
Sun 11/298:40 am -
Nonstop4h 08m
Deal found 9/15![United Airlines logo]()
$371
This Orbitz deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:30 pm -
1 stop20h 30m
Mon 10/268:45 am -
1 stop7h 35m
Deal found 9/13![Air Canada logo]()
$372
This Air Canada deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:20 pm -
1 stop16h 03m
Sun 11/294:30 pm -
1 stop23h 50m
Deal found 9/15![Air Canada logo]()
$373
This Expedia deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:42 pm -
1 stop8h 02m
Sun 10/186:24 am -
1 stop8h 09m
Deal found 9/14![Frontier logo]()
$385
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:18 pm -
1 stop10h 42m
Tue 11/39:40 am -
Nonstop4h 12m
Deal found 9/10![American Airlines logo]()
$402
This Priceline deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/14:43 pm -
1 stop8h 04m
Sat 11/147:25 am -
1 stop7h 03m
Deal found 9/12![Frontier logo]()
$405
This Orbitz deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:20 pm -
1 stop21h 47m
Sat 11/143:45 pm -
1 stop20h 40m
Deal found 9/12![Air Canada logo]()
$407
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:08 am -
1 stop15h 59m
Wed 11/252:38 pm -
1 stop6h 45m
Deal found 9/10![American Airlines logo]()
$455
This Air Canada deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/114:00 pm -
1 stop28h 58m
Wed 11/255:58 pm -
2 stops40h 37m
Deal found 9/13![Air Canada logo]()
$458
This Trip.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:00 pm -
1 stop26h 43m
Thu 11/512:50 pm -
1 stop21h 45m
Deal found 9/14![Air Canada logo]()
$462
Best flights from Jamaica to IllinoisDiscover carefully curated flight deals from Jamaica to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
Discover carefully curated flight deals from Jamaica to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
This FlightHub deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:48 pm -
1 stop7h 55m
Sun 10/256:24 am -
1 stop8h 09m
Deal found 9/14![Frontier logo]()
$368
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:54 pm -
Nonstop4h 26m
Sun 11/298:40 am -
Nonstop4h 08m
Deal found 9/15![United Airlines logo]()
$371
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:18 pm -
1 stop10h 42m
Tue 11/39:40 am -
Nonstop4h 12m
Deal found 9/10![American Airlines logo]()
$402
This Orbitz deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:20 pm -
1 stop21h 47m
Sat 11/143:45 pm -
1 stop20h 40m
Deal found 9/12![Air Canada logo]()
$407
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:00 pm -
1 stop6h 35m
Mon 10/265:00 am -
1 stop6h 50m
Deal found 9/13![Southwest logo]()
$490
This Cheapflightsfares deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:02 pm -
1 stop7h 53m
Mon 11/167:00 am -
1 stop5h 48m
Deal found 9/15![JetBlue logo]()
$560
This Mytrip deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:36 pm -
3 stops25h 16m
Mon 11/164:30 pm -
2 stops23h 50m
Deal found 9/15![Multiple Airlines logo]()
$700
This Priceline deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/14:43 pm -
1 stop8h 04m
Sat 11/147:25 am -
1 stop7h 03m
Deal found 9/12![Frontier logo]()
$405
This CheapOair deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:20 pm -
1 stop19h 53m
Sun 11/298:40 pm -
1 stop19h 40m
Deal found 9/11![Air Canada logo]()
$410
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:03 pm -
1 stop10h 34m
Sun 11/299:37 am -
Nonstop4h 12m
Deal found 9/10![American Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:08 am -
1 stop15h 59m
Wed 11/252:38 pm -
1 stop6h 45m
Deal found 9/10![American Airlines logo]()
$455
This Justfly.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/114:00 pm -
2 stops27h 30m
Wed 11/255:58 pm -
2 stops40h 37m
Deal found 9/13![Air Canada logo]()
$458
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:50 pm -
1 stop8h 35m
Wed 11/46:00 am -
1 stop7h 25m
Deal found 9/13![Southwest logo]()
$536
This American Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/167:15 am -
1 stop9h 28m
Tue 1/55:59 pm -
1 stop15h 20m
Deal found 9/12![American Airlines logo]()
$464
This Justfly.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/192:25 pm -
1 stop17h 36m
Thu 12/319:23 pm -
1 stop14h 45m
Deal found 9/15![Frontier logo]()
$532
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/44:27 pm -
1 stop16h 15m
Mon 11/96:05 pm -
1 stop20h 17m
Deal found 9/13![American Airlines logo]()
$475
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/13:45 pm -
2 stops9h 20m
Sat 11/145:00 am -
1 stop6h 50m
Deal found 9/12![Southwest logo]()
$593
This Priceline deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/123:48 pm -
1 stop7h 55m
Mon 10/196:15 am -
1 stop8h 18m
Deal found 9/14![Frontier logo]()
$576
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:50 pm -
1 stop8h 35m
Mon 10/193:45 pm -
2 stops19h 15m
Deal found 9/15![Southwest logo]()
$743
This American Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/85:03 pm -
1 stop7h 35m
Fri 10/168:55 pm -
2 stops14h 02m
Deal found 9/12![American Airlines logo]()
$622
Last-minute flights from Jamaica to IllinoisDiscover last-minute flight deals from Jamaica to Illinois. Data last updated September 16, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Illinois. Data last updated September 16, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/13:42 pm -
1 stop8h 02m
Sun 10/186:24 am -
1 stop8h 09m
Deal found 9/14![Frontier logo]()
$385
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:05 pm -
1 stop12h 09m
Sun 10/185:00 am -
1 stop11h 12m
Deal found 9/14![American Airlines logo]()
$436
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/14:50 pm -
2 stops15h 06m
Sun 10/185:27 am -
1 stop10h 00m
Deal found 9/14![Delta logo]()
$437
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:16 pm -
1 stop7h 17m
Mon 10/56:00 am -
1 stop10h 12m
Deal found 9/15![American Airlines logo]()
$446
This Orbitz deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:30 pm -
1 stop20h 30m
Mon 10/268:45 am -
1 stop7h 35m
Deal found 9/13![Air Canada logo]()
$372
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2112:00 pm -
1 stop6h 35m
Mon 10/265:00 am -
1 stop6h 50m
Deal found 9/13![Southwest logo]()
$490
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:13 pm -
1 stop10h 47m
Sun 10/256:55 am -
1 stop9h 17m
Deal found 9/14![American Airlines logo]()
$326
This FlightHub deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:48 pm -
1 stop7h 55m
Sun 10/256:24 am -
1 stop8h 09m
Deal found 9/14![Frontier logo]()
$368
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2212:52 pm -
1 stop10h 29m
Sun 10/258:40 am -
Nonstop4h 08m
Deal found 9/14![United Airlines logo]()
$422
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:13 pm -
1 stop14h 34m
Wed 11/46:00 am -
1 stop10h 09m
Deal found 9/13![American Airlines logo]()
$431
This American Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:18 pm -
1 stop10h 42m
Tue 11/39:40 am -
Nonstop4h 12m
Deal found 9/10![American Airlines logo]()
$402
This Trip.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:00 pm -
1 stop26h 43m
Thu 11/512:50 pm -
1 stop21h 45m
Deal found 9/14![Air Canada logo]()
$462
One-way flights from Jamaica to IllinoisSearch for one-way flight options from Jamaica to Illinois. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
Search for one-way flight options from Jamaica to Illinois. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/133:56 pm -
Nonstop4h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$199
This Trip.com deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:50 pm -
1 stop24h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Air Canada logo]()
$204
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/23:56 pm -
Nonstop4h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$209
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/131:26 pm -
1 stop10h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$210
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2711:07 am -
1 stop13h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$220
This Justfly.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/133:20 pm -
1 stop28h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Air Canada logo]()
$223
This Super.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/103:48 pm -
1 stop7h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$224
This Priceline deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/253:42 pm -
1 stop8h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$227
This Air Canada deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/112:20 pm -
2 stops29h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Air Canada logo]()
$228
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/153:48 pm -
1 stop7h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$229
This FlightHub deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/124:43 pm -
1 stop17h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$230
This FlightHub deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/243:42 pm -
1 stop8h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$230
Find flight deals from Jamaica to Illinois
Keep the following information in mind while searching for Jamaica to Illinois flight deals. Data was last updated September 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $326 (American Airlines) |
One-way from | $199 (American Airlines) |
Good round-trip deal | $540 or less |
Good one-way deal | $295 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Jamaica to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 16, 2026.
Use the filters below to find and compare flights from Jamaica to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Montego BayChicago
MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl
MBJORD
Montego Bay Sangster Intl
Fri 11/13
1:07 pm-11:55 pm
1 stop11h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$253
Montego BayChicago
MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl
MBJORD
Montego Bay Sangster Intl
Thu 11/12
1:07 pm-11:55 pm
1 stop11h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$253
Quickest round-trip
Montego BayChicago
MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl
MBJORD
Montego Bay Sangster Intl
Tue 12/15
2:54 pm-6:20 pm
Nonstop4h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$259
Montego BayChicago
MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl
MBJORD
Montego Bay Sangster Intl
Thu 11/12
2:54 pm-6:20 pm
Nonstop4h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$259
Montego BayChicago
MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl
MBJORD
Montego Bay Sangster Intl
Fri 11/13
2:54 pm-6:20 pm
Nonstop4h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$259
Montego BayChicago
MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl
MBJORD
Montego Bay Sangster Intl
Fri 12/11
2:54 pm-6:20 pm
Nonstop4h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$259
Montego BayChicago
MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl
MBJORD
Montego Bay Sangster Intl
Sat 11/7
2:54 pm-6:20 pm
Nonstop4h 26m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$259
Montego BayChicago
MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl
MBJORD
Montego Bay Sangster Intl
Sun 3/7
2:48 pm-6:16 pm
Nonstop4h 28m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$260
Montego BayChicago
MBJ Montego Bay Sangster Intl - ORD Chicago O'Hare Intl
MBJORD
Montego Bay Sangster Intl
Thu 3/11
2:48 pm-6:16 pm
Nonstop4h 28m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$260
Montego BayChicago
MBJ Montego Bay Sangster Intl - MDW Chicago Midway
MBJMDW
Montego Bay Sangster Intl
Wed 11/11
2:16 pm-10:54 pm
1 stop9h 38m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$265
Showing 1-10 of 47 resultsSorted by cheapest first
Best time to book a flight from Jamaica to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Jamaica with our price prediction graph.
MBJ-ORD
MBJ-MDW
KIN-ORD
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Jamaica to Illinois
JM0-USIL
MBJ-ORD
MBJ-MDW
KIN-ORD
What is the cheapest month to book a flight from Jamaica to Illinois?
Currently, December is the cheapest month in which you can book a flight from Jamaica to Illinois (average of $300). Flying from Jamaica to Illinois in August is currently the most expensive (average of $605). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated September 16, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Jamaica to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Jamaica to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Jamaica to Illinois
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jamaica to Illinois by cabin class
Find flights from Jamaica to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jamaica and Illinois flights
Browse other Jamaica and Illinois flight options. Last updated on September 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Illinois
Find the right flight back to Jamaica after your stay in Illinois
Jamaica to Illinois flights
Consider these flights traveling from Jamaica to Illinois.
Top 4 airlines flying from Jamaica to Illinois
Discover the top 4 airlines that operate flights from Jamaica to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$281 | Average$430 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$281 | Average$548 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$281 | Average$587 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$446 | Average$589 | FlexibilityNo cancel fee | On-time62% |