$147+ Cheap flights from Illinois to Jamaica
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MBJ
Sep 11 — Sep 181
Round-trip
1 adult, Economy
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Cheapest flights from Illinois to JamaicaExplore the most affordable flight options available from Illinois to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 12, 2026.
Explore the most affordable flight options available from Illinois to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 12, 2026.
This American Airlines deal was found by Cheapflights users on 8/8. 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.
Sun 8/305:01 pm -
2 stops18h 41m
Fri 9/412:47 pm -
1 stop10h 40m
Deal found 8/8![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/8. 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 12/36:38 pm -
2 stops17h 22m
Mon 12/74:23 pm -
2 stops19h 33m
Deal found 8/8![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/10. 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 12/32:34 pm -
2 stops18h 41m
Mon 12/76:09 pm -
2 stops20h 49m
Deal found 8/10![American Airlines logo]()
$397
This Air Canada deal was found by Cheapflights users on 8/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/85:58 pm -
2 stops17h 52m
Sat 11/146:20 pm -
2 stops17h 47m
Deal found 8/10![Air Canada logo]()
$424
This Air Canada deal was found by Cheapflights users on 8/9. 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.
Thu 11/127:05 am -
1 stop29h 20m
Mon 11/166:20 pm -
1 stop18h 37m
Deal found 8/9![Air Canada logo]()
$425
This Air Canada deal was found by Cheapflights users on 8/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/284:05 pm -
1 stop19h 45m
Tue 11/31:50 pm -
1 stop26h 36m
Deal found 8/10![Air Canada logo]()
$426
This Air Canada deal was found by Cheapflights users on 8/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:40 pm -
2 stops17h 45m
Sun 12/132:20 pm -
2 stops19h 48m
Deal found 8/11![Air Canada logo]()
$427
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Sat 11/288:40 am -
Nonstop4h 08m
Sat 12/53:36 pm -
1 stop9h 06m
Deal found 8/9![United Airlines logo]()
$428
This Air Canada deal was found by Cheapflights users on 8/8. 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 11/278:50 pm -
1 stop19h 30m
Mon 12/76:20 pm -
1 stop26h 38m
Deal found 8/8![Air Canada logo]()
$430
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:35 pm -
1 stop14h 08m
Sat 10/32:40 pm -
1 stop9h 43m
Deal found 8/10![United Airlines logo]()
$431
This American Airlines deal was found by Cheapflights users on 8/10. 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 8/246:00 am -
1 stop10h 08m
Thu 8/272:12 pm -
Nonstop4h 43m
Deal found 8/10![American Airlines logo]()
$432
This Air Canada deal was found by Cheapflights users on 8/7. 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 10/309:05 pm -
1 stop14h 45m
Sun 11/82:20 pm -
2 stops18h 34m
Deal found 8/7![Air Canada logo]()
$433
Best flights from Illinois to JamaicaDiscover carefully curated flight deals from Illinois to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 12, 2026.
Discover carefully curated flight deals from Illinois to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 12, 2026.
This American Airlines deal was found by Cheapflights users on 8/8. 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.
Sun 8/305:01 pm -
2 stops18h 41m
Fri 9/412:47 pm -
1 stop10h 40m
Deal found 8/8![American Airlines logo]()
$397
This United Airlines deal was found by Cheapflights users on 8/9. 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.
Fri 1/298:42 am -
Nonstop4h 04m
Fri 2/52:48 pm -
Nonstop4h 28m
Deal found 8/9![United Airlines logo]()
$429
This Air Canada deal was found by Cheapflights users on 8/12. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/174:05 pm -
1 stop19h 45m
Sat 11/216:20 pm -
1 stop22h 06m
Deal found 8/12![Air Canada logo]()
$438
This Delta deal was found by Cheapflights users on 8/7. 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.
Sun 11/16:44 pm -
2 stops17h 07m
Thu 11/122:20 pm -
1 stop9h 36m
Deal found 8/7![Delta logo]()
$447
This Southwest deal was found by Cheapflights users on 8/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:25 am -
1 stop6h 25m
Tue 11/33:25 pm -
1 stop7h 45m
Deal found 8/11![Southwest logo]()
$500
This Copa Airlines deal was found by Cheapflights users on 8/11. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/33:20 pm -
1 stop22h 38m
Sat 10/102:57 pm -
1 stop10h 00m
Deal found 8/11![Copa Airlines logo]()
$516
This JetBlue deal was found by Cheapflights users on 8/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:00 am -
1 stop6h 48m
Tue 11/33:59 pm -
1 stop8h 45m
Deal found 8/11![JetBlue logo]()
$524
This Expedia deal was found by Cheapflights users on 8/8. 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.
Mon 1/114:05 pm -
1 stop18h 30m
Mon 1/188:00 am -
2 stops32h 26m
Deal found 8/8![Multiple Airlines logo]()
$793
This American Airlines deal was found by Cheapflights users on 8/9. 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.
Tue 1/127:21 pm -
2 stops17h 23m
Tue 2/94:16 pm -
2 stops20h 16m
Deal found 8/9![American Airlines logo]()
$398
This Delta deal was found by Cheapflights users on 8/8. 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.
Sat 11/146:19 pm -
2 stops17h 06m
Thu 11/193:40 pm -
1 stop9h 19m
Deal found 8/8![Delta logo]()
$447
This American Airlines deal was found by Cheapflights users on 8/9. 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 1/233:58 pm -
2 stops18h 45m
Sat 1/302:44 pm -
2 stops24h 13m
Deal found 8/9![American Airlines logo]()
$411
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:55 am -
1 stop6h 30m
Wed 9/212:55 pm -
1 stop8h 05m
Deal found 8/10![Southwest logo]()
$512
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/267:00 am -
1 stop5h 46m
Thu 1/282:48 pm -
1 stop9h 00m
Deal found 8/10![United Airlines logo]()
$513
This American Airlines deal was found by Cheapflights users on 8/8. 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 12/33:30 pm -
2 stops21h 42m
Mon 12/74:23 pm -
2 stops23h 30m
Deal found 8/8![American Airlines logo]()
$428
This Air Canada deal was found by Cheapflights users on 8/8. 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.
Thu 12/108:50 pm -
1 stop13h 45m
Wed 2/312:45 pm -
1 stop21h 23m
Deal found 8/8![Air Canada logo]()
$519
This JetBlue deal was found by Cheapflights users on 8/10. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:00 am -
1 stop5h 45m
Thu 11/124:55 pm -
1 stop7h 49m
Deal found 8/10![JetBlue logo]()
$532
This Delta deal was found by Cheapflights users on 8/8. 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 12/38:04 am -
2 stops27h 21m
Tue 12/86:00 pm -
2 stops17h 45m
Deal found 8/8![Delta logo]()
$513
This United Airlines deal was found by Cheapflights users on 8/8. 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.
Tue 12/15:42 pm -
1 stop19h 04m
Fri 12/42:48 pm -
1 stop7h 10m
Deal found 8/8![United Airlines logo]()
$518
This Southwest deal was found by Cheapflights users on 8/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:50 pm -
2 stops15h 35m
Fri 10/212:00 pm -
2 stops11h 35m
Deal found 8/11![Southwest logo]()
$529
This American Airlines deal was found by Cheapflights users on 8/8. 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 1/163:58 pm -
2 stops20h 00m
Sun 1/242:44 pm -
2 stops20h 46m
Deal found 8/8![American Airlines logo]()
$453
This Delta deal was found by Cheapflights users on 8/7. 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.
Fri 9/256:40 am -
1 stop8h 55m
Fri 10/24:50 pm -
2 stops15h 07m
Deal found 8/7![Delta logo]()
$513
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:40 am -
Nonstop4h 08m
Tue 11/32:54 pm -
Nonstop4h 26m
Deal found 8/11![United Airlines logo]()
$522
This Orbitz deal was found by Cheapflights users on 8/7. 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.
Sat 9/2612:10 pm -
2 stops49h 45m
Tue 9/293:05 pm -
1 stop29h 15m
Deal found 8/7![Air Canada logo]()
$576
This Southwest deal was found by Cheapflights users on 8/9. 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 9/207:10 am -
1 stop7h 15m
Sat 9/2611:40 am -
2 stops11h 05m
Deal found 8/9![Southwest logo]()
$532
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:00 am -
1 stop5h 48m
Fri 9/184:50 pm -
1 stop6h 52m
Deal found 8/11![Delta logo]()
$524
This Orbitz deal was found by Cheapflights users on 8/11. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:55 am -
1 stop29h 00m
Tue 10/63:05 pm -
1 stop22h 55m
Deal found 8/11![Air Canada logo]()
$581
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/316:25 am -
1 stop6h 23m
Wed 11/42:54 pm -
1 stop9h 19m
Deal found 8/12![United Airlines logo]()
$532
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/256:15 am -
1 stop6h 29m
Tue 2/21:16 pm -
1 stop11h 02m
Deal found 8/11![American Airlines logo]()
$488
This Southwest deal was found by Cheapflights users on 8/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:10 pm -
2 stops16h 15m
Wed 9/3012:55 pm -
2 stops9h 30m
Deal found 8/10![Southwest logo]()
$577
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:04 am -
1 stop5h 47m
Mon 11/22:16 pm -
2 stops20h 01m
Deal found 8/11![Delta logo]()
$533
Last-minute flights from Illinois to JamaicaDiscover last-minute flight deals from Illinois to Jamaica. Data last updated August 12, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Jamaica. Data last updated August 12, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/9. 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.
Sun 8/165:00 am -
1 stop11h 08m
Sat 8/293:23 pm -
1 stop8h 21m
Deal found 8/9![American Airlines logo]()
$444
This American Airlines deal was found by Cheapflights users on 8/10. 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 8/246:00 am -
1 stop10h 08m
Thu 8/272:12 pm -
Nonstop4h 43m
Deal found 8/10![American Airlines logo]()
$432
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:45 am -
1 stop7h 38m
Wed 9/23:23 pm -
1 stop17h 42m
Deal found 8/11![American Airlines logo]()
$442
This American Airlines deal was found by Cheapflights users on 8/8. 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.
Sun 8/305:01 pm -
2 stops18h 41m
Fri 9/412:47 pm -
1 stop10h 40m
Deal found 8/8![American Airlines logo]()
$397
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:00 am -
Nonstop4h 12m
Fri 9/115:16 pm -
1 stop14h 32m
Deal found 8/11![American Airlines logo]()
$438
This Delta deal was found by Cheapflights users on 8/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:05 am -
1 stop9h 30m
Thu 9/172:26 pm -
1 stop8h 19m
Deal found 8/10![Delta logo]()
$442
This Southwest deal was found by Cheapflights users on 8/9. 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.
Sat 9/195:55 am -
1 stop6h 30m
Thu 10/112:50 pm -
1 stop9h 25m
Deal found 8/9![Southwest logo]()
$446
This American Airlines deal was found by Cheapflights users on 8/10. 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 9/249:15 pm -
1 stop19h 01m
Thu 10/15:16 pm -
1 stop16h 13m
Deal found 8/10![American Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 8/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:55 pm -
1 stop17h 35m
Tue 9/2912:52 pm -
1 stop10h 29m
Deal found 8/11![United Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 8/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/259:01 pm -
1 stop16h 08m
Sun 10/45:16 pm -
1 stop14h 31m
Deal found 8/11![American Airlines logo]()
$447
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Sat 9/265:00 am -
1 stop7h 53m
Sat 10/312:17 pm -
1 stop10h 18m
Deal found 8/12![American Airlines logo]()
$443
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:35 pm -
1 stop14h 08m
Sat 10/32:40 pm -
1 stop9h 43m
Deal found 8/10![United Airlines logo]()
$431
One-way flights from Illinois to JamaicaSearch for one-way flight options from Illinois to Jamaica. Find affordable one-way fares based on user searches. Data last updated August 12, 2026.
Search for one-way flight options from Illinois to Jamaica. Find affordable one-way fares based on user searches. Data last updated August 12, 2026.
This United Airlines deal was found by Cheapflights users on 8/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:40 am -
Nonstop4h 08m
Deal found 8/10![United Airlines logo]()
$147
This United Airlines deal was found by Cheapflights users on 8/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:00 am -
1 stop8h 29m
Deal found 8/12![United Airlines logo]()
$161
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:05 am -
1 stop7h 30m
Deal found 8/12![Delta logo]()
$167
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:00 am -
1 stop9h 35m
Deal found 8/12![Delta logo]()
$167
This Air Canada deal was found by Cheapflights users on 8/8. 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.
Sat 10/2411:05 am -
1 stop25h 20m
Deal found 8/8![Air Canada logo]()
$171
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:30 pm -
2 stops16h 21m
Deal found 8/12![Delta logo]()
$173
This Delta deal was found by Cheapflights users on 8/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/146:05 am -
2 stops29h 28m
Deal found 8/11![Delta logo]()
$173
This Air Canada deal was found by Cheapflights users on 8/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/309:05 pm -
1 stop14h 45m
Deal found 8/10![Air Canada logo]()
$176
This Air Canada deal was found by Cheapflights users on 8/11. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/103:45 pm -
2 stops20h 05m
Deal found 8/11![Air Canada logo]()
$183
This Air Canada deal was found by Cheapflights users on 8/9. 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.
Sat 11/710:57 am -
2 stops25h 28m
Deal found 8/9![Air Canada logo]()
$189
This Travelocity deal was found by Cheapflights users on 8/9. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/84:05 pm -
1 stop24h 15m
Deal found 8/9![Air Canada logo]()
$192
This American Airlines deal was found by Cheapflights users on 8/10. 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.
Tue 9/89:00 am -
Nonstop4h 12m
Deal found 8/10![American Airlines logo]()
$193
Find flight deals from Illinois to Jamaica
Keep the following information in mind while searching for Illinois to Jamaica flight deals. Data was last updated August 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $397 (American Airlines) |
One-way from | $147 (United Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $533 |
Good round-trip deal | $487 or less |
Good one-way deal | $198 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Illinois to Jamaica 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 2,558,603 searches. Data last updated August 12, 2026.
Use the filters below to find and compare flights from Illinois to Jamaica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
EvansvilleMontego Bay
EVV Evansville Dress Regional - MBJ Montego Bay Sangster Intl
EVVMBJ
Evansville Dress Regional
Sun 8/30
5:01 pm-11:42 am
2 stops18h 41m
Montego Bay Sangster Intl
Fri 9/4
12:47 pm-11:27 pm
1 stop10h 40m
$397
EvansvilleMontego Bay
EVV Evansville Dress Regional - MBJ Montego Bay Sangster Intl
EVVMBJ
Evansville Dress Regional
Tue 1/12
7:21 pm-1:44 pm
2 stops17h 23m
Montego Bay Sangster Intl
Tue 2/9
4:16 pm-11:32 am
2 stops20h 16m
$398
BloomingtonMontego Bay
BMI Bloomington-Normal - MBJ Montego Bay Sangster Intl
BMIMBJ
Bloomington-Normal
Sat 1/23
3:58 pm-11:43 am
2 stops18h 45m
Montego Bay Sangster Intl
Sat 1/30
2:44 pm-1:57 pm
2 stops24h 13m
$411
BloomingtonMontego Bay
BMI Bloomington-Normal - MBJ Montego Bay Sangster Intl
BMIMBJ
Bloomington-Normal
Thu 12/3
3:30 pm-2:12 pm
2 stops21h 42m
Montego Bay Sangster Intl
Mon 12/7
4:23 pm-2:53 pm
2 stops23h 30m
$428
Quickest round-trip
ChicagoMontego Bay
ORD Chicago O'Hare Intl - MBJ Montego Bay Sangster Intl
ORDMBJ
Chicago O'Hare Intl
Fri 1/29
8:42 am-1:46 pm
Nonstop4h 04m
Montego Bay Sangster Intl
Fri 2/5
2:48 pm-6:16 pm
Nonstop4h 28m
$429
St. LouisMontego Bay
STL Lambert-St Louis - MBJ Montego Bay Sangster Intl
STLMBJ
Lambert-St Louis
Tue 11/17
4:05 pm-12:50 pm
1 stop19h 45m
Montego Bay Sangster Intl
Sat 11/21
6:20 pm-3:26 pm
1 stop22h 06m
$438
ChicagoMontego Bay
MDW Chicago Midway - MBJ Montego Bay Sangster Intl
MDWMBJ
Chicago Midway
Sun 11/1
6:44 pm-12:51 pm
2 stops17h 07m
Montego Bay Sangster Intl
Thu 11/12
2:20 pm-10:56 pm
1 stop9h 36m
$447
ChicagoMontego Bay
ORD Chicago O'Hare Intl - MBJ Montego Bay Sangster Intl
ORDMBJ
Chicago O'Hare Intl
Sat 11/14
6:19 pm-12:25 pm
2 stops17h 06m
Montego Bay Sangster Intl
Thu 11/19
3:40 pm-11:59 pm
1 stop9h 19m
$447
MolineMontego Bay
MLI Moline Quad-City - MBJ Montego Bay Sangster Intl
MLIMBJ
Moline Quad-City
Sat 1/16
3:58 pm-12:58 pm
2 stops20h 00m
Montego Bay Sangster Intl
Sun 1/24
2:44 pm-10:30 am
2 stops20h 46m
$453
MolineMontego Bay
MLI Moline Quad-City - MBJ Montego Bay Sangster Intl
MLIMBJ
Moline Quad-City
Mon 1/25
6:15 am-1:44 pm
1 stop6h 29m
Montego Bay Sangster Intl
Tue 2/2
1:16 pm-11:18 pm
1 stop11h 02m
$488
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Illinois to Jamaica
Have a flexible travel schedule? Discover the best time to fly to Jamaica from Illinois with our price prediction graph.
ORD-MBJ
MDW-MBJ
STL-MBJ
ORD-KIN
MDW-KIN
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 Illinois to Jamaica
USIL-JM0
ORD-MBJ
MDW-MBJ
STL-MBJ
ORD-KIN
What is the cheapest month to book a flight from Illinois to Jamaica?
Currently, April is the cheapest month in which you can book a flight from Illinois to Jamaica (average of $482). Flying from Illinois to Jamaica in December is currently the most expensive (average of $675). 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.
What is the cheapest time of day to fly from IL to JM?
Find hourly flight availability from Illinois to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 12, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Jamaica as you normally would.
Weekly flight availability from Illinois to Jamaica
Explore weekly flight availability from Illinois to Jamaica. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 12, 2026.
The most flights from USIL to JM0 are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
How far ahead should I book a flight from Illinois to Jamaica?
To ensure you get the cheapest price possible for a flight from Illinois to Jamaica, you should look to book at least 64 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Related info for your journey
Find useful and relevant information for your journey from Illinois to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Illinois to Jamaica
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Jamaica by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Illinois to Jamaica by cabin class
Find flights from Illinois to Jamaica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Illinois and Jamaica flights
Browse other Illinois and Jamaica flight options. Last updated on August 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Jamaica
Find the right flight back to Illinois after your stay in Jamaica
Illinois to Jamaica flights
Consider these flights traveling from Illinois to Jamaica.
Top 6 airlines flying from Illinois to Jamaica
Discover the top 6 airlines that operate flights from Illinois to Jamaica. 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 2,558,603 searches. Data last updated August 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$144 | Average$715 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$162 | Average$607 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$297 | Average$510 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$302 | Average$525 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$317 | Average$651 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$467 | Average$653 | FlexibilityNo cancel fee | On-time63% |