$172+ Cheap flights from Jamaica to Illinois
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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — ORD
mai 31 — juin 71
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 mai 1, 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 mai 1, 2026.
This American Airlines deal was found by Cheapflights users on 4/27. 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.
jeu. 5/141:15 pm
MBJ
- ORD
Nonstop4h 40m
American Airlines
lun. 8/319:10 am
ORD
- MBJ
Nonstop4h 07m
American Airlines
Deal found 4/27![American Airlines logo]()
$281
This United Airlines deal was found by Cheapflights users on 4/28. 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.
sam. 5/21:52 pm
MBJ
- ORD
Nonstop4h 23m
United Airlines
lun. 5/48:10 pm
ORD
- MBJ
1 stop17h 20m
United Airlines
Deal found 4/28![United Airlines logo]()
$283
This American Airlines deal was found by Cheapflights users on 4/27. 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.
jeu. 5/141:15 pm
MBJ
- ORD
Nonstop4h 40m
American Airlines
sam. 8/298:20 am
ORD
- MBJ
1 stop7h 53m
American Airlines
Deal found 4/27![American Airlines logo]()
$286
This United Airlines deal was found by Cheapflights users on 4/27. 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.
mer. 5/202:40 pm
MBJ
- ORD
1 stop10h 46m
United Airlines
lun. 9/147:45 pm
ORD
- MBJ
1 stop15h 58m
United Airlines
Deal found 4/27![United Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 4/27. 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.
sam. 5/210:13 am
MBJ
- ORD
1 stop9h 09m
American Airlines
lun. 5/48:05 am
ORD
- MBJ
Nonstop4h 08m
American Airlines
Deal found 4/27![American Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 4/28. 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.
sam. 5/164:12 pm
MBJ
- ORD
1 stop7h 32m
United Airlines
lun. 5/189:56 pm
ORD
- MBJ
1 stop15h 34m
United Airlines
Deal found 4/28![United Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 4/27. 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.
jeu. 5/212:08 pm
MBJ
- ORD
1 stop10h 16m
American Airlines
sam. 9/129:02 pm
ORD
- MBJ
2 stops12h 08m
American Airlines
Deal found 4/27![American Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 4/29. 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.
jeu. 5/141:15 pm
MBJ
- ORD
Nonstop4h 40m
American Airlines
sam. 9/128:44 pm
ORD
- MBJ
1 stop12h 26m
American Airlines
Deal found 4/29![American Airlines logo]()
$306
This United Airlines deal was found by Cheapflights users on 4/30. 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.
mer. 5/62:40 pm
MBJ
- ORD
1 stop8h 35m
United Airlines
ven. 5/154:25 pm
ORD
- MBJ
1 stop22h 45m
United Airlines
Deal found 4/30![United Airlines logo]()
$311
This American Airlines deal was found by Cheapflights users on 4/30. 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.
mer. 5/612:25 pm
MBJ
- ORD
1 stop11h 29m
American Airlines
sam. 8/156:45 am
ORD
- MBJ
1 stop6h 49m
American Airlines
Deal found 4/30![American Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 4/30. 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.
ven. 5/295:17 pm
MBJ
- ORD
1 stop7h 07m
American Airlines
mer. 9/29:10 am
ORD
- MBJ
Nonstop4h 07m
American Airlines
Deal found 4/30![American Airlines logo]()
$317
This Frontier deal was found by Cheapflights users on 4/28. 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.
dim. 5/101:16 pm
MBJ
- MDW
1 stop8h 46m
Frontier
lun. 6/16:00 am
MDW
- MBJ
1 stop6h 11m
Frontier
Deal found 4/28![Frontier logo]()
$336
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 mai 1, 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 mai 1, 2026.
This United Airlines deal was found by Cheapflights users on 4/28. 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.
mar. 6/24:12 pm
MBJ
- ORD
1 stop15h 15m
United Airlines
ven. 6/56:30 am
ORD
- MBJ
1 stop8h 40m
United Airlines
Deal found 4/28![United Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 5/1. 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.
ven. 5/295:17 pm
MBJ
- ORD
1 stop7h 07m
American Airlines
mer. 9/29:10 am
ORD
- MBJ
Nonstop4h 07m
American Airlines
Deal found 5/1![American Airlines logo]()
$317
This Priceline deal was found by Cheapflights users on 4/29. 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.
mer. 8/261:26 pm
MBJ
- MDW
1 stop8h 45m
Frontier
sam. 8/296:00 am
MDW
- MBJ
1 stop6h 21m
Frontier
Deal found 4/29![Frontier logo]()
$348
This Delta deal was found by Cheapflights users on 4/27. 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.
jeu. 5/142:21 pm
MBJ
- MDW
1 stop6h 48m
Delta
lun. 8/315:59 pm
MDW
- MBJ
2 stops21h 35m
Delta
Deal found 4/27![Delta logo]()
$411
This Air Canada deal was found by Cheapflights users on 4/26. 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.
mer. 6/103:05 pm
KIN
- ORD
1 stop17h 55m
Air Canada
mer. 6/178:25 pm
ORD
- KIN
1 stop14h 00m
Air Canada
Deal found 4/26![Air Canada logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 8/261:26 pm
MBJ
- MDW
1 stop8h 45m
Multiple Airlines
sam. 8/2911:59 am
MDW
- MBJ
2 stops23h 52m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$492
This United Airlines deal was found by Cheapflights users on 4/27. 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.
mer. 5/204:12 pm
MBJ
- ORD
1 stop7h 32m
United Airlines
ven. 9/115:45 pm
ORD
- MBJ
1 stop19h 45m
United Airlines
Deal found 4/27![United Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 4/27. 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.
sam. 9/192:40 pm
MBJ
- ORD
1 stop18h 29m
United Airlines
ven. 9/257:45 am
ORD
- MBJ
1 stop29h 45m
United Airlines
Deal found 4/27![United Airlines logo]()
$290
This United Airlines deal was found by Cheapflights users on 4/26. 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.
ven. 7/104:12 pm
MBJ
- ORD
1 stop7h 14m
United Airlines
ven. 7/249:40 pm
ORD
- MBJ
1 stop17h 46m
United Airlines
Deal found 4/26![United Airlines logo]()
$290
This Frontier deal was found by Cheapflights users on 4/29. 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.
mar. 6/21:16 pm
MBJ
- MDW
1 stop8h 46m
Frontier
ven. 6/56:00 am
MDW
- MBJ
1 stop6h 11m
Frontier
Deal found 4/29![Frontier logo]()
$376
This United Airlines deal was found by Cheapflights users on 4/28. 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.
dim. 7/194:33 pm
MBJ
- ORD
1 stop8h 12m
United Airlines
ven. 7/249:40 pm
ORD
- MBJ
1 stop17h 46m
United Airlines
Deal found 4/28![United Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 4/27. 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.
jeu. 5/142:21 pm
MBJ
- MDW
2 stops18h 22m
Delta
mer. 9/26:00 am
MDW
- MBJ
1 stop9h 34m
Delta
Deal found 4/27![Delta logo]()
$411
This United Airlines deal was found by Cheapflights users on 4/27. 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.
sam. 5/162:40 pm
MBJ
- ORD
1 stop10h 05m
United Airlines
ven. 5/299:36 pm
ORD
- MBJ
1 stop17h 50m
United Airlines
Deal found 4/27![United Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 4/27. 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.
jeu. 5/144:59 pm
MBJ
- MDW
2 stops15h 44m
Delta
dim. 8/305:59 pm
MDW
- MBJ
2 stops19h 05m
Delta
Deal found 4/27![Delta logo]()
$411
This United Airlines deal was found by Cheapflights users on 4/26. 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.
sam. 5/234:33 pm
MBJ
- ORD
1 stop15h 24m
United Airlines
sam. 5/306:30 am
ORD
- MBJ
1 stop8h 56m
United Airlines
Deal found 4/26![United Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 4/27. 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.
jeu. 5/144:59 pm
MBJ
- MDW
2 stops19h 43m
Delta
sam. 8/296:00 am
MDW
- MBJ
1 stop9h 34m
Delta
Deal found 4/27![Delta logo]()
$411
This Priceline deal was found by Cheapflights users on 4/30. 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.
mar. 6/301:26 pm
MBJ
- MDW
1 stop8h 45m
Frontier
lun. 8/246:00 am
MDW
- MBJ
1 stop6h 21m
Frontier
Deal found 4/30![Frontier logo]()
$455
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 6/3012:57 pm
MBJ
- MDW
2 stops33h 14m
Multiple Airlines
lun. 8/2412:04 pm
MDW
- MBJ
1 stop24h 17m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$503
This Air Canada deal was found by Cheapflights users on 4/30. 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.
mer. 5/133:05 pm
KIN
- ORD
1 stop17h 55m
Air Canada
mar. 5/268:35 pm
ORD
- KIN
1 stop17h 20m
Air Canada
Deal found 4/30![Air Canada logo]()
$507
This American Airlines deal was found by Cheapflights users on 4/26. 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.
lun. 5/182:27 pm
KIN
- ORD
1 stop9h 58m
American Airlines
mar. 9/16:10 am
ORD
- KIN
1 stop10h 16m
American Airlines
Deal found 4/26![American Airlines logo]()
$540
This Air Canada deal was found by Cheapflights users on 4/29. 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.
mer. 5/133:05 pm
KIN
- ORD
1 stop17h 55m
Air Canada
mer. 5/2710:41 am
ORD
- KIN
2 stops23h 44m
Air Canada
Deal found 4/29![Air Canada logo]()
$512
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 6/271:26 pm
MBJ
- MDW
1 stop8h 45m
Frontier
jeu. 7/26:00 am
MDW
- MBJ
1 stop30h 21m
Frontier
Deal found 4/29![Frontier logo]()
$470
This Expedia deal was found by Cheapflights users on 4/29. 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.
mer. 5/133:05 pm
KIN
- ORD
1 stop17h 55m
Air Canada
sam. 9/56:21 pm
ORD
- KIN
2 stops43h 34m
Air Canada
Deal found 4/29![Air Canada logo]()
$535
This American Airlines deal was found by Cheapflights users on 4/30. 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.
ven. 5/152:27 pm
KIN
- ORD
1 stop9h 58m
American Airlines
ven. 5/298:48 am
ORD
- KIN
2 stops11h 06m
American Airlines
Deal found 4/30![American Airlines logo]()
$591
This Delta deal was found by Cheapflights users on 4/27. 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.
ven. 5/299:00 am
KIN
- ORD
1 stop14h 59m
Delta
sam. 8/151:15 pm
ORD
- KIN
1 stop6h 49m
Delta
Deal found 4/27![Delta logo]()
$531
This Justfly.com deal was found by Cheapflights users on 4/28. 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.
mer. 5/273:05 pm
KIN
- ORD
1 stop18h 45m
Air Canada
mer. 6/39:55 am
ORD
- KIN
1 stop24h 30m
Air Canada
Deal found 4/28![Air Canada logo]()
$540
This Delta deal was found by Cheapflights users on 4/27. 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.
jeu. 5/149:00 am
KIN
- ORD
1 stop12h 53m
Delta
ven. 9/111:15 pm
ORD
- KIN
1 stop6h 15m
Delta
Deal found 4/27![Delta logo]()
$615
This Delta deal was found by Cheapflights users on 4/30. 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.
ven. 5/229:00 am
KIN
- ORD
1 stop7h 56m
Delta
ven. 9/48:15 am
ORD
- KIN
1 stop11h 49m
Delta
Deal found 4/30![Delta logo]()
$615
Last-minute flights from Jamaica to IllinoisDiscover last-minute flight deals from Jamaica to Illinois. Data last updated mai 1, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Illinois. Data last updated mai 1, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/28. 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.
sam. 5/21:52 pm
MBJ
- ORD
Nonstop4h 23m
United Airlines
lun. 5/48:10 pm
ORD
- MBJ
1 stop17h 20m
United Airlines
Deal found 4/28![United Airlines logo]()
$283
This American Airlines deal was found by Cheapflights users on 4/27. 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.
sam. 5/210:13 am
MBJ
- ORD
1 stop9h 09m
American Airlines
lun. 5/48:05 am
ORD
- MBJ
Nonstop4h 08m
American Airlines
Deal found 4/27![American Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 4/30. 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.
mer. 5/62:40 pm
MBJ
- ORD
1 stop8h 35m
United Airlines
ven. 5/154:25 pm
ORD
- MBJ
1 stop22h 45m
United Airlines
Deal found 4/30![United Airlines logo]()
$311
This American Airlines deal was found by Cheapflights users on 4/30. 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.
mer. 5/612:25 pm
MBJ
- ORD
1 stop11h 29m
American Airlines
sam. 8/156:45 am
ORD
- MBJ
1 stop6h 49m
American Airlines
Deal found 4/30![American Airlines logo]()
$316
This Frontier deal was found by Cheapflights users on 4/28. 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.
dim. 5/101:16 pm
MBJ
- MDW
1 stop8h 46m
Frontier
lun. 6/16:00 am
MDW
- MBJ
1 stop6h 11m
Frontier
Deal found 4/28![Frontier logo]()
$336
This American Airlines deal was found by Cheapflights users on 4/27. 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.
jeu. 5/141:15 pm
MBJ
- ORD
Nonstop4h 40m
American Airlines
lun. 8/319:10 am
ORD
- MBJ
Nonstop4h 07m
American Airlines
Deal found 4/27![American Airlines logo]()
$281
This American Airlines deal was found by Cheapflights users on 4/29. 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.
jeu. 5/141:15 pm
MBJ
- ORD
Nonstop4h 40m
American Airlines
sam. 9/128:44 pm
ORD
- MBJ
1 stop12h 26m
American Airlines
Deal found 4/29![American Airlines logo]()
$306
This Priceline deal was found by Cheapflights users on 4/27. 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.
jeu. 5/141:16 pm
MBJ
- MDW
1 stop8h 46m
Frontier
lun. 8/316:00 am
MDW
- MBJ
1 stop6h 21m
Frontier
Deal found 4/27![Frontier logo]()
$369
This United Airlines deal was found by Cheapflights users on 4/28. 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.
sam. 5/164:12 pm
MBJ
- ORD
1 stop7h 32m
United Airlines
lun. 5/189:56 pm
ORD
- MBJ
1 stop15h 34m
United Airlines
Deal found 4/28![United Airlines logo]()
$296
This United Airlines deal was found by Cheapflights users on 4/27. 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.
mer. 5/202:40 pm
MBJ
- ORD
1 stop10h 46m
United Airlines
lun. 9/147:45 pm
ORD
- MBJ
1 stop15h 58m
United Airlines
Deal found 4/27![United Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 4/27. 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.
jeu. 5/212:08 pm
MBJ
- ORD
1 stop10h 16m
American Airlines
sam. 9/129:02 pm
ORD
- MBJ
2 stops12h 08m
American Airlines
Deal found 4/27![American Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 4/30. 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.
ven. 5/295:17 pm
MBJ
- ORD
1 stop7h 07m
American Airlines
mer. 9/29:10 am
ORD
- MBJ
Nonstop4h 07m
American Airlines
Deal found 4/30![American Airlines logo]()
$317
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 mai 1, 2026.
Search for one-way flight options from Jamaica to Illinois. Find affordable one-way fares based on user searches. Data last updated mai 1, 2026.
This Trip.com deal was found by Cheapflights users on 4/29. 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.
mer. 5/131:16 pm
MBJ
- MDW
1 stop8h 46m
Frontier
Deal found 4/29![Frontier logo]()
$172
This Priceline deal was found by Cheapflights users on 4/30. 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.
jeu. 5/141:16 pm
MBJ
- ORD
1 stop18h 39m
Frontier
Deal found 4/30![Frontier logo]()
$180
This United Airlines deal was found by Cheapflights users on 4/29. 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.
mar. 10/271:48 pm
MBJ
- ORD
Nonstop4h 28m
United Airlines
Deal found 4/29![United Airlines logo]()
$183
This United Airlines deal was found by Cheapflights users on 4/28. 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.
sam. 7/181:52 pm
MBJ
- ORD
Nonstop4h 23m
United Airlines
Deal found 4/28![United Airlines logo]()
$184
This United Airlines deal was found by Cheapflights users on 4/29. 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.
sam. 5/234:33 pm
MBJ
- ORD
1 stop18h 28m
United Airlines
Deal found 4/29![United Airlines logo]()
$190
This United Airlines deal was found by Cheapflights users on 4/29. 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.
ven. 5/154:12 pm
MBJ
- ORD
1 stop26h 21m
United Airlines
Deal found 4/29![United Airlines logo]()
$191
This United Airlines deal was found by Cheapflights users on 4/30. 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.
jeu. 5/142:40 pm
MBJ
- ORD
1 stop10h 47m
United Airlines
Deal found 4/30![United Airlines logo]()
$193
This American Airlines deal was found by Cheapflights users on 4/29. 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.
mer. 5/131:15 pm
MBJ
- ORD
Nonstop4h 40m
American Airlines
Deal found 4/29![American Airlines logo]()
$194
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 5/261:36 pm
MBJ
- ORD
1 stop23h 01m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$195
This American Airlines deal was found by Cheapflights users on 4/28. 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.
lun. 8/315:13 pm
MBJ
- ORD
1 stop21h 27m
American Airlines
Deal found 4/28![American Airlines logo]()
$201
This United Airlines deal was found by Cheapflights users on 4/30. 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.
mar. 5/52:40 pm
MBJ
- ORD
1 stop10h 05m
United Airlines
Deal found 4/30![United Airlines logo]()
$202
This American Airlines deal was found by Cheapflights users on 4/30. 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.
mer. 5/612:25 pm
MBJ
- ORD
1 stop11h 29m
American Airlines
Deal found 4/30![American Airlines logo]()
$204
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 mai 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $281 (American Airlines) |
One-way from | $172 (Trip.com) |
Popular in | March |
Cheapest in | July |
Average price | $486 |
Good round-trip deal | $366 or less |
Good one-way deal | $224 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 2,558,603 searches. Data last updated mai 1, 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 - ORD
MBJORD
Montego Bay Sangster Intl
mar. 6/2
4:12 pm-7:27 am
1 stop15h 15m
Chicago O'Hare Intl
ven. 6/5
6:30 am-3:10 pm
1 stop8h 40m
$289
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
mer. 5/20
4:12 pm-11:44 pm
1 stop7h 32m
Chicago O'Hare Intl
ven. 9/11
5:45 pm-1:30 pm
1 stop19h 45m
$290
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
sam. 9/19
2:40 pm-9:09 am
1 stop18h 29m
Chicago O'Hare Intl
ven. 9/25
7:45 am-1:30 pm
1 stop29h 45m
$290
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
ven. 7/10
4:12 pm-11:26 pm
1 stop7h 14m
Chicago O'Hare Intl
ven. 7/24
9:40 pm-3:26 pm
1 stop17h 46m
$290
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
dim. 7/19
4:33 pm-12:45 am
1 stop8h 12m
Chicago O'Hare Intl
ven. 7/24
9:40 pm-3:26 pm
1 stop17h 46m
$296
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
sam. 5/16
2:40 pm-12:45 am
1 stop10h 05m
Chicago O'Hare Intl
ven. 5/29
9:36 pm-3:26 pm
1 stop17h 50m
$296
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
sam. 5/23
4:33 pm-7:57 am
1 stop15h 24m
Chicago O'Hare Intl
sam. 5/30
6:30 am-3:26 pm
1 stop8h 56m
$296
Quickest round-trip
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
ven. 5/29
5:17 pm-12:24 am
1 stop7h 07m
Chicago O'Hare Intl
mer. 9/2
9:10 am-1:17 pm
Nonstop4h 07m
$317
Montego BayChicago
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
mer. 8/26
1:26 pm-10:11 pm
1 stop8h 45m
Chicago Midway
sam. 8/29
6:00 am-12:21 pm
1 stop6h 21m
$348
Montego BayChicago
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
mar. 6/2
1:16 pm-10:02 pm
1 stop8h 46m
Chicago Midway
ven. 6/5
6:00 am-12:11 pm
1 stop6h 11m
$376
Showing 1-10 of 58 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, April is the cheapest month in which you can book a flight from Jamaica to Illinois (average of $146). Flying from Jamaica to Illinois in January is currently the most expensive (average of $397). 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 JM to IL?
Find hourly flight availability from Jamaica to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated mai 1, 2026.
When flying from Jamaica to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Jamaica to Illinois
Explore weekly flight availability from Jamaica to Illinois. 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 mai 1, 2026.
The most flights from JM0 to USIL 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).
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 mai 1, 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.
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Boarding
8.1
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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.
Browse thousands of different options on Cheapflights for your next trip
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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 mai 1, 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 2,558,603 searches. Data last updated mai 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$281 | Average$409 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$281 | Average$463 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$281 | Average$486 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$391 | Average$406 | FlexibilityNo cancel fee | On-time65% |