$178+ 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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — ORD
Apr 14 — Apr 211
Round-trip
1 adult, Economy
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Find cheap flights from Jamaica to Illinois with Cheapflights
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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 March 15, 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 March 15, 2026.
This American Airlines deal was found by Cheapflights users on 3/11. 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.
Wed 6/102:30 pm
MBJ
- ORD
Nonstop4h 45m
American Airlines
Sun 8/308:30 am
ORD
- MBJ
Nonstop4h 01m
American Airlines
Deal found 3/11![American Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 3/12. 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.
Sat 6/62:30 pm
MBJ
- MDW
Nonstop4h 05m
Southwest
Sat 6/2710:10 am
MDW
- MBJ
Nonstop3h 50m
Southwest
Deal found 3/12![Southwest logo]()
$281
This American Airlines deal was found by Cheapflights users on 3/11. 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.
Wed 5/131:15 pm
MBJ
- ORD
Nonstop4h 40m
American Airlines
Sun 5/179:45 am
ORD
- MBJ
1 stop5h 52m
American Airlines
Deal found 3/11![American Airlines logo]()
$286
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Tue 5/122:40 pm
MBJ
- ORD
1 stop17h 13m
United Airlines
Thu 5/287:40 pm
ORD
- MBJ
1 stop19h 30m
United Airlines
Deal found 3/11![United Airlines logo]()
$291
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Wed 5/132:40 pm
MBJ
- ORD
1 stop10h 47m
United Airlines
Mon 5/189:56 pm
ORD
- MBJ
1 stop15h 34m
United Airlines
Deal found 3/11![United Airlines logo]()
$292
This American Airlines deal was found by Cheapflights users on 3/11. 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 6/22:08 pm
MBJ
- ORD
1 stop7h 21m
American Airlines
Tue 9/86:34 am
ORD
- MBJ
1 stop7h 24m
American Airlines
Deal found 3/11![American Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 3/11. 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 6/22:55 pm
MBJ
- ORD
1 stop9h 43m
American Airlines
Wed 9/28:30 am
ORD
- MBJ
Nonstop4h 01m
American Airlines
Deal found 3/11![American Airlines logo]()
$297
This American Airlines deal was found by Cheapflights users on 3/13. 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 4/2212:56 pm
MBJ
- ORD
1 stop8h 42m
American Airlines
Wed 4/296:40 am
ORD
- MBJ
1 stop7h 35m
American Airlines
Deal found 3/13![American Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 3/13. 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.
Thu 3/1912:21 pm
MBJ
- ORD
1 stop21h 51m
American Airlines
Tue 3/245:00 am
ORD
- MBJ
1 stop6h 24m
American Airlines
Deal found 3/13![American Airlines logo]()
$303
This United Airlines deal was found by Cheapflights users on 3/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/191:48 pm
MBJ
- ORD
Nonstop4h 25m
United Airlines
Tue 3/248:42 am
ORD
- MBJ
Nonstop4h 04m
United Airlines
Deal found 3/13![United Airlines logo]()
$312
This United Airlines deal was found by Cheapflights users on 3/12. 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 6/64:12 pm
MBJ
- ORD
1 stop7h 14m
United Airlines
Sat 6/278:40 am
ORD
- MBJ
Nonstop4h 10m
United Airlines
Deal found 3/12![United Airlines logo]()
$322
This United Airlines deal was found by Cheapflights users on 3/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/232:20 pm
MBJ
- ORD
1 stop18h 47m
United Airlines
Fri 4/39:50 pm
ORD
- MBJ
1 stop15h 40m
United Airlines
Deal found 3/13![United Airlines logo]()
$332
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 March 15, 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 March 15, 2026.
This United Airlines deal was found by Cheapflights users on 3/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/191:48 pm
MBJ
- ORD
Nonstop4h 25m
United Airlines
Tue 3/248:10 pm
ORD
- MBJ
1 stop16h 55m
United Airlines
Deal found 3/13![United Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 3/15. 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 5/1612:36 pm
MBJ
- ORD
1 stop11h 18m
American Airlines
Tue 9/18:30 am
ORD
- MBJ
Nonstop4h 01m
American Airlines
Deal found 3/15![American Airlines logo]()
$292
This Southwest deal was found by Cheapflights users on 3/11. 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 5/1312:15 pm
MBJ
- MDW
1 stop9h 10m
Southwest
Sat 5/309:55 am
MDW
- MBJ
Nonstop3h 50m
Southwest
Deal found 3/11![Southwest logo]()
$430
This Cheapflightsfares deal was found by Cheapflights users on 3/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/153:18 pm
KIN
- ORD
1 stop18h 18m
Spirit Airlines
Fri 5/295:05 am
ORD
- KIN
1 stop9h 07m
Spirit Airlines
Deal found 3/11![Spirit Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 3/11. 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.
Sat 5/169:00 am
KIN
- ORD
1 stop12h 53m
Delta
Sat 5/307:00 am
ORD
- KIN
2 stops13h 00m
Delta
Deal found 3/11![Delta logo]()
$491
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Wed 5/132:40 pm
MBJ
- ORD
1 stop10h 05m
United Airlines
Sat 5/308:03 pm
ORD
- MBJ
1 stop19h 23m
United Airlines
Deal found 3/11![United Airlines logo]()
$291
This American Airlines deal was found by Cheapflights users on 3/14. 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.
Tue 5/193:20 pm
MBJ
- ORD
1 stop8h 14m
American Airlines
Mon 8/176:34 am
ORD
- MBJ
1 stop7h 24m
American Airlines
Deal found 3/14![American Airlines logo]()
$296
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Thu 5/142:40 pm
MBJ
- ORD
1 stop10h 47m
United Airlines
Sat 5/308:40 am
ORD
- MBJ
Nonstop4h 10m
United Airlines
Deal found 3/11![United Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Tue 5/122:40 pm
MBJ
- ORD
1 stop8h 35m
United Airlines
Thu 5/289:40 pm
ORD
- MBJ
1 stop17h 30m
United Airlines
Deal found 3/11![United Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Tue 6/24:12 pm
MBJ
- ORD
1 stop24h 40m
United Airlines
Sat 9/126:30 am
ORD
- MBJ
1 stop7h 00m
United Airlines
Deal found 3/11![United Airlines logo]()
$292
This Southwest deal was found by Cheapflights users on 3/11. 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.
Thu 5/1412:15 pm
MBJ
- MDW
2 stops8h 00m
Southwest
Sat 5/309:55 am
MDW
- MBJ
Nonstop3h 50m
Southwest
Deal found 3/11![Southwest logo]()
$433
This United Airlines deal was found by Cheapflights users on 3/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/132:40 pm
MBJ
- ORD
1 stop8h 35m
United Airlines
Wed 5/276:30 am
ORD
- MBJ
1 stop7h 00m
United Airlines
Deal found 3/13![United Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 3/11. 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.
Sat 5/169:00 am
KIN
- ORD
1 stop9h 41m
Delta
Tue 9/17:10 am
ORD
- KIN
1 stop12h 54m
Delta
Deal found 3/11![Delta logo]()
$491
This United Airlines deal was found by Cheapflights users on 3/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/232:20 pm
MBJ
- ORD
1 stop18h 47m
United Airlines
Fri 4/39:50 pm
ORD
- MBJ
1 stop15h 40m
United Airlines
Deal found 3/13![United Airlines logo]()
$332
This Delta deal was found by Cheapflights users on 3/11. 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.
Thu 5/149:00 am
KIN
- ORD
2 stops11h 14m
Delta
Mon 5/186:00 am
ORD
- KIN
1 stop14h 00m
Delta
Deal found 3/11![Delta logo]()
$491
This Southwest deal was found by Cheapflights users on 3/13. 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 5/1312:15 pm
MBJ
- MDW
2 stops18h 55m
Southwest
Wed 5/277:00 am
MDW
- MBJ
1 stop6h 55m
Southwest
Deal found 3/13![Southwest logo]()
$491
This American Airlines deal was found by Cheapflights users on 3/12. 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 5/67:00 am
KIN
- ORD
2 stops10h 44m
American Airlines
Tue 9/87:05 pm
ORD
- KIN
1 stop15h 50m
American Airlines
Deal found 3/12![American Airlines logo]()
$504
This Delta deal was found by Cheapflights users on 3/12. 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 5/111:18 pm
MBJ
- MDW
1 stop7h 51m
Delta
Wed 9/96:00 am
MDW
- MBJ
1 stop7h 04m
Delta
Deal found 3/12![Delta logo]()
$498
This Southwest deal was found by Cheapflights users on 3/11. 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.
Thu 5/1412:15 pm
MBJ
- MDW
2 stops8h 00m
Southwest
Fri 5/297:30 am
MDW
- MBJ
1 stop6h 25m
Southwest
Deal found 3/11![Southwest logo]()
$529
This United Airlines deal was found by Cheapflights users on 3/11. 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.
Tue 6/24:12 pm
MBJ
- ORD
1 stop16h 35m
United Airlines
Fri 9/49:30 pm
ORD
- MBJ
1 stop16h 00m
United Airlines
Deal found 3/11![United Airlines logo]()
$383
This Southwest deal was found by Cheapflights users on 3/10. 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.
Mon 4/2712:35 pm
MBJ
- MDW
2 stops10h 55m
Southwest
Sat 5/99:55 am
MDW
- MBJ
Nonstop3h 50m
Southwest
Deal found 3/10![Southwest logo]()
$545
This Southwest deal was found by Cheapflights users on 3/11. 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.
Thu 5/712:15 pm
MBJ
- MDW
2 stops10h 30m
Southwest
Thu 5/218:35 pm
MDW
- MBJ
2 stops17h 20m
Southwest
Deal found 3/11![Southwest logo]()
$559
This Southwest deal was found by Cheapflights users on 3/11. 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.
Tue 5/1212:15 pm
MBJ
- MDW
1 stop7h 30m
Southwest
Thu 5/288:35 pm
MDW
- MBJ
2 stops17h 20m
Southwest
Deal found 3/11![Southwest logo]()
$589
Last-minute flights from Jamaica to IllinoisDiscover last-minute flight deals from Jamaica to Illinois. Data last updated March 15, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Illinois. Data last updated March 15, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 3/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/232:20 pm
MBJ
- ORD
1 stop18h 47m
United Airlines
Fri 4/39:50 pm
ORD
- MBJ
1 stop15h 40m
United Airlines
Deal found 3/13![United Airlines logo]()
$332
This Cheapflightsfares deal was found by Cheapflights users on 3/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1012:32 pm
KIN
- ORD
1 stop7h 19m
Spirit Airlines
Sun 4/125:05 am
ORD
- KIN
1 stop6h 30m
Spirit Airlines
Deal found 3/14![Spirit Airlines logo]()
$522
This Cheapflightsfares deal was found by Cheapflights users on 3/15. 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.
Fri 4/1012:32 pm
KIN
- ORD
1 stop7h 19m
Spirit Airlines
Wed 4/155:05 am
ORD
- KIN
1 stop9h 07m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$532
This Expedia deal was found by Cheapflights users on 3/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1012:32 pm
KIN
- ORD
1 stop7h 19m
Multiple Airlines
Wed 4/1512:50 pm
ORD
- KIN
2 stops47h 45m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$547
This Expedia deal was found by Cheapflights users on 3/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/153:18 pm
KIN
- ORD
1 stop9h 06m
Spirit Airlines
Wed 4/295:05 am
ORD
- KIN
1 stop9h 07m
Spirit Airlines
Deal found 3/12![Spirit Airlines logo]()
$463
This Priceline deal was found by Cheapflights users on 3/12. 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.
Wed 4/153:18 pm
KIN
- ORD
1 stop9h 06m
Multiple Airlines
Wed 4/291:55 pm
ORD
- KIN
2 stops22h 40m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$525
This Cheapflightsfares deal was found by Cheapflights users on 3/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:18 pm
KIN
- ORD
1 stop9h 06m
Spirit Airlines
Mon 4/275:05 am
ORD
- KIN
1 stop9h 07m
Spirit Airlines
Deal found 3/14![Spirit Airlines logo]()
$472
This Priceline deal was found by Cheapflights users on 3/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:18 pm
KIN
- ORD
1 stop9h 06m
Multiple Airlines
Fri 5/16:00 am
ORD
- KIN
2 stops10h 53m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$545
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/251:17 pm
MBJ
- MDW
1 stop8h 57m
Multiple Airlines
Sat 5/27:34 pm
MDW
- MBJ
2 stops16h 42m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$462
This Southwest deal was found by Cheapflights users on 3/11. 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.
Sat 4/2512:10 pm
MBJ
- MDW
1 stop8h 15m
Southwest
Sat 5/26:10 am
MDW
- MBJ
1 stop7h 20m
Southwest
Deal found 3/11![Southwest logo]()
$480
This Southwest deal was found by Cheapflights users on 3/10. 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.
Mon 4/2712:35 pm
MBJ
- MDW
1 stop9h 45m
Southwest
Sat 5/99:55 am
MDW
- MBJ
Nonstop3h 50m
Southwest
Deal found 3/10![Southwest logo]()
$541
This Delta deal was found by Cheapflights users on 3/14. 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.
Tue 4/289:00 am
KIN
- ORD
1 stop7h 42m
Delta
Tue 5/57:10 am
ORD
- KIN
1 stop12h 50m
Delta
Deal found 3/14![Delta logo]()
$511
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 March 15, 2026.
Search for one-way flight options from Jamaica to Illinois. Find affordable one-way fares based on user searches. Data last updated March 15, 2026.
This Super.com deal was found by Cheapflights users on 3/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/141:21 pm
MBJ
- ORD
1 stop11h 06m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/121:21 pm
MBJ
- ORD
1 stop11h 06m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$181
This United Airlines deal was found by Cheapflights users on 3/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/161:52 pm
MBJ
- ORD
Nonstop4h 23m
United Airlines
Deal found 3/13![United Airlines logo]()
$183
This Super.com deal was found by Cheapflights users on 3/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2612:00 pm
MBJ
- ORD
1 stop11h 17m
Spirit Airlines
Deal found 3/15![Spirit Airlines logo]()
$187
This American Airlines deal was found by Cheapflights users on 3/11. 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.
Sun 5/101:15 pm
MBJ
- ORD
Nonstop4h 40m
American Airlines
Deal found 3/11![American Airlines logo]()
$189
This United Airlines deal was found by Cheapflights users on 3/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/94:12 pm
MBJ
- ORD
1 stop7h 32m
United Airlines
Deal found 3/13![United Airlines logo]()
$191
This American Airlines deal was found by Cheapflights users on 3/13. 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 3/253:04 pm
MBJ
- ORD
1 stop17h 34m
American Airlines
Deal found 3/13![American Airlines logo]()
$193
This Southwest deal was found by Cheapflights users on 3/13. 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.
Sat 5/911:35 am
MBJ
- MDW
Nonstop4h 10m
Southwest
Deal found 3/13![Southwest logo]()
$194
This American Airlines deal was found by Cheapflights users on 3/14. 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 3/1912:21 pm
MBJ
- ORD
1 stop21h 51m
American Airlines
Deal found 3/14![American Airlines logo]()
$199
This American Airlines deal was found by Cheapflights users on 3/13. 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.
Mon 5/1110:17 am
MBJ
- ORD
1 stop22h 13m
American Airlines
Deal found 3/13![American Airlines logo]()
$200
This United Airlines deal was found by Cheapflights users on 3/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/124:12 pm
MBJ
- ORD
1 stop7h 14m
United Airlines
Deal found 3/13![United Airlines logo]()
$203
This United Airlines deal was found by Cheapflights users on 3/11. 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 4/171:52 pm
MBJ
- ORD
Nonstop4h 23m
United Airlines
Deal found 3/11![United Airlines logo]()
$205
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 March 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $281 (American Airlines) |
One-way from | $178 (Super.com) |
Popular in | March |
Cheapest in | November |
Average price | $786 |
Good round-trip deal | $301 or less |
Good one-way deal | $192 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 March 15, 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
Thu 3/19
1:48 pm-6:13 pm
Nonstop4h 25m
Chicago O'Hare Intl
Tue 3/24
8:10 pm-1:05 pm
1 stop16h 55m
$286
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Wed 5/13
2:40 pm-12:45 am
1 stop10h 05m
Chicago O'Hare Intl
Sat 5/30
8:03 pm-3:26 pm
1 stop19h 23m
$291
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Sat 5/16
12:36 pm-11:54 pm
1 stop11h 18m
Chicago O'Hare Intl
Tue 9/1
8:30 am-12:31 pm
Nonstop4h 01m
$292
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Thu 5/14
2:40 pm-1:27 am
1 stop10h 47m
Chicago O'Hare Intl
Sat 5/30
8:40 am-12:50 pm
Nonstop4h 10m
$292
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Tue 5/12
2:40 pm-11:15 pm
1 stop8h 35m
Chicago O'Hare Intl
Thu 5/28
9:40 pm-3:10 pm
1 stop17h 30m
$292
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Tue 6/2
4:12 pm-4:52 pm
1 stop24h 40m
Chicago O'Hare Intl
Sat 9/12
6:30 am-1:30 pm
1 stop7h 00m
$292
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Tue 5/19
3:20 pm-11:34 pm
1 stop8h 14m
Chicago O'Hare Intl
Mon 8/17
6:34 am-1:58 pm
1 stop7h 24m
$296
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Wed 5/13
2:40 pm-11:15 pm
1 stop8h 35m
Chicago O'Hare Intl
Wed 5/27
6:30 am-1:30 pm
1 stop7h 00m
$296
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Mon 3/23
2:20 pm-9:07 am
1 stop18h 47m
Chicago O'Hare Intl
Fri 4/3
9:50 pm-1:30 pm
1 stop15h 40m
$332
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Tue 6/2
4:12 pm-8:47 am
1 stop16h 35m
Chicago O'Hare Intl
Fri 9/4
9:30 pm-1:30 pm
1 stop16h 00m
$383
Showing 1-10 of 49 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 $184). Flying from Jamaica to Illinois in January is currently the most expensive (average of $448). 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 March 15, 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 March 15, 2026.
The most flights from JM0 to USIL are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 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 March 15, 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.
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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 March 15, 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 March 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$146 | Average$371 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$305 | Average$500 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$306 | Average$469 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$392 | Average$536 | FlexibilityNo cancel fee | On-time63% |