$107+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MBJ
مايو 9 — مايو 161
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 أبريل 9, 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 أبريل 9, 2026.
This FlightHub deal was found by Cheapflights users on 4/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ث 5/53:07 pm
MDW
- MBJ
2 stops21h 04m
Frontier
ث 5/121:16 pm
MBJ
- MDW
1 stop8h 46m
Frontier
Deal found 4/7![Frontier logo]()
$295
This FlightHub deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 5/44:58 pm
ORD
- MBJ
2 stops19h 13m
Frontier
ج 5/81:16 pm
MBJ
- ORD
1 stop18h 39m
Frontier
Deal found 4/4![Frontier logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
ث 5/55:05 am
ORD
- MBJ
1 stop7h 26m
Multiple Airlines
خ 5/71:36 pm
MBJ
- ORD
1 stop10h 02m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ث 4/285:05 am
ORD
- MBJ
1 stop7h 11m
Multiple Airlines
خ 5/71:36 pm
MBJ
- ORD
1 stop10h 02m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$300
This Justfly.com deal was found by Cheapflights users on 4/4. 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.
ر 5/64:05 pm
ORD
- MBJ
2 stops20h 06m
Frontier
ث 5/121:16 pm
MBJ
- ORD
1 stop18h 39m
Frontier
Deal found 4/4![Frontier logo]()
$301
This Cheapflightsfares deal was found by Cheapflights users on 4/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
س 4/257:15 pm
ORD
- MBJ
1 stop17h 01m
Spirit Airlines
خ 4/301:21 pm
MBJ
- ORD
1 stop11h 03m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
س 5/21:27 pm
ORD
- MBJ
1 stop22h 49m
Multiple Airlines
خ 5/71:36 pm
MBJ
- ORD
1 stop10h 02m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$306
This FlightHub deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ث 5/57:15 am
ORD
- MBJ
1 stop28h 56m
Frontier
ث 5/121:16 pm
MBJ
- ORD
2 stops33h 45m
Frontier
Deal found 4/6![Frontier logo]()
$307
This Frontier deal was found by Cheapflights users on 4/6. 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.
ث 5/56:00 am
MDW
- MBJ
1 stop6h 11m
Frontier
ج 5/81:16 pm
MBJ
- MDW
1 stop8h 46m
Frontier
Deal found 4/6![Frontier logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ح 5/35:05 am
ORD
- MBJ
1 stop7h 11m
Spirit Airlines
ث 5/51:36 pm
MBJ
- ORD
1 stop9h 39m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$310
This Priceline deal was found by Cheapflights users on 4/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ح 5/35:05 am
ORD
- MBJ
1 stop7h 11m
Spirit Airlines
ح 5/101:36 pm
MBJ
- ORD
1 stop9h 39m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$311
This FlightHub deal was found by Cheapflights users on 4/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 5/44:28 pm
ORD
- MBJ
1 stop19h 43m
Frontier
ن 5/111:16 pm
MBJ
- ORD
2 stops33h 45m
Frontier
Deal found 4/9![Frontier logo]()
$314
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 أبريل 9, 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 أبريل 9, 2026.
This United Airlines deal was found by Cheapflights users on 4/4. 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.
ح 7/56:15 am
ORD
- MBJ
1 stop8h 55m
United Airlines
ج 7/102:40 pm
MBJ
- ORD
1 stop8h 35m
United Airlines
Deal found 4/4![United Airlines logo]()
$332
This American Airlines deal was found by Cheapflights users on 4/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ج 5/156:56 pm
EVV
- MBJ
2 stops16h 55m
American Airlines
ن 5/181:15 pm
MBJ
- EVV
2 stops21h 11m
American Airlines
Deal found 4/7![American Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 4/7. 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.
ث 5/1210:10 am
EVV
- MBJ
1 stop5h 24m
Delta
ج 5/151:18 pm
MBJ
- EVV
1 stop8h 26m
Delta
Deal found 4/7![Delta logo]()
$372
This Southwest deal was found by Cheapflights users on 4/6. 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.
ث 4/286:00 am
MDW
- MBJ
1 stop5h 35m
Southwest
ج 5/12:55 pm
MBJ
- MDW
1 stop7h 25m
Southwest
Deal found 4/6![Southwest logo]()
$387
This Expedia deal was found by Cheapflights users on 4/4. 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.
ن 6/11:05 pm
STL
- MBJ
2 stops46h 15m
Air Canada
ن 6/812:30 pm
MBJ
- STL
2 stops55h 55m
Air Canada
Deal found 4/4![Air Canada logo]()
$414
This Justfly.com deal was found by Cheapflights users on 4/8. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 4/275:05 am
ORD
- KIN
1 stop9h 07m
Spirit Airlines
ج 5/13:18 pm
KIN
- ORD
2 stops7h 49m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$417
This CheapOair deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ج 5/84:52 pm
MDW
- MBJ
2 stops43h 19m
Frontier
ن 5/111:16 pm
MBJ
- MDW
1 stop21h 53m
Frontier
Deal found 4/4![Frontier logo]()
$451
This Copa Airlines deal was found by Cheapflights users on 4/4. 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.
ر 8/193:21 pm
ORD
- KIN
1 stop22h 33m
Copa Airlines
ح 8/232:56 pm
KIN
- ORD
1 stop10h 06m
Copa Airlines
Deal found 4/4![Copa Airlines logo]()
$544
This FlightHub deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ث 4/219:20 pm
ORD
- KIN
1 stop15h 15m
Multiple Airlines
س 4/252:29 pm
KIN
- ORD
1 stop17h 12m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$593
This United Airlines deal was found by Cheapflights users on 4/4. 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.
س 5/28:45 am
ORD
- MBJ
1 stop6h 25m
United Airlines
س 5/91:52 pm
MBJ
- ORD
Nonstop4h 23m
United Airlines
Deal found 4/4![United Airlines logo]()
$383
This Southwest deal was found by Cheapflights users on 4/5. 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.
ر 7/15:10 am
MDW
- MBJ
1 stop5h 35m
Southwest
ح 7/52:30 pm
MBJ
- MDW
Nonstop4h 05m
Southwest
Deal found 4/5![Southwest logo]()
$422
This American Airlines deal was found by Cheapflights users on 4/6. 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.
ح 5/35:24 am
STL
- MBJ
1 stop10h 13m
American Airlines
خ 5/74:37 pm
MBJ
- STL
2 stops15h 53m
American Airlines
Deal found 4/6![American Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 4/7. 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.
ح 5/37:25 am
STL
- MBJ
1 stop7h 52m
Delta
خ 5/74:59 pm
MBJ
- STL
1 stop7h 00m
Delta
Deal found 4/7![Delta logo]()
$454
This United Airlines deal was found by Cheapflights users on 4/8. 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.
ث 6/236:30 am
ORD
- MBJ
1 stop8h 40m
United Airlines
س 6/274:12 pm
MBJ
- ORD
1 stop7h 14m
United Airlines
Deal found 4/8![United Airlines logo]()
$426
This Air Canada deal was found by Cheapflights users on 4/4. 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.
ن 5/111:05 pm
STL
- KIN
2 stops24h 50m
Air Canada
ر 5/133:05 pm
KIN
- STL
1 stop29h 14m
Air Canada
Deal found 4/4![Air Canada logo]()
$482
This American Airlines deal was found by Cheapflights users on 4/5. 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.
خ 5/73:45 pm
BMI
- MBJ
2 stops20h 06m
American Airlines
ج 5/152:29 pm
MBJ
- BMI
2 stops20h 17m
American Airlines
Deal found 4/5![American Airlines logo]()
$439
This Southwest deal was found by Cheapflights users on 4/4. 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.
ح 4/267:35 am
MDW
- MBJ
1 stop6h 05m
Southwest
ر 4/2912:15 pm
MBJ
- MDW
1 stop9h 10m
Southwest
Deal found 4/4![Southwest logo]()
$448
This Delta deal was found by Cheapflights users on 4/5. 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.
ج 8/147:10 am
ORD
- MBJ
1 stop8h 24m
Delta
ث 8/184:59 pm
MBJ
- ORD
2 stops14h 57m
Delta
Deal found 4/5![Delta logo]()
$457
This American Airlines deal was found by Cheapflights users on 4/6. 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.
ث 6/24:45 pm
MLI
- MBJ
2 stops20h 23m
American Airlines
ث 6/92:08 pm
MBJ
- MLI
2 stops20h 19m
American Airlines
Deal found 4/6![American Airlines logo]()
$439
This United Airlines deal was found by Cheapflights users on 4/4. 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.
ج 6/269:40 pm
ORD
- MBJ
1 stop17h 46m
United Airlines
س 7/42:40 pm
MBJ
- ORD
1 stop8h 35m
United Airlines
Deal found 4/4![United Airlines logo]()
$452
This Southwest deal was found by Cheapflights users on 4/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 5/185:35 am
MDW
- MBJ
1 stop6h 00m
Southwest
خ 5/212:55 pm
MBJ
- MDW
1 stop7h 25m
Southwest
Deal found 4/7![Southwest logo]()
$468
This American Airlines deal was found by Cheapflights users on 4/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
خ 7/96:39 pm
EVV
- MBJ
1 stop18h 44m
American Airlines
ث 7/142:23 pm
MBJ
- EVV
1 stop9h 36m
American Airlines
Deal found 4/7![American Airlines logo]()
$440
This United Airlines deal was found by Cheapflights users on 4/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ح 5/38:30 pm
STL
- MBJ
2 stops17h 00m
United Airlines
خ 5/72:40 pm
MBJ
- STL
1 stop7h 50m
United Airlines
Deal found 4/7![United Airlines logo]()
$454
This Copa Airlines deal was found by Cheapflights users on 4/6. 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.
خ 6/113:21 pm
ORD
- KIN
1 stop22h 33m
Copa Airlines
ر 6/172:59 pm
KIN
- ORD
1 stop23h 07m
Copa Airlines
Deal found 4/6![Copa Airlines logo]()
$605
This Air Canada deal was found by Cheapflights users on 4/9. 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.
ر 6/171:05 pm
STL
- KIN
2 stops21h 20m
Air Canada
ث 6/233:05 pm
KIN
- STL
1 stop21h 16m
Air Canada
Deal found 4/9![Air Canada logo]()
$561
This Southwest deal was found by Cheapflights users on 4/6. 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.
ث 6/308:10 am
MDW
- MBJ
1 stop6h 45m
Southwest
ح 7/52:30 pm
MBJ
- MDW
Nonstop4h 05m
Southwest
Deal found 4/6![Southwest logo]()
$470
This CheapOair deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ح 5/247:33 pm
ORD
- KIN
1 stop15h 34m
Multiple Airlines
س 5/3011:00 am
KIN
- ORD
2 stops21h 00m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$637
This Delta deal was found by Cheapflights users on 4/5. 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.
ث 4/281:02 pm
STL
- MBJ
2 stops22h 25m
Delta
ج 5/14:32 pm
MBJ
- STL
1 stop15h 58m
Delta
Deal found 4/5![Delta logo]()
$534
This United Airlines deal was found by Cheapflights users on 4/8. 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.
ن 4/208:40 am
ORD
- MBJ
Nonstop4h 10m
United Airlines
س 4/254:12 pm
MBJ
- ORD
1 stop17h 26m
United Airlines
Deal found 4/8![United Airlines logo]()
$468
This American Airlines deal was found by Cheapflights users on 4/8. 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.
ن 6/14:24 pm
MLI
- MBJ
2 stops20h 44m
American Airlines
ج 6/52:30 pm
MBJ
- MLI
1 stop19h 57m
American Airlines
Deal found 4/8![American Airlines logo]()
$482
Last-minute flights from Illinois to JamaicaDiscover last-minute flight deals from Illinois to Jamaica. Data last updated أبريل 9, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Jamaica. Data last updated أبريل 9, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 4/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
س 4/257:15 pm
ORD
- MBJ
1 stop17h 01m
Spirit Airlines
خ 4/301:21 pm
MBJ
- ORD
1 stop11h 03m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ث 4/285:05 am
ORD
- MBJ
1 stop7h 11m
Multiple Airlines
خ 5/71:36 pm
MBJ
- ORD
1 stop10h 02m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
س 5/21:27 pm
ORD
- MBJ
1 stop22h 49m
Multiple Airlines
خ 5/71:36 pm
MBJ
- ORD
1 stop10h 02m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ح 5/35:05 am
ORD
- MBJ
1 stop7h 11m
Spirit Airlines
ث 5/51:36 pm
MBJ
- ORD
1 stop9h 39m
Spirit Airlines
Deal found 4/7![Spirit Airlines logo]()
$310
This Priceline deal was found by Cheapflights users on 4/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ح 5/35:05 am
ORD
- MBJ
1 stop7h 11m
Spirit Airlines
ح 5/101:36 pm
MBJ
- ORD
1 stop9h 39m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$311
This FlightHub deal was found by Cheapflights users on 4/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 5/44:58 pm
ORD
- MBJ
2 stops19h 13m
Frontier
ج 5/81:16 pm
MBJ
- ORD
1 stop18h 39m
Frontier
Deal found 4/4![Frontier logo]()
$297
This FlightHub deal was found by Cheapflights users on 4/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 5/44:28 pm
ORD
- MBJ
1 stop19h 43m
Frontier
ن 5/111:16 pm
MBJ
- ORD
2 stops33h 45m
Frontier
Deal found 4/9![Frontier logo]()
$314
This FlightHub deal was found by Cheapflights users on 4/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ث 5/53:07 pm
MDW
- MBJ
2 stops21h 04m
Frontier
ث 5/121:16 pm
MBJ
- MDW
1 stop8h 46m
Frontier
Deal found 4/7![Frontier logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
ث 5/55:05 am
ORD
- MBJ
1 stop7h 26m
Multiple Airlines
خ 5/71:36 pm
MBJ
- ORD
1 stop10h 02m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$299
This FlightHub deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ث 5/57:15 am
ORD
- MBJ
1 stop28h 56m
Frontier
ث 5/121:16 pm
MBJ
- ORD
2 stops33h 45m
Frontier
Deal found 4/6![Frontier logo]()
$307
This Frontier deal was found by Cheapflights users on 4/6. 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.
ث 5/56:00 am
MDW
- MBJ
1 stop6h 11m
Frontier
ج 5/81:16 pm
MBJ
- MDW
1 stop8h 46m
Frontier
Deal found 4/6![Frontier logo]()
$308
This Justfly.com deal was found by Cheapflights users on 4/4. 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.
ر 5/64:05 pm
ORD
- MBJ
2 stops20h 06m
Frontier
ث 5/121:16 pm
MBJ
- ORD
1 stop18h 39m
Frontier
Deal found 4/4![Frontier logo]()
$301
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 أبريل 9, 2026.
Search for one-way flight options from Illinois to Jamaica. Find affordable one-way fares based on user searches. Data last updated أبريل 9, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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.
ث 5/55:05 am
ORD
- MBJ
1 stop7h 26m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$107
This Frontier deal was found by Cheapflights users on 4/6. 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.
ث 5/56:00 am
MDW
- MBJ
1 stop6h 11m
Frontier
Deal found 4/6![Frontier logo]()
$108
This FlightHub deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 5/42:15 pm
MDW
- MBJ
1 stop21h 56m
Frontier
Deal found 4/6![Frontier logo]()
$125
This FlightHub deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 5/44:28 pm
ORD
- MBJ
1 stop19h 43m
Frontier
Deal found 4/6![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
س 5/21:27 pm
ORD
- MBJ
1 stop22h 49m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ن 5/114:05 pm
ORD
- MBJ
1 stop20h 26m
Multiple Airlines
Deal found 4/8![Multiple Airlines logo]()
$132
This FlightHub deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ج 4/242:15 pm
MDW
- MBJ
1 stop21h 57m
Frontier
Deal found 4/6![Frontier logo]()
$135
This FlightHub deal was found by Cheapflights users on 4/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ج 4/244:28 pm
ORD
- MBJ
1 stop19h 44m
Frontier
Deal found 4/7![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ح 5/105:05 am
ORD
- MBJ
1 stop7h 26m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$137
This Southwest deal was found by Cheapflights users on 4/4. 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.
س 7/410:10 am
MDW
- MBJ
Nonstop3h 50m
Southwest
Deal found 4/4![Southwest logo]()
$138
This American Airlines deal was found by Cheapflights users on 4/6. 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.
ن 5/118:05 am
ORD
- MBJ
Nonstop4h 08m
American Airlines
Deal found 4/6![American Airlines logo]()
$138
This American Airlines deal was found by Cheapflights users on 4/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ر 5/68:05 am
ORD
- MBJ
Nonstop4h 08m
American Airlines
Deal found 4/7![American Airlines logo]()
$143
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 أبريل 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $295 (FlightHub) |
One-way from | $107 (Cheapflightsfares) |
Popular in | June |
Cheapest in | January |
Average price | $520 |
Good round-trip deal | $307 or less |
Good one-way deal | $138 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 أبريل 9, 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
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
ح 7/5
6:15 am-3:10 pm
1 stop8h 55m
Montego Bay Sangster Intl
ج 7/10
2:40 pm-11:15 pm
1 stop8h 35m
$332
EvansvilleMontego Bay
EVV - MBJ
EVVMBJ
Evansville Dress Regional
ج 5/15
6:56 pm-11:51 am
2 stops16h 55m
Montego Bay Sangster Intl
ن 5/18
1:15 pm-10:26 am
2 stops21h 11m
$357
EvansvilleMontego Bay
EVV - MBJ
EVVMBJ
Evansville Dress Regional
ث 5/12
10:10 am-3:34 pm
1 stop5h 24m
Montego Bay Sangster Intl
ج 5/15
1:18 pm-9:44 pm
1 stop8h 26m
$372
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
س 5/2
8:45 am-3:10 pm
1 stop6h 25m
Montego Bay Sangster Intl
س 5/9
1:52 pm-6:15 pm
Nonstop4h 23m
$383
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
ث 4/28
6:00 am-11:35 am
1 stop5h 35m
Montego Bay Sangster Intl
ج 5/1
2:55 pm-10:20 pm
1 stop7h 25m
$387
St. LouisMontego Bay
STL - MBJ
STLMBJ
Lambert-St Louis
ن 6/1
1:05 pm-11:20 am
2 stops46h 15m
Montego Bay Sangster Intl
ن 6/8
12:30 pm-8:25 pm
2 stops55h 55m
$414
ChicagoKingston
ORD - KIN
ORDKIN
Chicago O'Hare Intl
ن 4/27
5:05 am-2:12 pm
1 stop9h 07m
Kingston Norman Manley
ج 5/1
3:18 pm-11:07 pm
2 stops7h 49m
$417
Quickest round-trip
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
ر 7/1
5:10 am-10:45 am
1 stop5h 35m
Montego Bay Sangster Intl
ح 7/5
2:30 pm-6:35 pm
Nonstop4h 05m
$422
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
ث 6/23
6:30 am-3:10 pm
1 stop8h 40m
Montego Bay Sangster Intl
س 6/27
4:12 pm-11:26 pm
1 stop7h 14m
$426
St. LouisMontego Bay
STL - MBJ
STLMBJ
Lambert-St Louis
ح 5/3
5:24 am-3:37 pm
1 stop10h 13m
Montego Bay Sangster Intl
خ 5/7
4:37 pm-8:30 am
2 stops15h 53m
$439
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.
MDW-MBJ
ORD-MBJ
STL-MBJ
ORD-KIN
EVV-MBJ
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
MDW-MBJ
ORD-MBJ
STL-MBJ
ORD-KIN
What is the cheapest month to book a flight from Illinois to Jamaica?
Currently, January is the cheapest month in which you can book a flight from Illinois to Jamaica (average of $95). Flying from Illinois to Jamaica in August is currently the most expensive (average of $383). 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 أبريل 9, 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 أبريل 9, 2026.
The most flights from USIL to JM0 are scheduled on a Monday (2 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
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
Toggle through the tabs below to find thousands of 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 أبريل 9, 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 أبريل 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$459 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$144 | Average$675 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$558 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$302 | Average$535 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$349 | Average$687 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$518 | Average$653 | FlexibilityNo cancel fee | On-time63% |