$155+ 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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MBJ
Jul 12 — Jul 191
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Illinois to Jamaica with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Illinois to Jamaica
Cheapest
Best
Last-minute
One-way
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 June 12, 2026.
Explore the most affordable flight options available from Illinois to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2026.
This Super.com deal was found by Cheapflights users on 6/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:00 am
ORD
- MBJ
1 stop6h 54m
JetBlue
Tue 11/103:59 pm
MBJ
- ORD
1 stop8h 45m
JetBlue
Deal found 6/7![JetBlue logo]()
$351
This Super.com deal was found by Cheapflights users on 6/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:00 am
ORD
- MBJ
1 stop6h 54m
JetBlue
Wed 11/113:59 pm
MBJ
- ORD
1 stop8h 45m
JetBlue
Deal found 6/8![JetBlue logo]()
$352
This Super.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:00 am
ORD
- MBJ
1 stop6h 03m
JetBlue
Thu 10/13:00 pm
MBJ
- ORD
1 stop8h 31m
JetBlue
Deal found 6/11![JetBlue logo]()
$354
This Super.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:00 am
ORD
- MBJ
1 stop6h 03m
JetBlue
Sat 9/263:00 pm
MBJ
- ORD
1 stop8h 31m
JetBlue
Deal found 6/11![JetBlue logo]()
$355
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:30 pm
PIA
- MBJ
1 stop17h 44m
American Airlines
Sat 11/212:19 pm
MBJ
- PIA
1 stop20h 17m
American Airlines
Deal found 6/8![American Airlines logo]()
$355
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:11 pm
BMI
- MBJ
1 stop16h 09m
American Airlines
Mon 12/73:12 pm
MBJ
- BMI
1 stop9h 42m
American Airlines
Deal found 6/10![American Airlines logo]()
$362
This Cheapflightsfares deal was found by Cheapflights users on 6/11. 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.
Sat 9/196:00 am
ORD
- MBJ
1 stop6h 03m
JetBlue
Tue 9/293:00 pm
MBJ
- ORD
1 stop8h 31m
JetBlue
Deal found 6/11![JetBlue logo]()
$369
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:30 pm
PIA
- MBJ
1 stop19h 52m
American Airlines
Mon 12/74:23 pm
MBJ
- PIA
2 stops18h 48m
American Airlines
Deal found 6/10![American Airlines logo]()
$372
This JetBlue deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/37:00 am
ORD
- MBJ
1 stop6h 54m
JetBlue
Thu 11/123:59 pm
MBJ
- ORD
1 stop8h 45m
JetBlue
Deal found 6/10![JetBlue logo]()
$374
This Trip.com deal was found by Cheapflights users on 6/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/235:30 am
ORD
- MBJ
1 stop6h 14m
Delta
Thu 8/274:59 pm
MBJ
- ORD
1 stop15h 45m
Delta
Deal found 6/11![Delta logo]()
$377
This Super.com deal was found by Cheapflights users on 6/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:00 am
ORD
- MBJ
1 stop6h 03m
JetBlue
Tue 10/63:00 pm
MBJ
- ORD
1 stop8h 31m
JetBlue
Deal found 6/9![JetBlue logo]()
$380
This Super.com deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:00 am
ORD
- MBJ
1 stop10h 33m
JetBlue
Mon 8/3112:55 pm
MBJ
- ORD
1 stop10h 49m
JetBlue
Deal found 6/11![JetBlue logo]()
$381
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 June 12, 2026.
Discover carefully curated flight deals from Illinois to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2026.
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:30 pm
PIA
- MBJ
1 stop17h 44m
American Airlines
Sat 11/212:19 pm
MBJ
- PIA
1 stop20h 17m
American Airlines
Deal found 6/8![American Airlines logo]()
$355
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:40 am
ORD
- MBJ
1 stop8h 54m
Delta
Thu 8/204:59 pm
MBJ
- ORD
2 stops14h 57m
Delta
Deal found 6/10![Delta logo]()
$427
This JetBlue deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:00 am
ORD
- KIN
1 stop5h 45m
JetBlue
Thu 11/54:55 pm
KIN
- ORD
1 stop7h 49m
JetBlue
Deal found 6/10![JetBlue logo]()
$456
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:05 am
STL
- MBJ
1 stop6h 45m
Southwest
Tue 10/612:50 pm
MBJ
- STL
1 stop7h 10m
Southwest
Deal found 6/9![Southwest logo]()
$457
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Mon 6/296:30 am
MLI
- MBJ
2 stops8h 40m
United Airlines
Sat 7/44:33 pm
MBJ
- MLI
2 stops17h 31m
United Airlines
Deal found 6/7![United Airlines logo]()
$465
This Copa Airlines deal was found by Cheapflights users on 6/7. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/111:20 am
ORD
- MBJ
1 stop9h 55m
Copa Airlines
Sat 7/1812:22 pm
MBJ
- ORD
1 stop15h 38m
Copa Airlines
Deal found 6/7![Copa Airlines logo]()
$468
This Air Canada deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:40 pm
STL
- KIN
1 stop23h 15m
Air Canada
Tue 7/213:05 pm
KIN
- STL
1 stop22h 57m
Air Canada
Deal found 6/7![Air Canada logo]()
$574
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:11 pm
BMI
- MBJ
1 stop16h 09m
American Airlines
Mon 12/73:12 pm
MBJ
- BMI
1 stop9h 42m
American Airlines
Deal found 6/8![American Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:30 pm
PIA
- MBJ
1 stop19h 52m
American Airlines
Mon 12/74:23 pm
MBJ
- PIA
2 stops18h 48m
American Airlines
Deal found 6/12![American Airlines logo]()
$372
This JetBlue deal was found by Cheapflights users on 6/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/12:35 pm
ORD
- KIN
1 stop6h 45m
JetBlue
Wed 9/212:29 pm
KIN
- ORD
1 stop11h 15m
JetBlue
Deal found 6/7![JetBlue logo]()
$456
This Copa Airlines deal was found by Cheapflights users on 6/8. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/13:21 pm
ORD
- MBJ
1 stop19h 54m
Copa Airlines
Sun 7/512:22 pm
MBJ
- ORD
1 stop25h 35m
Copa Airlines
Deal found 6/8![Copa Airlines logo]()
$468
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sun 10/258:45 pm
BMI
- MBJ
1 stop16h 01m
United Airlines
Wed 10/282:36 pm
MBJ
- BMI
2 stops18h 21m
United Airlines
Deal found 6/11![United Airlines logo]()
$472
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:34 pm
STL
- MBJ
1 stop24h 42m
American Airlines
Fri 10/212:05 pm
MBJ
- STL
1 stop11h 38m
American Airlines
Deal found 6/11![American Airlines logo]()
$403
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:05 am
MDW
- MBJ
1 stop5h 39m
Delta
Thu 8/201:09 pm
MBJ
- MDW
1 stop9h 27m
Delta
Deal found 6/10![Delta logo]()
$492
This Copa Airlines deal was found by Cheapflights users on 6/8. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:21 pm
ORD
- MBJ
1 stop19h 54m
Copa Airlines
Fri 7/2411:16 am
MBJ
- ORD
1 stop16h 44m
Copa Airlines
Deal found 6/8![Copa Airlines logo]()
$468
This JetBlue deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:00 am
ORD
- KIN
1 stop5h 46m
JetBlue
Wed 11/42:55 pm
KIN
- ORD
1 stop9h 49m
JetBlue
Deal found 6/11![JetBlue logo]()
$484
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sun 9/276:15 am
STL
- MBJ
1 stop7h 15m
United Airlines
Thu 10/112:52 pm
MBJ
- STL
2 stops23h 21m
United Airlines
Deal found 6/11![United Airlines logo]()
$521
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/106:00 am
MDW
- KIN
1 stop14h 03m
Delta
Sat 7/189:00 am
KIN
- MDW
2 stops24h 13m
Delta
Deal found 6/8![Delta logo]()
$521
This Southwest deal was found by Cheapflights users on 6/10. 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.
Tue 8/46:15 am
MDW
- MBJ
1 stop6h 55m
Southwest
Sun 8/912:45 pm
MBJ
- MDW
1 stop10h 45m
Southwest
Deal found 6/10![Southwest logo]()
$580
This Copa Airlines deal was found by Cheapflights users on 6/7. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:20 am
ORD
- KIN
1 stop12h 34m
Copa Airlines
Tue 7/282:56 pm
KIN
- ORD
1 stop13h 04m
Copa Airlines
Deal found 6/7![Copa Airlines logo]()
$512
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:46 pm
MDW
- KIN
1 stop7h 27m
Delta
Mon 9/79:13 am
KIN
- MDW
1 stop7h 02m
Delta
Deal found 6/11![Delta logo]()
$524
This Southwest deal was found by Cheapflights users on 6/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/296:40 am
MDW
- MBJ
1 stop7h 15m
Southwest
Sat 7/42:30 pm
MBJ
- MDW
Nonstop4h 05m
Southwest
Deal found 6/8![Southwest logo]()
$580
This United Airlines deal was found by Cheapflights users on 6/11. 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 8/46:14 am
STL
- MBJ
1 stop7h 16m
United Airlines
Sat 8/81:52 pm
MBJ
- STL
1 stop7h 34m
United Airlines
Deal found 6/11![United Airlines logo]()
$528
This Air Canada deal was found by Cheapflights users on 6/9. 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.
Tue 9/298:55 am
STL
- KIN
1 stop29h 00m
Air Canada
Thu 10/111:35 am
KIN
- STL
1 stop8h 25m
Air Canada
Deal found 6/9![Air Canada logo]()
$648
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/264:35 pm
EVV
- MBJ
2 stops20h 34m
American Airlines
Sun 8/25:14 pm
MBJ
- EVV
2 stops18h 40m
American Airlines
Deal found 6/11![American Airlines logo]()
$497
This Copa Airlines deal was found by Cheapflights users on 6/8. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:20 am
ORD
- KIN
1 stop12h 34m
Copa Airlines
Sat 8/82:56 pm
KIN
- ORD
1 stop10h 06m
Copa Airlines
Deal found 6/8![Copa Airlines logo]()
$512
This Delta deal was found by Cheapflights users on 6/12. 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.
Fri 9/46:05 am
MDW
- KIN
1 stop14h 08m
Delta
Sun 9/139:00 am
KIN
- MDW
1 stop7h 27m
Delta
Deal found 6/12![Delta logo]()
$524
This Southwest deal was found by Cheapflights users on 6/7. 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.
Tue 7/145:40 am
STL
- MBJ
2 stops8h 45m
Southwest
Sun 7/193:35 pm
MBJ
- STL
1 stop8h 15m
Southwest
Deal found 6/7![Southwest logo]()
$586
This Air Canada deal was found by Cheapflights users on 6/9. 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.
Wed 10/2112:10 pm
STL
- KIN
2 stops22h 15m
Air Canada
Fri 10/301:45 pm
KIN
- STL
1 stop25h 45m
Air Canada
Deal found 6/9![Air Canada logo]()
$658
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Wed 7/17:00 am
STL
- MBJ
1 stop6h 30m
United Airlines
Wed 7/82:40 pm
MBJ
- STL
2 stops17h 59m
United Airlines
Deal found 6/7![United Airlines logo]()
$557
Last-minute flights from Illinois to JamaicaDiscover last-minute flight deals from Illinois to Jamaica. Data last updated June 12, 2026 and is based on user searches.
Discover last-minute flight deals from Illinois to Jamaica. Data last updated June 12, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:29 am
ORD
- KIN
2 stops9h 39m
American Airlines
Fri 6/1912:42 pm
KIN
- ORD
2 stops11h 52m
American Airlines
Deal found 6/11![American Airlines logo]()
$461
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:59 am
ORD
- KIN
1 stop12h 54m
American Airlines
Wed 6/1712:42 pm
KIN
- ORD
1 stop11h 37m
American Airlines
Deal found 6/11![American Airlines logo]()
$456
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Mon 6/296:30 am
MLI
- MBJ
2 stops8h 40m
United Airlines
Sat 7/44:33 pm
MBJ
- MLI
2 stops17h 31m
United Airlines
Deal found 6/7![United Airlines logo]()
$465
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Mon 6/294:24 pm
MLI
- MBJ
2 stops20h 44m
American Airlines
Sat 7/412:47 pm
MBJ
- MLI
1 stop21h 52m
American Airlines
Deal found 6/7![American Airlines logo]()
$480
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/16:59 am
ORD
- KIN
1 stop9h 10m
American Airlines
Tue 7/78:00 am
KIN
- ORD
1 stop15h 30m
American Airlines
Deal found 6/11![American Airlines logo]()
$481
This Priceline deal was found by Cheapflights users on 6/10. 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.
Sun 7/56:05 am
MDW
- MBJ
1 stop6h 19m
Frontier
Wed 7/81:32 pm
MBJ
- MDW
1 stop8h 31m
Frontier
Deal found 6/10![Frontier logo]()
$472
This Flysmarter deal was found by Cheapflights users on 6/8. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/107:00 am
ORD
- KIN
1 stop5h 45m
JetBlue
Sat 7/181:55 pm
KIN
- ORD
1 stop9h 49m
JetBlue
Deal found 6/8![JetBlue logo]()
$464
This Copa Airlines deal was found by Cheapflights users on 6/8. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/183:21 pm
ORD
- MBJ
1 stop19h 54m
Copa Airlines
Fri 7/2411:16 am
MBJ
- ORD
1 stop16h 44m
Copa Airlines
Deal found 6/8![Copa Airlines logo]()
$468
This Priceline deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:00 am
ORD
- MBJ
1 stop9h 42m
Multiple Airlines
Sat 7/2510:27 am
MBJ
- ORD
1 stop9h 20m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$436
This Priceline deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/227:00 am
ORD
- MBJ
1 stop9h 42m
Multiple Airlines
Fri 7/311:32 pm
MBJ
- ORD
1 stop18h 21m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$451
This Frontier deal was found by Cheapflights users on 6/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:05 am
MDW
- MBJ
1 stop6h 22m
Frontier
Wed 8/51:32 pm
MBJ
- MDW
1 stop8h 31m
Frontier
Deal found 6/8![Frontier logo]()
$452
This CheapOair deal was found by Cheapflights users on 6/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:00 am
ORD
- MBJ
1 stop9h 42m
Multiple Airlines
Tue 8/41:32 pm
MBJ
- ORD
1 stop18h 30m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$480
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 June 12, 2026.
Search for one-way flight options from Illinois to Jamaica. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
This Super.com deal was found by Cheapflights users on 6/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/97:00 am
ORD
- MBJ
1 stop10h 33m
JetBlue
Deal found 6/10![JetBlue logo]()
$155
This Cheapflightsfares deal was found by Cheapflights users on 6/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/217:00 am
ORD
- MBJ
1 stop9h 42m
JetBlue
Deal found 6/12![JetBlue logo]()
$158
This JetBlue deal was found by Cheapflights users on 6/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:00 am
ORD
- MBJ
1 stop10h 33m
JetBlue
Deal found 6/12![JetBlue logo]()
$163
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:45 pm
STL
- MBJ
2 stops17h 17m
American Airlines
Deal found 6/10![American Airlines logo]()
$174
This Super.com deal was found by Cheapflights users on 6/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:00 am
ORD
- KIN
1 stop10h 18m
JetBlue
Deal found 6/9![JetBlue logo]()
$174
This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:00 am
ORD
- MBJ
1 stop10h 33m
JetBlue
Deal found 6/10![JetBlue logo]()
$176
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/88:06 pm
STL
- MBJ
2 stops17h 28m
American Airlines
Deal found 6/11![American Airlines logo]()
$180
This JetBlue deal was found by Cheapflights users on 6/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:00 am
ORD
- MBJ
1 stop9h 47m
JetBlue
Deal found 6/12![JetBlue logo]()
$181
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/99:00 am
ORD
- MBJ
Nonstop4h 12m
American Airlines
Deal found 6/10![American Airlines logo]()
$183
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/86:10 am
ORD
- KIN
1 stop9h 59m
American Airlines
Deal found 6/11![American Airlines logo]()
$183
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:40 am
ORD
- MBJ
1 stop8h 54m
Delta
Deal found 6/12![Delta logo]()
$187
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:05 am
MDW
- MBJ
1 stop9h 29m
Delta
Deal found 6/12![Delta logo]()
$187
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 June 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $355 (American Airlines) |
One-way from | $155 (Super.com) |
Popular in | March |
Cheapest in | September |
Average price | $583 |
Good round-trip deal | $445 or less |
Good one-way deal | $242 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 June 12, 2026.
Use the filters below to find and compare flights from Illinois to Jamaica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PeoriaMontego Bay
PIA - MBJ
PIAMBJ
Greater Peoria
Sun 11/15
6:30 pm-1:14 pm
1 stop17h 44m
Montego Bay Sangster Intl
Sat 11/21
2:19 pm-9:36 am
1 stop20h 17m
$355
BloomingtonMontego Bay
BMI - MBJ
BMIMBJ
Bloomington-Normal
Thu 12/3
8:11 pm-1:20 pm
1 stop16h 09m
Montego Bay Sangster Intl
Mon 12/7
3:12 pm-11:54 pm
1 stop9h 42m
$362
PeoriaMontego Bay
PIA - MBJ
PIAMBJ
Greater Peoria
Thu 12/3
6:30 pm-3:22 pm
1 stop19h 52m
Montego Bay Sangster Intl
Mon 12/7
4:23 pm-10:11 am
2 stops18h 48m
$372
St. LouisMontego Bay
STL - MBJ
STLMBJ
Lambert-St Louis
Sat 9/26
3:34 pm-4:16 pm
1 stop24h 42m
Montego Bay Sangster Intl
Fri 10/2
12:05 pm-11:43 pm
1 stop11h 38m
$403
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Sun 8/16
6:40 am-3:34 pm
1 stop8h 54m
Montego Bay Sangster Intl
Thu 8/20
4:59 pm-7:56 am
2 stops14h 57m
$427
ChicagoKingston
ORD - KIN
ORDKIN
Chicago O'Hare Intl
Mon 11/2
7:00 am-1:45 pm
1 stop5h 45m
Kingston Norman Manley
Thu 11/5
4:55 pm-11:44 pm
1 stop7h 49m
$456
ChicagoKingston
ORD - KIN
ORDKIN
Chicago O'Hare Intl
Tue 9/1
2:35 pm-9:20 pm
1 stop6h 45m
Kingston Norman Manley
Wed 9/2
12:29 pm-11:44 pm
1 stop11h 15m
$456
St. LouisMontego Bay
STL - MBJ
STLMBJ
Lambert-St Louis
Fri 10/2
5:05 am-11:50 am
1 stop6h 45m
Montego Bay Sangster Intl
Tue 10/6
12:50 pm-8:00 pm
1 stop7h 10m
$457
MolineMontego Bay
MLI - MBJ
MLIMBJ
Moline Quad-City
Mon 6/29
6:30 am-3:10 pm
2 stops8h 40m
Montego Bay Sangster Intl
Sat 7/4
4:33 pm-10:04 am
2 stops17h 31m
$465
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Sat 7/11
1:20 am-11:15 am
1 stop9h 55m
Montego Bay Sangster Intl
Sat 7/18
12:22 pm-4:00 am
1 stop15h 38m
$468
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.
PIA-MBJ
ORD-MBJ
ORD-KIN
STL-MBJ
MLI-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
PIA-MBJ
ORD-MBJ
ORD-KIN
STL-MBJ
What is the cheapest month to book a flight from Illinois to Jamaica?
Currently, December is the cheapest month in which you can book a flight from Illinois to Jamaica (average of $84). Flying from Illinois to Jamaica in September is currently the most expensive (average of $238). 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 June 12, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Jamaica as you normally would.
How far ahead should I book a flight from Illinois to Jamaica?
To ensure you get the cheapest price possible for a flight from Illinois to Jamaica, you should look to book at least 58 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Related info for your journey
Find useful and relevant information for your journey from Illinois to Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
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 June 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Jamaica
Find the right flight back to Illinois after your stay in Jamaica
Illinois to Jamaica flights
Consider these flights traveling from Illinois to Jamaica.
Top 6 airlines flying from Illinois to Jamaica
Discover the top 6 airlines that operate flights from Illinois to Jamaica. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$144 | Average$675 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$594 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$297 | Average$510 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$302 | Average$519 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$640 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$467 | Average$646 | FlexibilityNo cancel fee | On-time63% |