$194+ Cheap flights from Jamaica to Wisconsin
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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
MBJ — MKE
Jun 6 — Jun 131
Round-trip
1 adult, Economy
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Cheapest flights from Jamaica to WisconsinExplore the most affordable flight options available from Jamaica to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 7, 2026.
Explore the most affordable flight options available from Jamaica to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 7, 2026.
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Thu 7/92:36 pm
MBJ
- ORD
Nonstop4h 51m
American Airlines
Sat 8/299:10 am
ORD
- MBJ
Nonstop4h 07m
American Airlines
Deal found 5/5![American Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/201:15 pm
MBJ
- ORD
Nonstop4h 40m
American Airlines
Tue 5/265:00 am
ORD
- MBJ
1 stop8h 54m
American Airlines
Deal found 5/2![American Airlines logo]()
$306
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 5/134:37 pm
MBJ
- ORD
1 stop7h 48m
American Airlines
Tue 9/19:10 am
ORD
- MBJ
Nonstop4h 07m
American Airlines
Deal found 5/6![American Airlines logo]()
$311
This United Airlines deal was found by Cheapflights users on 5/4. 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.
Sat 5/302:40 pm
MBJ
- MSN
2 stops17h 26m
United Airlines
Sat 6/133:56 pm
MSN
- MBJ
2 stops23h 14m
United Airlines
Deal found 5/4![United Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Sat 5/163:20 pm
MBJ
- ORD
1 stop8h 38m
American Airlines
Mon 5/188:05 am
ORD
- MBJ
Nonstop4h 08m
American Airlines
Deal found 5/5![American Airlines logo]()
$312
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/202:40 pm
MBJ
- MSN
2 stops17h 26m
United Airlines
Sun 5/2410:40 am
MSN
- MBJ
2 stops28h 30m
United Airlines
Deal found 5/6![United Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/2112:31 pm
MBJ
- MKE
1 stop11h 28m
American Airlines
Sat 9/126:26 pm
MKE
- MBJ
1 stop14h 44m
American Airlines
Deal found 5/2![American Airlines logo]()
$316
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/162:40 pm
MBJ
- ORD
1 stop17h 13m
United Airlines
Mon 5/189:56 pm
ORD
- MBJ
1 stop15h 34m
United Airlines
Deal found 5/6![United Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:17 pm
MBJ
- ORD
1 stop7h 07m
American Airlines
Wed 9/29:10 am
ORD
- MBJ
Nonstop4h 07m
American Airlines
Deal found 5/1![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 5/275:17 pm
MBJ
- MSN
2 stops17h 21m
American Airlines
Tue 9/86:38 am
MSN
- MBJ
1 stop6h 50m
American Airlines
Deal found 5/6![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Sat 5/163:20 pm
MBJ
- ORD
1 stop8h 38m
American Airlines
Sat 9/129:02 pm
ORD
- MBJ
2 stops13h 48m
American Airlines
Deal found 5/5![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Wed 5/272:55 pm
MBJ
- MSN
1 stop21h 08m
American Airlines
Mon 8/316:00 am
MSN
- MBJ
1 stop7h 58m
American Airlines
Deal found 5/5![American Airlines logo]()
$323
Best flights from Jamaica to WisconsinDiscover carefully curated flight deals from Jamaica to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 7, 2026.
Discover carefully curated flight deals from Jamaica to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 7, 2026.
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/302:40 pm
MBJ
- MSN
2 stops17h 26m
United Airlines
Sat 6/133:56 pm
MSN
- MBJ
2 stops23h 14m
United Airlines
Deal found 5/3![United Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 5/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:36 pm
MBJ
- MSN
1 stop17h 15m
American Airlines
Sat 8/227:03 am
MSN
- MBJ
1 stop9h 10m
American Airlines
Deal found 5/4![American Airlines logo]()
$316
This Priceline deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 8/121:32 pm
MBJ
- ORD
1 stop18h 21m
Frontier
Thu 8/206:55 am
ORD
- MBJ
1 stop29h 26m
Frontier
Deal found 5/2![Frontier logo]()
$382
This Delta deal was found by Cheapflights users on 5/5. 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.
Fri 9/41:14 pm
MBJ
- ORD
1 stop8h 06m
Delta
Sun 9/67:10 am
ORD
- MBJ
2 stops8h 24m
Delta
Deal found 5/5![Delta logo]()
$407
This Booking.com deal was found by Cheapflights users on 5/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1812:30 pm
MBJ
- MSP
1 stop23h 39m
Air Canada
Thu 6/2510:25 am
MSP
- MBJ
1 stop24h 55m
Air Canada
Deal found 5/4![Air Canada logo]()
$518
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 stop15h 15m
United Airlines
Sat 6/206:30 am
ORD
- MBJ
1 stop8h 40m
United Airlines
Deal found 5/1![United Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 5/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:36 pm
MBJ
- MKE
1 stop17h 22m
American Airlines
Tue 8/186:33 am
MKE
- MBJ
1 stop6h 55m
American Airlines
Deal found 5/4![American Airlines logo]()
$316
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/232:40 pm
MBJ
- ORD
1 stop10h 05m
United Airlines
Thu 7/239:40 pm
ORD
- MBJ
1 stop17h 30m
United Airlines
Deal found 5/2![United Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:17 pm
MBJ
- ORD
1 stop7h 07m
American Airlines
Wed 9/29:10 am
ORD
- MBJ
Nonstop4h 07m
American Airlines
Deal found 5/2![American Airlines logo]()
$317
This Southwest deal was found by Cheapflights users on 5/5. 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.
Tue 7/213:25 pm
MBJ
- MSP
1 stop7h 35m
Southwest
Sun 7/266:55 am
MSP
- MBJ
1 stop8h 00m
Southwest
Deal found 5/5![Southwest logo]()
$722
This Mytrip deal was found by Cheapflights users on 5/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1812:30 pm
MBJ
- MSP
3 stops24h 55m
Multiple Airlines
Thu 6/257:00 am
MSP
- MBJ
1 stop28h 20m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$723
This United Airlines deal was found by Cheapflights users on 5/4. 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.
Tue 6/94:12 pm
MBJ
- ORD
1 stop7h 14m
United Airlines
Sat 6/139:55 pm
ORD
- MBJ
1 stop17h 15m
United Airlines
Deal found 5/4![United Airlines logo]()
$312
This American Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 7/75:14 pm
MBJ
- MSN
2 stops19h 20m
American Airlines
Tue 7/146:00 am
MSN
- MBJ
1 stop8h 02m
American Airlines
Deal found 5/3![American Airlines logo]()
$321
This Delta deal was found by Cheapflights users on 5/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/214:59 pm
MBJ
- ORD
1 stop7h 00m
Delta
Mon 9/149:30 am
ORD
- MBJ
1 stop6h 04m
Delta
Deal found 5/4![Delta logo]()
$413
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/234:33 pm
MBJ
- ORD
1 stop15h 24m
United Airlines
Sat 5/305:30 am
ORD
- MBJ
1 stop9h 56m
United Airlines
Deal found 5/2![United Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Wed 5/275:17 pm
MBJ
- MSN
2 stops17h 21m
American Airlines
Mon 8/316:52 pm
MSN
- MBJ
2 stops18h 36m
American Airlines
Deal found 5/5![American Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/162:40 pm
MBJ
- ORD
1 stop17h 13m
United Airlines
Mon 5/189:56 pm
ORD
- MBJ
1 stop15h 34m
United Airlines
Deal found 5/6![United Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/215:17 pm
MBJ
- MKE
2 stops14h 25m
American Airlines
Sat 9/124:33 pm
MKE
- MBJ
2 stops18h 17m
American Airlines
Deal found 5/2![American Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 5/4. 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.
Tue 6/24:12 pm
MBJ
- ORD
1 stop7h 14m
United Airlines
Fri 6/56:30 am
ORD
- MBJ
1 stop8h 40m
United Airlines
Deal found 5/4![United Airlines logo]()
$316
This Orbitz deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2712:30 pm
MBJ
- MSP
1 stop26h 41m
Air Canada
Sun 10/113:55 pm
MSP
- MBJ
1 stop19h 25m
Air Canada
Deal found 5/3![Air Canada logo]()
$559
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/204:12 pm
MBJ
- MSN
2 stops15h 54m
United Airlines
Sat 5/238:10 am
MSN
- MBJ
2 stops31h 00m
United Airlines
Deal found 5/6![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 5/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/259:00 am
KIN
- ORD
1 stop12h 53m
Delta
Tue 9/17:10 am
ORD
- KIN
1 stop12h 54m
Delta
Deal found 5/4![Delta logo]()
$531
This United Airlines deal was found by Cheapflights users on 5/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/302:40 pm
MBJ
- MSN
2 stops32h 32m
United Airlines
Mon 8/176:30 am
MSN
- MBJ
2 stops8h 40m
United Airlines
Deal found 5/5![United Airlines logo]()
$317
This Frontier deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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.
Fri 5/221:16 pm
MBJ
- MSP
2 stops20h 03m
Frontier
Fri 9/42:24 pm
MSP
- MBJ
2 stops18h 38m
Frontier
Deal found 5/3![Frontier logo]()
$636
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Fri 7/312:36 pm
MBJ
- MKE
1 stop17h 22m
American Airlines
Mon 8/176:16 am
MKE
- MBJ
1 stop7h 42m
American Airlines
Deal found 5/5![American Airlines logo]()
$398
This Justfly.com deal was found by Cheapflights users on 5/6. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/193:05 pm
KIN
- MSP
2 stops29h 39m
Air Canada
Mon 5/251:05 pm
MSP
- KIN
2 stops24h 50m
Air Canada
Deal found 5/6![Air Canada logo]()
$631
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Sat 8/15:14 pm
MBJ
- MSN
2 stops19h 20m
American Airlines
Mon 8/177:05 am
MSN
- MBJ
1 stop9h 08m
American Airlines
Deal found 5/5![American Airlines logo]()
$403
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 8/172:40 pm
MBJ
- MSP
1 stop7h 25m
Southwest
Fri 9/46:45 am
MSP
- MBJ
1 stop6h 55m
Southwest
Deal found 5/3![Southwest logo]()
$742
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sat 5/3011:09 am
ORD
- KIN
2 stops8h 51m
Delta
Deal found 5/1![Delta logo]()
$615
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Sat 8/15:14 pm
MBJ
- MKE
2 stops19h 30m
American Airlines
Mon 8/175:50 pm
MKE
- MBJ
2 stops17h 47m
American Airlines
Deal found 5/5![American Airlines logo]()
$403
Last-minute flights from Jamaica to WisconsinDiscover last-minute flight deals from Jamaica to Wisconsin. Data last updated May 7, 2026 and is based on user searches.
Discover last-minute flight deals from Jamaica to Wisconsin. Data last updated May 7, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 5/134:37 pm
MBJ
- ORD
1 stop7h 48m
American Airlines
Tue 9/19:10 am
ORD
- MBJ
Nonstop4h 07m
American Airlines
Deal found 5/6![American Airlines logo]()
$311
This Delta deal was found by Cheapflights users on 5/5. 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.
Thu 5/141:18 pm
MBJ
- MKE
1 stop10h 35m
Delta
Sat 8/296:00 am
MKE
- MBJ
1 stop9h 34m
Delta
Deal found 5/5![Delta logo]()
$351
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Sat 5/163:20 pm
MBJ
- ORD
1 stop8h 38m
American Airlines
Mon 5/188:05 am
ORD
- MBJ
Nonstop4h 08m
American Airlines
Deal found 5/5![American Airlines logo]()
$312
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/162:40 pm
MBJ
- ORD
1 stop17h 13m
United Airlines
Mon 5/189:56 pm
ORD
- MBJ
1 stop15h 34m
United Airlines
Deal found 5/6![United Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Sat 5/163:20 pm
MBJ
- ORD
1 stop8h 38m
American Airlines
Sat 9/129:02 pm
ORD
- MBJ
2 stops13h 48m
American Airlines
Deal found 5/5![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/201:15 pm
MBJ
- ORD
Nonstop4h 40m
American Airlines
Tue 5/265:00 am
ORD
- MBJ
1 stop8h 54m
American Airlines
Deal found 5/2![American Airlines logo]()
$306
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/202:40 pm
MBJ
- MSN
2 stops17h 26m
United Airlines
Sun 5/2410:40 am
MSN
- MBJ
2 stops28h 30m
United Airlines
Deal found 5/6![United Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/2112:31 pm
MBJ
- MKE
1 stop11h 28m
American Airlines
Sat 9/126:26 pm
MKE
- MBJ
1 stop14h 44m
American Airlines
Deal found 5/2![American Airlines logo]()
$316
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Wed 5/275:17 pm
MBJ
- MSN
2 stops17h 21m
American Airlines
Mon 8/316:52 pm
MSN
- MBJ
2 stops18h 36m
American Airlines
Deal found 5/5![American Airlines logo]()
$321
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/2812:31 pm
MBJ
- ORD
1 stop7h 17m
American Airlines
Wed 9/29:10 am
ORD
- MBJ
Nonstop4h 07m
American Airlines
Deal found 5/2![American Airlines logo]()
$317
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:17 pm
MBJ
- MSN
2 stops17h 40m
American Airlines
Wed 9/96:23 pm
MSN
- MBJ
2 stops16h 27m
American Airlines
Deal found 5/2![American Airlines logo]()
$326
This United Airlines deal was found by Cheapflights users on 5/4. 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.
Sat 5/302:40 pm
MBJ
- MSN
2 stops17h 26m
United Airlines
Sat 6/133:56 pm
MSN
- MBJ
2 stops23h 14m
United Airlines
Deal found 5/4![United Airlines logo]()
$312
One-way flights from Jamaica to WisconsinSearch for one-way flight options from Jamaica to Wisconsin. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
Search for one-way flight options from Jamaica to Wisconsin. Find affordable one-way fares based on user searches. Data last updated May 7, 2026.
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/301:48 pm
MBJ
- ORD
Nonstop4h 28m
United Airlines
Deal found 5/6![United Airlines logo]()
$194
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/144:12 pm
MBJ
- ORD
1 stop15h 14m
United Airlines
Deal found 5/6![United Airlines logo]()
$202
This United Airlines deal was found by Cheapflights users on 5/4. 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.
Fri 5/154:12 pm
MBJ
- ORD
1 stop26h 21m
United Airlines
Deal found 5/4![United Airlines logo]()
$203
This American Airlines deal was found by Cheapflights users on 5/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2012:25 pm
MBJ
- MSN
1 stop11h 29m
American Airlines
Deal found 5/4![American Airlines logo]()
$204
This American Airlines deal was found by Cheapflights users on 5/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2012:25 pm
MBJ
- MKE
1 stop10h 22m
American Airlines
Deal found 5/4![American Airlines logo]()
$204
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Deal found 5/1![United Airlines logo]()
$204
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 5/272:55 pm
MBJ
- ORD
1 stop16h 15m
American Airlines
Deal found 5/2![American Airlines logo]()
$205
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/214:12 pm
MBJ
- MSN
2 stops30h 53m
United Airlines
Deal found 5/3![United Airlines logo]()
$208
This American Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” 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 5/285:17 pm
MBJ
- MSN
2 stops17h 21m
American Airlines
Deal found 5/3![American Airlines logo]()
$209
This American Airlines deal was found by Cheapflights users on 5/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:10 pm
MBJ
- ORD
2 stops10h 11m
American Airlines
Deal found 5/4![American Airlines logo]()
$209
This United Airlines deal was found by Cheapflights users on 5/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/244:33 pm
MBJ
- MSN
2 stops30h 32m
United Airlines
Deal found 5/6![United Airlines logo]()
$213
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” 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 6/912:52 pm
MBJ
- MKE
2 stops25h 44m
United Airlines
Deal found 5/2![United Airlines logo]()
$213
Find flight deals from Jamaica to Wisconsin
Keep the following information in mind while searching for Jamaica to Wisconsin flight deals. Data was last updated May 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $301 (American Airlines) |
One-way from | $194 (United Airlines) |
Cheapflights Fare Finder
Customize your flight search to find flights from Jamaica to Wisconsin 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 May 7, 2026.
Use the filters below to find and compare flights from Jamaica to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Sat 5/30
2:40 pm-8:06 am
2 stops17h 26m
Madison Truax Field
Sat 6/13
3:56 pm-3:10 pm
2 stops23h 14m
$312
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Tue 6/2
4:12 pm-7:27 am
1 stop15h 15m
Chicago O'Hare Intl
Sat 6/20
6:30 am-3:10 pm
1 stop8h 40m
$312
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Sat 5/23
2:40 pm-12:45 am
1 stop10h 05m
Chicago O'Hare Intl
Thu 7/23
9:40 pm-3:10 pm
1 stop17h 30m
$312
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Tue 6/9
4:12 pm-11:26 pm
1 stop7h 14m
Chicago O'Hare Intl
Sat 6/13
9:55 pm-3:10 pm
1 stop17h 15m
$312
Montego BayMadison
MBJ - MSN
MBJMSN
Montego Bay Sangster Intl
Fri 7/31
2:36 pm-7:51 am
1 stop17h 15m
Madison Truax Field
Sat 8/22
7:03 am-4:13 pm
1 stop9h 10m
$316
Montego BayMilwaukee
MBJ - MKE
MBJMKE
Montego Bay Sangster Intl
Fri 7/31
2:36 pm-7:58 am
1 stop17h 22m
Milwaukee-Mitchell
Tue 8/18
6:33 am-1:28 pm
1 stop6h 55m
$316
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Sat 5/23
4:33 pm-7:57 am
1 stop15h 24m
Chicago O'Hare Intl
Sat 5/30
5:30 am-3:26 pm
1 stop9h 56m
$316
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Sat 5/16
2:40 pm-7:53 am
1 stop17h 13m
Chicago O'Hare Intl
Mon 5/18
9:56 pm-1:30 pm
1 stop15h 34m
$316
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Tue 6/2
4:12 pm-11:26 pm
1 stop7h 14m
Chicago O'Hare Intl
Fri 6/5
6:30 am-3:10 pm
1 stop8h 40m
$316
Quickest round-trip
Montego BayChicago
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Fri 5/29
5:17 pm-12:24 am
1 stop7h 07m
Chicago O'Hare Intl
Wed 9/2
9:10 am-1:17 pm
Nonstop4h 07m
$317
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Jamaica to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Jamaica with our price prediction graph.
MBJ-ORD
MBJ-MKE
MBJ-MSN
KIN-ORD
MBJ-MSP
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 Wisconsin
JM0-USWI
MBJ-ORD
MBJ-MKE
MBJ-MSN
KIN-ORD
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated May 7, 2026.
See what other customers who have flown with Delta and American Airlines from Jamaica to Wisconsin have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Overall
7.9
Entertainment
7.8
Food
7.2
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Overall
7.9
Entertainment
7.8
Food
7.2
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Crew
8.5
Overall
7.9
Entertainment
7.8
Food
7.2
Boarding
8.1
Comfort
7.9
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Related info for your journey
Find useful and relevant information for your journey from Jamaica to Wisconsin. 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 Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Wisconsin by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jamaica to Wisconsin by cabin class
Find flights from Jamaica to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jamaica and Wisconsin flights
Browse other Jamaica and Wisconsin flight options. Last updated on May 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Wisconsin
Find the right flight back to Jamaica after your stay in Wisconsin
Jamaica to Wisconsin flights
Consider these flights traveling from Jamaica to Wisconsin.
Top 2 airlines flying from Jamaica to Wisconsin
Discover the top 2 airlines that operate flights from Jamaica to Wisconsin. 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 May 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$316 | Average$466 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$446 | Average$485 | FlexibilityNo cancel fee | On-timeN/A |