$182+ Cheap flights from Wisconsin to Jamaica
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
Oct 24 — Oct 311
Round-trip
1 adult, Economy
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Find cheap flights from Wisconsin to Jamaica with Cheapflights
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Cheapest flights from Wisconsin to JamaicaExplore the most affordable flight options available from Wisconsin to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
Explore the most affordable flight options available from Wisconsin to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 24, 2026.
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” 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 12/66:00 am -
1 stop6h 48m
Thu 12/102:54 pm -
1 stop9h 01m
Deal found 9/23![United Airlines logo]()
$412
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 12/75:30 am -
1 stop10h 27m
Thu 12/103:28 pm -
1 stop8h 24m
Deal found 9/19![Delta logo]()
$412
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/86:00 am -
1 stop10h 09m
Fri 11/131:02 pm -
1 stop10h 52m
Deal found 9/19![American Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/95:50 am -
1 stop8h 02m
Thu 11/193:49 pm -
1 stop9h 18m
Deal found 9/19![American Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 12/65:08 pm -
2 stops16h 07m
Thu 12/103:56 pm -
1 stop16h 52m
Deal found 9/20![American Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 11/57:09 pm -
2 stops15h 53m
Thu 11/123:56 pm -
1 stop9h 17m
Deal found 9/21![American Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” 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 11/86:15 am -
1 stop6h 33m
Fri 11/131:25 pm -
2 stops19h 18m
Deal found 9/23![United Airlines logo]()
$417
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/76:18 pm -
1 stop19h 34m
Fri 11/131:02 pm -
1 stop10h 52m
Deal found 9/19![American Airlines logo]()
$418
This American Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/305:47 pm -
1 stop22h 25m
Fri 11/62:12 pm -
1 stop9h 43m
Deal found 9/20![American Airlines logo]()
$420
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/176:09 pm -
1 stop19h 21m
Sat 10/242:40 pm -
1 stop7h 57m
Deal found 9/19![United Airlines logo]()
$421
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/85:35 am -
1 stop9h 52m
Fri 11/132:16 pm -
1 stop9h 01m
Deal found 9/19![Delta logo]()
$422
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 11/66:54 pm -
2 stops15h 05m
Fri 11/133:56 pm -
1 stop29h 03m
Deal found 9/22![American Airlines logo]()
$423
Best flights from Wisconsin to JamaicaDiscover carefully curated flight deals from Wisconsin to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
Discover carefully curated flight deals from Wisconsin to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 24, 2026.
This United Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 12/66:00 am -
1 stop6h 48m
Thu 12/102:54 pm -
1 stop9h 01m
Deal found 9/21![United Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 11/811:23 am -
2 stops23h 39m
Fri 11/1311:05 am -
2 stops14h 02m
Deal found 9/20![American Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 1/251:45 pm -
2 stops23h 10m
Tue 2/23:25 pm -
2 stops24h 14m
Deal found 9/19![Delta logo]()
$418
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 12/55:53 pm -
2 stops17h 20m
Wed 12/92:54 pm -
1 stop9h 01m
Deal found 9/20![United Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/95:50 am -
1 stop8h 02m
Thu 11/1911:02 am -
2 stops14h 05m
Deal found 9/19![American Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 1/225:17 pm -
1 stop16h 53m
Tue 2/23:25 pm -
2 stops24h 14m
Deal found 9/19![Delta logo]()
$418
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” 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 11/86:15 am -
1 stop6h 33m
Fri 11/131:25 pm -
2 stops19h 18m
Deal found 9/23![United Airlines logo]()
$417
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 1/313:30 pm -
2 stops18h 40m
Wed 2/34:10 pm -
1 stop7h 45m
Deal found 9/19![Delta logo]()
$418
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 11/66:54 pm -
2 stops15h 05m
Fri 11/133:56 pm -
1 stop29h 03m
Deal found 9/22![American Airlines logo]()
$423
This Delta deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 11/96:38 pm -
2 stops17h 13m
Fri 11/132:16 pm -
1 stop9h 01m
Deal found 9/21![Delta logo]()
$427
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 1/195:00 pm -
2 stops18h 13m
Tue 1/262:54 pm -
1 stop7h 16m
Deal found 9/19![United Airlines logo]()
$452
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 12/45:18 pm -
1 stop16h 41m
Thu 12/1011:05 am -
2 stops13h 54m
Deal found 9/21![American Airlines logo]()
$472
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” 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 1/276:00 am -
1 stop10h 03m
Wed 2/31:31 pm -
1 stop9h 35m
Deal found 9/23![American Airlines logo]()
$473
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 1/235:50 pm -
2 stops19h 05m
Fri 1/292:00 pm -
2 stops22h 35m
Deal found 9/19![Delta logo]()
$505
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 1/66:45 pm -
1 stop16h 28m
Mon 1/112:54 pm -
1 stop18h 13m
Deal found 9/19![United Airlines logo]()
$513
This American Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” 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 1/206:40 am -
1 stop9h 23m
Mon 1/256:05 pm -
2 stops18h 59m
Deal found 9/23![American Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/85:35 am -
1 stop9h 52m
Fri 11/132:16 pm -
1 stop9h 01m
Deal found 9/24![Delta logo]()
$517
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 1/236:40 am -
1 stop6h 08m
Sat 1/302:54 pm -
1 stop7h 09m
Deal found 9/20![United Airlines logo]()
$521
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 2/612:36 pm -
1 stop22h 52m
Sat 2/132:39 pm -
2 stops10h 33m
Deal found 9/19![American Airlines logo]()
$481
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” 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 10/266:18 pm -
2 stops18h 56m
Thu 10/292:01 pm -
1 stop8h 14m
Deal found 9/23![United Airlines logo]()
$527
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 2/246:00 am -
2 stops8h 35m
Mon 3/111:17 am -
1 stop23h 57m
Deal found 9/22![American Airlines logo]()
$487
This Delta deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” 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 11/85:35 pm -
2 stops19h 28m
Sun 11/152:16 pm -
1 stop9h 01m
Deal found 9/24![Delta logo]()
$564
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 11/62:23 pm -
2 stops24h 56m
Fri 11/133:20 pm -
2 stops19h 53m
Deal found 9/22![United Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” 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 11/58:29 pm -
1 stop17h 23m
Thu 11/123:56 pm -
1 stop9h 10m
Deal found 9/21![American Airlines logo]()
$526
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 2/16:00 am -
1 stop6h 48m
Fri 2/52:54 pm -
1 stop7h 09m
Deal found 9/22![United Airlines logo]()
$543
This Delta deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 3/146:40 pm -
1 stop15h 25m
Sat 3/205:00 pm -
1 stop16h 22m
Deal found 9/22![Delta logo]()
$624
This American Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 3/144:42 pm -
2 stops21h 54m
Sun 3/212:41 pm -
2 stops20h 19m
Deal found 9/20![American Airlines logo]()
$537
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 1/236:15 am -
1 stop6h 33m
Sat 1/302:54 pm -
1 stop7h 19m
Deal found 9/20![United Airlines logo]()
$571
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 1/188:09 pm -
1 stop18h 09m
Sun 1/244:18 pm -
1 stop9h 00m
Deal found 9/22![American Airlines logo]()
$559
This United Airlines deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” 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 11/86:15 am -
1 stop6h 33m
Sun 11/153:45 pm -
2 stops22h 01m
Deal found 9/23![United Airlines logo]()
$572
Last-minute flights from Wisconsin to JamaicaDiscover last-minute flight deals from Wisconsin to Jamaica. Data last updated September 24, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Jamaica. Data last updated September 24, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 9/245:51 pm -
2 stops19h 02m
Sat 9/261:54 pm -
2 stops20h 57m
Deal found 9/20![American Airlines logo]()
$607
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/67:14 am -
1 stop8h 58m
Tue 10/135:13 pm -
2 stops19h 01m
Deal found 9/22![American Airlines logo]()
$504
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/67:00 am -
1 stop9h 12m
Tue 10/132:08 pm -
1 stop9h 31m
Deal found 9/22![American Airlines logo]()
$634
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/173:51 pm -
2 stops21h 39m
Sat 10/242:40 pm -
1 stop7h 57m
Deal found 9/19![United Airlines logo]()
$412
This United Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/1710:13 am -
2 stops27h 17m
Sat 10/242:40 pm -
2 stops27h 16m
Deal found 9/19![United Airlines logo]()
$547
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/175:35 am -
1 stop10h 00m
Sat 10/241:16 pm -
1 stop8h 52m
Deal found 9/19![Delta logo]()
$612
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/1712:50 pm -
1 stop27h 22m
Sat 10/245:13 pm -
2 stops17h 50m
Deal found 9/19![American Airlines logo]()
$637
This United Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/197:18 am -
2 stops28h 25m
Mon 10/2612:25 pm -
2 stops20h 11m
Deal found 9/20![United Airlines logo]()
$720
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 10/203:22 pm -
2 stops21h 32m
Mon 12/143:22 pm -
2 stops20h 31m
Deal found 9/19![American Airlines logo]()
$553
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/269:18 am -
2 stops25h 55m
Thu 10/292:20 pm -
2 stops27h 23m
Deal found 9/22![United Airlines logo]()
$527
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/265:05 am -
1 stop7h 43m
Thu 10/292:01 pm -
1 stop23h 26m
Deal found 9/22![United Airlines logo]()
$640
This American Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” 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 10/307:19 pm -
2 stops17h 35m
Fri 11/63:28 pm -
1 stop9h 28m
Deal found 9/20![American Airlines logo]()
$417
One-way flights from Wisconsin to JamaicaSearch for one-way flight options from Wisconsin to Jamaica. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
Search for one-way flight options from Wisconsin to Jamaica. Find affordable one-way fares based on user searches. Data last updated September 24, 2026.
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 1/303:17 pm -
2 stops20h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![American Airlines logo]()
$182
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/157:00 am -
1 stop6h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![American Airlines logo]()
$182
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/86:54 pm -
2 stops17h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![American Airlines logo]()
$182
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/85:35 pm -
2 stops19h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Delta logo]()
$187
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/187:24 pm -
2 stops17h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$188
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/175:47 pm -
1 stop22h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$196
This Delta deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/96:07 pm -
2 stops21h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Delta logo]()
$208
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/156:31 pm -
2 stops16h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![American Airlines logo]()
$227
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/166:18 pm -
2 stops19h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![American Airlines logo]()
$227
This American Airlines deal was found by Cheapflights users on 9/19. Clicking the “Pick Dates” 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 11/98:29 pm -
1 stop17h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![American Airlines logo]()
$227
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 10/116:00 am -
1 stop29h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$230
This United Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” 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 11/175:05 am -
1 stop7h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![United Airlines logo]()
$232
Find flight deals from Wisconsin to Jamaica
Keep the following information in mind while searching for Wisconsin to Jamaica flight deals. Data was last updated September 24, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $412 (United Airlines) |
One-way from | $182 (American Airlines) |
Popular in | November |
Cheapest in | August |
Average price | $654 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin 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 7,457,451 searches. Data last updated September 24, 2026.
Use the filters below to find and compare flights from Wisconsin to Jamaica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sun 11/1
2:55 pm-10:15 am
2 stops18h 20m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Mon 10/19
5:30 am-3:27 pm
1 stop9h 57m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sun 2/28
7:00 am-1:46 pm
1 stop5h 46m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
Quickest round-trip
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sun 11/15
10:20 am-4:57 pm
1 stop5h 37m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sat 1/30
6:40 am-5:03 pm
1 stop9h 23m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sat 10/17
6:47 pm-1:30 pm
2 stops18h 43m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sat 11/14
7:00 am-4:57 pm
1 stop8h 57m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Mon 3/1
7:20 pm-12:07 pm
2 stops15h 47m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$182
AppletonMontego Bay
ATW Appleton Intl - MBJ Montego Bay Sangster Intl
ATWMBJ
Appleton Intl
Mon 11/9
5:35 pm-12:51 pm
2 stops18h 16m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$187
AppletonMontego Bay
ATW Appleton Intl - MBJ Montego Bay Sangster Intl
ATWMBJ
Appleton Intl
Sun 11/8
5:35 pm-2:03 pm
2 stops19h 28m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$187
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Jamaica
Have a flexible travel schedule? Discover the best time to fly to Jamaica from Wisconsin with our price prediction graph.
MKE-MBJ
MSN-MBJ
ATW-MBJ
GRB-MBJ
MKE-KIN
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 Wisconsin to Jamaica
USWI-JM0
MKE-MBJ
MSN-MBJ
ATW-MBJ
GRB-MBJ
What is the cheapest month to book a flight from Wisconsin to Jamaica?
Currently, August is the cheapest month in which you can book a flight from Wisconsin to Jamaica (average of $432). Flying from Wisconsin to Jamaica in July is currently the most expensive (average of $668). 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.
Related info for your journey
Find useful and relevant information for your journey from Wisconsin 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
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Top destinations
Alternative routes for Wisconsin 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 Wisconsin to Jamaica by cabin class
Find flights from Wisconsin to Jamaica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and Jamaica flights
Browse other Wisconsin and Jamaica flight options. Last updated on September 24, 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 Wisconsin after your stay in Jamaica
Wisconsin to Jamaica flights
Consider these flights traveling from Wisconsin to Jamaica.
Top 3 airlines flying from Wisconsin to Jamaica
Discover the top 3 airlines that operate flights from Wisconsin 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 7,457,451 searches. Data last updated September 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$336 | Average$683 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$362 | Average$579 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$615 | Average$666 | FlexibilityNo cancel fee | On-time63% |