$202+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
Dec 3 — Dec 101
Round-trip
1 adult, Economy
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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
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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 November 3, 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 November 3, 2026.
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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
Wed 12/92:54 pm -
1 stop8h 21m
Deal found 10/29![United Airlines logo]()
$453
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 12/45:19 pm -
1 stop16h 54m
Thu 12/103:59 pm -
1 stop17h 15m
Deal found 10/29![American Airlines logo]()
$453
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 12/66:08 pm -
1 stop17h 16m
Wed 12/911:05 am -
2 stops12h 04m
Deal found 10/29![American Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/266:00 am -
1 stop29h 45m
Thu 12/31:24 pm -
1 stop11h 31m
Deal found 10/29![American Airlines logo]()
$461
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/286:48 am -
1 stop6h 00m
Sat 12/56:00 pm -
1 stop17h 14m
Deal found 10/31![United Airlines logo]()
$463
This Delta deal was found by Cheapflights users on 11/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/287:00 am -
1 stop6h 03m
Fri 12/43:28 pm -
1 stop9h 31m
Deal found 11/2![Delta logo]()
$473
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Sat 11/287:34 pm -
2 stops17h 58m
Sat 12/56:12 pm -
2 stops18h 56m
Deal found 11/2![American Airlines logo]()
$477
This Southwest deal was found by Cheapflights users on 11/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:55 am -
1 stop6h 30m
Fri 11/201:50 pm -
1 stop11h 00m
Deal found 11/2![Southwest logo]()
$512
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 10/29![American Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Sun 11/155:08 pm -
2 stops16h 07m
Fri 11/2011:02 am -
1 stop13h 52m
Deal found 11/2![American Airlines logo]()
$516
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 12/86:40 am -
1 stop9h 27m
Sat 12/126:12 pm -
2 stops15h 02m
Deal found 10/29![American Airlines logo]()
$516
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/297:33 pm -
2 stops15h 50m
Sun 12/66:12 pm -
2 stops18h 07m
Deal found 10/30![American Airlines logo]()
$517
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 November 3, 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 November 3, 2026.
This Southwest deal was found by Cheapflights users on 11/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:55 am -
1 stop6h 30m
Fri 11/201:50 pm -
1 stop11h 00m
Deal found 11/1![Southwest logo]()
$453
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 1/286:49 pm -
1 stop15h 25m
Fri 2/56:09 pm -
1 stop6h 50m
Deal found 10/29![Delta logo]()
$454
This United Airlines deal was found by Cheapflights users on 11/2. 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 11/286:48 am -
1 stop6h 00m
Sat 12/56:00 pm -
2 stops18h 28m
Deal found 11/2![United Airlines logo]()
$457
This American Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/45:19 pm -
1 stop16h 54m
Thu 12/1011:05 am -
2 stops13h 44m
Deal found 10/31![American Airlines logo]()
$457
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 1/245:30 am -
1 stop10h 14m
Thu 1/283:35 pm -
2 stops19h 22m
Deal found 10/29![Delta logo]()
$458
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 2/2312:33 pm -
2 stops20h 47m
Thu 3/43:27 pm -
1 stop9h 45m
Deal found 11/2![American Airlines logo]()
$458
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 1/176:50 pm -
1 stop17h 58m
Sat 1/233:45 pm -
2 stops17h 22m
Deal found 10/29![United Airlines logo]()
$464
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 1/318:09 pm -
2 stops19h 54m
Sat 2/61:28 pm -
2 stops21h 12m
Deal found 10/30![American Airlines logo]()
$458
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 2/235:00 am -
1 stop7h 48m
Thu 3/42:54 pm -
1 stop9h 14m
Deal found 10/31![United Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 1/207:00 am -
1 stop9h 03m
Wed 2/34:18 pm -
1 stop17h 27m
Deal found 10/31![American Airlines logo]()
$459
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/265:30 am -
1 stop10h 14m
Wed 2/36:09 pm -
1 stop16h 02m
Deal found 10/29![Delta logo]()
$525
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 1/55:00 am -
1 stop7h 48m
Tue 1/122:54 pm -
1 stop8h 37m
Deal found 10/30![United Airlines logo]()
$522
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Sat 11/287:34 pm -
2 stops17h 58m
Sat 12/56:12 pm -
2 stops18h 56m
Deal found 11/2![American Airlines logo]()
$477
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 1/296:49 pm -
1 stop15h 25m
Tue 2/26:09 pm -
1 stop6h 50m
Deal found 10/29![Delta logo]()
$525
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/263:12 pm -
2 stops20h 11m
Thu 2/46:09 pm -
2 stops21h 19m
Deal found 10/29![Delta logo]()
$529
This American Airlines deal was found by Cheapflights users on 11/2. 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 1/277:51 am -
2 stops27h 30m
Wed 2/33:35 pm -
2 stops20h 23m
Deal found 11/2![American Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/85:00 am -
1 stop7h 48m
Sat 12/123:45 pm -
2 stops19h 16m
Deal found 10/31![United Airlines logo]()
$559
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 4/206:00 am -
1 stop6h 13m
Sat 4/244:42 pm -
2 stops25h 19m
Deal found 11/2![American Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/75:00 am -
1 stop7h 48m
Fri 12/112:54 pm -
1 stop8h 29m
Deal found 10/30![United Airlines logo]()
$583
This Delta deal was found by Cheapflights users on 11/1. 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.
Fri 11/276:07 pm -
2 stops21h 50m
Sun 12/62:19 pm -
1 stop9h 31m
Deal found 11/1![Delta logo]()
$598
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Mon 11/306:45 am -
1 stop6h 47m
Mon 12/76:09 pm -
2 stops18h 57m
Deal found 11/2![American Airlines logo]()
$512
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 2/15:00 am -
1 stop7h 48m
Thu 2/41:25 pm -
1 stop9h 13m
Deal found 10/29![United Airlines logo]()
$584
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Sun 11/155:08 pm -
2 stops16h 07m
Fri 11/2011:02 am -
1 stop13h 52m
Deal found 11/2![American Airlines logo]()
$516
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Mon 2/16:35 am -
1 stop6h 13m
Fri 2/51:25 pm -
1 stop9h 13m
Deal found 11/2![United Airlines logo]()
$584
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 1/265:00 am -
1 stop7h 48m
Mon 2/11:25 pm -
1 stop9h 13m
Deal found 10/29![United Airlines logo]()
$584
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 12/135:20 am -
1 stop10h 37m
Sun 12/208:00 am -
1 stop16h 13m
Deal found 10/29![Delta logo]()
$736
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 3/217:56 pm -
2 stops20h 09m
Wed 3/241:09 pm -
2 stops20h 29m
Deal found 10/29![American Airlines logo]()
$563
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Sun 2/286:00 am -
1 stop7h 14m
Wed 3/31:25 pm -
1 stop9h 12m
Deal found 11/2![United Airlines logo]()
$584
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Sun 3/1411:58 am -
1 stop25h 29m
Sun 3/2112:38 pm -
2 stops22h 50m
Deal found 11/2![American Airlines logo]()
$574
This United Airlines deal was found by Cheapflights users on 11/1. 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.
Fri 12/45:38 pm -
2 stops20h 01m
Thu 12/103:20 pm -
2 stops24h 30m
Deal found 11/1![United Airlines logo]()
$587
Last-minute flights from Wisconsin to JamaicaDiscover last-minute flight deals from Wisconsin to Jamaica. Data last updated November 3, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Jamaica. Data last updated November 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 10/29![American Airlines logo]()
$512
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/116:19 pm -
2 stops17h 02m
Tue 11/176:09 pm -
2 stops17h 59m
Deal found 10/30![American Airlines logo]()
$521
This Southwest deal was found by Cheapflights users on 11/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:55 am -
1 stop6h 30m
Fri 11/201:50 pm -
1 stop11h 00m
Deal found 11/2![Southwest logo]()
$512
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Sun 11/155:08 pm -
2 stops16h 07m
Fri 11/2011:02 am -
1 stop13h 52m
Deal found 11/2![American Airlines logo]()
$516
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/266:00 am -
1 stop29h 45m
Thu 12/31:24 pm -
1 stop11h 31m
Deal found 10/29![American Airlines logo]()
$461
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/276:53 pm -
2 stops18h 39m
Sun 12/66:12 pm -
2 stops20h 51m
Deal found 11/1![American Airlines logo]()
$517
This United Airlines deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 11/286:48 am -
1 stop6h 00m
Sat 12/56:00 pm -
1 stop17h 14m
Deal found 10/31![United Airlines logo]()
$463
This Delta deal was found by Cheapflights users on 11/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/287:00 am -
1 stop6h 03m
Fri 12/43:28 pm -
1 stop9h 31m
Deal found 11/2![Delta logo]()
$473
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Sat 11/287:34 pm -
2 stops17h 58m
Sat 12/56:12 pm -
2 stops18h 56m
Deal found 11/2![American Airlines logo]()
$477
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/297:00 am -
1 stop9h 09m
Sun 12/66:12 pm -
2 stops18h 07m
Deal found 10/30![American Airlines logo]()
$517
This United Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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
Wed 12/92:54 pm -
1 stop8h 21m
Deal found 10/29![United Airlines logo]()
$453
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 12/66:08 pm -
1 stop17h 16m
Wed 12/911:05 am -
2 stops12h 04m
Deal found 10/29![American Airlines logo]()
$457
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 November 3, 2026.
Search for one-way flight options from Wisconsin to Jamaica. Find affordable one-way fares based on user searches. Data last updated November 3, 2026.
This Delta deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 11/157:00 am -
1 stop6h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$202
This American Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 1/85:50 pm -
2 stops17h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![American Airlines logo]()
$208
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Sun 3/2810:15 am -
2 stops23h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![American Airlines logo]()
$208
This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” 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 1/308:03 pm -
1 stop18h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![American Airlines logo]()
$214
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Sun 11/157:05 am -
1 stop9h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![American Airlines logo]()
$261
This United Airlines deal was found by Cheapflights users on 11/1. 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.
Sun 3/285:18 pm -
2 stops45h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![United Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 11/1. 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.
Sun 3/287:00 am -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Delta logo]()
$309
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Sun 3/285:46 pm -
2 stops17h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![American Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 11/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/115:10 am -
1 stop8h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Southwest logo]()
$425
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/185:47 pm -
2 stops45h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Multiple Airlines logo]()
$458
This Delta deal was found by Cheapflights users on 11/1. 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.
Sun 3/286:45 am -
1 stop6h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Delta logo]()
$581
This Delta deal was found by Cheapflights users on 11/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/185:20 am -
1 stop10h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Delta logo]()
$631
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 November 3, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $453 (United Airlines) |
One-way from | $202 (Delta) |
Popular in | November |
Cheapest in | August |
Average price | $764 |
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 November 3, 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
Sat 1/9
5:30 am-4:44 pm
1 stop10h 14m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$202
Quickest round-trip
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sun 11/15
7:00 am-2:03 pm
1 stop6h 03m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$202
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Fri 1/8
7:00 am-4:44 pm
1 stop8h 44m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$202
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Fri 1/8
5:50 pm-12:18 pm
2 stops17h 28m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$208
AppletonMontego Bay
ATW Appleton Intl - MBJ Montego Bay Sangster Intl
ATWMBJ
Appleton Intl
Sun 3/28
10:15 am-9:20 am
2 stops23h 05m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$208
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sat 1/30
8:03 pm-3:18 pm
1 stop18h 15m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$214
Green BayMontego Bay
GRB Green Bay Austin-Straubel - MBJ Montego Bay Sangster Intl
GRBMBJ
Green Bay Austin-Straubel
Sun 3/28
5:18 pm-3:10 pm
2 stops45h 52m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$294
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sun 3/28
7:00 am-3:35 pm
1 stop8h 35m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$309
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sun 3/28
5:46 pm-11:13 am
2 stops17h 27m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$387
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sun 11/15
6:55 am-2:25 pm
1 stop6h 30m
Montego Bay Sangster Intl
Fri 11/20
1:50 pm-11:50 pm
1 stop11h 00m
$453
Showing 1-10 of 41 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
CWA-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 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 November is currently the most expensive (average of $673). 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 November 3, 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 4 airlines flying from Wisconsin to Jamaica
Discover the top 4 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 November 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$352 | Average$707 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$362 | Average$599 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$383 | Average$492 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$452 | Average$716 | FlexibilityNo cancel fee | On-time63% |