$202+ Cheap flights from Milwaukee (MKE) 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
Nov 30 — Dec 71
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Jamaica with Cheapflights
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Cheapest flights from Milwaukee to JamaicaExplore the most affordable flight options available from Milwaukee to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 2026.
Explore the most affordable flight options available from Milwaukee to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 31, 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 10/28. Clicking the “Pick Dates” 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 10/28![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 American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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
Wed 12/26:12 pm -
2 stops16h 53m
Deal found 10/28![American Airlines logo]()
$465
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 11/66:31 pm -
1 stop16h 31m
Sat 11/146:09 pm -
2 stops18h 55m
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 11/297:00 am -
1 stop9h 09m
Sun 12/66:12 pm -
2 stops18h 07m
Deal found 10/30![American Airlines logo]()
$517
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 American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 12/1112:41 pm -
1 stop21h 32m
Fri 12/1811:11 am -
2 stops9h 49m
Deal found 10/27![American Airlines logo]()
$522
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/295:50 am -
1 stop7h 45m
Sun 12/61:50 pm -
1 stop11h 00m
Deal found 10/30![Southwest logo]()
$567
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.
Sat 12/512:15 pm -
2 stops24h 59m
Sat 12/123:45 pm -
1 stop8h 07m
Deal found 10/29![United Airlines logo]()
$587
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 10/285:10 pm -
2 stops17h 47m
Fri 2/1911:05 am -
1 stop13h 49m
Deal found 10/28![American Airlines logo]()
$950
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 10/286:18 pm -
3 stops19h 37m
Fri 2/193:05 pm -
2 stops19h 57m
Deal found 10/28![United Airlines logo]()
$963
Best flights from Milwaukee to JamaicaDiscover carefully curated flight deals from Milwaukee to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 31, 2026.
Discover carefully curated flight deals from Milwaukee to Jamaica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 31, 2026.
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 4/135:00 am -
2 stops10h 10m
Wed 4/212:17 pm -
1 stop9h 10m
Deal found 10/27![United Airlines logo]()
$454
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.
Sat 1/305:56 pm -
1 stop16h 18m
Wed 2/36:09 pm -
1 stop16h 02m
Deal found 10/29![Delta logo]()
$454
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
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 4/135:00 am -
2 stops10h 10m
Thu 4/221:52 pm -
1 stop8h 47m
Deal found 10/26![United Airlines logo]()
$454
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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
Mon 2/86:09 pm -
1 stop6h 50m
Deal found 10/28![Delta logo]()
$454
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 3/35:00 am -
1 stop7h 48m
Wed 3/171:54 pm -
1 stop9h 01m
Deal found 10/26![United Airlines logo]()
$454
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.
Mon 1/185:36 pm -
2 stops17h 47m
Sat 1/236:09 pm -
1 stop16h 02m
Deal found 10/29![Delta logo]()
$458
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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.
Wed 3/105:55 am -
1 stop9h 40m
Wed 3/175:00 pm -
1 stop6h 49m
Deal found 10/28![Delta logo]()
$525
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 2/156:42 pm -
1 stop18h 32m
Fri 2/192:54 pm -
1 stop18h 08m
Deal found 10/28![United Airlines logo]()
$527
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 1/267:00 am -
1 stop8h 44m
Tue 2/96:09 pm -
1 stop6h 50m
Deal found 10/26![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.
Mon 4/56:45 am -
1 stop6h 45m
Tue 4/62:25 pm -
2 stops19h 49m
Deal found 10/29![Delta logo]()
$542
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:00 am -
2 stops16h 24m
Sat 12/121:42 pm -
1 stop12h 07m
Deal found 10/27![American Airlines logo]()
$1,132
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 12/102:38 pm -
3 stops22h 12m
Sat 12/123:03 pm -
3 stops21h 25m
Deal found 10/27![United Airlines logo]()
$990
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/145:20 am -
1 stop13h 40m
Mon 12/219:00 am -
1 stop12h 48m
Deal found 10/30![Delta logo]()
$1,069
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 12/149:15 am -
2 stops27h 35m
Mon 12/213:03 pm -
3 stops20h 00m
Deal found 10/30![United Airlines logo]()
$1,182
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 12/105:20 am -
1 stop13h 40m
Sat 12/129:00 am -
1 stop9h 38m
Deal found 10/27![Delta logo]()
$1,118
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 3/17:45 am -
2 stops29h 03m
Wed 3/33:06 pm -
2 stops32h 40m
Deal found 10/26![United Airlines logo]()
$1,335
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 4/155:55 am -
1 stop14h 05m
Thu 4/229:00 am -
1 stop14h 49m
Deal found 10/29![Delta logo]()
$1,325
Last-minute flights from Milwaukee to JamaicaDiscover last-minute flight deals from Milwaukee to Jamaica. Data last updated October 31, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Jamaica. Data last updated October 31, 2026 and is based on user searches.
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.
Sat 10/311:30 pm -
2 stops20h 45m
Tue 11/103:56 pm -
1 stop16h 52m
Deal found 10/30![American Airlines logo]()
$611
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 11/66:31 pm -
1 stop16h 31m
Sat 11/146:09 pm -
2 stops18h 55m
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.
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 American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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
Fri 11/201:17 pm -
1 stop9h 45m
Deal found 10/28![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.
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 10/28. Clicking the “Pick Dates” 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
Wed 12/26:12 pm -
2 stops16h 53m
Deal found 10/28![American Airlines logo]()
$465
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/2610:48 am -
2 stops52h 31m
Wed 12/23:20 pm -
2 stops19h 43m
Deal found 10/28![United Airlines logo]()
$602
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 Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/295:50 am -
1 stop7h 45m
Sun 12/61:50 pm -
1 stop11h 00m
Deal found 10/30![Southwest logo]()
$567
One-way flights from Milwaukee to JamaicaSearch for one-way flight options from Milwaukee to Jamaica. Find affordable one-way fares based on user searches. Data last updated October 31, 2026.
Search for one-way flight options from Milwaukee to Jamaica. Find affordable one-way fares based on user searches. Data last updated October 31, 2026.
This Delta 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 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 10/30![Delta logo]()
$202
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 1/95:00 am -
2 stops10h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![United Airlines logo]()
$205
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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 12/306:49 pm -
1 stop14h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$207
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 10/28. Clicking the “Pick Dates” 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 10/28![American Airlines logo]()
$214
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” 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 11/87:03 am -
1 stop8h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Delta logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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.
Sat 1/99:59 am -
3 stops31h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$587
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” 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.
Wed 12/303:00 pm -
3 stops21h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$600
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 12/205:30 am -
1 stop14h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Delta logo]()
$665
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/812:21 pm -
3 stops48h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Multiple Airlines logo]()
$674
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” 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 12/195:30 am -
1 stop14h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Delta logo]()
$681
Find flight deals from Milwaukee to Jamaica
Keep the following information in mind while searching for Milwaukee to Jamaica flight deals. Data was last updated October 31, 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 | $518 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee 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 October 31, 2026.
Use the filters below to find and compare flights from Milwaukee 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 11/15
7:05 am-5:09 pm
1 stop9h 04m
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
Sat 1/9
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
Sat 1/9
3:34 pm-12:28 pm
2 stops19h 54m
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
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
Sat 1/9
5:00 am-4:19 pm
2 stops10h 19m
Montego Bay Sangster Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$205
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
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
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Tue 4/13
5:00 am-3:10 pm
2 stops10h 10m
Montego Bay Sangster Intl
Wed 4/21
2:17 pm-11:27 pm
1 stop9h 10m
$454
MilwaukeeMontego Bay
MKE Milwaukee-Mitchell - MBJ Montego Bay Sangster Intl
MKEMBJ
Milwaukee-Mitchell
Sat 1/30
5:56 pm-11:14 am
1 stop16h 18m
Montego Bay Sangster Intl
Wed 2/3
6:09 pm-9:11 am
1 stop16h 02m
$454
Showing 1-10 of 26 resultsSorted by cheapest first
Best time to book a flight from Milwaukee to Jamaica
Have a flexible travel schedule? Discover the best time to fly to Jamaica from Milwaukee with our price prediction graph.
MKE-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 Milwaukee to Jamaica
MKE-JM0
MKE-MBJ
MKE-KIN
What is the cheapest month to book a flight from Milwaukee to Jamaica?
Currently, August is the cheapest month in which you can book a flight from Milwaukee to Jamaica (average of $432). Flying from Milwaukee to Jamaica in November is currently the most expensive (average of $764). 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.
Reviews of airlines servicing Jamaica
Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated October 31, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited Airlines from Milwaukee to Jamaica by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Comfort
8.0
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to Jamaica. 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 Milwaukee to Jamaica
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Complete your trip
Complete your trip to Jamaica by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Milwaukee to Jamaica by cabin class
Find flights from Milwaukee to Jamaica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and Jamaica flights
Browse other Milwaukee and Jamaica flight options. Last updated on October 31, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Milwaukee to Jamaica flights
Consider these flights traveling from Milwaukee to Jamaica.
Top 4 airlines flying from Milwaukee to Jamaica
Discover the top 4 airlines that operate flights from Milwaukee 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 October 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$352 | Average$777 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$434 | Average$599 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$452 | Average$716 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$462 | Average$537 | FlexibilityNo cancel fee | On-timeN/A |