$157+ Cheap flights from Milwaukee (MKE) to Jamaica
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MBJ
Jul 18 — Jul 251
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Jamaica with Cheapflights
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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 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 June 18, 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 June 18, 2026.
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 8/276:20 am
MKE
- MBJ
1 stop8h 03m
American Airlines
Mon 8/312:12 pm
MBJ
- MKE
1 stop17h 32m
American Airlines
Deal found 6/16![American Airlines logo]()
$362
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:43 pm
MKE
- MBJ
1 stop22h 33m
American Airlines
Sat 9/265:16 pm
MBJ
- MKE
2 stops17h 51m
American Airlines
Deal found 6/15![American Airlines logo]()
$374
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 9/195:30 am
MKE
- MBJ
1 stop10h 04m
Delta
Sat 9/261:25 pm
MBJ
- MKE
1 stop7h 27m
Delta
Deal found 6/15![Delta logo]()
$422
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 9/193:52 pm
MKE
- MBJ
2 stops19h 51m
United Airlines
Sat 9/262:40 pm
MBJ
- MKE
1 stop8h 05m
United Airlines
Deal found 6/16![United Airlines logo]()
$432
This American Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 8/116:20 am
MKE
- MBJ
1 stop8h 03m
American Airlines
Mon 8/172:37 pm
MBJ
- MKE
1 stop8h 22m
American Airlines
Deal found 6/14![American Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 12/511:57 am
MKE
- MBJ
1 stop25h 58m
American Airlines
Sat 12/121:55 pm
MBJ
- MKE
1 stop11h 06m
American Airlines
Deal found 6/15![American Airlines logo]()
$474
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/287:23 pm
MKE
- KIN
2 stops42h 31m
United Airlines
Tue 8/42:56 pm
KIN
- MKE
2 stops32h 38m
United Airlines
Deal found 6/14![United Airlines logo]()
$767
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 9/192:20 pm
MKE
- KIN
2 stops47h 34m
United Airlines
Wed 9/232:57 pm
KIN
- MKE
2 stops16h 10m
United Airlines
Deal found 6/17![United Airlines logo]()
$782
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/286:50 am
MKE
- KIN
1 stop13h 13m
Delta
Thu 8/69:13 am
KIN
- MKE
1 stop14h 40m
Delta
Deal found 6/14![Delta logo]()
$799
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/295:40 am
MKE
- KIN
1 stop14h 23m
Delta
Tue 8/49:13 am
KIN
- MKE
1 stop7h 00m
Delta
Deal found 6/14![Delta logo]()
$814
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/3012:58 pm
MKE
- KIN
1 stop7h 06m
Delta
Thu 8/69:13 am
KIN
- MKE
1 stop11h 40m
Delta
Deal found 6/14![Delta logo]()
$830
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/147:23 pm
MKE
- KIN
2 stops42h 31m
United Airlines
Sun 7/192:56 pm
KIN
- MKE
2 stops43h 09m
United Airlines
Deal found 6/14![United Airlines logo]()
$832
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 June 18, 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 June 18, 2026.
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 8/246:00 pm
MKE
- MBJ
2 stops17h 37m
American Airlines
Sat 8/2912:47 pm
MBJ
- MKE
1 stop10h 10m
American Airlines
Deal found 6/13![American Airlines logo]()
$367
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 9/197:05 pm
MKE
- MBJ
1 stop16h 38m
United Airlines
Sat 9/262:40 pm
MBJ
- MKE
1 stop8h 05m
United Airlines
Deal found 6/17![United Airlines logo]()
$432
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 6/295:40 am
MKE
- MBJ
1 stop9h 54m
Delta
Tue 7/74:59 pm
MBJ
- MKE
1 stop6h 57m
Delta
Deal found 6/15![Delta logo]()
$521
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 8/286:48 pm
MKE
- MBJ
2 stops18h 33m
American Airlines
Tue 9/12:37 pm
MBJ
- MKE
2 stops17h 07m
American Airlines
Deal found 6/16![American Airlines logo]()
$367
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 10/35:43 pm
MKE
- MBJ
2 stops19h 10m
American Airlines
Tue 10/135:00 pm
MBJ
- MKE
2 stops19h 02m
American Airlines
Deal found 6/17![American Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:43 pm
MKE
- MBJ
1 stop22h 33m
American Airlines
Sat 9/265:16 pm
MBJ
- MKE
2 stops17h 51m
American Airlines
Deal found 6/17![American Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 8/35:34 am
MKE
- MBJ
1 stop10h 00m
Delta
Sat 8/84:59 pm
MBJ
- MKE
1 stop6h 54m
Delta
Deal found 6/13![Delta logo]()
$521
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 12/511:57 am
MKE
- MBJ
1 stop25h 58m
American Airlines
Sat 12/121:55 pm
MBJ
- MKE
1 stop11h 06m
American Airlines
Deal found 6/15![American Airlines logo]()
$474
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 7/136:03 pm
MKE
- MBJ
2 stops17h 22m
American Airlines
Thu 7/163:02 pm
MBJ
- MKE
1 stop8h 42m
American Airlines
Deal found 6/18![American Airlines logo]()
$481
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 9/192:20 pm
MKE
- KIN
2 stops47h 34m
United Airlines
Wed 9/232:57 pm
KIN
- MKE
2 stops16h 10m
United Airlines
Deal found 6/17![United Airlines logo]()
$782
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/295:00 am
MKE
- MBJ
1 stop8h 31m
American Airlines
Fri 7/35:14 pm
MBJ
- MKE
2 stops19h 08m
American Airlines
Deal found 6/13![American Airlines logo]()
$500
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/286:50 am
MKE
- KIN
1 stop13h 13m
Delta
Tue 8/49:13 am
KIN
- MKE
1 stop7h 00m
Delta
Deal found 6/14![Delta logo]()
$799
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/296:50 am
MKE
- KIN
1 stop13h 13m
Delta
Wed 8/59:13 am
KIN
- MKE
1 stop7h 00m
Delta
Deal found 6/14![Delta logo]()
$799
This United Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 12/54:00 pm
MKE
- KIN
2 stops44h 50m
United Airlines
Sat 12/123:03 pm
KIN
- MKE
2 stops33h 24m
United Airlines
Deal found 6/15![United Airlines logo]()
$909
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 7/2810:11 am
MKE
- KIN
1 stop9h 52m
Delta
Wed 8/59:13 am
KIN
- MKE
1 stop7h 00m
Delta
Deal found 6/13![Delta logo]()
$799
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 7/207:23 pm
MKE
- KIN
2 stops42h 31m
United Airlines
Fri 7/242:56 pm
KIN
- MKE
2 stops19h 15m
United Airlines
Deal found 6/17![United Airlines logo]()
$947
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 7/2912:58 pm
MKE
- KIN
1 stop7h 05m
Delta
Thu 8/69:13 am
KIN
- MKE
1 stop14h 40m
Delta
Deal found 6/13![Delta logo]()
$799
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/286:50 am
MKE
- KIN
1 stop13h 13m
Delta
Thu 8/69:13 am
KIN
- MKE
1 stop14h 40m
Delta
Deal found 6/14![Delta logo]()
$799
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 7/3012:58 pm
MKE
- KIN
1 stop7h 06m
Delta
Thu 8/69:13 am
KIN
- MKE
1 stop11h 40m
Delta
Deal found 6/13![Delta logo]()
$830
This Delta deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 7/305:40 am
MKE
- KIN
1 stop14h 24m
Delta
Wed 8/59:13 am
KIN
- MKE
1 stop14h 40m
Delta
Deal found 6/13![Delta logo]()
$845
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/3012:58 pm
MKE
- KIN
1 stop7h 06m
Delta
Tue 8/49:13 am
KIN
- MKE
1 stop14h 40m
Delta
Deal found 6/14![Delta logo]()
$845
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 11/2212:20 pm
MKE
- KIN
1 stop5h 40m
Delta
Sat 11/289:00 am
KIN
- MKE
1 stop12h 48m
Delta
Deal found 6/16![Delta logo]()
$926
Last-minute flights from Milwaukee to JamaicaDiscover last-minute flight deals from Milwaukee to Jamaica. Data last updated June 18, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Jamaica. Data last updated June 18, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 6/287:18 am
MKE
- MBJ
1 stop8h 58m
American Airlines
Thu 7/25:14 pm
MBJ
- MKE
2 stops19h 30m
American Airlines
Deal found 6/17![American Airlines logo]()
$549
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/296:21 pm
MKE
- MBJ
2 stops17h 23m
American Airlines
Tue 7/75:14 pm
MBJ
- MKE
2 stops19h 31m
American Airlines
Deal found 6/15![American Airlines logo]()
$492
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/295:00 am
MKE
- MBJ
1 stop8h 31m
American Airlines
Fri 7/35:14 pm
MBJ
- MKE
2 stops19h 08m
American Airlines
Deal found 6/13![American Airlines logo]()
$500
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 6/295:40 am
MKE
- MBJ
1 stop9h 54m
Delta
Tue 7/74:59 pm
MBJ
- MKE
1 stop6h 57m
Delta
Deal found 6/15![Delta logo]()
$521
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/26:00 am
MKE
- MBJ
1 stop8h 02m
American Airlines
Tue 7/72:36 pm
MBJ
- MKE
1 stop17h 26m
American Airlines
Deal found 6/13![American Airlines logo]()
$570
This American Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:00 am
MKE
- MBJ
1 stop8h 02m
American Airlines
Thu 7/1612:25 pm
MBJ
- MKE
1 stop9h 29m
American Airlines
Deal found 6/16![American Airlines logo]()
$575
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 7/135:02 am
MKE
- MBJ
1 stop8h 34m
American Airlines
Thu 7/163:02 pm
MBJ
- MKE
1 stop8h 42m
American Airlines
Deal found 6/18![American Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 7/145:00 am
MKE
- MBJ
2 stops10h 10m
United Airlines
Tue 7/214:12 pm
MBJ
- MKE
2 stops17h 41m
United Airlines
Deal found 6/16![United Airlines logo]()
$517
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:00 am
MKE
- MBJ
1 stop8h 02m
American Airlines
Wed 7/222:36 pm
MBJ
- MKE
1 stop17h 26m
American Airlines
Deal found 6/15![American Airlines logo]()
$565
This United Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/287:23 pm
MKE
- KIN
2 stops42h 31m
United Airlines
Tue 8/42:56 pm
KIN
- MKE
2 stops32h 38m
United Airlines
Deal found 6/14![United Airlines logo]()
$767
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/286:50 am
MKE
- KIN
1 stop13h 13m
Delta
Thu 8/69:13 am
KIN
- MKE
1 stop14h 40m
Delta
Deal found 6/14![Delta logo]()
$799
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” 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 7/295:40 am
MKE
- KIN
1 stop14h 23m
Delta
Tue 8/49:13 am
KIN
- MKE
1 stop7h 00m
Delta
Deal found 6/14![Delta logo]()
$814
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 June 18, 2026.
Search for one-way flight options from Milwaukee to Jamaica. Find affordable one-way fares based on user searches. Data last updated June 18, 2026.
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/246:20 am
MKE
- MBJ
1 stop8h 03m
American Airlines
Deal found 6/15![American Airlines logo]()
$157
This American Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 7/115:58 pm
MKE
- MBJ
2 stops19h 11m
American Airlines
Deal found 6/13![American Airlines logo]()
$163
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/227:03 am
MKE
- MBJ
1 stop8h 31m
Delta
Deal found 6/15![Delta logo]()
$187
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:49 pm
MKE
- MBJ
2 stops20h 53m
American Airlines
Deal found 6/15![American Airlines logo]()
$192
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/253:01 pm
MKE
- MBJ
2 stops20h 33m
Delta
Deal found 6/15![Delta logo]()
$193
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” 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 8/265:00 am
MKE
- MBJ
1 stop8h 12m
American Airlines
Deal found 6/15![American Airlines logo]()
$197
This American Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:48 pm
MKE
- MBJ
2 stops18h 40m
American Airlines
Deal found 6/15![American Airlines logo]()
$198
This United Airlines deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” 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 7/118:00 am
MKE
- MBJ
1 stop7h 26m
United Airlines
Deal found 6/13![United Airlines logo]()
$222
This American Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 6/287:18 am
MKE
- MBJ
1 stop8h 58m
American Airlines
Deal found 6/17![American Airlines logo]()
$246
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” 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 7/318:50 am
MKE
- MBJ
2 stops30h 36m
United Airlines
Deal found 6/16![United Airlines logo]()
$248
This United Airlines deal was found by Cheapflights users on 6/17. Clicking the “Pick Dates” 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 6/277:24 pm
MKE
- MBJ
2 stops19h 46m
United Airlines
Deal found 6/17![United Airlines logo]()
$251
This Orbitz deal was found by Cheapflights users on 6/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/149:35 am
MKE
- KIN
2 stops38h 02m
JetBlue
Deal found 6/13![JetBlue logo]()
$310
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 June 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $362 (American Airlines) |
One-way from | $157 (American Airlines) |
Popular in | March |
Cheapest in | July |
Average price | $640 |
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 2,558,603 searches. Data last updated June 18, 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 - MBJ
MKEMBJ
Milwaukee-Mitchell
Mon 8/24
6:00 pm-11:37 am
2 stops17h 37m
Montego Bay Sangster Intl
Sat 8/29
12:47 pm-10:57 pm
1 stop10h 10m
$367
MilwaukeeMontego Bay
MKE - MBJ
MKEMBJ
Milwaukee-Mitchell
Fri 8/28
6:48 pm-1:21 pm
2 stops18h 33m
Montego Bay Sangster Intl
Tue 9/1
2:37 pm-7:44 am
2 stops17h 07m
$367
MilwaukeeMontego Bay
MKE - MBJ
MKEMBJ
Milwaukee-Mitchell
Sat 10/3
5:43 pm-12:53 pm
2 stops19h 10m
Montego Bay Sangster Intl
Tue 10/13
5:00 pm-12:02 pm
2 stops19h 02m
$377
MilwaukeeMontego Bay
MKE - MBJ
MKEMBJ
Milwaukee-Mitchell
Sat 9/19
5:43 pm-4:16 pm
1 stop22h 33m
Montego Bay Sangster Intl
Sat 9/26
5:16 pm-11:07 am
2 stops17h 51m
$384
MilwaukeeMontego Bay
MKE - MBJ
MKEMBJ
Milwaukee-Mitchell
Sat 9/19
7:05 pm-11:43 am
1 stop16h 38m
Montego Bay Sangster Intl
Sat 9/26
2:40 pm-10:45 pm
1 stop8h 05m
$432
MilwaukeeMontego Bay
MKE - MBJ
MKEMBJ
Milwaukee-Mitchell
Sat 12/5
11:57 am-2:55 pm
1 stop25h 58m
Montego Bay Sangster Intl
Sat 12/12
1:55 pm-12:01 am
1 stop11h 06m
$474
MilwaukeeMontego Bay
MKE - MBJ
MKEMBJ
Milwaukee-Mitchell
Mon 7/13
6:03 pm-11:25 am
2 stops17h 22m
Montego Bay Sangster Intl
Thu 7/16
3:02 pm-11:44 pm
1 stop8h 42m
$481
MilwaukeeMontego Bay
MKE - MBJ
MKEMBJ
Milwaukee-Mitchell
Mon 6/29
5:00 am-1:31 pm
1 stop8h 31m
Montego Bay Sangster Intl
Fri 7/3
5:14 pm-12:22 pm
2 stops19h 08m
$500
Quickest round-trip
MilwaukeeMontego Bay
MKE - MBJ
MKEMBJ
Milwaukee-Mitchell
Mon 6/29
5:40 am-3:34 pm
1 stop9h 54m
Montego Bay Sangster Intl
Tue 7/7
4:59 pm-11:56 pm
1 stop6h 57m
$521
MilwaukeeMontego Bay
MKE - MBJ
MKEMBJ
Milwaukee-Mitchell
Mon 8/3
5:34 am-3:34 pm
1 stop10h 00m
Montego Bay Sangster Intl
Sat 8/8
4:59 pm-11:53 pm
1 stop6h 54m
$521
Showing 1-10 of 40 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, January is the cheapest month in which you can book a flight from Milwaukee to Jamaica (average of $352). Flying from Milwaukee to Jamaica in July is currently the most expensive (average of $516). 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 June 18, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andAmerican 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
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Boarding
8.1
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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 June 18, 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 3 airlines flying from Milwaukee to Jamaica
Discover the top 3 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 2,558,603 searches. Data last updated June 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$352 | Average$794 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$473 | Average$539 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$571 | Average$716 | FlexibilityNo cancel fee | On-time63% |