$128+ Cheap flights from Milwaukee (MKE) to Puerto Rico
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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Jun 3 — Jun 101
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Puerto Rico with Cheapflights
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Cheapest flights from Milwaukee to Puerto RicoExplore the most affordable flight options available from Milwaukee to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.
Explore the most affordable flight options available from Milwaukee to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 4, 2026.
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:46 am
MKE
- SJU
1 stop22h 18m
Frontier
Sun 5/243:03 am
SJU
- MKE
1 stop29h 58m
Frontier
Deal found 4/30![Frontier logo]()
$321
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:55 pm
MKE
- SJU
1 stop7h 20m
Southwest
Mon 8/315:30 am
SJU
- MKE
1 stop7h 25m
Southwest
Deal found 4/29![Southwest logo]()
$326
This American Airlines deal was found by Cheapflights users on 4/30. 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 8/126:16 am
MKE
- SJU
2 stops11h 08m
American Airlines
Tue 8/186:51 am
SJU
- MKE
1 stop17h 32m
American Airlines
Deal found 4/30![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 6/16:00 am
MKE
- SJU
1 stop16h 01m
American Airlines
Sat 6/66:21 am
SJU
- MKE
1 stop18h 26m
American Airlines
Deal found 4/30![American Airlines logo]()
$332
This Priceline deal was found by Cheapflights users on 4/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:21 pm
MKE
- SJU
1 stop23h 54m
Frontier
Sat 5/93:03 am
SJU
- MKE
1 stop6h 58m
Frontier
Deal found 4/29![Frontier logo]()
$336
This Priceline deal was found by Cheapflights users on 4/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/118:43 am
MKE
- SJU
1 stop27h 33m
Frontier
Wed 6/176:05 pm
SJU
- MKE
1 stop14h 53m
Frontier
Deal found 4/29![Frontier logo]()
$340
This CheapOair deal was found by Cheapflights users on 4/30. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/168:43 am
MKE
- SJU
1 stop16h 26m
Frontier
Sun 6/213:06 am
SJU
- MKE
1 stop29h 52m
Frontier
Deal found 4/30![Frontier logo]()
$342
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/129:56 am
MKE
- SJU
1 stop15h 12m
Frontier
Sat 5/163:33 pm
SJU
- MKE
1 stop18h 28m
Frontier
Deal found 4/29![Frontier logo]()
$347
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:46 am
MKE
- SJU
1 stop16h 22m
Frontier
Sat 6/68:13 pm
SJU
- MKE
1 stop12h 48m
Frontier
Deal found 4/29![Frontier logo]()
$350
This Delta deal was found by Cheapflights users on 4/29. 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 7/2012:58 pm
MKE
- SJU
1 stop6h 47m
Delta
Thu 7/305:56 pm
SJU
- MKE
1 stop7h 00m
Delta
Deal found 4/29![Delta logo]()
$362
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/135:00 am
MKE
- CPX
2 stops10h 21m
United Airlines
Fri 1/810:48 am
CPX
- MKE
2 stops14h 39m
United Airlines
Deal found 5/3![United Airlines logo]()
$1,708
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/135:00 am
MKE
- CPX
2 stops10h 21m
United Airlines
Sun 1/1010:48 am
CPX
- MKE
2 stops36h 35m
United Airlines
Deal found 5/3![United Airlines logo]()
$1,819
Best flights from Milwaukee to Puerto RicoDiscover carefully curated flight deals from Milwaukee to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 4, 2026.
Discover carefully curated flight deals from Milwaukee to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 4, 2026.
This Delta deal was found by Cheapflights users on 4/29. 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 7/2312:58 pm
MKE
- SJU
1 stop6h 47m
Delta
Tue 8/412:56 pm
SJU
- MKE
1 stop7h 19m
Delta
Deal found 4/29![Delta logo]()
$362
This Southwest deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/309:35 am
MKE
- SJU
1 stop12h 10m
Southwest
Fri 7/1010:20 pm
SJU
- MKE
1 stop11h 50m
Southwest
Deal found 5/4![Southwest logo]()
$398
This Southwest deal was found by Cheapflights users on 4/30. 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.
Wed 7/19:25 am
MKE
- SJU
1 stop13h 20m
Southwest
Sat 7/119:25 pm
SJU
- MKE
1 stop12h 30m
Southwest
Deal found 4/30![Southwest logo]()
$423
This Southwest deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:45 am
MKE
- SJU
1 stop12h 00m
Southwest
Mon 7/2710:20 pm
SJU
- MKE
1 stop11h 30m
Southwest
Deal found 5/1![Southwest logo]()
$423
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/910:22 am
MKE
- SJU
1 stop9h 08m
Delta
Sat 5/167:30 am
SJU
- MKE
1 stop7h 16m
Delta
Deal found 5/4![Delta logo]()
$510
This Southwest deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/139:50 am
MKE
- SJU
1 stop12h 10m
Southwest
Mon 6/2210:20 pm
SJU
- MKE
1 stop11h 30m
Southwest
Deal found 5/1![Southwest logo]()
$448
This Delta deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:43 pm
MKE
- SJU
1 stop8h 34m
Delta
Tue 5/196:15 am
SJU
- MKE
1 stop8h 31m
Delta
Deal found 5/2![Delta logo]()
$510
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:43 pm
MKE
- SJU
1 stop8h 34m
Delta
Sun 5/106:15 am
SJU
- MKE
1 stop8h 31m
Delta
Deal found 5/3![Delta logo]()
$510
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/183:15 pm
MKE
- SJU
1 stop7h 20m
Southwest
Mon 6/2210:20 pm
SJU
- MKE
1 stop11h 30m
Southwest
Deal found 4/29![Southwest logo]()
$469
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/105:23 am
MKE
- SJU
1 stop7h 15m
Delta
Sat 5/164:10 pm
SJU
- MKE
1 stop7h 45m
Delta
Deal found 5/4![Delta logo]()
$510
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/177:45 am
MKE
- SJU
2 stops9h 40m
Southwest
Mon 6/2210:20 pm
SJU
- MKE
1 stop11h 30m
Southwest
Deal found 4/29![Southwest logo]()
$488
This Southwest deal was found by Cheapflights users on 4/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/99:25 am
MKE
- SJU
1 stop13h 20m
Southwest
Sun 6/144:20 pm
SJU
- MKE
1 stop7h 20m
Southwest
Deal found 4/29![Southwest logo]()
$509
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/216:20 am
MKE
- CPX
2 stops10h 01m
United Airlines
Tue 6/2310:48 am
CPX
- MKE
2 stops13h 46m
United Airlines
Deal found 5/3![United Airlines logo]()
$1,708
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/163:12 pm
MKE
- CPX
2 stops25h 09m
United Airlines
Tue 6/2310:48 am
CPX
- MKE
2 stops13h 46m
United Airlines
Deal found 5/3![United Airlines logo]()
$1,824
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/208:50 am
MKE
- CPX
2 stops31h 31m
United Airlines
Tue 6/2310:48 am
CPX
- MKE
2 stops13h 46m
United Airlines
Deal found 5/3![United Airlines logo]()
$1,843
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1911:55 am
MKE
- CPX
2 stops28h 26m
United Airlines
Wed 6/2410:48 am
CPX
- MKE
2 stops13h 46m
United Airlines
Deal found 5/3![United Airlines logo]()
$2,012
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/206:20 am
MKE
- CPX
2 stops10h 01m
United Airlines
Sun 6/2110:48 am
CPX
- MKE
2 stops13h 46m
United Airlines
Deal found 5/3![United Airlines logo]()
$2,046
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/186:20 am
MKE
- CPX
2 stops10h 01m
United Airlines
Fri 6/1910:48 am
CPX
- MKE
2 stops13h 46m
United Airlines
Deal found 5/3![United Airlines logo]()
$2,427
Last-minute flights from Milwaukee to Puerto RicoDiscover last-minute flight deals from Milwaukee to Puerto Rico. Data last updated May 4, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Puerto Rico. Data last updated May 4, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 4/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:21 pm
MKE
- SJU
1 stop23h 54m
Frontier
Sat 5/93:03 am
SJU
- MKE
1 stop6h 58m
Frontier
Deal found 4/29![Frontier logo]()
$336
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/129:56 am
MKE
- SJU
1 stop15h 12m
Frontier
Sat 5/163:33 pm
SJU
- MKE
1 stop18h 28m
Frontier
Deal found 4/29![Frontier logo]()
$347
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/179:56 am
MKE
- SJU
1 stop15h 12m
Frontier
Sat 5/303:58 pm
SJU
- MKE
1 stop17h 03m
Frontier
Deal found 4/29![Frontier logo]()
$365
This CheapOair deal was found by Cheapflights users on 4/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/179:56 am
MKE
- SJU
1 stop15h 12m
Multiple Airlines
Fri 5/225:01 am
SJU
- MKE
1 stop27h 50m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$388
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/218:46 am
MKE
- SJU
1 stop22h 18m
Frontier
Sun 5/243:03 am
SJU
- MKE
1 stop29h 58m
Frontier
Deal found 4/30![Frontier logo]()
$321
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/267:00 am
MKE
- SJU
1 stop14h 45m
American Airlines
Wed 6/32:56 pm
SJU
- MKE
2 stops10h 03m
American Airlines
Deal found 5/2![American Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/278:12 am
MKE
- SJU
2 stops13h 33m
American Airlines
Thu 6/46:21 am
SJU
- MKE
1 stop18h 26m
American Airlines
Deal found 5/3![American Airlines logo]()
$378
This CheapOair deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:46 am
MKE
- SJU
1 stop16h 22m
Frontier
Sat 6/68:13 pm
SJU
- MKE
1 stop12h 48m
Frontier
Deal found 5/1![Frontier logo]()
$326
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/286:00 am
MKE
- SJU
1 stop16h 01m
American Airlines
Thu 6/46:21 am
SJU
- MKE
1 stop18h 26m
American Airlines
Deal found 4/29![American Airlines logo]()
$362
One-way flights from Milwaukee to Puerto RicoSearch for one-way flight options from Milwaukee to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
Search for one-way flight options from Milwaukee to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated May 4, 2026.
This Priceline deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/179:56 am
MKE
- SJU
1 stop15h 12m
Frontier
Deal found 5/1![Frontier logo]()
$128
This Orbitz deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/129:56 am
MKE
- SJU
1 stop11h 47m
Frontier
Deal found 5/2![Frontier logo]()
$132
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/168:43 am
MKE
- SJU
1 stop7h 53m
Frontier
Deal found 4/30![Frontier logo]()
$138
This CheapOair deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:43 am
MKE
- SJU
1 stop16h 28m
Frontier
Deal found 5/1![Frontier logo]()
$144
This American Airlines deal was found by Cheapflights users on 4/30. 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 7/116:00 am
MKE
- SJU
1 stop16h 21m
American Airlines
Deal found 4/30![American Airlines logo]()
$163
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/308:12 am
MKE
- SJU
2 stops13h 33m
American Airlines
Deal found 4/30![American Airlines logo]()
$166
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/278:12 am
MKE
- SJU
2 stops13h 33m
American Airlines
Deal found 4/30![American Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:46 am
MKE
- SJU
2 stops42h 15m
Frontier
Deal found 4/29![Frontier logo]()
$177
This Priceline deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/78:46 am
MKE
- SJU
1 stop16h 22m
Frontier
Deal found 5/2![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Tue 6/28:46 am
MKE
- SJU
2 stops38h 13m
Frontier
Deal found 4/30![Frontier logo]()
$186
Find flight deals from Milwaukee to Puerto Rico
Keep the following information in mind while searching for Milwaukee to Puerto Rico flight deals. Data was last updated May 4, 2026.
Round-trip from | $321 (Priceline) |
|---|---|
One-way from | $128 (Priceline) |
Popular in | December |
Cheapest in | September |
Average price | $413 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee to Puerto Rico that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 4, 2026.
Use the filters below to find and compare flights from Milwaukee to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Thu 7/23
12:58 pm-8:45 pm
1 stop6h 47m
San Juan Luis Munoz Marin Intl
Tue 8/4
12:56 pm-7:15 pm
1 stop7h 19m
$362
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 6/30
9:35 am-10:45 pm
1 stop12h 10m
San Juan Luis Munoz Marin Intl
Fri 7/10
10:20 pm-9:10 am
1 stop11h 50m
$398
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 7/1
9:25 am-11:45 pm
1 stop13h 20m
San Juan Luis Munoz Marin Intl
Sat 7/11
9:25 pm-8:55 am
1 stop12h 30m
$423
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 7/22
6:45 am-7:45 pm
1 stop12h 00m
San Juan Luis Munoz Marin Intl
Mon 7/27
10:20 pm-8:50 am
1 stop11h 30m
$423
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 6/13
9:50 am-11:00 pm
1 stop12h 10m
San Juan Luis Munoz Marin Intl
Mon 6/22
10:20 pm-8:50 am
1 stop11h 30m
$448
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Thu 6/18
3:15 pm-11:35 pm
1 stop7h 20m
San Juan Luis Munoz Marin Intl
Mon 6/22
10:20 pm-8:50 am
1 stop11h 30m
$469
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 6/17
7:45 am-6:25 pm
2 stops9h 40m
San Juan Luis Munoz Marin Intl
Mon 6/22
10:20 pm-8:50 am
1 stop11h 30m
$488
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 6/9
9:25 am-11:45 pm
1 stop13h 20m
San Juan Luis Munoz Marin Intl
Sun 6/14
4:20 pm-10:40 pm
1 stop7h 20m
$509
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 5/9
10:22 am-8:30 pm
1 stop9h 08m
San Juan Luis Munoz Marin Intl
Sat 5/16
7:30 am-1:46 pm
1 stop7h 16m
$510
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Fri 5/15
12:43 pm-10:17 pm
1 stop8h 34m
San Juan Luis Munoz Marin Intl
Tue 5/19
6:15 am-1:46 pm
1 stop8h 31m
$510
Showing 1-10 of 29 resultsSorted by cheapest first
Best time to book a flight from Milwaukee to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Milwaukee with our price prediction graph.
MKE-SJU
MKE-CPX
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 Puerto Rico
MKE-PR0
MKE-SJU
MKE-CPX
How far ahead should I book a flight from Milwaukee to Puerto Rico?
To ensure you get the cheapest price possible for a flight from Milwaukee to Puerto Rico, you should look to book at least 42 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Milwaukee to Puerto Rico?
Currently, January is the cheapest month in which you can book a flight from Milwaukee to Puerto Rico (average of $90). Flying from Milwaukee to Puerto Rico in June is currently the most expensive (average of $344). 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 Puerto Rico
Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated May 4, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Milwaukee to Puerto Rico to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to Puerto Rico. 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 Puerto Rico
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Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Milwaukee to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and Puerto Rico flights
Browse other Milwaukee and Puerto Rico flight options. Last updated on May 4, 2026.
Popular flight searches
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Top 6 airlines flying from Milwaukee to Puerto Rico
Discover the top 6 airlines that operate flights from Milwaukee to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$375 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$117 | Average$423 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$202 | Average$464 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$219 | Average$366 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$256 | Average$485 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$315 | Average$480 | FlexibilityNo cancel fee | On-time63% |