$118+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Jul 16 — Jul 231
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Milwaukee to Puerto Rico with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milwaukee to Puerto Rico
Cheapest
Best
Last-minute
One-way
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 June 16, 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 June 16, 2026.
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/138:10 pm
MKE
- SJU
1 stop10h 48m
Frontier
Sun 10/49:03 am
SJU
- MKE
1 stop11h 12m
Frontier
Deal found 6/16![Frontier logo]()
$187
This 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:10 pm
MKE
- SJU
1 stop10h 48m
Frontier
Thu 10/89:03 am
SJU
- MKE
1 stop11h 12m
Frontier
Deal found 6/16![Frontier logo]()
$205
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/234:25 pm
MKE
- SJU
1 stop6h 50m
American Airlines
Thu 8/271:38 pm
SJU
- MKE
2 stops9h 09m
American Airlines
Deal found 6/12![American Airlines logo]()
$226
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/59:05 am
MKE
- SJU
1 stop8h 00m
Southwest
Wed 9/91:45 pm
SJU
- MKE
1 stop8h 20m
Southwest
Deal found 6/11![Southwest logo]()
$276
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 10/236:15 am
MKE
- SJU
1 stop7h 29m
United Airlines
Wed 10/281:05 am
SJU
- MKE
1 stop9h 41m
United Airlines
Deal found 6/11![United Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/226:20 am
MKE
- SJU
1 stop15h 04m
American Airlines
Tue 8/2510:33 am
SJU
- MKE
2 stops13h 26m
American Airlines
Deal found 6/11![American Airlines logo]()
$316
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:50 am
MKE
- SJU
1 stop7h 10m
Southwest
Wed 9/26:00 am
SJU
- MKE
1 stop7h 00m
Southwest
Deal found 6/13![Southwest logo]()
$321
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.
Tue 9/155:30 am
MKE
- SJU
1 stop10h 01m
Delta
Mon 10/512:58 pm
SJU
- MKE
1 stop8h 54m
Delta
Deal found 6/16![Delta logo]()
$326
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/26:28 am
MKE
- SJU
2 stops14h 27m
American Airlines
Sat 9/512:55 am
SJU
- MKE
1 stop14h 31m
American Airlines
Deal found 6/12![American Airlines logo]()
$331
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.
Mon 10/58:16 pm
MKE
- SJU
1 stop16h 29m
American Airlines
Fri 10/303:50 pm
SJU
- MKE
1 stop9h 21m
American Airlines
Deal found 6/16![American Airlines logo]()
$332
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/97:00 pm
MKE
- SJU
1 stop13h 10m
Southwest
Wed 8/122:25 pm
SJU
- MKE
1 stop7h 30m
Southwest
Deal found 6/15![Southwest logo]()
$336
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.
Tue 9/225:00 am
MKE
- CPX
2 stops11h 21m
United Airlines
Wed 9/2310:48 am
CPX
- MKE
2 stops12h 51m
United Airlines
Deal found 6/15![United Airlines logo]()
$1,558
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 June 16, 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 June 16, 2026.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2311:50 am
MKE
- SJU
1 stop11h 00m
Southwest
Thu 8/2711:35 am
SJU
- MKE
2 stops9h 15m
Southwest
Deal found 6/13![Southwest logo]()
$326
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 8/237:03 am
MKE
- SJU
1 stop8h 35m
Delta
Tue 8/255:49 pm
SJU
- MKE
1 stop7h 04m
Delta
Deal found 6/16![Delta logo]()
$326
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.
Sun 9/65:00 am
MKE
- SJU
2 stops14h 38m
United Airlines
Wed 9/94:20 pm
SJU
- MKE
1 stop8h 17m
United Airlines
Deal found 6/15![United Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/1212:51 pm
MKE
- SJU
1 stop8h 38m
Delta
Tue 8/185:49 pm
SJU
- MKE
1 stop7h 04m
Delta
Deal found 6/12![Delta logo]()
$326
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
- SJU
1 stop8h 35m
Delta
Mon 8/315:49 pm
SJU
- MKE
1 stop7h 04m
Delta
Deal found 6/15![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/145:30 am
MKE
- SJU
1 stop10h 01m
Delta
Fri 10/25:41 pm
SJU
- MKE
1 stop7h 11m
Delta
Deal found 6/12![Delta logo]()
$326
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:30 pm
MKE
- SJU
2 stops9h 35m
Southwest
Sun 8/236:00 am
SJU
- MKE
1 stop8h 35m
Southwest
Deal found 6/15![Southwest logo]()
$401
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 6/3010:28 am
MKE
- SJU
1 stop9h 06m
United Airlines
Tue 7/71:00 am
SJU
- MKE
2 stops9h 53m
United Airlines
Deal found 6/12![United Airlines logo]()
$447
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.
Mon 8/106:45 am
MKE
- SJU
1 stop8h 48m
Delta
Sat 8/155:49 pm
SJU
- MKE
1 stop7h 04m
Delta
Deal found 6/14![Delta logo]()
$401
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/173:15 pm
MKE
- SJU
1 stop7h 25m
Southwest
Sat 7/256:30 am
SJU
- MKE
1 stop10h 30m
Southwest
Deal found 6/11![Southwest logo]()
$490
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/238:15 pm
MKE
- SJU
1 stop11h 45m
Southwest
Sun 7/266:05 am
SJU
- MKE
1 stop12h 40m
Southwest
Deal found 6/12![Southwest logo]()
$492
This United Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 9/225:00 am
MKE
- CPX
2 stops11h 21m
United Airlines
Wed 9/2310:48 am
CPX
- MKE
2 stops12h 51m
United Airlines
Deal found 6/12![United Airlines logo]()
$1,558
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 9/15:00 am
MKE
- CPX
2 stops11h 21m
United Airlines
Wed 9/210:48 am
CPX
- MKE
2 stops12h 51m
United Airlines
Deal found 6/11![United Airlines logo]()
$1,727
Last-minute flights from Milwaukee to Puerto RicoDiscover last-minute flight deals from Milwaukee to Puerto Rico. Data last updated June 16, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Puerto Rico. Data last updated June 16, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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.
Tue 6/308:43 am
MKE
- SJU
1 stop16h 26m
Frontier
Wed 7/86:26 pm
SJU
- MKE
1 stop14h 32m
Frontier
Deal found 6/12![Frontier logo]()
$416
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/58:43 am
MKE
- SJU
1 stop25h 33m
Frontier
Wed 7/154:08 pm
SJU
- MKE
1 stop16h 50m
Frontier
Deal found 6/14![Frontier logo]()
$436
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.
Tue 7/77:01 am
MKE
- SJU
1 stop14h 58m
American Airlines
Thu 7/167:00 am
SJU
- MKE
1 stop11h 17m
American Airlines
Deal found 6/16![American Airlines logo]()
$434
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/119:50 am
MKE
- SJU
1 stop12h 15m
Southwest
Thu 7/167:00 am
SJU
- MKE
1 stop12h 50m
Southwest
Deal found 6/13![Southwest logo]()
$420
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.
Wed 7/151:25 pm
MKE
- SJU
1 stop8h 34m
American Airlines
Wed 7/227:00 am
SJU
- MKE
1 stop11h 17m
American Airlines
Deal found 6/14![American Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/216:00 am
MKE
- SJU
1 stop15h 57m
American Airlines
Wed 7/297:00 am
SJU
- MKE
1 stop17h 44m
American Airlines
Deal found 6/12![American Airlines logo]()
$366
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:43 am
MKE
- SJU
1 stop7h 48m
Frontier
Wed 7/298:37 pm
SJU
- MKE
1 stop12h 21m
Frontier
Deal found 6/15![Frontier logo]()
$376
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:43 am
MKE
- SJU
1 stop25h 33m
Frontier
Wed 7/298:37 pm
SJU
- MKE
1 stop12h 21m
Frontier
Deal found 6/13![Frontier logo]()
$446
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:43 am
MKE
- SJU
1 stop7h 48m
Frontier
Mon 8/38:37 pm
SJU
- MKE
1 stop12h 21m
Frontier
Deal found 6/14![Frontier logo]()
$396
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.
Tue 7/287:01 am
MKE
- SJU
1 stop14h 58m
American Airlines
Mon 8/37:25 am
SJU
- MKE
1 stop15h 29m
American Airlines
Deal found 6/15![American Airlines logo]()
$406
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/306:00 am
MKE
- SJU
2 stops11h 24m
American Airlines
Thu 8/67:00 am
SJU
- MKE
1 stop17h 14m
American Airlines
Deal found 6/11![American Airlines logo]()
$409
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
- SJU
1 stop6h 47m
Delta
Tue 8/115:49 pm
SJU
- MKE
1 stop7h 04m
Delta
Deal found 6/14![Delta logo]()
$418
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 June 16, 2026.
Search for one-way flight options from Milwaukee to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated June 16, 2026.
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/1912:58 pm
MKE
- SJU
1 stop8h 26m
American Airlines
Deal found 6/11![American Airlines logo]()
$118
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 8/106:45 am
MKE
- SJU
1 stop8h 48m
Delta
Deal found 6/12![Delta logo]()
$163
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 8/76:28 am
MKE
- SJU
1 stop16h 31m
American Airlines
Deal found 6/11![American Airlines logo]()
$166
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 7/76:01 am
MKE
- SJU
1 stop16h 47m
American Airlines
Deal found 6/14![American Airlines logo]()
$188
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 8/87:50 am
MKE
- SJU
2 stops12h 34m
United Airlines
Deal found 6/15![United Airlines logo]()
$192
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/119:50 am
MKE
- SJU
1 stop12h 15m
Southwest
Deal found 6/11![Southwest logo]()
$203
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” 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 7/38:43 am
MKE
- SJU
2 stops13h 16m
American Airlines
Deal found 6/12![American Airlines logo]()
$208
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 8/234:25 pm
MKE
- SJU
2 stops19h 15m
American Airlines
Deal found 6/15![American Airlines logo]()
$210
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/168:43 am
MKE
- SJU
1 stop22h 14m
Frontier
Deal found 6/14![Frontier logo]()
$214
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/106:20 am
MKE
- CPX
2 stops10h 01m
United Airlines
Deal found 6/11![United Airlines logo]()
$779
This United Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” 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 7/117:50 am
MKE
- CPX
2 stops32h 31m
United Airlines
Deal found 6/11![United Airlines logo]()
$919
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 June 16, 2026.
Round-trip from | $187 |
|---|---|
One-way from | $118 (American Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $475 |
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 June 16, 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
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sun 8/23
11:50 am-11:50 pm
1 stop11h 00m
San Juan Luis Munoz Marin Intl
Thu 8/27
11:35 am-7:50 pm
2 stops9h 15m
$326
Quickest round-trip
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sun 8/23
7:03 am-4:38 pm
1 stop8h 35m
San Juan Luis Munoz Marin Intl
Tue 8/25
5:49 pm-11:53 pm
1 stop7h 04m
$326
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 8/12
12:51 pm-10:29 pm
1 stop8h 38m
San Juan Luis Munoz Marin Intl
Tue 8/18
5:49 pm-11:53 pm
1 stop7h 04m
$326
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 8/22
7:03 am-4:38 pm
1 stop8h 35m
San Juan Luis Munoz Marin Intl
Mon 8/31
5:49 pm-11:53 pm
1 stop7h 04m
$326
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 9/14
5:30 am-4:31 pm
1 stop10h 01m
San Juan Luis Munoz Marin Intl
Fri 10/2
5:41 pm-11:52 pm
1 stop7h 11m
$326
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Thu 8/20
12:30 pm-11:05 pm
2 stops9h 35m
San Juan Luis Munoz Marin Intl
Sun 8/23
6:00 am-1:35 pm
1 stop8h 35m
$401
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 8/10
6:45 am-4:33 pm
1 stop8h 48m
San Juan Luis Munoz Marin Intl
Sat 8/15
5:49 pm-11:53 pm
1 stop7h 04m
$401
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sun 9/6
5:00 am-8:38 pm
2 stops14h 38m
San Juan Luis Munoz Marin Intl
Wed 9/9
4:20 pm-11:37 pm
1 stop8h 17m
$416
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 6/30
10:28 am-8:34 pm
1 stop9h 06m
San Juan Luis Munoz Marin Intl
Tue 7/7
1:00 am-9:53 am
2 stops9h 53m
$447
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Fri 7/17
3:15 pm-11:40 pm
1 stop7h 25m
San Juan Luis Munoz Marin Intl
Sat 7/25
6:30 am-4:00 pm
1 stop10h 30m
$490
Showing 1-10 of 23 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
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 $326). 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.
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 52 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.
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 June 16, 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.
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Overall
7.9
Food
7.0
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 Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Milwaukee to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Milwaukee to Puerto Rico by cabin class
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 June 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Milwaukee to Puerto Rico
Discover the top 5 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 June 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$117 | Average$423 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$390 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$235 | Average$461 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$491 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$316 | Average$488 | FlexibilityNo cancel fee | On-time63% |