$107+ Cheap flights from Puerto Rico to Milwaukee (MKE)
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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Mar 23 — Mar 301
1 adult, Economy
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Find cheap flights from Puerto Rico to Milwaukee 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
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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 Puerto Rico to Milwaukee
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Cheapest flights from Puerto Rico to MilwaukeeExplore the most affordable flight options available from Puerto Rico to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2026.
Explore the most affordable flight options available from Puerto Rico to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 21, 2026.
This Priceline deal was found by Cheapflights users on 2/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:00 am
SJU
- MKE
1 stop26h 38m
Frontier
Mon 5/117:42 pm
MKE
- SJU
1 stop16h 17m
Frontier
Deal found 2/18![Frontier logo]()
$202
This Priceline deal was found by Cheapflights users on 2/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:30 am
SJU
- MKE
1 stop12h 20m
Frontier
Tue 3/176:35 pm
MKE
- SJU
1 stop6h 28m
Frontier
Deal found 2/18![Frontier logo]()
$223
This Priceline deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 3/163:08 am
SJU
- MKE
1 stop15h 42m
Frontier
Mon 3/238:20 pm
MKE
- SJU
1 stop28h 43m
Frontier
Deal found 2/20![Frontier logo]()
$242
This Priceline deal was found by Cheapflights users on 2/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:53 am
SJU
- MKE
1 stop7h 50m
Frontier
Sun 3/16:39 pm
MKE
- SJU
1 stop13h 30m
Frontier
Deal found 2/17![Frontier logo]()
$244
This Priceline deal was found by Cheapflights users on 2/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:53 am
SJU
- MKE
1 stop13h 51m
Frontier
Sun 3/89:01 pm
MKE
- SJU
1 stop10h 53m
Frontier
Deal found 2/17![Frontier logo]()
$249
This Delta deal was found by Cheapflights users on 2/16. 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.
Wed 4/157:30 am
SJU
- MKE
1 stop7h 22m
Delta
Wed 4/297:10 am
MKE
- SJU
1 stop8h 21m
Delta
Deal found 2/16![Delta logo]()
$266
This American Airlines deal was found by Cheapflights users on 2/16. 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 4/151:31 pm
SJU
- MKE
2 stops10h 26m
American Airlines
Wed 4/291:10 pm
MKE
- SJU
1 stop7h 55m
American Airlines
Deal found 2/16![American Airlines logo]()
$270
This Expedia deal was found by Cheapflights users on 2/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:30 am
SJU
- MKE
1 stop14h 36m
Frontier
Sun 3/157:44 pm
MKE
- SJU
1 stop29h 29m
Frontier
Deal found 2/16![Frontier logo]()
$276
This United Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 5/11:00 am
SJU
- MKE
2 stops9h 45m
United Airlines
Mon 5/115:55 am
MKE
- SJU
1 stop7h 49m
United Airlines
Deal found 2/20![United Airlines logo]()
$282
This Southwest deal was found by Cheapflights users on 2/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:20 am
SJU
- MKE
1 stop10h 10m
Southwest
Mon 6/158:15 pm
MKE
- SJU
1 stop11h 45m
Southwest
Deal found 2/18![Southwest logo]()
$286
This United Airlines deal was found by Cheapflights users on 2/17. 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.
Fri 3/610:30 am
CPX
- MKE
2 stops30h 28m
United Airlines
Mon 3/95:00 am
MKE
- CPX
2 stops10h 13m
United Airlines
Deal found 2/17![United Airlines logo]()
$2,619
Best flights from Puerto Rico to MilwaukeeDiscover carefully curated flight deals from Puerto Rico to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 21, 2026.
Discover carefully curated flight deals from Puerto Rico to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 21, 2026.
This Priceline deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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.
Fri 2/273:53 am
SJU
- MKE
1 stop16h 59m
Frontier
Mon 3/28:11 pm
MKE
- SJU
1 stop28h 42m
Frontier
Deal found 2/19![Frontier logo]()
$244
This Delta deal was found by Cheapflights users on 2/16. 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.
Wed 4/157:30 am
SJU
- MKE
1 stop7h 22m
Delta
Wed 4/297:10 am
MKE
- SJU
1 stop8h 21m
Delta
Deal found 2/16![Delta logo]()
$266
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Wed 4/157:25 am
SJU
- MKE
1 stop16h 32m
American Airlines
Wed 4/296:00 am
MKE
- SJU
1 stop15h 05m
American Airlines
Deal found 2/18![American Airlines logo]()
$271
This Southwest deal was found by Cheapflights users on 2/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:35 am
SJU
- MKE
1 stop7h 35m
Southwest
Mon 4/273:30 pm
MKE
- SJU
1 stop7h 10m
Southwest
Deal found 2/17![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 2/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/242:45 pm
SJU
- MKE
1 stop6h 50m
Delta
Mon 4/275:30 am
MKE
- SJU
1 stop9h 53m
Delta
Deal found 2/17![Delta logo]()
$266
This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/233:53 am
SJU
- MKE
1 stop13h 51m
Frontier
Tue 3/176:35 pm
MKE
- SJU
1 stop6h 28m
Frontier
Deal found 2/18![Frontier logo]()
$288
This Delta deal was found by Cheapflights users on 2/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/712:50 pm
SJU
- MKE
1 stop9h 12m
Delta
Tue 5/127:00 am
MKE
- SJU
1 stop8h 15m
Delta
Deal found 2/17![Delta logo]()
$266
This Travelocity deal was found by Cheapflights users on 2/18. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:25 pm
SJU
- MKE
1 stop24h 19m
Frontier
Fri 3/65:47 pm
MKE
- SJU
1 stop24h 19m
Frontier
Deal found 2/18![Frontier logo]()
$290
This Delta deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 5/1412:50 pm
SJU
- MKE
1 stop9h 12m
Delta
Mon 5/182:55 pm
MKE
- SJU
1 stop6h 22m
Delta
Deal found 2/19![Delta logo]()
$286
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 3/610:30 am
CPX
- MKE
2 stops30h 28m
United Airlines
Mon 3/95:00 am
MKE
- CPX
2 stops10h 13m
United Airlines
Deal found 2/19![United Airlines logo]()
$2,619
Last-minute flights from Puerto Rico to MilwaukeeDiscover last-minute flight deals from Puerto Rico to Milwaukee. Data last updated February 21, 2026 and is based on user searches.
Discover last-minute flight deals from Puerto Rico to Milwaukee. Data last updated February 21, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/233:53 am
SJU
- MKE
1 stop13h 51m
Frontier
Tue 3/176:35 pm
MKE
- SJU
1 stop6h 28m
Frontier
Deal found 2/18![Frontier logo]()
$288
This Priceline deal was found by Cheapflights users on 2/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:53 am
SJU
- MKE
1 stop7h 50m
Frontier
Sun 3/16:39 pm
MKE
- SJU
1 stop13h 30m
Frontier
Deal found 2/17![Frontier logo]()
$244
This Priceline deal was found by Cheapflights users on 2/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/33:53 am
SJU
- MKE
1 stop13h 51m
Frontier
Sun 3/89:01 pm
MKE
- SJU
1 stop10h 53m
Frontier
Deal found 2/17![Frontier logo]()
$249
This Travelocity deal was found by Cheapflights users on 2/18. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:25 pm
SJU
- MKE
1 stop24h 19m
Frontier
Fri 3/65:47 pm
MKE
- SJU
1 stop24h 19m
Frontier
Deal found 2/18![Frontier logo]()
$290
This Travelocity deal was found by Cheapflights users on 2/17. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/35:25 pm
SJU
- MKE
1 stop24h 19m
Frontier
Sat 3/75:47 pm
MKE
- SJU
1 stop17h 04m
Frontier
Deal found 2/17![Frontier logo]()
$310
This Travelocity deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/65:30 am
SJU
- MKE
1 stop13h 32m
Frontier
Sun 3/89:01 pm
MKE
- SJU
1 stop10h 53m
Frontier
Deal found 2/20![Frontier logo]()
$296
This United Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 3/610:30 am
CPX
- MKE
2 stops30h 28m
United Airlines
Mon 3/95:00 am
MKE
- CPX
2 stops10h 13m
United Airlines
Deal found 2/19![United Airlines logo]()
$2,619
This Priceline deal was found by Cheapflights users on 2/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:30 am
SJU
- MKE
1 stop12h 20m
Frontier
Tue 3/176:35 pm
MKE
- SJU
1 stop6h 28m
Frontier
Deal found 2/18![Frontier logo]()
$223
This Expedia deal was found by Cheapflights users on 2/16. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/136:30 am
SJU
- MKE
1 stop14h 36m
Frontier
Sun 3/157:44 pm
MKE
- SJU
1 stop29h 29m
Frontier
Deal found 2/16![Frontier logo]()
$276
This CheapOair deal was found by Cheapflights users on 2/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:30 am
SJU
- MKE
1 stop30h 11m
Frontier
Thu 3/199:01 pm
MKE
- SJU
1 stop10h 53m
Frontier
Deal found 2/18![Frontier logo]()
$305
This Priceline deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 3/163:08 am
SJU
- MKE
1 stop15h 42m
Frontier
Mon 3/238:20 pm
MKE
- SJU
1 stop28h 43m
Frontier
Deal found 2/20![Frontier logo]()
$242
This Frontier deal was found by Cheapflights users on 2/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/166:30 am
SJU
- MKE
1 stop14h 05m
Frontier
Thu 3/199:01 pm
MKE
- SJU
1 stop10h 53m
Frontier
Deal found 2/18![Frontier logo]()
$316
One-way flights from Puerto Rico to MilwaukeeSearch for one-way flight options from Puerto Rico to Milwaukee. Find affordable one-way fares based on user searches. Data last updated February 21, 2026.
Search for one-way flight options from Puerto Rico to Milwaukee. Find affordable one-way fares based on user searches. Data last updated February 21, 2026.
This Expedia deal was found by Cheapflights users on 2/17. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/174:11 pm
SJU
- MKE
1 stop27h 47m
Frontier
Deal found 2/17![Frontier logo]()
$107
This OneTravel deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/103:08 am
SJU
- MKE
1 stop15h 42m
Frontier
Deal found 2/20![Frontier logo]()
$111
This Priceline deal was found by Cheapflights users on 2/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1212:07 pm
SJU
- MKE
1 stop8h 59m
Frontier
Deal found 2/18![Frontier logo]()
$120
This CheapOair deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” 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 4/196:30 am
SJU
- MKE
1 stop29h 56m
Frontier
Deal found 2/20![Frontier logo]()
$121
This Travelocity deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/243:53 am
SJU
- MKE
1 stop13h 51m
Frontier
Deal found 2/19![Frontier logo]()
$127
This Priceline deal was found by Cheapflights users on 2/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/188:00 am
SJU
- MKE
1 stop25h 38m
Frontier
Deal found 2/18![Frontier logo]()
$128
This American Airlines deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” 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 4/233:19 pm
SJU
- MKE
1 stop7h 22m
American Airlines
Deal found 2/19![American Airlines logo]()
$133
This Travelocity deal was found by Cheapflights users on 2/18. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/156:30 am
SJU
- MKE
1 stop30h 11m
Frontier
Deal found 2/18![Frontier logo]()
$144
This Priceline deal was found by Cheapflights users on 2/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:57 am
SJU
- MKE
1 stop9h 45m
Frontier
Deal found 2/18![Frontier logo]()
$148
This Frontier deal was found by Cheapflights users on 2/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/163:08 am
SJU
- MKE
1 stop9h 00m
Frontier
Deal found 2/17![Frontier logo]()
$158
Find flight deals from Puerto Rico to Milwaukee
Keep the following information in mind while searching for Puerto Rico to Milwaukee flight deals. Data was last updated February 21, 2026.
Round-trip from | $202 (Priceline) |
|---|---|
One-way from | $107 (Expedia) |
Popular in | August |
Cheapest in | January |
Average price | $279 |
Cheapflights Fare Finder
Customize your flight search to find flights from Puerto Rico to Milwaukee 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 February 21, 2026.
Use the filters below to find and compare flights from Puerto Rico to Milwaukee that are best for you.
Fly from
Puerto Rico
Fly to
Milwaukee
Route
Depart
Return
Price
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Fri 2/27
3:53 am-6:52 pm
1 stop16h 59m
Milwaukee-Mitchell
Mon 3/2
8:11 pm-2:53 am
1 stop28h 42m
$244
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Wed 4/15
7:30 am-1:52 pm
1 stop7h 22m
Milwaukee-Mitchell
Wed 4/29
7:10 am-4:31 pm
1 stop8h 21m
$266
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Fri 4/24
2:45 pm-8:35 pm
1 stop6h 50m
Milwaukee-Mitchell
Mon 4/27
5:30 am-4:23 pm
1 stop9h 53m
$266
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 5/7
12:50 pm-9:02 pm
1 stop9h 12m
Milwaukee-Mitchell
Tue 5/12
7:00 am-4:15 pm
1 stop8h 15m
$266
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Wed 4/15
7:25 am-10:57 pm
1 stop16h 32m
Milwaukee-Mitchell
Wed 4/29
6:00 am-10:05 pm
1 stop15h 05m
$271
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Thu 5/14
12:50 pm-9:02 pm
1 stop9h 12m
Milwaukee-Mitchell
Mon 5/18
2:55 pm-10:17 pm
1 stop6h 22m
$286
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Mon 2/23
3:53 am-3:44 pm
1 stop13h 51m
Milwaukee-Mitchell
Tue 3/17
6:35 pm-2:03 am
1 stop6h 28m
$288
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Tue 3/3
5:25 pm-3:44 pm
1 stop24h 19m
Milwaukee-Mitchell
Fri 3/6
5:47 pm-8:06 pm
1 stop24h 19m
$290
San JuanMilwaukee
SJU - MKE
SJUMKE
San Juan Luis Munoz Marin Intl
Fri 4/24
5:35 am-12:10 pm
1 stop7h 35m
Milwaukee-Mitchell
Mon 4/27
3:30 pm-11:40 pm
1 stop7h 10m
$315
CulebraMilwaukee
CPX - MKE
CPXMKE
Culebra
Fri 3/6
10:30 am-2:58 pm
2 stops30h 28m
Milwaukee-Mitchell
Mon 3/9
5:00 am-4:13 pm
2 stops10h 13m
$2,619
Showing 1-10 of 21 results
Best time to book a flight from Puerto Rico to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from Puerto Rico with our price prediction graph.
SJU-MKE
CPX-MKE
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 Puerto Rico to Milwaukee
PR0-MKE
SJU-MKE
CPX-MKE
What is the cheapest month to book a flight from Puerto Rico to Milwaukee?
Currently, January is the cheapest month in which you can book a flight from Puerto Rico to Milwaukee (average of $111). Flying from Puerto Rico to Milwaukee in June is currently the most expensive (average of $154). 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 Milwaukee
Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated February 21, 2026.
Read through reviews of airlines operating flights from Puerto Rico to Milwaukee, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Puerto Rico to Milwaukee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsSheboygan
New Berlin
Oak Creek
Wauwatosa
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Alternative routes for Puerto Rico to Milwaukee
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Complete your trip
Complete your trip to Milwaukee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Puerto Rico to Milwaukee by cabin class
Find flights from Puerto Rico to Milwaukee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 21, 2026.
Puerto Rico and Milwaukee flights
Browse other Puerto Rico and Milwaukee flight options. Last updated on February 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Puerto Rico to Milwaukee
Discover the top 5 airlines that operate flights from Puerto Rico to Milwaukee. 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 February 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$379 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$140 | Average$299 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$215 | Average$356 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$235 | Average$395 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$256 | Average$399 | FlexibilityNo cancel fee | On-time63% |