$111+ 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Apr 15 — Apr 221
Round-trip
1 adult, Economy
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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
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Last-minute
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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 March 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 March 16, 2026.
This United Airlines deal was found by Cheapflights users on 3/11. 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 4/1110:45 am
MKE
- SJU
1 stop8h 49m
United Airlines
Thu 4/161:00 am
SJU
- MKE
1 stop10h 10m
United Airlines
Deal found 3/11![United Airlines logo]()
$288
This CheapOair deal was found by Cheapflights users on 3/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:53 pm
MKE
- SJU
1 stop26h 36m
Frontier
Wed 4/226:30 am
SJU
- MKE
1 stop29h 56m
Frontier
Deal found 3/12![Frontier logo]()
$293
This United Airlines deal was found by Cheapflights users on 3/15. 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.
Mon 4/2010:45 am
MKE
- SJU
2 stops9h 39m
United Airlines
Wed 4/291:00 am
SJU
- MKE
2 stops9h 45m
United Airlines
Deal found 3/15![United Airlines logo]()
$298
This Frontier deal was found by Cheapflights users on 3/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:32 pm
MKE
- SJU
1 stop7h 20m
Frontier
Wed 4/153:21 am
SJU
- MKE
1 stop9h 05m
Frontier
Deal found 3/12![Frontier logo]()
$299
This CheapOair deal was found by Cheapflights users on 3/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/299:01 pm
MKE
- SJU
1 stop10h 53m
Frontier
Wed 4/1510:54 am
SJU
- MKE
1 stop25h 32m
Frontier
Deal found 3/15![Frontier logo]()
$300
This Delta deal was found by Cheapflights users on 3/12. 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.
Sat 5/1612:40 pm
MKE
- SJU
1 stop9h 55m
Delta
Thu 5/217:30 am
SJU
- MKE
1 stop11h 00m
Delta
Deal found 3/12![Delta logo]()
$301
This American Airlines deal was found by Cheapflights users on 3/14. 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.
Sat 8/2212:37 pm
MKE
- SJU
1 stop10h 04m
American Airlines
Fri 8/282:25 pm
SJU
- MKE
1 stop10h 22m
American Airlines
Deal found 3/14![American Airlines logo]()
$306
This Flightnetwork deal was found by Cheapflights users on 3/12. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/108:46 am
MKE
- SJU
1 stop7h 28m
Frontier
Sun 5/103:03 am
SJU
- MKE
1 stop29h 58m
Frontier
Deal found 3/12![Frontier logo]()
$307
This United Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/119:43 am
MKE
- SJU
2 stops10h 41m
United Airlines
Fri 4/171:00 am
SJU
- MKE
1 stop10h 15m
United Airlines
Deal found 3/14![United Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 3/12. 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 9/96:22 am
MKE
- SJU
2 stops10h 48m
American Airlines
Wed 9/1612:05 pm
SJU
- MKE
2 stops12h 13m
American Airlines
Deal found 3/12![American Airlines logo]()
$311
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Sat 9/266:00 am
MKE
- CPX
2 stops10h 21m
United Airlines
Wed 9/3010:48 am
CPX
- MKE
2 stops24h 18m
United Airlines
Deal found 3/12![United Airlines logo]()
$1,736
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 March 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 March 16, 2026.
This Southwest deal was found by Cheapflights users on 3/12. 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.
Mon 5/43:30 pm
MKE
- SJU
1 stop7h 10m
Southwest
Sat 5/95:15 am
SJU
- MKE
1 stop7h 45m
Southwest
Deal found 3/12![Southwest logo]()
$298
This United Airlines deal was found by Cheapflights users on 3/12. 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 5/59:37 am
MKE
- SJU
1 stop9h 57m
United Airlines
Wed 5/133:56 pm
SJU
- MKE
1 stop9h 03m
United Airlines
Deal found 3/12![United Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 3/14. 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.
Sat 4/182:48 pm
MKE
- SJU
1 stop7h 24m
Delta
Wed 4/226:15 am
SJU
- MKE
1 stop11h 09m
Delta
Deal found 3/14![Delta logo]()
$352
This Southwest deal was found by Cheapflights users on 3/15. 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.
Sat 7/182:35 pm
MKE
- SJU
1 stop8h 20m
Southwest
Wed 7/226:00 am
SJU
- MKE
1 stop12h 45m
Southwest
Deal found 3/15![Southwest logo]()
$316
This United Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1312:13 pm
MKE
- SJU
1 stop7h 21m
United Airlines
Wed 4/151:00 am
SJU
- MKE
2 stops10h 00m
United Airlines
Deal found 3/14![United Airlines logo]()
$340
This Southwest deal was found by Cheapflights users on 3/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:40 pm
MKE
- SJU
1 stop10h 15m
Southwest
Thu 6/43:55 pm
SJU
- MKE
2 stops8h 55m
Southwest
Deal found 3/14![Southwest logo]()
$384
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Sat 4/119:43 am
MKE
- SJU
2 stops10h 41m
United Airlines
Tue 4/141:00 am
SJU
- MKE
2 stops10h 00m
United Airlines
Deal found 3/12![United Airlines logo]()
$419
This United Airlines deal was found by Cheapflights users on 3/11. 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 5/129:37 am
MKE
- SJU
2 stops13h 13m
United Airlines
Wed 5/203:56 pm
SJU
- MKE
1 stop9h 03m
United Airlines
Deal found 3/11![United Airlines logo]()
$430
This Southwest deal was found by Cheapflights users on 3/12. 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.
Wed 4/2911:30 am
MKE
- SJU
2 stops8h 35m
Southwest
Mon 5/46:50 am
SJU
- MKE
1 stop13h 20m
Southwest
Deal found 3/12![Southwest logo]()
$438
Last-minute flights from Milwaukee to Puerto RicoDiscover last-minute flight deals from Milwaukee to Puerto Rico. Data last updated March 16, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Puerto Rico. Data last updated March 16, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 3/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/299:01 pm
MKE
- SJU
1 stop10h 53m
Frontier
Wed 4/1510:54 am
SJU
- MKE
1 stop25h 32m
Frontier
Deal found 3/15![Frontier logo]()
$300
This United Airlines deal was found by Cheapflights users on 3/11. 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 4/1110:45 am
MKE
- SJU
1 stop8h 49m
United Airlines
Thu 4/161:00 am
SJU
- MKE
1 stop10h 10m
United Airlines
Deal found 3/11![United Airlines logo]()
$288
This United Airlines deal was found by Cheapflights users on 3/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/119:43 am
MKE
- SJU
2 stops10h 41m
United Airlines
Tue 4/141:00 am
SJU
- MKE
2 stops10h 00m
United Airlines
Deal found 3/13![United Airlines logo]()
$306
This United Airlines deal was found by Cheapflights users on 3/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/119:43 am
MKE
- SJU
2 stops10h 41m
United Airlines
Fri 4/171:00 am
SJU
- MKE
1 stop10h 15m
United Airlines
Deal found 3/14![United Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 3/11. 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 4/1112:00 pm
MKE
- SJU
1 stop7h 51m
American Airlines
Fri 4/174:30 pm
SJU
- MKE
1 stop7h 27m
American Airlines
Deal found 3/11![American Airlines logo]()
$317
This Frontier deal was found by Cheapflights users on 3/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:32 pm
MKE
- SJU
1 stop7h 20m
Frontier
Wed 4/153:21 am
SJU
- MKE
1 stop9h 05m
Frontier
Deal found 3/12![Frontier logo]()
$299
This CheapOair deal was found by Cheapflights users on 3/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:47 pm
MKE
- SJU
1 stop7h 42m
Frontier
Sat 4/253:19 pm
SJU
- MKE
1 stop18h 19m
Frontier
Deal found 3/15![Frontier logo]()
$315
This CheapOair deal was found by Cheapflights users on 3/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:53 pm
MKE
- SJU
1 stop26h 36m
Frontier
Wed 4/226:30 am
SJU
- MKE
1 stop29h 56m
Frontier
Deal found 3/12![Frontier logo]()
$293
This United Airlines deal was found by Cheapflights users on 3/15. 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.
Mon 4/2010:45 am
MKE
- SJU
2 stops9h 39m
United Airlines
Wed 4/291:00 am
SJU
- MKE
2 stops9h 45m
United Airlines
Deal found 3/15![United Airlines logo]()
$298
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 March 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 March 16, 2026.
This Frontier deal was found by Cheapflights users on 3/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:21 pm
MKE
- SJU
1 stop12h 40m
Frontier
Deal found 3/12![Frontier logo]()
$111
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Sat 4/2510:45 am
MKE
- SJU
2 stops12h 05m
United Airlines
Deal found 3/12![United Airlines logo]()
$125
This Delta deal was found by Cheapflights users on 3/12. 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.
Sun 4/262:50 pm
MKE
- SJU
1 stop7h 23m
Delta
Deal found 3/12![Delta logo]()
$128
This American Airlines deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:00 am
MKE
- SJU
1 stop15h 05m
American Airlines
Deal found 3/15![American Airlines logo]()
$130
This Expedia deal was found by Cheapflights users on 3/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:35 pm
MKE
- SJU
1 stop13h 19m
Frontier
Deal found 3/13![Frontier logo]()
$132
This Southwest deal was found by Cheapflights users on 3/12. 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 5/143:30 pm
MKE
- SJU
1 stop7h 10m
Southwest
Deal found 3/12![Southwest logo]()
$135
This Delta deal was found by Cheapflights users on 3/14. 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.
Sat 4/252:50 pm
MKE
- SJU
1 stop7h 22m
Delta
Deal found 3/14![Delta logo]()
$138
This United Airlines deal was found by Cheapflights users on 3/12. 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.
Wed 4/1512:13 pm
MKE
- SJU
1 stop7h 21m
United Airlines
Deal found 3/12![United Airlines logo]()
$146
This Frontier deal was found by Cheapflights users on 3/15. 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.
Mon 3/308:20 pm
MKE
- SJU
1 stop12h 37m
Frontier
Deal found 3/15![Frontier logo]()
$148
This Mytrip deal was found by Cheapflights users on 3/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/65:59 pm
MKE
- SJU
1 stop18h 30m
Frontier
Deal found 3/16![Frontier logo]()
$149
This United Airlines deal was found by Cheapflights users on 3/11. 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 8/2210:30 am
MKE
- SJU
1 stop9h 08m
United Airlines
Deal found 3/11![United Airlines logo]()
$153
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 March 16, 2026.
Round-trip from | $288 (United Airlines) |
|---|---|
One-way from | $111 (Frontier) |
Popular in | December |
Cheapest in | September |
Average price | $498 |
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 March 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
Quickest round-trip
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 5/4
3:30 pm-11:40 pm
1 stop7h 10m
San Juan Luis Munoz Marin Intl
Sat 5/9
5:15 am-12:00 pm
1 stop7h 45m
$298
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 7/18
2:35 pm-11:55 pm
1 stop8h 20m
San Juan Luis Munoz Marin Intl
Wed 7/22
6:00 am-5:45 pm
1 stop12h 45m
$316
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 5/5
9:37 am-8:34 pm
1 stop9h 57m
San Juan Luis Munoz Marin Intl
Wed 5/13
3:56 pm-11:59 pm
1 stop9h 03m
$340
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 4/13
12:13 pm-8:34 pm
1 stop7h 21m
San Juan Luis Munoz Marin Intl
Wed 4/15
1:00 am-10:00 am
2 stops10h 00m
$340
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 4/18
2:48 pm-11:12 pm
1 stop7h 24m
San Juan Luis Munoz Marin Intl
Wed 4/22
6:15 am-4:24 pm
1 stop11h 09m
$352
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Thu 5/28
12:40 pm-11:55 pm
1 stop10h 15m
San Juan Luis Munoz Marin Intl
Thu 6/4
3:55 pm-11:50 pm
2 stops8h 55m
$384
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 4/11
9:43 am-9:24 pm
2 stops10h 41m
San Juan Luis Munoz Marin Intl
Tue 4/14
1:00 am-10:00 am
2 stops10h 00m
$419
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 5/12
9:37 am-11:50 pm
2 stops13h 13m
San Juan Luis Munoz Marin Intl
Wed 5/20
3:56 pm-11:59 pm
1 stop9h 03m
$430
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 4/29
11:30 am-9:05 pm
2 stops8h 35m
San Juan Luis Munoz Marin Intl
Mon 5/4
6:50 am-7:10 pm
1 stop13h 20m
$438
Cheapest one-way
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 4/15
6:50 am-8:38 pm
2 stops12h 48m
$125
Showing 1-10 of 17 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, April is the cheapest month in which you can book a flight from Milwaukee to Puerto Rico (average of $91). Flying from Milwaukee to Puerto Rico in December is currently the most expensive (average of $224). 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 March 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.
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Comfort
8.0
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Related info for your journey
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Milwaukee and Puerto Rico flights
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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 March 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$381 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$117 | Average$420 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$202 | Average$460 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$208 | Average$366 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$256 | Average$483 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$315 | Average$483 | FlexibilityNo cancel fee | On-time63% |