$111+ Cheap flights from Milwaukee (MKE) to San Juan
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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Apr 16 — Apr 231
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to San Juan with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Best
Last-minute
One-way
Cheapest flights from Milwaukee to San JuanExplore the most affordable flight options available from Milwaukee to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 17, 2026.
Explore the most affordable flight options available from Milwaukee to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 17, 2026.
This Southwest deal was found by Cheapflights users on 3/17. 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.
Tue 4/219:15 am
MKE
- SJU
1 stop12h 25m
Southwest
Wed 5/62:00 pm
SJU
- MKE
2 stops8h 45m
Southwest
Deal found 3/17![Southwest logo]()
$288
This Frontier 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 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 3/16![Frontier logo]()
$294
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 Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/111:37 pm
MKE
- SJU
1 stop11h 24m
Frontier
Wed 4/156:30 am
SJU
- MKE
1 stop29h 56m
Frontier
Deal found 3/13![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 3/16. 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.
Sat 5/1612:40 pm
MKE
- SJU
1 stop9h 55m
Delta
Thu 5/215:43 pm
SJU
- MKE
1 stop7h 10m
Delta
Deal found 3/16![Delta logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/111:37 pm
MKE
- SJU
1 stop7h 22m
Multiple Airlines
Wed 4/228:27 pm
SJU
- MKE
1 stop15h 59m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$305
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
Mon 8/313:50 pm
SJU
- MKE
1 stop9h 21m
American Airlines
Deal found 3/14![American 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 Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/128:46 am
MKE
- SJU
1 stop16h 22m
Frontier
Sat 5/166:00 am
SJU
- MKE
1 stop27h 01m
Frontier
Deal found 3/14![Frontier logo]()
$314
Best flights from Milwaukee to San JuanDiscover carefully curated flight deals from Milwaukee to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 17, 2026.
Discover carefully curated flight deals from Milwaukee to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 17, 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 3/17. 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.
Tue 6/305:55 am
MKE
- SJU
1 stop9h 43m
Delta
Fri 7/102:35 pm
SJU
- MKE
1 stop7h 30m
Delta
Deal found 3/17![Delta logo]()
$377
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.
Sat 4/119:43 am
MKE
- SJU
2 stops10h 41m
United Airlines
Wed 4/157:00 am
SJU
- MKE
1 stop9h 07m
United Airlines
Deal found 3/15![United Airlines logo]()
$340
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/187:10 am
MKE
- SJU
2 stops11h 50m
Southwest
Sat 5/235:15 am
SJU
- MKE
1 stop7h 45m
Southwest
Deal found 3/16![Southwest logo]()
$367
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.
Mon 4/1310:45 am
MKE
- SJU
1 stop8h 49m
United Airlines
Wed 4/151:00 am
SJU
- MKE
2 stops10h 00m
United Airlines
Deal found 3/13![United Airlines logo]()
$340
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 5/146:50 am
MKE
- SJU
2 stops12h 10m
Southwest
Fri 5/156:50 am
SJU
- MKE
2 stops12h 05m
Southwest
Deal found 3/12![Southwest logo]()
$475
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.
Sat 6/206:20 am
MKE
- SJU
1 stop7h 40m
Southwest
Sat 7/46:30 am
SJU
- MKE
2 stops10h 00m
Southwest
Deal found 3/12![Southwest logo]()
$478
Last-minute flights from Milwaukee to San JuanDiscover last-minute flight deals from Milwaukee to San Juan. Data last updated March 17, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San Juan. Data last updated March 17, 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 Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/111:37 pm
MKE
- SJU
1 stop11h 24m
Frontier
Wed 4/156:30 am
SJU
- MKE
1 stop29h 56m
Frontier
Deal found 3/13![Frontier logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 3/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/111:37 pm
MKE
- SJU
1 stop7h 22m
Multiple Airlines
Wed 4/228:27 pm
SJU
- MKE
1 stop15h 59m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$305
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 Frontier 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 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 3/16![Frontier logo]()
$294
This CheapOair 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 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 3/16![Frontier logo]()
$315
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 Southwest deal was found by Cheapflights users on 3/17. 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.
Tue 4/219:15 am
MKE
- SJU
1 stop12h 25m
Southwest
Wed 5/62:00 pm
SJU
- MKE
2 stops8h 45m
Southwest
Deal found 3/17![Southwest logo]()
$288
One-way flights from Milwaukee to San JuanSearch for one-way flight options from Milwaukee to San Juan. Find affordable one-way fares based on user searches. Data last updated March 17, 2026.
Search for one-way flight options from Milwaukee to San Juan. Find affordable one-way fares based on user searches. Data last updated March 17, 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.
Tue 5/58:46 am
MKE
- SJU
1 stop12h 57m
Frontier
Deal found 3/12![Frontier logo]()
$111
This Expedia deal was found by Cheapflights users on 3/17. 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.
Tue 8/258:43 am
MKE
- SJU
1 stop9h 27m
Frontier
Deal found 3/17![Frontier logo]()
$118
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:13 pm
MKE
- SJU
1 stop7h 21m
United Airlines
Deal found 3/16![United Airlines logo]()
$125
This American Airlines 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 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 3/16![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 3/15. 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 4/252:50 pm
MKE
- SJU
1 stop7h 22m
Delta
Deal found 3/15![Delta logo]()
$138
This American Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/57:01 am
MKE
- SJU
2 stops10h 09m
American Airlines
Deal found 3/17![American Airlines logo]()
$141
This American Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:11 am
MKE
- SJU
2 stops11h 40m
American Airlines
Deal found 3/17![American Airlines logo]()
$143
This Priceline 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 Priceline 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 3/16![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 Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/19:35 am
MKE
- SJU
1 stop12h 10m
Southwest
Deal found 3/13![Southwest logo]()
$153
Find flight deals from Milwaukee to San Juan
Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 17, 2026.
Round-trip from | $288 (Southwest) |
|---|---|
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 San Juan 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 17, 2026.
Use the filters below to find and compare flights from Milwaukee to San Juan 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
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
Sat 4/11
9:43 am-9:24 pm
2 stops10h 41m
San Juan Luis Munoz Marin Intl
Wed 4/15
7:00 am-3:07 pm
1 stop9h 07m
$340
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 4/13
10:45 am-8:34 pm
1 stop8h 49m
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
Mon 5/18
7:10 am-8:00 pm
2 stops11h 50m
San Juan Luis Munoz Marin Intl
Sat 5/23
5:15 am-12:00 pm
1 stop7h 45m
$367
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 6/30
5:55 am-4:38 pm
1 stop9h 43m
San Juan Luis Munoz Marin Intl
Fri 7/10
2:35 pm-9:05 pm
1 stop7h 30m
$377
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Thu 5/14
6:50 am-8:00 pm
2 stops12h 10m
San Juan Luis Munoz Marin Intl
Fri 5/15
6:50 am-5:55 pm
2 stops12h 05m
$475
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 6/20
6:20 am-3:00 pm
1 stop7h 40m
San Juan Luis Munoz Marin Intl
Sat 7/4
6:30 am-3:30 pm
2 stops10h 00m
$478
Cheapest one-way
Quickest one-way
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 4/22
2:45 pm-10:40 pm
1 stop6h 55m
$125
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Tue 4/14
12:13 pm-11:50 pm
2 stops10h 37m
$125
Showing 1-10 of 17 resultsSorted by cheapest first
Best time to book a flight from Milwaukee to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan from Milwaukee with our price prediction graph.
MKE-PR1
MKE-SJU
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 San Juan
MKE-PR1
MKE-SJU
How far ahead should I book a flight from Milwaukee to San Juan?
Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to San Juan. Price data was last updated on March 13, 2026.
To ensure you get the cheapest price possible for a flight from Milwaukee to San Juan, you should look to book at least 82 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 San Juan?
Currently, April is the cheapest month in which you can book a flight from Milwaukee to San Juan (average of $91). Flying from Milwaukee to San Juan 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 San Juan
Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated March 17, 2026.
Read through reviews of airlines operating flights from Milwaukee to San Juan, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Food
7.0
Comfort
8.0
Crew
8.6
Overall
8.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Related info for your journey
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Milwaukee and San Juan flights
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Top 6 airlines flying from Milwaukee to San Juan
Discover the top 6 airlines that operate flights from Milwaukee to San Juan. 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 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$112 | Average$381 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$156 | Average$354 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$202 | Average$400 | 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% |