$165+ 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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Sep 3 — Sep 101
Round-trip
1 adult, Economy
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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 August 4, 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 August 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:10 pm
MKE
- SJU
1 stop13h 05m
Frontier
Wed 9/96:42 pm
SJU
- MKE
1 stop15h 26m
Frontier
Deal found 7/31![Frontier logo]()
$339
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:42 pm
MKE
- SJU
1 stop7h 12m
American Airlines
Sat 8/2912:55 am
SJU
- MKE
1 stop7h 54m
American Airlines
Deal found 7/30![American Airlines logo]()
$346
This American Airlines deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/45:00 am
MKE
- SJU
2 stops14h 13m
American Airlines
Wed 11/118:30 am
SJU
- MKE
1 stop13h 45m
American Airlines
Deal found 8/3![American Airlines logo]()
$351
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/56:27 pm
MKE
- SJU
2 stops14h 19m
American Airlines
Fri 10/3012:41 pm
SJU
- MKE
2 stops11h 37m
American Airlines
Deal found 8/2![American Airlines logo]()
$352
This American Airlines deal was found by Cheapflights users on 7/31. 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 8/296:35 am
MKE
- SJU
2 stops9h 22m
American Airlines
Mon 8/3110:33 am
SJU
- MKE
2 stops13h 26m
American Airlines
Deal found 7/31![American Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:03 pm
MKE
- SJU
1 stop16h 13m
Frontier
Sat 11/147:42 pm
SJU
- MKE
1 stop25h 26m
Frontier
Deal found 8/2![Frontier logo]()
$358
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:30 pm
MKE
- SJU
2 stops9h 35m
Southwest
Sun 8/239:25 pm
SJU
- MKE
1 stop12h 30m
Southwest
Deal found 7/30![Southwest logo]()
$361
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/67:18 am
MKE
- SJU
2 stops12h 20m
United Airlines
Sat 9/121:00 am
SJU
- MKE
2 stops11h 30m
United Airlines
Deal found 7/31![United Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:00 am
MKE
- SJU
2 stops12h 30m
American Airlines
Fri 9/43:47 pm
SJU
- MKE
1 stop8h 12m
American Airlines
Deal found 7/30![American Airlines logo]()
$371
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:00 am
MKE
- SJU
2 stops11h 30m
American Airlines
Fri 9/41:38 pm
SJU
- MKE
2 stops10h 21m
American Airlines
Deal found 7/30![American Airlines logo]()
$373
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 August 4, 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 August 4, 2026.
This Southwest deal was found by Cheapflights users on 7/31. 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 8/2111:00 am
MKE
- SJU
1 stop11h 05m
Southwest
Sun 8/239:25 pm
SJU
- MKE
1 stop12h 30m
Southwest
Deal found 7/31![Southwest logo]()
$346
This Delta deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/55:30 am
MKE
- SJU
1 stop7h 15m
Delta
Fri 10/305:59 pm
SJU
- MKE
1 stop6h 54m
Delta
Deal found 8/2![Delta logo]()
$346
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/710:48 am
MKE
- SJU
2 stops9h 34m
United Airlines
Fri 11/132:05 am
SJU
- MKE
2 stops11h 23m
United Airlines
Deal found 7/30![United Airlines logo]()
$346
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:30 am
MKE
- SJU
1 stop6h 40m
Southwest
Sat 9/126:25 am
SJU
- MKE
1 stop9h 45m
Southwest
Deal found 8/3![Southwest logo]()
$346
This United Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:15 am
MKE
- SJU
2 stops13h 23m
United Airlines
Sat 9/53:56 pm
SJU
- MKE
1 stop7h 40m
United Airlines
Deal found 8/1![United Airlines logo]()
$346
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/181:55 pm
MKE
- SJU
1 stop7h 20m
Southwest
Mon 9/216:30 am
SJU
- MKE
1 stop10h 50m
Southwest
Deal found 8/3![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:25 pm
MKE
- SJU
1 stop8h 55m
Southwest
Tue 10/205:50 am
SJU
- MKE
1 stop11h 30m
Southwest
Deal found 8/2![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/241:55 pm
MKE
- SJU
1 stop7h 20m
Southwest
Tue 9/291:20 pm
SJU
- MKE
2 stops9h 00m
Southwest
Deal found 7/30![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:00 pm
MKE
- SJU
1 stop7h 45m
Southwest
Mon 10/198:50 pm
SJU
- MKE
1 stop13h 05m
Southwest
Deal found 8/3![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:30 am
MKE
- SJU
1 stop9h 40m
Southwest
Sat 9/2610:25 am
SJU
- MKE
1 stop7h 05m
Southwest
Deal found 8/3![Southwest logo]()
$346
Last-minute flights from Milwaukee to San JuanDiscover last-minute flight deals from Milwaukee to San Juan. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San Juan. Data last updated August 4, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/31. 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 8/1812:10 pm
MKE
- SJU
1 stop13h 05m
Frontier
Mon 8/243:10 am
SJU
- MKE
1 stop9h 03m
Frontier
Deal found 7/31![Frontier logo]()
$376
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:30 pm
MKE
- SJU
2 stops9h 35m
Southwest
Sun 8/239:25 pm
SJU
- MKE
1 stop12h 30m
Southwest
Deal found 7/30![Southwest logo]()
$361
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:42 pm
MKE
- SJU
1 stop7h 12m
American Airlines
Sat 8/2912:55 am
SJU
- MKE
1 stop7h 54m
American Airlines
Deal found 7/30![American Airlines logo]()
$346
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:00 am
MKE
- SJU
2 stops10h 33m
American Airlines
Tue 9/87:30 am
SJU
- MKE
2 stops13h 29m
American Airlines
Deal found 7/30![American Airlines logo]()
$386
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:00 am
MKE
- SJU
2 stops11h 30m
American Airlines
Fri 9/41:38 pm
SJU
- MKE
2 stops10h 21m
American Airlines
Deal found 7/30![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 7/31. 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 8/296:35 am
MKE
- SJU
2 stops9h 22m
American Airlines
Mon 8/3110:33 am
SJU
- MKE
2 stops13h 26m
American Airlines
Deal found 7/31![American Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:00 am
MKE
- SJU
2 stops12h 30m
American Airlines
Fri 9/43:47 pm
SJU
- MKE
1 stop8h 12m
American Airlines
Deal found 7/30![American Airlines logo]()
$371
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:10 pm
MKE
- SJU
1 stop13h 05m
Frontier
Wed 9/96:42 pm
SJU
- MKE
1 stop15h 26m
Frontier
Deal found 7/31![Frontier logo]()
$339
This United Airlines deal was found by Cheapflights users on 7/31. 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 9/67:18 am
MKE
- SJU
2 stops12h 20m
United Airlines
Sat 9/121:00 am
SJU
- MKE
2 stops11h 30m
United Airlines
Deal found 7/31![United Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/235:53 pm
MKE
- SJU
2 stops16h 07m
American Airlines
Fri 10/96:00 am
SJU
- MKE
1 stop16h 49m
American Airlines
Deal found 7/30![American Airlines logo]()
$351
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 August 4, 2026.
Search for one-way flight options from Milwaukee to San Juan. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/258:10 pm
MKE
- SJU
1 stop19h 24m
Frontier
Deal found 8/1![Frontier logo]()
$165
This Trip.com deal was found by Cheapflights users on 7/31. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:10 pm
MKE
- SJU
1 stop16h 06m
Frontier
Deal found 7/31![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:10 pm
MKE
- SJU
1 stop13h 05m
Frontier
Deal found 7/31![Frontier logo]()
$170
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:15 am
MKE
- SJU
2 stops13h 23m
United Airlines
Deal found 7/30![United Airlines logo]()
$173
This American Airlines deal was found by Cheapflights users on 8/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:20 am
MKE
- SJU
2 stops11h 13m
American Airlines
Deal found 8/2![American Airlines logo]()
$176
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:28 am
MKE
- SJU
2 stops11h 05m
American Airlines
Deal found 7/30![American Airlines logo]()
$178
This American Airlines deal was found by Cheapflights users on 7/31. 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 10/96:27 pm
MKE
- SJU
2 stops16h 04m
American Airlines
Deal found 7/31![American Airlines logo]()
$179
This American Airlines deal was found by Cheapflights users on 7/31. 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 9/95:53 pm
MKE
- SJU
2 stops16h 07m
American Airlines
Deal found 7/31![American Airlines logo]()
$182
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/105:33 pm
MKE
- SJU
1 stop7h 09m
Frontier
Deal found 7/30![Frontier logo]()
$198
This FlightHub deal was found by Cheapflights users on 8/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:10 pm
MKE
- SJU
1 stop6h 42m
Frontier
Deal found 8/3![Frontier logo]()
$200
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 August 4, 2026.
Round-trip from | $335 (Kiwi.com) |
|---|---|
One-way from | $165 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $418 |
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 August 4, 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
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Fri 8/21
11:00 am-11:05 pm
1 stop11h 05m
San Juan Luis Munoz Marin Intl
Sun 8/23
9:25 pm-8:55 am
1 stop12h 30m
$346
Quickest round-trip
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 10/5
5:30 am-1:45 pm
1 stop7h 15m
San Juan Luis Munoz Marin Intl
Fri 10/30
5:59 pm-11:53 pm
1 stop6h 54m
$346
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 11/7
10:48 am-10:22 pm
2 stops9h 34m
San Juan Luis Munoz Marin Intl
Fri 11/13
2:05 am-11:28 am
2 stops11h 23m
$346
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 9/9
10:30 am-6:10 pm
1 stop6h 40m
San Juan Luis Munoz Marin Intl
Sat 9/12
6:25 am-3:10 pm
1 stop9h 45m
$346
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 8/29
6:15 am-8:38 pm
2 stops13h 23m
San Juan Luis Munoz Marin Intl
Sat 9/5
3:56 pm-10:36 pm
1 stop7h 40m
$346
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Fri 9/18
1:55 pm-10:15 pm
1 stop7h 20m
San Juan Luis Munoz Marin Intl
Mon 9/21
6:30 am-4:20 pm
1 stop10h 50m
$346
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Fri 10/16
2:25 pm-12:20 am
1 stop8h 55m
San Juan Luis Munoz Marin Intl
Tue 10/20
5:50 am-4:20 pm
1 stop11h 30m
$346
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Thu 9/24
1:55 pm-10:15 pm
1 stop7h 20m
San Juan Luis Munoz Marin Intl
Tue 9/29
1:20 pm-9:20 pm
2 stops9h 00m
$346
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 10/14
3:00 pm-11:45 pm
1 stop7h 45m
San Juan Luis Munoz Marin Intl
Mon 10/19
8:50 pm-8:55 am
1 stop13h 05m
$346
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 9/23
10:30 am-9:10 pm
1 stop9h 40m
San Juan Luis Munoz Marin Intl
Sat 9/26
10:25 am-4:30 pm
1 stop7h 05m
$346
Showing 1-10 of 20 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
What is the cheapest month to book a flight from Milwaukee to San Juan?
Currently, October is the cheapest month in which you can book a flight from Milwaukee to San Juan (average of $326). Flying from Milwaukee to San Juan in December is currently the most expensive (average of $717). 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 much does it cost to fly round-trip from Milwaukee to San Juan?
Airfare is below average for this route at the moment.
Milwaukee to San Juan flights typically cost between $368 and $516 in October.The cheapest round-trip price found within the last 5 days was $335 on Frontier (Oct 16-Oct 22).
How far ahead should I book a flight from Milwaukee to San Juan?
To ensure you get the cheapest price possible for a flight from Milwaukee to San Juan, 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 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 August 4, 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.
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
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Top 5 airlines flying from Milwaukee to San Juan
Discover the top 5 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 August 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$143 | Average$398 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$156 | Average$360 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$455 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$497 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$317 | Average$483 | FlexibilityNo cancel fee | On-time63% |