$116+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Jul 21 — Jul 281
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to San Juan 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 Milwaukee to San Juan
Cheapest
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 June 21, 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 June 21, 2026.
This deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/138:10 pm
MKE
- SJU
1 stop10h 48m
Frontier
Sun 10/49:03 am
SJU
- MKE
1 stop11h 12m
Frontier
Deal found 6/16![Frontier logo]()
$187
This deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/178:10 pm
MKE
- SJU
1 stop10h 48m
Frontier
Thu 10/89:03 am
SJU
- MKE
1 stop11h 12m
Frontier
Deal found 6/16![Frontier logo]()
$205
This Southwest deal was found by Cheapflights users on 6/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/232:10 pm
MKE
- SJU
1 stop9h 20m
Southwest
Thu 8/276:00 am
SJU
- MKE
1 stop11h 10m
Southwest
Deal found 6/19![Southwest logo]()
$226
This American Airlines deal was found by Cheapflights users on 6/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/52:22 pm
MKE
- SJU
1 stop8h 28m
American Airlines
Fri 10/308:35 am
SJU
- MKE
1 stop16h 36m
American Airlines
Deal found 6/20![American Airlines logo]()
$232
This deal was found by Cheapflights users on 6/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:03 pm
MKE
- SJU
1 stop10h 55m
Frontier
Mon 11/210:03 am
SJU
- MKE
1 stop11h 05m
Frontier
Deal found 6/20![Frontier logo]()
$243
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:35 am
MKE
- SJU
1 stop16h 08m
American Airlines
Sun 8/307:30 am
SJU
- MKE
1 stop17h 27m
American Airlines
Deal found 6/21![American Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 6/19. 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.
Wed 9/22:49 pm
MKE
- SJU
1 stop8h 10m
American Airlines
Sun 9/62:33 pm
SJU
- MKE
1 stop7h 33m
American Airlines
Deal found 6/19![American Airlines logo]()
$281
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Thu 8/611:32 am
MKE
- SJU
1 stop10h 43m
American Airlines
Fri 8/77:30 am
SJU
- MKE
1 stop15h 17m
American Airlines
Deal found 6/18![American Airlines logo]()
$291
This American Airlines deal was found by Cheapflights users on 6/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:58 pm
MKE
- SJU
1 stop8h 26m
American Airlines
Sun 8/306:00 am
SJU
- MKE
2 stops18h 14m
American Airlines
Deal found 6/20![American Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 6/18. 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 8/55:02 am
MKE
- SJU
2 stops12h 32m
American Airlines
Fri 8/71:38 pm
SJU
- MKE
2 stops10h 36m
American Airlines
Deal found 6/18![American Airlines logo]()
$301
This American Airlines deal was found by Cheapflights users on 6/21. 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 10/316:05 am
MKE
- SJU
1 stop17h 00m
American Airlines
Sat 11/78:00 am
SJU
- MKE
2 stops11h 43m
American Airlines
Deal found 6/21![American Airlines logo]()
$316
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 June 21, 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 June 21, 2026.
This Southwest deal was found by Cheapflights users on 6/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:05 am
MKE
- SJU
1 stop9h 20m
Southwest
Sun 9/66:00 am
SJU
- MKE
1 stop7h 40m
Southwest
Deal found 6/19![Southwest logo]()
$316
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:30 am
MKE
- SJU
1 stop6h 46m
Delta
Sat 10/35:41 pm
SJU
- MKE
1 stop7h 11m
Delta
Deal found 6/16![Delta logo]()
$326
This United Airlines deal was found by Cheapflights users on 6/20. 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.
Sun 9/65:00 am
MKE
- SJU
1 stop8h 44m
United Airlines
Wed 9/94:20 pm
SJU
- MKE
1 stop8h 17m
United Airlines
Deal found 6/20![United Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:03 am
MKE
- SJU
1 stop8h 35m
Delta
Tue 8/255:49 pm
SJU
- MKE
1 stop7h 04m
Delta
Deal found 6/16![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 6/18. 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.
Thu 9/1711:00 am
MKE
- SJU
1 stop11h 05m
Southwest
Mon 9/216:00 am
SJU
- MKE
1 stop11h 10m
Southwest
Deal found 6/18![Southwest logo]()
$326
This Southwest deal was found by Cheapflights users on 6/17. 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.
Thu 9/241:55 pm
MKE
- SJU
1 stop7h 20m
Southwest
Sun 9/275:30 am
SJU
- MKE
1 stop7h 40m
Southwest
Deal found 6/17![Southwest logo]()
$336
This Southwest deal was found by Cheapflights users on 6/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:30 am
MKE
- SJU
1 stop13h 25m
Southwest
Fri 9/116:30 am
SJU
- MKE
2 stops9h 55m
Southwest
Deal found 6/20![Southwest logo]()
$341
This United Airlines deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am
MKE
- SJU
2 stops13h 38m
United Airlines
Sat 9/191:00 am
SJU
- MKE
2 stops10h 00m
United Airlines
Deal found 6/16![United Airlines logo]()
$416
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:30 am
MKE
- SJU
1 stop10h 01m
Delta
Sun 9/2012:58 pm
SJU
- MKE
1 stop8h 54m
Delta
Deal found 6/16![Delta logo]()
$401
Last-minute flights from Milwaukee to San JuanDiscover last-minute flight deals from Milwaukee to San Juan. Data last updated June 21, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San Juan. Data last updated June 21, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:45 am
MKE
- SJU
1 stop8h 53m
Delta
Wed 7/222:42 pm
SJU
- MKE
1 stop10h 14m
Delta
Deal found 6/20![Delta logo]()
$418
This American Airlines deal was found by Cheapflights users on 6/17. 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 7/157:01 am
MKE
- SJU
1 stop14h 58m
American Airlines
Wed 7/227:00 am
SJU
- MKE
1 stop17h 44m
American Airlines
Deal found 6/17![American Airlines logo]()
$424
This FlightHub deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:43 am
MKE
- SJU
1 stop7h 48m
Frontier
Wed 7/298:37 pm
SJU
- MKE
1 stop12h 21m
Frontier
Deal found 6/16![Frontier logo]()
$396
This Priceline deal was found by Cheapflights users on 6/17. 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 7/238:43 am
MKE
- SJU
1 stop22h 14m
Frontier
Wed 7/298:37 pm
SJU
- MKE
1 stop12h 21m
Frontier
Deal found 6/17![Frontier logo]()
$416
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Tue 7/285:02 am
MKE
- SJU
1 stop17h 46m
American Airlines
Tue 8/47:00 am
SJU
- MKE
1 stop17h 08m
American Airlines
Deal found 6/18![American Airlines logo]()
$376
This CheapOair deal was found by Cheapflights users on 6/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/288:43 am
MKE
- SJU
1 stop25h 33m
Frontier
Mon 8/38:37 pm
SJU
- MKE
1 stop12h 21m
Frontier
Deal found 6/19![Frontier logo]()
$417
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Thu 7/306:00 am
MKE
- SJU
2 stops11h 24m
American Airlines
Thu 8/67:00 am
SJU
- MKE
1 stop17h 14m
American Airlines
Deal found 6/18![American Airlines logo]()
$366
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 June 21, 2026.
Search for one-way flight options from Milwaukee to San Juan. Find affordable one-way fares based on user searches. Data last updated June 21, 2026.
This American Airlines deal was found by Cheapflights users on 6/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/157:00 am
MKE
- SJU
2 stops12h 47m
American Airlines
Deal found 6/20![American Airlines logo]()
$116
This American Airlines deal was found by Cheapflights users on 6/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:00 am
MKE
- SJU
2 stops10h 11m
American Airlines
Deal found 6/20![American Airlines logo]()
$118
This American Airlines deal was found by Cheapflights users on 6/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:14 pm
MKE
- SJU
2 stops17h 36m
American Airlines
Deal found 6/20![American Airlines logo]()
$119
This American Airlines deal was found by Cheapflights users on 6/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/101:32 pm
MKE
- SJU
2 stops18h 52m
American Airlines
Deal found 6/20![American Airlines logo]()
$148
This American Airlines deal was found by Cheapflights users on 6/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/92:48 pm
MKE
- SJU
2 stops22h 06m
American Airlines
Deal found 6/20![American Airlines logo]()
$153
This Delta deal was found by Cheapflights users on 6/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:05 am
MKE
- SJU
1 stop8h 26m
Delta
Deal found 6/16![Delta logo]()
$163
This Delta deal was found by Cheapflights users on 6/17. 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.
Wed 8/1910:22 am
MKE
- SJU
1 stop11h 07m
Delta
Deal found 6/17![Delta logo]()
$168
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Sat 8/2212:58 pm
MKE
- SJU
2 stops9h 45m
American Airlines
Deal found 6/18![American Airlines logo]()
$172
This Frontier deal was found by Cheapflights users on 6/18. 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.
Tue 7/148:43 am
MKE
- SJU
1 stop7h 48m
Frontier
Deal found 6/18![Frontier logo]()
$188
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 June 21, 2026.
Round-trip from | $187 |
|---|---|
One-way from | $116 (American Airlines) |
Popular in | December |
Cheapest in | October |
Average price | $488 |
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 June 21, 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
Wed 9/2
6:05 am-4:25 pm
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Sun 9/6
6:00 am-12:40 pm
1 stop7h 40m
$316
Quickest round-trip
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 9/21
5:30 am-1:16 pm
1 stop6h 46m
San Juan Luis Munoz Marin Intl
Sat 10/3
5:41 pm-11:52 pm
1 stop7h 11m
$326
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sun 8/23
7:03 am-4:38 pm
1 stop8h 35m
San Juan Luis Munoz Marin Intl
Tue 8/25
5:49 pm-11:53 pm
1 stop7h 04m
$326
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Thu 9/17
11:00 am-11:05 pm
1 stop11h 05m
San Juan Luis Munoz Marin Intl
Mon 9/21
6:00 am-4:10 pm
1 stop11h 10m
$326
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
Sun 9/27
5:30 am-12:10 pm
1 stop7h 40m
$336
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sat 8/8
7:30 am-9:55 pm
1 stop13h 25m
San Juan Luis Munoz Marin Intl
Fri 9/11
6:30 am-3:25 pm
2 stops9h 55m
$341
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 9/16
5:30 am-4:31 pm
1 stop10h 01m
San Juan Luis Munoz Marin Intl
Sun 9/20
12:58 pm-8:52 pm
1 stop8h 54m
$401
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Sun 9/6
5:00 am-2:44 pm
1 stop8h 44m
San Juan Luis Munoz Marin Intl
Wed 9/9
4:20 pm-11:37 pm
1 stop8h 17m
$416
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Wed 9/16
6:00 am-8:38 pm
2 stops13h 38m
San Juan Luis Munoz Marin Intl
Sat 9/19
1:00 am-10:00 am
2 stops10h 00m
$416
Cheapest one-way
MilwaukeeSan Juan
MKE - SJU
MKESJU
Milwaukee-Mitchell
Mon 9/21
5:30 am-4:31 pm
1 stop10h 01m
$163
Showing 1-10 of 18 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 $108). Flying from Milwaukee to San Juan in June is currently the most expensive (average of $326). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Milwaukee to San Juan?
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 June 21, 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
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
7.9
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Milwaukee and San Juan flights
Browse other Milwaukee and San Juan flight options. Last updated on June 21, 2026.
Other flights from Milwaukee
Browse through other flights departing from Milwaukee. Flights are based on user searches made on Cheapflights and were last updated on June 21, 2026.
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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 June 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$118 | Average$386 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$156 | Average$360 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$418 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$508 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$316 | Average$488 | FlexibilityNo cancel fee | On-time63% |