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$90+ 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 2/14. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Dec 31 — Jan 71
Wed 12/31
Wed 1/7
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to San Juan are usually found in September or October, booked 82 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap 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 December 1, 2025.

Round-trip from

$308
(American Airlines)

One-way from

$90
(Frontier)

Popular in

June

Cheapest in

September

Average price

$540
From Milwaukee-Mitchell to San Juan
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One-way flight from Milwaukee-Mitchell to San Juan
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Highest demand for flights based on searches. 8% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Find flight deals from Milwaukee to San Juan

Cheapest flights from Milwaukee to San Juan
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 December 1, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/29. 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 12/56:09 pmMKE - SJU
1 stop28h 07mMultiple Airlines
Sat 12/134:10 amSJU - MKE
2 stops14h 59mMultiple Airlines
Deal found 11/29$309
This Kiwi.com deal was found by Cheapflights users on 11/28. 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 12/56:09 pmMKE - SJU
1 stop28h 07mMultiple Airlines
Sat 12/135:00 pmSJU - MKE
1 stop18h 39mMultiple Airlines
Deal found 11/28$311
This Frontier deal was found by Cheapflights users on 11/30. 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.
Fri 12/126:09 pmMKE - SJU
1 stop6h 41mFrontier
Fri 12/1910:33 amSJU - MKE
1 stop9h 53mFrontier
Deal found 11/30$314
This Cheapflightsfares deal was found by Cheapflights users on 11/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1110:34 amMKE - SJU
1 stop11h 42mSpirit Airlines
Thu 12/1811:38 amSJU - MKE
1 stop9h 42mSpirit Airlines
Deal found 11/30$319
This Kiwi.com deal was found by Cheapflights users on 11/28. 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.
Mon 12/810:34 amMKE - SJU
2 stops12h 11mMultiple Airlines
Thu 12/113:55 amSJU - MKE
1 stop15h 14mMultiple Airlines
Deal found 11/28$321
This Kiwi.com deal was found by Cheapflights users on 11/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:09 pmMKE - SJU
1 stop30h 41mMultiple Airlines
Thu 12/114:10 amSJU - MKE
2 stops14h 59mMultiple Airlines
Deal found 11/30$323
This Frontier deal was found by Cheapflights users on 11/30. 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.
Fri 12/126:09 pmMKE - SJU
1 stop13h 46mFrontier
Sat 12/2010:07 amSJU - MKE
1 stop10h 56mFrontier
Deal found 11/30$329
This Kiwi.com deal was found by Cheapflights users on 11/29. 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 12/56:09 pmMKE - SJU
1 stop28h 07mMultiple Airlines
Wed 12/105:00 pmSJU - MKE
1 stop18h 39mMultiple Airlines
Deal found 11/29$332
This Kiwi.com deal was found by Cheapflights users on 11/29. 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.
Wed 12/318:15 pmMKE - SJU
1 stop11h 08mMultiple Airlines
Thu 1/811:45 amSJU - MKE
2 stops33h 16mMultiple Airlines
Deal found 11/29$334
This Kiwi.com deal was found by Cheapflights users on 11/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:09 pmMKE - SJU
1 stop14h 24mMultiple Airlines
Fri 12/196:00 amSJU - MKE
2 stops14h 26mMultiple Airlines
Deal found 11/30$337
This Kiwi.com deal was found by Cheapflights users on 11/28. 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.
Mon 12/810:34 amMKE - SJU
1 stop14h 16mMultiple Airlines
Sun 12/1411:05 amSJU - MKE
1 stop24h 34mMultiple Airlines
Deal found 11/28$338
This Kiwi.com deal was found by Cheapflights users on 11/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:09 pmMKE - SJU
1 stop13h 46mFrontier
Thu 12/184:21 pmSJU - MKE
2 stops28h 05mFrontier
Deal found 11/30$339

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 December 1, 2025.
Use the filters below to find and compare flights from Milwaukee to San Juan that are best for you.

Fly from

Milwaukee

Fly to

San Juan

Route

Depart

Return

Price

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 2/25

1:35 pm-11:58 pm

1 stop8h 23m

San Juan Luis Munoz Marin Intl

Tue 3/3

6:15 am-12:31 pm

1 stop8h 16m

$313

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 2/25

1:35 pm-11:58 pm

1 stop8h 23m

San Juan Luis Munoz Marin Intl

Wed 3/4

6:15 am-12:31 pm

1 stop8h 16m

$313

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 2/25

1:35 pm-11:58 pm

1 stop8h 23m

San Juan Luis Munoz Marin Intl

Thu 3/5

2:16 pm-8:36 pm

1 stop8h 20m

$313

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 1/28

6:00 am-9:26 pm

2 stops13h 26m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:05 am-10:46 am

1 stop10h 41m

$320

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 2/3

8:33 am-10:22 pm

2 stops11h 49m

San Juan Luis Munoz Marin Intl

Tue 2/3

2:05 am-10:46 am

1 stop10h 41m

$320

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 2/25

8:00 am-9:26 pm

1 stop11h 26m

San Juan Luis Munoz Marin Intl

Tue 3/3

2:05 am-10:58 am

1 stop10h 53m

$325

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Wed 2/25

9:44 am-12:36 am

2 stops12h 52m

San Juan Luis Munoz Marin Intl

Fri 3/6

4:52 pm-10:43 pm

1 stop7h 51m

$325

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 2/2

6:00 am-10:22 pm

2 stops14h 22m

San Juan Luis Munoz Marin Intl

Tue 2/10

7:45 am-2:55 pm

1 stop9h 10m

$325

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Sat 1/31

3:20 pm-6:11 am

2 stops12h 51m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-10:15 am

1 stop10h 10m

$325

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Mon 2/9

7:01 pm-9:55 am

1 stop12h 54m

$90

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/29

Showing 1-10 of 21 results
1
2
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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.
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

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 November 28, 2025.

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, February is the cheapest month in which you can book a flight from Milwaukee to San Juan (average of $127). Flying from Milwaukee to San Juan in December is currently the most expensive (average of $188). 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.

What is the cheapest time of day to fly from MKE to SJU?

Find hourly flight availability from Milwaukee to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 1, 2025.

When flying from Milwaukee to San Juan, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 32% versus a flight at noon.

What is the cheapest day to fly from Milwaukee to San Juan?

Use this chart to determine the cheapest time to fly round-trip from Milwaukee to San Juan. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Milwaukee to San Juan flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Milwaukee to San Juan?

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 December 1, 2025.
Read through reviews of airlines operating flights from Milwaukee to San Juan, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,010 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,065 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,041 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Frontier
5.8
Fair
3,094 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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.

  • What airport do you fly from for flights from Milwaukee to San Juan?

    If you book a flight to San Juan from Milwaukee, you will be flying from Milwaukee-Mitchell, which is the city’s only airport. Milwaukee-Mitchell (MKE) is located 6.4 mi from the center of Milwaukee. There are 0 flights from Milwaukee-Mitchell to San Juan per day from 6 different airlines.

  • How long is the flight from Milwaukee to San Juan?

    For as low as $313, Delta can have you in San Juan from Milwaukee in 8h 23m. Milwaukee and San Juan are separated by a distance of 2120 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Milwaukee to San Juan round-trip?

    Cheapflights users have booked flights from Milwaukee to San Juan round-trip from $129. Other airlines that can offer you cheap pricing are Delta, from $208, and United Airlines, from $215. Frontier is priced at 70% lower than the current average price of a flight leaving 3 months from now.

  • Where are the most common layover locations when flying from Milwaukee to San Juan?

    Flights departing from Milwaukee and landing in San Juan layover in Atlanta most frequently.

  • What are some popular things to do or see while on a layover in Atlanta?

    Georgia Aquarium, Tabernacle, and Centennial Olympic Park are the most popular attractions in Atlanta if you're in need of something to do during your layover. Travelers on a layover in Atlanta can visit Georgia Aquarium, Tabernacle, and Centennial Olympic Park, by traveling 8.6 mi, 8.3 mi, and 8.4 mi, respectively after landing at Atlanta Hartsfield-Jackson. Travelers can book a car rental at Atlanta Hartsfield-Jackson for about $55 per day to make their sightseeing more efficient.

  • Where are the least popular layover locations for Milwaukee to San Juan flights?

    Milwaukee to San Juan flights that have layovers will least frequently stop in Charlotte.

  • Can I find deals for flights from Milwaukee to San Juan that include hotel bookings?

    Yes. In addition to deals on Milwaukee to San Juan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to San Juan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to San Juan.

  • Can I find deals for business class flights from Milwaukee to San Juan?

    Yes. Cheapflights offers flight deals from Milwaukee to San Juan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Milwaukee to San Juan?

    Currently, February is the cheapest month in which you can book a flight from Milwaukee to San Juan (average of $127). Flying from Milwaukee to San Juan in December is currently the most expensive (average of $188). 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.

See more FAQs

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Alternative routes for Milwaukee to San Juan

See prices for flight routes from nearby airports that may be better suited for you.
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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 December 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$249FlexibilityNo cancel feeOn-time62%
DeltaCheapest$208Average$388FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$215Average$404FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$226Average$409FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$274Average$483FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$315Average$554FlexibilityNo cancel feeOn-time63%

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