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$108+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
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 agosto 14, 2025.

Round-trip from

$215
(Delta)

One-way from

$108
(Delta)

Popular in

June

Cheapest in

September

Average price

$399
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. 9% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in August 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 agosto 14, 2025.

This Delta deal was found by Cheapflights users on 8/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/215:40 amMKE - SJU
1 stop6h 36mDelta
mié. 9/245:41 pmSJU - MKE
1 stop7h 07mDelta
Deal found 8/13$215
This American Airlines deal was found by Cheapflights users on 8/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/278:00 amMKE - SJU
2 stops14h 37mAmerican Airlines
mar. 10/73:00 pmSJU - MKE
1 stop9h 56mAmerican Airlines
Deal found 8/12$220
This United Airlines deal was found by Cheapflights users on 8/14. 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.
mar. 11/116:05 amMKE - SJU
1 stop7h 35mUnited Airlines
mié. 11/262:05 amSJU - MKE
2 stops11h 24mUnited Airlines
Deal found 8/14$237
This American Airlines deal was found by Cheapflights users on 8/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/116:00 amMKE - SJU
1 stop16h 05mAmerican Airlines
jue. 10/167:10 amSJU - MKE
1 stop18h 04mAmerican Airlines
Deal found 8/13$240
This American Airlines deal was found by Cheapflights users on 8/14. 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.
dom. 9/215:05 amMKE - SJU
2 stops17h 32mAmerican Airlines
mié. 9/244:43 pmSJU - MKE
1 stop7h 17mAmerican Airlines
Deal found 8/14$245
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/87:00 amMKE - SJU
1 stop7h 10mSouthwest
vie. 9/125:50 amSJU - MKE
1 stop10h 55mSouthwest
Deal found 8/14$265
This American Airlines deal was found by Cheapflights users on 8/14. 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.
sáb. 10/116:00 amMKE - SJU
1 stop16h 05mAmerican Airlines
dom. 10/197:10 amSJU - MKE
1 stop18h 04mAmerican Airlines
Deal found 8/14$270
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/167:20 amMKE - SJU
1 stop7h 57mDelta
mar. 9/235:41 pmSJU - MKE
1 stop7h 07mDelta
Deal found 8/14$274
This American Airlines deal was found by Cheapflights users on 8/14. 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.
sáb. 11/155:00 amMKE - SJU
2 stops14h 32mAmerican Airlines
mar. 11/185:59 pmSJU - MKE
1 stop6h 57mAmerican Airlines
Deal found 8/14$275
This Southwest deal was found by Cheapflights users on 8/13. 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.
mié. 11/55:30 amMKE - SJU
2 stops11h 05mSouthwest
mié. 11/124:40 pmSJU - MKE
1 stop7h 05mSouthwest
Deal found 8/13$289
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/176:05 amMKE - SJU
1 stop10h 20mSouthwest
dom. 9/2110:30 pmSJU - MKE
1 stop13h 20mSouthwest
Deal found 8/14$297

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 agosto 14, 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

sáb. 1/24

11:47 am-11:40 pm

1 stop9h 53m

San Juan Luis Munoz Marin Intl

vie. 1/30

2:25 pm-9:25 pm

1 stop9h 00m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

mar. 12/9

2:45 pm-11:17 pm

1 stop6h 32m

San Juan Luis Munoz Marin Intl

mié. 12/17

1:50 pm-7:03 pm

1 stop7h 13m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

sáb. 11/15

12:05 pm-12:36 am

2 stops10h 31m

San Juan Luis Munoz Marin Intl

mar. 11/18

4:52 pm-10:43 pm

1 stop7h 51m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

dom. 9/28

5:45 am-1:15 pm

1 stop6h 30m

San Juan Luis Munoz Marin Intl

mié. 10/8

6:10 am-4:15 pm

1 stop11h 05m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

mié. 1/21

2:45 pm-11:49 pm

1 stop7h 04m

San Juan Luis Munoz Marin Intl

vie. 1/30

2:12 pm-8:12 pm

1 stop8h 00m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

dom. 9/21

5:05 am-11:37 pm

2 stops17h 32m

San Juan Luis Munoz Marin Intl

sáb. 9/27

4:45 pm-11:00 pm

1 stop7h 15m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

mar. 1/27

10:25 am-8:30 pm

1 stop8h 05m

San Juan Luis Munoz Marin Intl

jue. 1/29

2:12 pm-8:12 pm

1 stop8h 00m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

dom. 11/2

5:14 am-8:32 pm

1 stop13h 18m

San Juan Luis Munoz Marin Intl

jue. 11/6

6:44 am-9:31 pm

1 stop16h 47m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

lun. 1/26

7:00 am-4:51 pm

1 stop7h 51m

San Juan Luis Munoz Marin Intl

vie. 1/30

2:12 pm-8:12 pm

1 stop8h 00m

$215

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

vie. 10/24

1:43 pm-11:59 pm

1 stop9h 16m

San Juan Luis Munoz Marin Intl

jue. 10/30

4:45 pm-11:16 pm

1 stop7h 31m

$215

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 18 results
1
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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 August 8, 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, September is the cheapest month in which you can book a flight from Milwaukee to San Juan (average of $254). Flying from Milwaukee to San Juan in June is currently the most expensive (average of $339). 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 agosto 14, 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 evening, which can drop the price by up to 22% 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 Wednesday evenings when fares are most often at their lowest. Monday at noon 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 agosto 14, 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
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,046 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • 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 Spirit Airlines, 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, Fox Theatre, and Tabernacle 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, Fox Theatre, and Tabernacle, by traveling 8.6 mi, 9.3 mi, and 8.3 mi, respectively after landing at Atlanta Hartsfield-Jackson. Travelers can book a car rental at Atlanta Hartsfield-Jackson for about $56 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, September is the cheapest month in which you can book a flight from Milwaukee to San Juan (average of $254). Flying from Milwaukee to San Juan in June is currently the most expensive (average of $339). 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$233FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$208Average$402FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$422FlexibilityNo cancel feeOn-time69%
DeltaCheapest$225Average$390FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$275Average$477FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$323Average$603FlexibilityNo cancel feeOn-time63%

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