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$92+ Cheap flights from San Juan to Milwaukee (MKE)

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 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MKE
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Cheapflights Tip: The best prices from San Juan to Milwaukee-Mitchell are usually found in February or September, booked 33 days in advance, depart on a Thursday or Saturday and return on a Tuesday

Cheap flight deals from San Juan to Milwaukee

Cheapest flights from San Juan to Milwaukee
Explore the most affordable flight options available from San Juan to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This Expedia deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:37 pmSJU - MKE
1 stop22h 49mFrontier
Mon 1/510:48 amMKE - SJU
1 stop9h 27mFrontier
Deal found 12/22$292
This Trip.com deal was found by Cheapflights users on 12/22. 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.
Sun 12/284:10 amSJU - MKE
2 stops17h 10mMultiple Airlines
Mon 1/512:08 pmMKE - SJU
1 stop12h 42mMultiple Airlines
Deal found 12/22$378
This Cheapflightsfares deal was found by Cheapflights users on 12/22. 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.
Mon 12/2911:38 amSJU - MKE
1 stop9h 42mSpirit Airlines
Mon 1/58:15 pmMKE - SJU
1 stop16h 05mSpirit Airlines
Deal found 12/22$392
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/238:25 amSJU - MKE
2 stops11h 24mAmerican Airlines
Sat 1/38:08 pmMKE - SJU
1 stop6h 52mAmerican Airlines
Deal found 12/22$406
This Southwest deal was found by Cheapflights users on 12/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/299:50 pmSJU - MKE
1 stop13h 05mSouthwest
Sun 1/411:50 amMKE - SJU
1 stop11h 35mSouthwest
Deal found 12/21$439
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/258:25 amSJU - MKE
2 stops15h 31mAmerican Airlines
Sun 12/288:08 pmMKE - SJU
1 stop6h 52mAmerican Airlines
Deal found 12/22$449
This Expedia deal was found by Cheapflights users on 12/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/284:10 amSJU - MKE
2 stops17h 10mSpirit Airlines
Sun 1/48:15 pmMKE - SJU
2 stops13h 43mSpirit Airlines
Deal found 12/21$451
This Trip.com deal was found by Cheapflights users on 12/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/284:10 amSJU - MKE
2 stops17h 10mMultiple Airlines
Sun 1/48:06 pmMKE - SJU
1 stop28h 44mMultiple Airlines
Deal found 12/21$469
This Cheapflightsfares deal was found by Cheapflights users on 12/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2511:38 amSJU - MKE
1 stop9h 42mSpirit Airlines
Sun 12/288:15 pmMKE - SJU
1 stop16h 05mSpirit Airlines
Deal found 12/21$482

Find flight deals from San Juan to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from San Juan (PR1) to Milwaukee (MKE). 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 23, 2025.

Round-trip from

$235
(Delta)

One-way from

$92
(Travelocity)

Popular in

July

Cheapest in

February

Average price

$358
From San Juan to Milwaukee-Mitchell
Search Deals
One-way flight from San Juan to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 22% potential increase in price ($109 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from San Juan to Milwaukee 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 23, 2025.
Use the filters below to find and compare flights from San Juan to Milwaukee that are best for you.

Fly from

San Juan

Fly to

Milwaukee

Route

Depart

Return

Price

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 2/13

6:15 am-11:13 am

1 stop6h 58m

Milwaukee-Mitchell

Mon 2/16

12:20 pm-11:58 pm

1 stop9h 38m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 3/5

12:31 pm-10:53 pm

1 stop12h 22m

Milwaukee-Mitchell

Sun 3/8

6:37 pm-10:40 am

1 stop15h 03m

$235

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/29

1:24 pm-11:35 pm

2 stops12h 11m

Milwaukee-Mitchell

Mon 2/2

6:10 am-8:50 pm

2 stops12h 40m

$239

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 2/13

8:30 am-5:47 pm

2 stops11h 17m

Milwaukee-Mitchell

Mon 2/16

4:46 pm-5:00 am

1 stop10h 14m

$265

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Mon 4/20

11:59 pm-10:36 am

1 stop11h 37m

Milwaukee-Mitchell

Sun 4/26

6:50 am-12:10 am

1 stop16h 20m

$308

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Wed 1/21

4:36 pm-6:16 pm

1 stop27h 40m

$92

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Thu 1/29

7:30 am-2:36 pm

1 stop9h 06m

$118

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 2/6

2:05 am-12:09 pm

2 stops12h 04m

$118

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Fri 2/27

2:05 am-10:58 am

1 stop10h 53m

$118

San JuanMilwaukee

SJU - MKE

SJUMKE

San Juan Luis Munoz Marin Intl

Sat 2/7

7:30 am-1:12 pm

1 stop7h 42m

$118

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 13 results
1
2

Best time to book a flight from San Juan to Milwaukee

Have a flexible travel schedule? Discover the best time to fly to Milwaukee from San Juan 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 San Juan to Milwaukee

How far ahead should I book a flight from San Juan to Milwaukee?

Use this chart to determine the optimal time to book a round-trip flight from San Juan to Milwaukee. Price data was last updated on December 19, 2025.

Booking 33 days in advance of your planned departure date is, on average, the best time to get cheap flights from San Juan to Milwaukee. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, September is the cheapest month in which you can book a flight from San Juan to Milwaukee (average of $113). Flying from San Juan to Milwaukee in June is currently the most expensive (average of $175). 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 SJU to MKE?

Find hourly flight availability from San Juan to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2025.

One of the essential ways to save on airfare from San Juan to Milwaukee is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 5% on airfare.

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated December 23, 2025.
Read through reviews of airlines operating flights from San Juan to Milwaukee, 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

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,014 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,105 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,196 reviews
Southwest
8.0
Very good
4,253 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from San Juan to Milwaukee. 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 into for flights to Milwaukee from San Juan?

    If you book a flight to Milwaukee from San Juan, you will be flying to 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 San Juan to Milwaukee-Mitchell per day from 5 different airlines.

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

    For as low as $235, Delta can have you in Milwaukee from San Juan in 6h 58m. The distance between San Juan and Milwaukee is about 2120 mi. This flight may include one or multiple stops.

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

    Currently priced at $112, Delta will fly you from San Juan to Milwaukee and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Spirit Airlines and United Airlines - these airlines can fly you to your destination from $140 and $215, respectively. Users have found that Delta is 70% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from San Juan to Milwaukee one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $80. Users have also found prices from $112 and $112 on Southwest and United Airlines, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Juan to Milwaukee 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 San Juan to Milwaukee?

    Currently, September is the cheapest month in which you can book a flight from San Juan to Milwaukee (average of $113). Flying from San Juan to Milwaukee in June is currently the most expensive (average of $175). 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

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
New Berlin
Oak Creek
Wauwatosa

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Top 5 airlines flying from San Juan to Milwaukee

Discover the top 5 airlines that operate flights from San Juan to Milwaukee. 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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$118Average$399FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$182Average$315FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$215Average$399FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$235Average$395FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$305Average$485FlexibilityNo cancel feeOn-time63%

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