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San Juan

Cheap flights from Milwaukee (MKE) to San Juan

MKE — SJU
Nov 19 — Nov 261
Thu 11/19
Thu 11/26
1 adult, Economy
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Find flight deals from Milwaukee to San Juan

Popular in

December

Cheapest in

September

Average price

$407
Highest demand for flights based on searches. 14% potential increase in price ($79 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in October 2026
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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

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?

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.

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 $346). Flying from Milwaukee to San Juan in December is currently the most expensive (average of $748). 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.

Reviews of airlines servicing San Juan

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.
Southwest
7.9
Good
4,213 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Food

7.0

Entertainment

7.4

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.
Southwest
7.9
Good
4,213 reviews
Southwest
7.9
Good
4,213 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Food

7.0

Entertainment

7.4

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.
Delta
7.8
Good
8,650 reviews
Southwest
7.9
Good
4,213 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Food

7.0

Entertainment

7.4

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.
United Airlines
7.3
Good
10,388 reviews
Southwest
7.9
Good
4,213 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Food

7.0

Entertainment

7.4

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.
American Airlines
7.0
Good
12,182 reviews
Southwest
7.9
Good
4,213 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Food

7.0

Entertainment

7.4

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.
Frontier
5.5
Fair
2,524 reviews
Southwest
7.9
Good
4,213 reviews

Crew

8.6

Overall

7.9

Comfort

8.0

Food

7.0

Entertainment

7.4

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • 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 $156. Other airlines that can offer you cheap pricing are Delta, from $235, and United Airlines, from $238. Frontier is priced at 66% lower than the current average price of a flight leaving 3 months from now.

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

    $90 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from $118 and $128, respectively.

  • 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 $346). Flying from Milwaukee to San Juan in December is currently the most expensive (average of $748). 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

Browse thousands of different options on Cheapflights for your next trip

Top 6 airlines flying from Milwaukee to San Juan

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$156Average$336FlexibilityNo cancel feeOn-time62%
DeltaCheapest$235Average$453FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$238Average$523FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$256Average$471FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$273Average$517FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$321Average$473FlexibilityNo cancel feeOn-time63%

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