Cheap flights from Milwaukee to San Juan

One-way fares from $219 · MKE → SJU · prices found by travellers in the last 48 hours

Compare all dates San Juan → Milwaukee
Cheapest fare
$219

Southwest Airlines · Tue, Dec 1

Cheapest month
December

from $219

Direct flights
Not recently

Usually 1+ stop

Quickest trip
6h 25m

3,410 km

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Cheapest month to fly from Milwaukee to San Juan

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. December 2026 Cheapest $219

Cheapest dates in December 2026

The lowest fares we've seen for each day, cheapest first.

Southwest Airlines
Depart14:15 Tue, Dec 1MKE → SJU 6h 25m · 2 stops
$219one way, per person
View deal
See every date in December 2026 →

Plan the rest of your trip to San Juan

Where to stay, what to do and getting around, from our travel partners.

Where to stay

Hotels in San JuanCompare places to stay on Booking.com Find hotels →

Things to do

Things to do in San JuanTours, attractions and day trips on Klook Explore →

Getting around

Airport transfer in San JuanPre-book a driver to meet you at arrivals, with Kiwitaxi Book a transfer → Car hire in San JuanCompare rental cars from major brands on EconomyBookings Compare cars →

About flights from Milwaukee to San Juan

Milwaukee (MKE) and San Juan (SJU) are about 3,410 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 6h 25m. Over the next few months, one-way fares start from $219, and December 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Milwaukee to San Juan?

The cheapest one-way fare we've seen recently is $219 with Southwest Airlines, departing Tuesday, December 1, 2026.

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

December 2026 currently has the lowest fares, from $219 one way.

Are there direct flights from Milwaukee to San Juan?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Milwaukee to San Juan?

The quickest journey we've seen takes about 6h 25m. Milwaukee and San Juan are around 3,410 km apart.

Which airlines fly from Milwaukee to San Juan?

Recent fares on this route were with Southwest Airlines.

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