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Find cheap flights from Milwaukee to Puerto Rico from $126

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milwaukee to Puerto Rico departing on 8/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 7/6
Sat 7/13

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Best Puerto Rico Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Aguadilla
Aguadilla1 stop$460

Good to know

Low season

September

High season

February

Cheapest flight

$126
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 30% lower on average.
Flight from Milwaukee to San Juan

FAQs - booking Puerto Rico flights

  • Do I need a visa or passport to visit Puerto Rico?

    U.S. citizens can visit Puerto Rico without a visa or passport since it's a U.S. territory. A valid government-issued photo ID, like a driver's license or military ID, is sufficient for entry. International visitors should verify their specific entry requirements based on their nationality prior to travel.

  • Which Puerto Rico airport should I fly into?

    San Juan's Luis Muñoz Marín Airport is Puerto Rico's primary hub, offering major airlines and international connections. Ponce's Mercedita Airport provides convenient access to southern regions. Aguadilla's Borinquen Airport (BQN) serves the northwest, known for its ease of access and proximity to popular beach destinations.

  • Are there any nonstop flights from Milwaukee to Puerto Rico?

    While there are no direct flights on this route, numerous options offer just one layover. For flights to San Juan, American Airlines connects through Miami International Airport (MIA) or Charlotte Douglas International Airport (CLT). Delta routes typically include layovers in Hartsfield–Jackson Atlanta International Airport (ATL) or John F. Kennedy International Airport (JFK), and United flights often stop in Chicago O'Hare International Airport (ORD). For flights to Aguadilla or Ponce, Frontier Airlines operates these routes and first connects through Orlando International Airport (MCO).

  • Can I bring my surfboard on the flight to Puerto Rico?

    If you're planning to explore Puerto Rico's famous West Coast surf destinations, you can bring your own board when flying with American Airlines. You can transport one bag or case containing multiple boards, but ensure you remove all fins and accessories prior to packing. Boards weighing 50 lbs. or less qualify as a standard checked bag, while heavier ones will result in extra fees.

  • How does KAYAK find such low prices on flights from Milwaukee to Puerto Rico?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Milwaukee to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Milwaukee to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Puerto Rico from Milwaukee is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Milwaukee to Puerto Rico?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Puerto Rico with an airline and back to Milwaukee with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Milwaukee to Puerto Rico?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Puerto Rico from Milwaukee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Puerto Rico

  • Morning departure is around 5% cheaper than an evening flight, on average*.
  • Your journey will start at Milwaukee Mitchell Airport (MKE), which is located around 7 miles from downtown. It is well-connected via the Wisconsin Coach Lines, Milwaukee County Transit System, as well as the Amtrak trains.
  • In the capital city of San Juan, you’ll find there are two airports. Luis Muñoz Marín Airport (SJU) serves major airlines and international flights, while Isla Grande Airport (SIG) caters to smaller aircraft and domestic routes. Flying to other cities on the island might require you to switch to the domestic airport.
  • Some Frontier Airlines flights require self-transfers. This means that upon reaching the layover city, you must recheck your luggage and pass through security again. Ensure your connection leaves enough time to do all of this and safely make it to your next flight. Traveling with only a carry-on can streamline this process and minimize potential issues.
  • For eco-conscious travelers, Delta is a good choice. They're shifting towards a more sustainable fleet and incorporating eco-friendly aviation fuels. Additionally, Delta is enhancing sustainability by using electric ground equipment and serving meals onboard that are sustainably sourced.
  • If you’re traveling on a budget, Frontier Airlines often has the lowest fares along this route, but be aware that this is for only airfare. Any additional services, like baggage or seat selection, will be charged an extra fee. This can add up, so consider one of their bundles, which offer an easy and affordable way to customize your trip.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Milwaukee to Puerto Rico

Need help choosing which airline to fly with from Milwaukee to Puerto Rico? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10347 reviews
8.2Boarding
7.9Comfort
8.0Entertainment
7.4Food
8.6Crew
Airline reviews

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

8.0 Excellentmilton, Jun 2024ANC - MSP
Read more about Delta reviews

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

My window shade didn’t work. So I missed coming into my city. ☹️

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

Everything was pretty good except for food. They need to improve on it compared to other airlines.

Flight was delayed due to the late arrival of the catering truck, which is quite unacceptable. There was a beverage service, but no pretzel, or cookie, or nuts were served in coach.

Not worth the premium paid for the first class ticket

Not worth the price of premium class ticket paid, felt more like steerage.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

I flew Delta last week and United Airlines is a poor substitute mechanical problems with the plane and shitty food among other things made my travel experience what’s become to be expected from United no way is it ever worth the money they make us pay

I had a great flight. Everything went smoothly and the flight arrived early.

Internet service was erratic. Crew service was poor and slow. My luggage on this non-stop flight was lost and not recovered

Terrible. I didn’t fly and I had an important meeting the next day.

Missed this flight due to the first AA flight delay

Equipment swap led to 2+ hour delay on international flight. And to top it off, boarding took forever.

Wretched scheduling - they got themselves into a critical crew situation and didn’t try to address it until 15 minutes before they had to cancel my flight

They cancelled two flight and got us onto another airline, which was also delayed.

Nothing, terrible travel experience due to weather and maintenance delays and was left stranded in Austin.

Missed connection from Philadelphia to London because flight from DC was seriously delayed. Was re-routed the next day (had to pay for hotel) to Zurich and was given a main cabin middle seat while I had paid for premium. Great job AA!!!

My husband and I pre-ordered our food, but they did not have my husband’s order, and my cheese plate was very average. I asked for a blanket and was told they don’t carry blankets on domestic routs. The flight was on time and smooth!

28 hour delay at Fort Worth/Dallas airport, part due to weather which was unavoidable, but various other reasons - no pilot, no fa, mechanical problem, plane too small, too big, crew out of flying time, seat configuration problems.... endless and hourly updates with a different excuse. Finally told us about 3.00 am, that the flight was delayed to hours later.

Could have TV/Movie and some water ou soda free

Flight was good and clean but delayed over an hour on the return flight.

The non stop flight and able to go into Atlantic City airport. They could lower the prices. It starts out low but then if you want to bring luggage and pick your seat the price goes up quite a bit.

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

We can’t predict circumstances like this ahead of time, but I give your staff a hats off for immediately giving us updated informations.

It was nice! There was a very unhappy child in front of us and the flight attendant did a great job calming the child. I was impressed.

The plane was not on time for boarding or departure or arrivals.

EVERYTHING WAS WONDERFUL HOSPITALITY THE HELP.THE SEATING FRIENDLY ALWAYS HAVE A GOOD RIDE NOT ONE BAD EXPERIENCE WITH THEM

This was the smoothest flight I have had in awhile. I was also offered an exit row seat for a great upgrade cost and was able to sleep almost thr whole flight due to comfort and a smooth flight. We left on time and arrived on time.

No food not even water offered unless you buy it and no usb in the seat but other than that everything was good

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Book cheap flights from Milwaukee to Puerto Rico

Recent round-trip flight deals

9/7Sat
2 stopsAmerican Airlines
19h 14mMKE-SJU
9/14Sat
2 stopsAmerican Airlines
17h 31mSJU-MKE
$246
8/13Tue
1 stopAmerican Airlines
7h 45mMKE-SJU
8/23Fri
1 stopAmerican Airlines
11h 02mSJU-MKE
$252
9/10Tue
1 stopSpirit Airlines
10h 59mMKE-SJU
9/11Wed
2 stopsSpirit Airlines
23h 48mSJU-MKE
$262
8/21Wed
1 stopSpirit Airlines
11h 16mMKE-SJU
9/4Wed
1 stopSpirit Airlines
11h 21mSJU-MKE
$269
6/24Mon
2 stopsFrontier
26h 38mMKE-SJU
6/29Sat
1 stopFrontier
19h 11mSJU-MKE
$270
6/17Mon
2 stopsFrontier
26h 38mMKE-SJU
6/25Tue
2 stopsFrontier
17h 36mSJU-MKE
$288
8/29Thu
1 stopDelta
9h 44mMKE-SJU
9/1Sun
1 stopDelta
7h 22mSJU-MKE
$354
8/2Fri
1 stopDelta
9h 44mMKE-SJU
8/9Fri
1 stopDelta
7h 12mSJU-MKE
$374
9/7Sat
1 stopUnited Airlines
7h 42mMKE-SJU
9/13Fri
2 stopsUnited Airlines
15h 08mSJU-MKE
$378
7/13Sat
1 stopUnited Airlines
7h 39mMKE-SJU
7/18Thu
1 stopUnited Airlines
7h 15mSJU-MKE
$380

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Recent one-way flight deals

8/13Tue
1 stopAmerican Airlines
7h 45mMKE-SJU
$126
9/19Thu
2 stopsAmerican Airlines
19h 25mMKE-SJU
$129
8/13Tue
2 stopsAmerican Airlines
15h 17mMKE-SJU
$132
6/17Mon
2 stopsFrontier
26h 38mMKE-SJU
$139
8/15Thu
2 stopsAmerican Airlines
9h 37mMKE-SJU
$148
7/19Fri
1 stopFrontier
17h 18mMKE-SJU
$151
9/19Thu
1 stopSpirit Airlines
16h 30mMKE-SJU
$160
8/1Thu
1 stopDelta
7h 00mMKE-SJU
$177
7/19Fri
1 stopSpirit Airlines
16h 46mMKE-SJU
$180
11/25Mon
1 stopUnited Airlines
6h 48mMKE-SJU
$247

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Last minute flights from Milwaukee to Puerto Rico

Last minute flight, train and bus deals

6/10Mon
multi-stop
17h 02mMKE-SJU
6/12Wed
multi-stop
26h 29mSJU-MKE
$438
6/9Sun
multi-stop
28h 01mMKE-SJU
6/16Sun
multi-stop
9h 21mSJU-MKE
$469
6/8Sat
multi-stop
10h 21mMKE-SJU
6/12Wed
multi-stop
26h 29mSJU-MKE
$473
6/9Sun
multi-stopSpirit Airlines
8h 36mMKE-SJU
6/16Sun
multi-stopSpirit Airlines
25h 49mSJU-MKE
$521
6/10Mon
multi-stopAmerican Airlines
12h 57mMKE-SJU
6/12Wed
multi-stopAmerican Airlines
17h 09mSJU-MKE
$529
6/7Fri
multi-stopFrontier
29h 01mMKE-SJU
6/9Sun
multi-stopFrontier
19h 26mSJU-MKE
$568
6/10Mon
multi-stopSpirit Airlines
17h 02mMKE-SJU
6/11Tue
multi-stopSpirit Airlines
32h 47mSJU-MKE
$588
6/10Mon
multi-stopAmerican Airlines
7h 40mMKE-SJU
6/11Tue
multi-stopAmerican Airlines
7h 31mSJU-MKE
$608
6/10Mon
multi-stopUnited Airlines
8h 27mMKE-SJU
6/11Tue
multi-stopUnited Airlines
10h 10mSJU-MKE
$774
6/8Sat
multi-stopUnited Airlines
11h 09mMKE-SJU
6/11Tue
multi-stopUnited Airlines
10h 10mSJU-MKE
$799

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Milwaukee - Puerto Rico Flights

Departure:

Milwaukee (MKE)United States

Return flight deals:

Puerto Rico - Milwaukee

Cabin classes: