$118 Find Cheap Flights from Puerto Rico to Milwaukee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Milwaukee departing on 12/21. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Milwaukee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Milwaukee, as well as popular online travel agencies
Travelers love KAYAK
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Everything you should know

Cheapest round-trip
$138
Overall average: $323
Frontier
Thu 1/22Sun 1/25
SJU - MKE • 1 stop
Cheapest one-way
$118
Typical prices: $118-$194
Delta
Sun 12/21
SJU - MKE • 1 stop
When to travel
September
Cheapest • 22% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Milwaukee!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Puerto Rico to Milwaukee

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Puerto Rico to Milwaukee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Puerto Rico to Milwaukee

Thu, Jan 22 - Sun, Jan 25
Frontier Logo
11:05 am - 6:45 pmSJU-MKE
9h 40m1 stop
Frontier Logo
7:40 pm - 9:55 amMKE-SJU
12h 15m1 stop
$138Frontier
Find Deal
Wed, Jan 21 - Sun, Jan 25
Frontier Logo
3:55 am - 6:45 pmSJU-MKE
16h 50m1 stop
Frontier Logo
7:40 pm - 9:55 amMKE-SJU
12h 15m1 stop
$226Frontier
Find Deal
Thu, Dec 18 - Tue, Dec 30
Multiple Airlines Logo
9:37 pm - 6:26 pmSJU-MKE
22h 49m1 stop
Multiple Airlines Logo
8:15 pm - 2:50 amMKE-SJU
28h 35m1 stop
$234Multiple Airlines
Find Deal
Thu, Feb 19 - Mon, Feb 23
Delta Logo
6:15 am - 11:15 amSJU-MKE
7h 00m1 stop
Delta Logo
7:05 am - 5:12 pmMKE-SJU
8h 07m1 stop
$235Delta
Find Deal
Wed, Dec 24 - Sat, Jan 3
American Airlines Logo
12:30 pm - 5:46 pmSJU-MKE
7h 16m1 stop
American Airlines Logo
8:08 pm - 5:00 amMKE-SJU
6h 52m1 stop
$240American Airlines
Find Deal
Fri, Feb 27 - Sun, Mar 1
Frontier Logo
11:05 am - 6:45 pmSJU-MKE
9h 40m1 stop
Frontier Logo
7:40 pm - 9:55 amMKE-SJU
12h 15m1 stop
$251Frontier
Find Deal
Thu, Dec 18 - Tue, Dec 30
Multiple Airlines Logo
9:37 pm - 6:26 pmSJU-MKE
22h 49m1 stop
Multiple Airlines Logo
8:15 pm - 1:06 amMKE-SJU
26h 51m2 stops
$257Multiple Airlines
Find Deal
Wed, Dec 17 - Tue, Dec 30
Multiple Airlines Logo
3:55 am - 7:20 pmSJU-MKE
17h 25m1 stop
Multiple Airlines Logo
8:15 pm - 2:50 amMKE-SJU
28h 35m1 stop
$259Multiple Airlines
Find Deal
Wed, Dec 17 - Tue, Dec 30
Multiple Airlines Logo
3:55 am - 7:20 pmSJU-MKE
17h 25m1 stop
Multiple Airlines Logo
8:15 pm - 2:50 amMKE-SJU
28h 35m1 stop
$260Multiple Airlines
Find Deal
Wed, Dec 17 - Tue, Dec 30
Multiple Airlines Logo
3:55 am - 7:20 pmSJU-MKE
17h 25m1 stop
Multiple Airlines Logo
8:15 pm - 1:06 amMKE-SJU
26h 51m2 stops
$283Multiple Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for flights to Milwaukee

Get data-powered insights and trends for flights to Milwaukee to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly to Milwaukee?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Milwaukee, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Milwaukee is September, where tickets cost $299 on average for one-way flights. On the other hand, the most expensive months are July and August, where the average cost of tickets from Puerto Rico is $496 and $488 respectively. For return trips, the best month to travel is September with an average price of $299.

How far in advance should I book a flight to Milwaukee?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Milwaukee, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 33 days before departure.

Good to know

Low seasonMarch
Cheapest flight$118
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 28% increase in price.
Flight from San Juan to Milwaukee

FAQs - booking Milwaukee flights

  • How far is Milwaukee-Mitchell Airport from central Milwaukee?

    The city center of Milwaukee is 6 miles from Milwaukee-Mitchell Airport.

  • What is the name of Milwaukee’s airport?

    Milwaukee is served by Milwaukee-Mitchell Airport, also commonly referred to as General Mitchell Intl or Milwaukee-Mitchell. The airport code is MKE.

  • What is the cheapest day to fly to Milwaukee?

    Based on KAYAK data, the cheapest day to fly to Milwaukee is Thursday where tickets can be as cheap as $331. On the other hand, the most expensive day to fly is Sunday, where prices are $624 on average.

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

    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 to Milwaukee.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to 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 to Milwaukee?

    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 Milwaukee with an airline and back with another airline.

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

    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 Milwaukee up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Milwaukee?

    The cheapest time of day to fly to Milwaukee is generally at night, when flights cost $404 on average. The most expensive time of day to fly to Milwaukee is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $429.

  • How many direct flights to Milwaukee are there each week?

    Each week there are around 858 direct flights from within Puerto Rico to Milwaukee. The most common day for departures is Saturday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Milwaukee

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Milwaukee flight deals.

Reviews of the top 4 airlines serving from Puerto Rico to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying to Milwaukee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Puerto Rico to Milwaukee. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Milwaukee? 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
SouthwestOverall score based on 4235 reviews
7.0Food
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
Airline reviews

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

2.0 MediocreCharity, Nov 2025MSP - MDW
Read more Southwest reviews

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

the over had ligth did not work'd for the all way

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

DELTA does a terrific job making sure you are well taken care of during the flight, gives you assurance before the flight through numerous email notifications about your upcoming flight & lastly good follow up after the flight making sure your needs were mat. It has been, is & will continue to be my carrier of choice in all my future travels. Good Job DELTA

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Starlink wifi on the Embraer E175 is an excellent experience. I was able to connect and work from IAD all the way to approach into BTV.

Great crew, excellent landing, good food. Over all great experience. Thank you!

Older aircraft, no meal, only food was for purchase. Not impressed United.

United needs to step up their game. Delayed flight leaving Seattle, San Francisco. Older aircraft, not very comfortable.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

This flight leg was fantastic - super comfortable and a great selection of things to watch on the TV. Staff were excellent, really above and beyond.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

The flight attendants were very rude, beyond comprehension. I took a business class from London to SFO for the first time on United. When I asked for a second piece of bread during dinner, the serving attendant threw a 3rd bread on my plate and said, “here. You can have this one too”! I couldn’t believe the rudeness of the attendant. Most all attendants were very rude, unhelpful, sing the food was absolutely disgusting. Never fly United internationally in business class. My flight back to SFO was a nightmare!!

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

flight was good until we arrived at cmh ten minutes early but then sat on tarmac for twenty minutes because a plane was at our gate, so we had to wait despite the pilot tellling us that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything was good The connects, with no blame to crew. Or pilots. I understand they are short staffed. Everything went well for me. I'll be using you guys again in May if not sooner.

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

We loved the steward on the plane. He made the night enjoyable

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