$91 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 2/5. 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
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$182
Overall average: $265
Frontier
Wed 2/25Sat 2/28
SJU - MKE • 1 stop
Cheapest one-way
$91
Typical prices: $140-$312
Frontier
Thu 2/5
SJU - MKE • 1 stop
When to travel
February
Cheapest • 30% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
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

Wed, Feb 25 - Sat, Feb 28
Frontier Logo
5:25 pm - 6:42 pm
SJU
-
MKE
27h 17m
1 stop
Frontier Logo
7:47 pm - 2:53 am
MKE
-
SJU
29h 06m
1 stop
$182Frontier
Thu, Jan 29 - Mon, Feb 2
Frontier Logo
8:00 am - 6:16 pm
SJU
-
MKE
12h 16m
1 stop
Frontier Logo
7:01 pm - 3:26 pm
MKE
-
SJU
18h 25m
1 stop
$213Frontier
Wed, Feb 25 - Sun, Mar 1
Frontier Logo
5:25 pm - 6:42 pm
SJU
-
MKE
27h 17m
1 stop
Frontier Logo
6:39 pm - 10:09 am
MKE
-
SJU
13h 30m
1 stop
$217Frontier
Thu, Jan 29 - Mon, Feb 2
Frontier Logo
8:00 am - 6:16 pm
SJU
-
MKE
12h 16m
1 stop
Frontier Logo
7:01 pm - 11:59 pm
MKE
-
SJU
26h 58m
1 stop
$254Frontier
Tue, Feb 24 - Tue, Mar 17
American Airlines Logo
2:23 pm - 9:41 pm
SJU
-
MKE
9h 18m
2 stops
American Airlines Logo
8:00 am - 8:50 pm
MKE
-
SJU
11h 50m
2 stops
$256American Airlines
Wed, Feb 25 - Sat, Feb 28
American Airlines Logo
7:00 am - 3:51 pm
SJU
-
MKE
10h 51m
2 stops
American Airlines Logo
10:26 am - 12:52 am
MKE
-
SJU
12h 26m
1 stop
$262American Airlines
Fri, Feb 13 - Mon, Feb 16
American Airlines Logo
6:33 am - 5:54 pm
SJU
-
MKE
13h 21m
1 stop
American Airlines Logo
4:47 pm - 5:24 am
MKE
-
SJU
10h 37m
1 stop
$281American Airlines
Fri, Feb 13 - Mon, Feb 16
American Airlines Logo
8:40 am - 5:47 pm
SJU
-
MKE
11h 07m
1 stop
American Airlines Logo
4:47 pm - 5:24 am
MKE
-
SJU
10h 37m
1 stop
$288American Airlines
Fri, Jan 30 - Mon, Feb 2
Frontier Logo
4:36 pm - 10:17 am
SJU
-
MKE
19h 41m
1 stop
Frontier Logo
7:01 pm - 3:26 pm
MKE
-
SJU
18h 25m
1 stop
$289Frontier
Fri, Mar 6 - Mon, Mar 9
United Airlines Logo
10:30 am - 9:21 pm
CPX
-
MKE
36h 51m
2 stops
United Airlines Logo
7:00 am - 4:13 pm
MKE
-
CPX
8h 13m
2 stops
$2,533United Airlines
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 February, where tickets cost $265 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 $495 and $490 respectively. For return trips, the best month to travel is February with an average price of $265.

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 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 35 days before departure.

Good to know

Low seasonJanuary
Cheapest flight$91
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 30% 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.

  • 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.

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

    Each week there are around 777 direct flights from within Puerto Rico to Milwaukee. The most common day for departures is Thursday, with 16% 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 5 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 4262 reviews
8.0Comfort
7.0Food
8.1Boarding
8.6Crew
7.5Entertainment
Airline reviews

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

6.0 Goodha, Jan 2026
LAS - HOU
Read more Southwest reviews

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

We got exit row seats both flights. Everything was running on time

Never went on board this flight. Kayak uses Underpricer (which is a scam business) as it's "customer service provider". This customer service is a classic bait and switch "service". I Got caught in the UnderPricer Bait and switch scam. 14 hours on the phone with people from India with heavy accents and upselling me to useless products. The original sell was a flight on spirit. Then they contact me later, an say after they have my money that the flight is no good as is is only one seat for a party of two. I am still in dispute to get my money back. Went to Spirit direct and had a beautiful vacation. I should never have used Kayak and their rip off artists UnderPricer.

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

My requested wheelchair never appeared. So many entertainment choices yet, I found little of interest and no internet option to search on my own. Both were minor issues.

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Inexperienced boarding crew allowed too many bags on to a full flight and delayed takeoff causing a missed connection and unplanned overnight stay. There was a hotel at the airport but Delta would not pay for it offering only to shuttle me to an area hotel. Never even offerred so much as an apology by anyone working for Delta.

Staff was great! Kind and cordial! Middle seat row 28 seat B has a hump in it. Trays were getting stuck when putting down and up. Good flight

Departure was delayed resulting in me missing my connection. Delta did not autimatically find me another flight.

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

It was great. There were some issues prior to takeoff. The weather was poor so we had to go through deicing, and we were delayed a bit by the pilots' concern about one of the engines, but that's aviation. The pilots handled everything with aplomb, and kept us apprised

Reliable, nice crew, I fly often on that flight and I like it all.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The seats were comfortable and we had leg room. Great entertainment.

The flight crew where really good. Better then the crew from BNE to SFO

Delayed, toilets did not flush, pilot parked to far away from Gate

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Safe made to destination. Late to start at GVA for icy reasons but we fought our next fly.

I just think it’s unfortunate that Airlines have completely abandoned the idea of serving any kind of decent or even real food on flights, not even on a four hour flight!? Those days are gone, I guess.

When I got to the waiting area, it was full but when the time came to board, rgete was no plane. The women where you would show your ticket, gave the news saying there was a maintenance problem and that it be an extra half hour wait. We never did see the plane but ultimately, Noone ever saw the plane because there was a fire on one engine. Needless to say, the wait time before it was announced what really happened, was a few hours. Many, many missed their plane transfer because they entered their first train. Also, the electronic info panels up on the different wall for all to see the status of each flight, never stated anything having to do with the long, long hold up. Many people had major problems because they had to swith planes during their trip and that never happened...

It was a good trip. Flight Attendants were friendly and responsive.

Qatar airways ,boarding arrangements at Hamid international airport could been better

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

My seat tv didn’t work the whole trip. And the seat space is too small despite being seated at the front.

The seat cushions were very worn so they were extremely uncomfortable.

Delayed, no updates, had a rewards number but was not working

The seats from lax to DFW was so tight that I could not move my legs . No WiFi and had to pay . Not a good selection of entertainment

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

We were upgraded to First Class and it was a great flight

didn't order food on board. there's no way to hold a water botton on the way. otherwise it was a pleasant flight, thanks to the crew.

Even though there was a delay the crew was exceptional.

Even though there was a delay the crew was exeptional

Cheap, only one short delay. No issues despite bad weather. Able to take a big backpack for free.

I know Spirit gets a lot of criticism, but I've taken three flights recently and all were very good, and tremendous value. On my most recent one, they randomly assigned me to a very comfortable exit row seat! The flight was on time and the boarding process was smooth, and the crew was friendly. No complaints!

My experience with spirit was horrible I had to spend a extra $100 to check in my bag when I already purchased my ticket even when I got to my gate to get my seat the attendant didnt say anything until I was boarding the plane..also to make matters worst I been flying from Florida to New york and Florida to Atlanta often this was my 4th trip to Atlanta with the same bag and never had this problem till yesterday so im extremely upset and I wasnt even giving a reason for the change the attendant just gave a attitude and wouldn't answer me at all

Paid for wifi the day before but wifi was unavailable on flight.

Flight was not on time and it was very annoying flight. Keep changing gates.

Flight was cancelled with very little notice. Had to scramble to find transportation to my Mexico vacation.

Liked early boarding for disabled customers. Seat comfort could have been better, would have appreciated an empty seat between my wife and I since I suffer from arthritis, neuropathy, and spinal stenosis. Also aisle seat armrest was immobile and this made it difficult to get into and out of my seat during the flight

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