$119 Find Cheap Flights from Puerto Rico to Milwaukee - Compare and Save

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Cheap Flights from Puerto Rico to Milwaukee

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Puerto Rico to Milwaukee

Tue, Oct 27 - Sun, Nov 1
American Airlines Logo
6:00 am - 9:52 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
16h 52m1 stop Dallas/Fort Worth
American Airlines Logo
10:46 am - 9:29 pmMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
8h 43m1 stop Charlotte Douglas
$238American Airlines
Thu, Oct 15 - Tue, Oct 20
American Airlines Logo
2:54 pm - 8:07 amSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
18h 13m1 stop Chicago O'Hare Intl
American Airlines Logo
2:58 pm - 9:46 amMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
17h 48m2 stops Chicago O'Hare Intl Miami
$238American Airlines
Wed, Oct 14 - Tue, Oct 20
Frontier Logo
3:00 am - 9:20 amSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
7h 20m1 stop Orlando
Frontier Logo
10:15 am - 1:53 amMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
14h 38m1 stop Orlando
$248Frontier
Thu, Sep 24 - Wed, Sep 30
JetBlue Logo
5:59 pm - 11:48 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
6h 49m1 stop Atlanta Hartsfield-Jackson
JetBlue Logo
12:44 pm - 10:19 pmMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
8h 35m1 stop Atlanta Hartsfield-Jackson
$292JetBlue
Tue, Sep 22 - Tue, Sep 22
Southwest Logo
6:00 am - 12:00 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
7h 00m1 stop Baltimore/Washington
Southwest Logo
2:05 pm - 10:05 pmMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
7h 00m1 stop Orlando
$361Southwest
Wed, Sep 16 - Wed, Sep 23
Southwest Logo
11:50 am - 8:35 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
9h 45m2 stops Orlando Nashville Intl
Southwest Logo
10:30 am - 10:05 pmMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
10h 35m2 stops Orlando Baltimore/Washington
$366Southwest
Wed, Sep 16 - Mon, Sep 21
Delta Logo
2:59 pm - 8:31 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
6h 32m1 stop Atlanta Hartsfield-Jackson
Delta Logo
2:55 pm - 10:19 pmMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
6h 24m1 stop Atlanta Hartsfield-Jackson
$366Delta
Fri, Nov 13 - Mon, Nov 16
United Airlines Logo
8:05 am - 5:43 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
11h 38m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl
United Airlines Logo
12:03 pm - 9:00 pmMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
6h 57m1 stop Chicago O'Hare Intl
$366United Airlines
Wed, Oct 14 - Tue, Oct 20
United Airlines Logo
1:00 am - 10:07 amSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
10h 07m2 stops Newark Chicago O'Hare Intl
United Airlines Logo
10:42 am - 11:50 pmMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
12h 08m2 stops Chicago O'Hare Intl Newark
$392United Airlines
Mon, Dec 28 - Thu, Dec 31
Delta Logo
6:40 pm - 11:53 pmSJU  San Juan Luis Munoz Marin Intl-MKE Milwaukee-Mitchell
7h 13m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:25 am - 11:20 pmMKE  Milwaukee-Mitchell-SJU San Juan Luis Munoz Marin Intl
10h 55m1 stop Atlanta Hartsfield-Jackson
$1,020Delta
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?

The cheapest month for flights to Milwaukee is January, where tickets cost $253 on average for return flights. On the other hand, the most expensive months are March and May, where the average cost of tickets from Puerto Rico is $486 and $485 respectively. For one-way flights, the best month to travel is December with an average price of $195.

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

To get a below average price, you should book around 4 weeks before departure, which saves you about 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low season

January

Cheapest flight

$119
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly and prices are also 15% lower on average.
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 1,536 direct flights from within Puerto Rico to Milwaukee. The most common day for departures is Sunday, 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

 
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 4219 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.0Food
7.5Entertainment
Airline reviews

Seated at front bulkhead for a smidge extra leg room away from home and on flight back home. Away crew was very proactive about assuring our carryons had space close behind us (because no seat in front of us our personal items had to be in a small bin overhead). They actively required passengers place overhead luggage on its side so more items could fit in bins. Home crew made no such efforts. I had to struggle back rows to get overhead bags upon landing, no crew help then either, and some disgruntled passengers as I and others retrieved our bags. There was a system that worked pretty well. The home bound crew just didn't feel like working.

4.0 OkayMather, Aug 2026
Read more Southwest reviews

Seated at front bulkhead for a smidge extra leg room away from home and on flight back home. Away crew was very proactive about assuring our carryons had space close behind us (because no seat in front of us our personal items had to be in a small bin overhead). They actively required passengers place overhead luggage on its side so more items could fit in bins. Home crew made no such efforts. I had to struggle back rows to get overhead bags upon landing, no crew help then either, and some disgruntled passengers as I and others retrieved our bags. There was a system that worked pretty well. The home bound crew just didn't feel like working.

Southwest has inacted unfriendly customer policies like other airlines. Watch the fine print very carefully if you are having to alter flight arrangements. Rules are now complicated and very stilted to travelers sacrificing travel funds (unlike before where the simple, straight forward flight change policy was worth the extra premium for ticket price.) On the positive side, SW Flight crews are still wonderfully helpful.

Flight left on time and was early landing. Seats not comfortable and not enough space…

Flight left on time. Seat spacing is way too small…

It would have been better if the flight was on time

Slow boarding, limited food and drink portions. Bad delays and turbulence

Terrible all around. Left prior review detailing massive delay/cancellation to then rebook travel. Topping on the cake was lost luggage even after travel to ultimate destination was secured on a new plane(s).

The entire travel day was a disaster from beginning to end. Woke up at two in the morning to make it to San Juan airport in time for a 5:30 am flight to Milwaukee which connected in Baltimore. Massive delays lead to me missing original connection out of Baltimore. Sixteen hours of delays/rebooking/layover time later, arrived in Milwaukee to find that only one of two checked bags made it there (despite the fact that Southwest brought another 737 jet to San Juan to fly us out to our original Baltimore connection—-not squeezed into another booked flight). The flight from Baltimore to Milwaukee was barely half full, so there was no logical reason to ship my bags out of Baltimore on a different flight to Chicago to then ship to Milwaukee. Southwest decided that my bags should not have been on the same connecting flight I WAS ON to Milwaukee, and then proceeded to accidentally leave my larger bag with the important items in Chicago. Terrible logic and support all around. Extremely angered and disappointed with SW. What a clownish operation your company has become!

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.

I like everything about Southwest. From customer service to crew and prices. I travel a lot during the year and Southwest is the best!!

Delta off boarded and boarded the aircraft quickly. Clean cabin and great gate and onboard service.

The seats were really comfortable. Flight crew were friendly with passengers. Overall was a great flight.

Great crew, flight on time, luggage pick up a breeze

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Wifi did not work and they only served water, coffee, or tea.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Had assistance at airport getting from arrivals gate to departure gate; I couldn't have managed without that extra help. Thank you Delta.

I truely appreciate all services. I was highly impressed and will not hesitate to recommend United Airlines to friends and family. The AVML was perfect.

Flight did not have wifi service. It was experiencing technical difficulties. Definitely and old plane that needs updating.

Very Poor. Significant delays getting to Chicago and then very poor communication on delays in Chicago to Cleveland. We could have rented a car and driven there faster than the delays ended up being.

Awful. There was a minor problem with a fridge and they had us 2 hours in the runway before take off. The paper work alone took them half hour. There was no attemp to make up time up while in teansit and when we arrived, they had us another half hour in the plane because of traffic. I, and a bunch of people, lost their onnection flights for 5 to 10 minutes. Not even the attemp to wait given thar all delays, but the taxing, were United's fault. Then another 45 mins to get an agent and no flight alternatives for 2 days. Im am very disapointed with this "premium carrier".

Deplaning was delayed because of Jetbridge equipment issues in MKE, causing an issue on an otherwise great flight.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

IT WAS A LONG TIME SINCE THE LAST TIME I TRAVELED. I THOUGHT I WAS TO BE LOST BUT EVERYONE WAS PRETTY NICE WITH ME AND MADE MY EXPERIENCE NICE. THANKS

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

There was a delay that was unexpected. The seats were uncomfortable for the length of the flight.

The wi-fi was awful. I paid $8 each way and got little , except frustration. .

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

there are no options s for snack besides cookies would ve nice to have a salty option n

Never ontime and always delays. Long waits for customer service and often app doesn’t work

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

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

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.

Very poor delay in dfw was really bad n long

I didn't like that my paid for seat was changed 2 hours before my flight.

The gate changed over 6 times in the 4 hours before this flight having us walking all over and back again. The agent told me that the American app and the airport monitors are not reliable and I should Google the flight number for accurate flight information! Shocking tip but the gate still kept changing anyway and then the flight was delayed an hour because of another maintenance issue. Not a great experience.

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