$163 Find Cheap Flights from Milwaukee to Puerto Rico - Compare and Save

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 8/19. 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

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Cheap Flights from Milwaukee to Puerto Rico

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Aguadilla
Aguadilla2 stops$326
Culebra
Culebra2 stops$1,866
Aguadilla
Aguadilla2 stops$326
Culebra
Culebra2 stops$1,866

Book Cheap Milwaukee to Puerto Rico Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Milwaukee to Puerto Rico 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 Milwaukee to Puerto Rico

Sat, Sep 19 - Mon, Oct 5
United Airlines Logo
6:00 am - 2:44 pm
MKE
-
SJU
7h 44m
1 stop
United Airlines Logo
3:56 pm - 10:59 pm
SJU
-
MKE
8h 03m
1 stop
$326United Airlines
Wed, Sep 2 - Sun, Sep 6
American Airlines Logo
8:20 am - 11:59 pm
MKE
-
SJU
14h 39m
2 stops
American Airlines Logo
7:03 am - 9:06 pm
SJU
-
MKE
15h 03m
1 stop
$331American Airlines
Mon, Oct 5 - Fri, Oct 30
American Airlines Logo
6:27 pm - 11:31 am
MKE
-
SJU
16h 04m
2 stops
American Airlines Logo
12:13 pm - 11:18 pm
SJU
-
MKE
12h 05m
2 stops
$332American Airlines
Mon, Oct 5 - Fri, Oct 30
American Airlines Logo
6:27 pm - 12:09 pm
MKE
-
SJU
16h 42m
1 stop
American Airlines Logo
12:13 pm - 11:57 pm
SJU
-
MKE
12h 44m
1 stop
$333American Airlines
Wed, Sep 16 - Sun, Sep 20
American Airlines Logo
8:14 pm - 2:50 pm
MKE
-
SJU
17h 36m
2 stops
American Airlines Logo
6:27 am - 8:29 pm
SJU
-
MKE
15h 02m
2 stops
$338American Airlines
Mon, Aug 24 - Mon, Aug 31
Southwest Logo
5:45 am - 4:55 pm
MKE
-
SJU
10h 10m
2 stops
Southwest Logo
6:30 am - 3:25 pm
SJU
-
MKE
9h 55m
2 stops
$351Southwest
Sat, Sep 19 - Sun, Oct 4
United Airlines Logo
10:30 am - 11:50 pm
MKE
-
SJU
12h 20m
2 stops
United Airlines Logo
3:56 pm - 10:59 pm
SJU
-
MKE
8h 03m
1 stop
$354United Airlines
Wed, Aug 19 - Sat, Sep 5
American Airlines Logo
12:58 pm - 11:59 pm
MKE
-
SJU
10h 01m
2 stops
American Airlines Logo
6:00 am - 5:00 pm
SJU
-
MKE
12h 00m
2 stops
$356American Airlines
Sat, Oct 17 - Sat, Oct 31
United Airlines Logo
6:15 am - 2:44 pm
MKE
-
SJU
7h 29m
1 stop
United Airlines Logo
2:05 am - 11:43 am
SJU
-
MKE
10h 38m
1 stop
$357United Airlines
Sat, Dec 5 - Mon, Dec 7
United Airlines Logo
3:00 pm - 12:36 am
MKE
-
SJU
7h 36m
1 stop
United Airlines Logo
2:05 am - 9:46 am
SJU
-
MKE
9h 41m
1 stop
$358United Airlines
Booking Insights

KAYAK's insights & trends for Milwaukee to Puerto Rico flights

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

What is the cheapest month to fly from Milwaukee to Puerto Rico?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Milwaukee to Puerto Rico, 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 from Milwaukee to Puerto Rico is January, when tickets cost $90 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $326 and $207 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Milwaukee to Puerto Rico, 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 on the flight from Milwaukee to Puerto Rico, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$163
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly and prices are also 10% 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 from Milwaukee to Puerto Rico 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 from Milwaukee to Puerto Rico 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 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 from Milwaukee to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Puerto Rico

  • 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.

Everything you need to know for your flight from Milwaukee to Puerto Rico

Information on your arrival and departure airports