What is the cheapest airline that flies from Wisconsin to Puerto Rico?

Delta, United Airlines, and Sun Country Air are the most popular carriers operating from Wisconsin to Puerto Rico

What airlines fly to Puerto Rico?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Puerto Rico from Wisconsin according to our data. American Airlines is the first choice among our users, with 46% of people opting to fly with this airline when traveling to Puerto Rico. Keep in mind that there are 6 different airlines that fly to Puerto Rico on a routine basis, so you have a few additional options to choose from.

How long is the flight from Wisconsin to Puerto Rico?

Flight times from Wisconsin to Puerto Rico vary, but if you’re flying out of Milwaukee and flying into San Juan Luis Munoz Marin Intl Airport (one of the most popular routes), then the duration is 6h 35m on average. Another popular route from Wisconsin to Puerto Rico is flying from Appleton to San Juan Luis Munoz Marin Intl Airport, which will take roughly 7h 10m. Keep in mind that layovers or delays could extend your travel time.

How many flights depart from Wisconsin to Puerto Rico on average per week?

As of May 2026, 56 flights take off from Wisconsin and land in Puerto Rico each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.

When did momondo last update prices for flights from Wisconsin to Puerto Rico?

Prices for flights from Wisconsin to Puerto Rico were last updated today.

How many operators does momondo search for flights from Wisconsin to Puerto Rico?

There are 8 operators available for flights from Wisconsin to Puerto Rico as of May 2026.

How old do you have to be to fly from Wisconsin to Puerto Rico?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Wisconsin to Puerto Rico.

What documentation or ID do you need to fly to Puerto Rico?

The necessary travel and health documents for your Puerto Rico trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$104 Cheap Flights from Wisconsin to Puerto Rico in 2026

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Find the cheapest flights from Wisconsin to Puerto Rico

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:48 pm - 10:29 pm

ORD

SJU

7h 41m

1 stop

12:56 pm - 8:46 pm

SJU

ORD

8h 50m

1 stop

$226Delta

Tue, Aug 11 - Wed, Aug 19

5:14 pm - 11:07 pm

ORD

SJU

4h 53mnonstop

7:14 pm - 7:34 am

SJU

ORD

13h 20m

1 stop

$232American Airlines

Fri, Aug 7 - Tue, Aug 11

12:44 am - 6:44 am

ORD

SJU

5h 00mnonstop

6:32 am - 4:08 pm

SJU

ORD

10h 36m

1 stop

$249Frontier

Sat, Aug 8 - Thu, Aug 13

12:44 am - 6:44 am

ORD

SJU

5h 00mnonstop

7:14 pm - 11:27 pm

SJU

ORD

5h 13mnonstop

$255Frontier

Sat, Aug 8 - Thu, Aug 13

6:30 am - 8:38 pm

MSN

SJU

13h 08m

2 stops

1:00 am - 9:44 am

SJU

MSN

9h 44m

2 stops

$266United Airlines

Sun, Sep 6 - Tue, Sep 15

9:00 am - 3:15 pm

MSP

SJU

5h 15mnonstop

4:15 pm - 8:46 pm

SJU

MSP

5h 31mnonstop

$294Sun Country Air

Sat, Sep 26 - Sat, Oct 3

9:00 am - 3:15 pm

MSP

SJU

5h 15mnonstop

4:15 pm - 8:46 pm

SJU

MSP

5h 31mnonstop

$296Sun Country Air

Sat, Sep 26 - Sat, Oct 3

6:30 am - 8:38 pm

MSN

SJU

13h 08m

2 stops

1:00 am - 9:53 am

SJU

MSN

9h 53m

2 stops

$316United Airlines

Sat, Sep 19 - Fri, Sep 25

1:00 pm - 10:39 pm

ORD

BQN

8h 39m

1 stop

10:52 am - 11:50 pm

BQN

ORD

13h 58m

1 stop

$327Multiple Airlines

Sat, Oct 3 - Fri, Oct 30

1:00 pm - 10:39 pm

ORD

BQN

8h 39m

1 stop

2:48 am - 11:50 pm

BQN

ORD

22h 02m

1 stop

$333Multiple Airlines

Wed, Oct 7 - Thu, Oct 29

American Airlines flights from Wisconsin to Puerto Rico

Our best American Airlines deals on Wisconsin to Puerto Rico flight tickets

American Airlines

Aug 23

ORD5:14 pmChicago O'Hare Intl

4h 53m

SJU11:07 pmSan Juan Luis Munoz Marin Intl

Aug 26

SJU7:14 pmSan Juan Luis Munoz Marin Intl

14h 46m

1 stop

ORD9:00 amChicago O'Hare Intl

$222

American Airlines

Aug 19

ORD5:14 pmChicago O'Hare Intl

4h 53m

SJU11:07 pmSan Juan Luis Munoz Marin Intl

Aug 26

SJU7:14 pmSan Juan Luis Munoz Marin Intl

14h 46m

1 stop

ORD9:00 amChicago O'Hare Intl

$227

American Airlines

Aug 19

ORD5:14 pmChicago O'Hare Intl

4h 53m

SJU11:07 pmSan Juan Luis Munoz Marin Intl

Sep 2

SJU6:51 amSan Juan Luis Munoz Marin Intl

8h 24m

1 stop

ORD2:15 pmChicago O'Hare Intl

$231

Frontier flights from Wisconsin to Puerto Rico

Our best Frontier deals on Wisconsin to Puerto Rico flight tickets

Frontier

Aug 14

ORD12:44 amChicago O'Hare Intl

5h 00m

SJU6:44 amSan Juan Luis Munoz Marin Intl

Aug 22

SJU6:00 amSan Juan Luis Munoz Marin Intl

7h 25m

1 stop

ORD12:25 pmChicago O'Hare Intl

$228

Frontier

Sep 5

ORD12:29 amChicago O'Hare Intl

4h 57m

SJU6:26 amSan Juan Luis Munoz Marin Intl

Sep 10

SJU5:12 pmSan Juan Luis Munoz Marin Intl

23h 14m

1 stop

ORD3:26 pmChicago O'Hare Intl

$229

Frontier

Aug 15

ORD12:44 amChicago O'Hare Intl

5h 00m

SJU6:44 amSan Juan Luis Munoz Marin Intl

Aug 22

SJU6:00 amSan Juan Luis Munoz Marin Intl

7h 25m

1 stop

ORD12:25 pmChicago O'Hare Intl

$230

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 8/11

1:48 pm-10:29 pm

1 stop7h 41m

San Juan Luis Munoz Marin Intl

Wed 8/19

12:56 pm-8:46 pm

1 stop8h 50m

$226

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 8/7

5:14 pm-11:07 pm

Nonstop4h 53m

San Juan Luis Munoz Marin Intl

Tue 8/11

7:14 pm-7:34 am

1 stop13h 20m

$232

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 8/8

12:44 am-6:44 am

Nonstop5h 00m

San Juan Luis Munoz Marin Intl

Thu 8/13

6:32 am-4:08 pm

1 stop10h 36m

$249

Quickest round-trip

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 8/8

12:44 am-6:44 am

Nonstop5h 00m

San Juan Luis Munoz Marin Intl

Thu 8/13

7:14 pm-11:27 pm

Nonstop5h 13m

$255

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sun 9/6

6:30 am-8:38 pm

2 stops13h 08m

San Juan Luis Munoz Marin Intl

Tue 9/15

1:00 am-9:44 am

2 stops9h 44m

$266

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Sat 9/26

9:00 am-3:15 pm

Nonstop5h 15m

San Juan Luis Munoz Marin Intl

Sat 10/3

4:15 pm-8:46 pm

Nonstop5h 31m

$294

MinneapolisSan Juan

MSP - SJU

MSPSJU

Minneapolis St Paul

Sat 9/26

9:00 am-3:15 pm

Nonstop5h 15m

San Juan Luis Munoz Marin Intl

Sat 10/3

4:15 pm-8:46 pm

Nonstop5h 31m

$296

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 9/19

6:30 am-8:38 pm

2 stops13h 08m

San Juan Luis Munoz Marin Intl

Fri 9/25

1:00 am-9:53 am

2 stops9h 53m

$316

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Sat 10/3

1:00 pm-10:39 pm

1 stop8h 39m

Aguadilla Borinquen

Fri 10/30

10:52 am-11:50 pm

1 stop13h 58m

$327

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Wed 10/7

1:00 pm-10:39 pm

1 stop8h 39m

Aguadilla Borinquen

Thu 10/29

2:48 am-11:50 pm

1 stop22h 02m

$333

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Wisconsin to Puerto Rico

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Puerto Rico?

If you don’t want to visit Puerto Rico in April, then you should wait until October to fly from Wisconsin, when ticket prices are also cheap, with an average price of $108.

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

You are more likely to see cheaper flights to Puerto Rico from Wisconsin when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $450 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Wisconsin for as low as $369 on momondo.

Can stopping save me money on Wisconsin to Puerto Rico flights?

You could potentially save up to 13% on your flight if you consider stops on a Wisconsin to Puerto Rico flight.

Cheap Wisconsin to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Puerto Rico

Fastest flight time	4h 40m
Direct flights	Mon, Tue, Wed, Thu, Sat and Sun
Airports in Puerto Rico	20 airports

The fastest flight from Wisconsin to Puerto Rico takes 4h 40m

Direct flights go from Wisconsin to Puerto Rico on Monday, Tuesday, Wednesday, Thursday, Saturday and Sunday. There are no airlines offering direct flights.

There are 20 airports in Puerto Rico. From Wisconsin there are direct flights to San Juan Luis Munoz Marin Intl (SJU).

Search flight deals

Frequently asked questions about flying from Wisconsin to Puerto Rico

When did momondo last update prices for flights from Wisconsin to Puerto Rico?
Prices for flights from Wisconsin to Puerto Rico were last updated today.
How many operators does momondo search for flights from Wisconsin to Puerto Rico?
There are 8 operators available for flights from Wisconsin to Puerto Rico as of May 2026.
How old do you have to be to fly from Wisconsin to Puerto Rico?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Wisconsin to Puerto Rico.
What documentation or ID do you need to fly to Puerto Rico?
The necessary travel and health documents for your Puerto Rico trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Wisconsin to Puerto Rico

Compare and see reviews for airlines that fly from Wisconsin to Puerto Rico with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $112	Free Cancellation	Rating 7.9 8,455 reviews	Search Delta flights
Frontier	PriceFrom $117	Free Cancellation	Rating 5.6 2,953 reviews	Search Frontier flights
United Airlines	PriceFrom $202	Free Cancellation	Rating 7.4 9,713 reviews	Search United Airlines flights
Spirit Airlines	PriceFrom $219	Free Cancellation	Rating 6.2 8,626 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $235	Free Cancellation	Rating 7.1 11,666 reviews	Search American Airlines flights
Southwest	PriceFrom $315	Free Cancellation	Rating 8.0 4,299 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Wisconsin to Puerto Rico?

It is quick and easy to find Wisconsin to Puerto Rico flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Puerto Rico that suits you.

Can I find flights from Wisconsin to Puerto Rico with flexible booking policies on momondo?

momondo does allow users to show only those flights to Puerto Rico from Wisconsin which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Wisconsin to Puerto Rico?

momondo provides multiple filters to help you find the best flight to Puerto Rico from Wisconsin. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Wisconsin to Puerto Rico right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Puerto Rico, momondo offers a useful price alert feature which will track prices for flights to Puerto Rico from Wisconsin and alert you when they change.

An easier way to manage your Puerto Rico trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Complete your trip

Feeling lucky

Popular cities in Puerto Rico

Flights to San Juanfrom $182

Flights to Aguadillafrom $222

Flights to Poncefrom $233

Flights to Culebrafrom $502

Flights to Mayagüezfrom $467

Cheap flights from Wisconsin to Puerto Rico from $104

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Wisconsin to Puerto Rico departing on 9/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Filter for what you want

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Find the cheapest flights from Wisconsin to Puerto Rico

Cheap round-trip flights

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American Airlines flights from Wisconsin to Puerto Rico

Our best American Airlines deals on Wisconsin to Puerto Rico flight tickets

Frontier flights from Wisconsin to Puerto Rico

Our best Frontier deals on Wisconsin to Puerto Rico flight tickets

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Use the filters below to find and compare flights from Wisconsin to Puerto Rico that are best for you.

See travel insights to Puerto Rico from

How to get the cheapest flight ticket from Wisconsin to Puerto Rico

What is the cheapest month to fly to Puerto Rico?

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

Can stopping save me money on Wisconsin to Puerto Rico flights?

What is the cheapest airline that flies from Wisconsin to Puerto Rico?

What airlines fly to Puerto Rico?

How many flights depart from Wisconsin to Puerto Rico on average per week?

How long is the flight from Wisconsin to Puerto Rico?

Cheap Wisconsin to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Wisconsin to Puerto Rico

Fastest flight time

Direct flights

Airports in Puerto Rico

Frequently asked questions about flying from Wisconsin to Puerto Rico

Best airlines flying from Wisconsin to Puerto Rico

Compare and see reviews for airlines that fly from Wisconsin to Puerto Rico with momondo

Why use momondo?

An easier way to manage your Puerto Rico trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Puerto Rico

Popular cities in Puerto Rico

Popular flights according to clicks in the last 7 days on momondo

Wisconsin flight routes

According to popular flight searches on momondo this year

Puerto Rico flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Puerto Rico

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Puerto Rico

List of cabin classes available on flights landing in Puerto Rico. Availability may vary depending on flight origin and airline.

Complete your trip to Puerto Rico

Explore popular destinations other users love

According to popular flight searches on momondo this year