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

Spirit Airlines, Frontier, 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 United Airlines 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 43% 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 many flights depart from Wisconsin to Puerto Rico on average per week?

As of October 2025, 23 flights take off from Wisconsin and land in Puerto Rico each week. The most common flight departure day for this route is Thu, with 17% of weekly flights taking off on this day.

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 34m on average. Another popular route from Wisconsin to Puerto Rico is flying from Madison to San Juan Luis Munoz Marin Intl Airport, which will take roughly 6h 46m. Keep in mind that layovers or delays could extend your travel time.

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 October 2025.

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.

$108 Cheap Flights from Wisconsin to Puerto Rico in 2025/26

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Cheap round-trip flights

Enter your travel dates to find the best prices.

7:43 pm - 10:56 amORD-SJU

14h 13m1 stop

5:51 pm - 12:45 pmSJU-ORD

19h 54m1 stop

$194Multiple Airlines

Find Deal

Sat, Oct 25 - Wed, Oct 29

9:06 pm - 2:51 amORD-SJU

4h 45mnonstop

9:48 am - 1:56 pmSJU-ORD

5h 08mnonstop

$199Spirit Airlines

Find Deal

Fri, Oct 24 - Sat, Oct 25

8:15 am - 10:22 pmMSN-SJU

12h 07m2 stops

2:05 am - 11:44 amSJU-MSN

11h 39m2 stops

$235United Airlines

Find Deal

Tue, Dec 9 - Mon, Dec 15

5:47 am - 4:33 pmMKE-SJU

9h 46m1 stop

1:57 pm - 11:55 pmSJU-MKE

11h 58m1 stop

$235Delta

Find Deal

Tue, Oct 28 - Wed, Nov 12

11:29 am - 10:17 amCWA-SJU

20h 48m2 stops

6:42 pm - 10:58 amSJU-CWA

18h 16m2 stops

$240American Airlines

Find Deal

Mon, Nov 10 - Tue, Nov 18

1:43 pm - 11:59 pmMKE-SJU

9h 16m1 stop

5:59 pm - 10:56 pmSJU-MKE

6h 57m1 stop

$240American Airlines

Find Deal

Fri, Oct 31 - Fri, Nov 7

8:40 am - 6:58 pmORD-SJU

9h 18m1 stop

9:00 am - 12:45 pmSJU-ORD

28h 45m1 stop

$252Frontier

Find Deal

Sat, Oct 25 - Fri, Oct 31

12:05 pm - 8:00 pmMKE-SJU

6h 55m1 stop

8:10 am - 1:58 pmSJU-MKE

7h 48m1 stop

$258United Airlines

Find Deal

Thu, Oct 30 - Thu, Nov 6

8:44 am - 2:04 amORD-BQN

16h 20m1 stop

2:59 am - 7:10 amBQN-ORD

29h 11m1 stop

$276Frontier

Find Deal

Fri, Oct 24 - Sat, Oct 25

11:00 am - 11:58 pmMSN-SJU

10h 58m2 stops

7:30 am - 4:38 pmSJU-MSN

11h 08m1 stop

$278Delta

Find Deal

Tue, Jan 20 - Wed, Jan 28

Spirit Airlines flights from Wisconsin to Puerto Rico

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

Spirit Airlines

Oct 24

ORD9:06 pmChicago O'Hare Intl

4h 45m

SJU2:51 amSan Juan Luis Munoz Marin Intl

Oct 25

SJU9:48 amSan Juan Luis Munoz Marin Intl

5h 08m

ORD1:56 pmChicago O'Hare Intl

$199

Find similar

Spirit Airlines

Dec 6

ORD6:55 amChicago O'Hare Intl

4h 38m

SJU1:33 pmSan Juan Luis Munoz Marin Intl

Dec 16

SJU2:10 amSan Juan Luis Munoz Marin Intl

5h 15m

ORD5:25 amChicago O'Hare Intl

$205

Find similar

Spirit Airlines

Oct 17

ORD9:06 pmChicago O'Hare Intl

4h 45m

SJU2:51 amSan Juan Luis Munoz Marin Intl

Oct 23

SJU11:51 amSan Juan Luis Munoz Marin Intl

7h 47m

1 stop

ORD6:38 pmChicago O'Hare Intl

$206

Find similar

United Airlines flights from Wisconsin to Puerto Rico

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

United Airlines

Dec 9

MSN8:15 amMadison Truax Field

12h 07m

2 stops

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Dec 15

SJU2:05 amSan Juan Luis Munoz Marin Intl

11h 39m

2 stops

MSN11:44 amMadison Truax Field

$235

Find similar

United Airlines

Oct 30

MKE12:05 pmMilwaukee-Mitchell

6h 55m

1 stop

SJU8:00 pmSan Juan Luis Munoz Marin Intl

Nov 6

SJU8:10 amSan Juan Luis Munoz Marin Intl

7h 48m

1 stop

MKE1:58 pmMilwaukee-Mitchell

$258

Find similar

United Airlines

Feb 4

MSN8:15 amMadison Truax Field

12h 07m

2 stops

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Feb 10

SJU2:05 amSan Juan Luis Munoz Marin Intl

11h 58m

2 stops

MSN12:03 pmMadison Truax Field

$263

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 10/25

7:43 pm-10:56 am

1 stop14h 13m

San Juan Luis Munoz Marin Intl

Wed 10/29

5:51 pm-12:45 pm

1 stop19h 54m

$194

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Fri 10/24

9:06 pm-2:51 am

Nonstop4h 45m

San Juan Luis Munoz Marin Intl

Sat 10/25

9:48 am-1:56 pm

Nonstop5h 08m

$199

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Tue 12/9

8:15 am-10:22 pm

2 stops12h 07m

San Juan Luis Munoz Marin Intl

Mon 12/15

2:05 am-11:44 am

2 stops11h 39m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 10/28

5:47 am-4:33 pm

1 stop9h 46m

San Juan Luis Munoz Marin Intl

Wed 11/12

1:57 pm-11:55 pm

1 stop11h 58m

$235

WausauSan Juan

CWA - SJU

CWASJU

Wausau Central Wisconsin

Mon 11/10

11:29 am-10:17 am

2 stops20h 48m

San Juan Luis Munoz Marin Intl

Tue 11/18

6:42 pm-10:58 am

2 stops18h 16m

$240

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Fri 10/31

1:43 pm-11:59 pm

1 stop9h 16m

San Juan Luis Munoz Marin Intl

Fri 11/7

5:59 pm-10:56 pm

1 stop6h 57m

$240

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 10/25

8:40 am-6:58 pm

1 stop9h 18m

San Juan Luis Munoz Marin Intl

Fri 10/31

9:00 am-12:45 pm

1 stop28h 45m

$252

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Thu 10/30

12:05 pm-8:00 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Thu 11/6

8:10 am-1:58 pm

1 stop7h 48m

$258

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Fri 10/24

8:44 am-2:04 am

1 stop16h 20m

Aguadilla Borinquen

Sat 10/25

2:59 am-7:10 am

1 stop29h 11m

$276

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Tue 1/20

11:00 am-11:58 pm

2 stops10h 58m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:30 am-4:38 pm

1 stop11h 08m

$278

Flights are sorted by cheapest round-trip flights first.

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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 September, then you should wait until October to fly from Wisconsin, when ticket prices are also cheap, with an average price of $347.

What is the cheapest day to depart on your flight to Puerto Rico?

On average, the least expensive day to fly to Puerto Rico from Wisconsin is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $389. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Friday, with ticket prices averaging around $477.

What is the cheapest time of day to depart on your flight to Puerto Rico?

Our most recent data shows that the best time of day to fly to Puerto Rico is in the evening. Flights from Wisconsin to Puerto Rico during this time can be as low as $360. In contrast, the most expensive time of day to depart to Puerto Rico is at noon when prices are around $458.

How far in advance should I book a flight 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 $434 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 $372 on momondo.

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

You could potentially save up to 43% 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 24m
Direct flights	Every day
Airports in Puerto Rico	1 airport

The fastest flight from Wisconsin to Puerto Rico takes 4h 24m

Direct flights go from Wisconsin to Puerto Rico every day.

There is 1 airport near Puerto Rico: San Juan Luis Munoz Marin Intl (SJU)

Search flight deals

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 October 2025.
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
Frontier	PriceFrom $129	Free Cancellation	Rating 5.8 3,155 reviews	Search Frontier flights
United Airlines	PriceFrom $215	Free Cancellation	Rating 7.4 8,933 reviews	Search United Airlines flights
Delta	PriceFrom $215	Free Cancellation	Rating 7.9 7,962 reviews	Search Delta flights
Spirit Airlines	PriceFrom $226	Free Cancellation	Rating 6.3 8,070 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $272	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Southwest	PriceFrom $315	Free Cancellation	Rating 8.0 4,248 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.

Start using Trips

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Find better results for your trip to Puerto Rico

Popular cities in Puerto Rico

Flights to San Juanfrom $117

Flights to Aguadillafrom $176

Flights to Mayagüezfrom $283

Cheap flights from Wisconsin to Puerto Rico from $108

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 11/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

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Price Alerts

Find the cheapest flights from Wisconsin to Puerto Rico

Cheap round-trip flights

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Spirit Airlines flights from Wisconsin to Puerto Rico

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

United Airlines flights from Wisconsin to Puerto Rico

Our best United Airlines 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.

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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

What is the cheapest month to fly to Puerto Rico?

If you don’t want to visit Puerto Rico in September, then you should wait until October to fly from Wisconsin, when ticket prices are also cheap, with an average price of $347.

What is the cheapest day to depart on your flight to Puerto Rico?

What is the cheapest time of day to depart on your flight to Puerto Rico?

Our most recent data shows that the best time of day to fly to Puerto Rico is in the evening. Flights from Wisconsin to Puerto Rico during this time can be as low as $360. In contrast, the most expensive time of day to depart to Puerto Rico is at noon when prices are around $458.

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

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

You could potentially save up to 43% on your flight if you consider stops on a Wisconsin to Puerto Rico flight.

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

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

What airlines fly to Puerto Rico?

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

As of October 2025, 23 flights take off from Wisconsin and land in Puerto Rico each week. The most common flight departure day for this route is Thu, with 17% of weekly flights taking off on this day.

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

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

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

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

What documentation or ID do you need to fly 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?

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

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

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

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

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