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.

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

Frontier, American Airlines, and United Airlines are the most popular carriers operating from Wisconsin to Puerto Rico

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 41m 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 54m. 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 December 2025, 82 flights take off from Wisconsin and land in Puerto Rico each week. The most common flight departure day for this route is Tue, with 16% 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 December 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.

$91 Cheap Flights from Wisconsin to Puerto Rico in 2025/26

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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.

9:18 am - 7:43 pm

ORD

SJU

8h 25m1 stop

5:25 pm - 11:15 pm

SJU

ORD

7h 50m1 stop

$195Multiple Airlines

Sat, Feb 21 - Mon, Mar 2

7:45 am - 6:05 pm

ORD

SJU

8h 20m1 stop

11:06 am - 7:36 pm

SJU

ORD

10h 30m1 stop

$196JetBlue

Tue, Jan 13 - Fri, Jan 23

12:17 pm - 6:49 pm

ORD

SJU

4h 32mnonstop

1:22 pm - 4:37 pm

SJU

ORD

5h 15mnonstop

$197Spirit Airlines

Sat, Jan 24 - Wed, Feb 4

9:25 am - 4:21 pm

ORD

SJU

28h 56m1 stop

5:25 pm - 3:52 pm

SJU

ORD

24h 27m1 stop

$198Frontier

Sat, Feb 7 - Tue, Feb 10

9:18 am - 7:43 pm

ORD

SJU

8h 25m1 stop

12:32 pm - 3:48 pm

SJU

ORD

5h 16mnonstop

$199Multiple Airlines

Sat, Feb 21 - Wed, Feb 25

8:30 am - 2:57 am

ORD

BQN

16h 27m1 stop

2:42 am - 11:38 pm

BQN

ORD

21h 56m1 stop

$200Frontier

Wed, Feb 25 - Mon, Mar 9

6:30 am - 3:40 pm

MSN

SJU

7h 10m1 stop

8:35 am - 2:07 pm

SJU

MSN

7h 32m1 stop

$235United Airlines

Tue, Feb 24 - Tue, Mar 3

9:58 am - 8:36 pm

GRB

SJU

8h 38m2 stops

4:47 pm - 9:30 am

SJU

GRB

17h 43m2 stops

$235American Airlines

Tue, Mar 3 - Tue, Mar 10

7:15 am - 9:39 pm

ATW

SJU

12h 24m1 stop

6:00 am - 7:42 pm

SJU

ATW

15h 42m1 stop

$235American Airlines

Tue, Feb 3 - Fri, Feb 13

8:33 am - 9:26 pm

MKE

SJU

10h 53m2 stops

2:05 am - 10:46 am

SJU

MKE

10h 41m1 stop

$253United Airlines

Tue, Jan 13 - Tue, Jan 20

United Airlines flights from Wisconsin to Puerto Rico

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

United Airlines

Feb 24

MSN6:30 amMadison Truax Field

7h 10m

1 stop

SJU3:40 pmSan Juan Luis Munoz Marin Intl

Mar 3

SJU8:35 amSan Juan Luis Munoz Marin Intl

7h 32m

1 stop

MSN2:07 pmMadison Truax Field

$235

Find similar

United Airlines

Jan 13

MKE8:33 amMilwaukee-Mitchell

10h 53m

2 stops

SJU9:26 pmSan Juan Luis Munoz Marin Intl

Jan 20

SJU2:05 amSan Juan Luis Munoz Marin Intl

10h 41m

1 stop

MKE10:46 amMilwaukee-Mitchell

$253

Find similar

United Airlines

Feb 23

MSN6:30 amMadison Truax Field

13h 52m

2 stops

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Mar 2

SJU2:05 amSan Juan Luis Munoz Marin Intl

11h 48m

2 stops

MSN11:53 amMadison Truax Field

$272

Find similar

American Airlines flights from Wisconsin to Puerto Rico

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

American Airlines

Mar 3

GRB6:33 pmGreen Bay Austin-Straubel

18h 39m

2 stops

SJU3:12 pmSan Juan Luis Munoz Marin Intl

Mar 10

SJU4:25 pmSan Juan Luis Munoz Marin Intl

18h 05m

1 stop

GRB9:30 amGreen Bay Austin-Straubel

$235

Find similar

American Airlines

Dec 31

ORD10:25 pmChicago O'Hare Intl

4h 35m

SJU5:00 amSan Juan Luis Munoz Marin Intl

Jan 15

SJU4:28 pmSan Juan Luis Munoz Marin Intl

5h 32m

ORD8:00 pmChicago O'Hare Intl

$236

Find similar

American Airlines

Dec 31

ORD10:25 pmChicago O'Hare Intl

4h 35m

SJU5:00 amSan Juan Luis Munoz Marin Intl

Jan 15

SJU5:51 pmSan Juan Luis Munoz Marin Intl

7h 17m

1 stop

ORD11:08 pmChicago O'Hare Intl

$241

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 2/21

9:18 am-7:43 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Mon 3/2

5:25 pm-11:15 pm

1 stop7h 50m

$195

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Tue 1/13

7:45 am-6:05 pm

1 stop8h 20m

San Juan Luis Munoz Marin Intl

Fri 1/23

11:06 am-7:36 pm

1 stop10h 30m

$196

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 1/24

12:17 pm-6:49 pm

Nonstop4h 32m

San Juan Luis Munoz Marin Intl

Wed 2/4

1:22 pm-4:37 pm

Nonstop5h 15m

$197

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 2/7

9:25 am-4:21 pm

1 stop28h 56m

San Juan Luis Munoz Marin Intl

Tue 2/10

5:25 pm-3:52 pm

1 stop24h 27m

$198

ChicagoSan Juan

ORD - SJU

ORDSJU

Chicago O'Hare Intl

Sat 2/21

9:18 am-7:43 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Wed 2/25

12:32 pm-3:48 pm

Nonstop5h 16m

$199

ChicagoAguadilla

ORD - BQN

ORDBQN

Chicago O'Hare Intl

Wed 2/25

8:30 am-2:57 am

1 stop16h 27m

Aguadilla Borinquen

Mon 3/9

2:42 am-11:38 pm

1 stop21h 56m

$200

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Tue 2/24

6:30 am-3:40 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Tue 3/3

8:35 am-2:07 pm

1 stop7h 32m

$235

Green BaySan Juan

GRB - SJU

GRBSJU

Green Bay Austin-Straubel

Tue 3/3

9:58 am-8:36 pm

2 stops8h 38m

San Juan Luis Munoz Marin Intl

Tue 3/10

4:47 pm-9:30 am

2 stops17h 43m

$235

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Tue 2/3

7:15 am-9:39 pm

1 stop12h 24m

San Juan Luis Munoz Marin Intl

Fri 2/13

6:00 am-7:42 pm

1 stop15h 42m

$235

MilwaukeeSan Juan

MKE - SJU

MKESJU

Milwaukee-Mitchell

Tue 1/13

8:33 am-9:26 pm

2 stops10h 53m

San Juan Luis Munoz Marin Intl

Tue 1/20

2:05 am-10:46 am

1 stop10h 41m

$253

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 September, then you should wait until October to fly from Wisconsin, when ticket prices are also cheap, with an average price of $350.

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 $343 on momondo.

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

You could potentially save up to 38% 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 31m
Direct flights	Every day
Airports in Puerto Rico	20 airports

The fastest flight from Wisconsin to Puerto Rico takes 4h 31m

Direct flights go from Wisconsin to Puerto Rico every day.

There are 20 airports in Puerto Rico. From Wisconsin there are direct flights to 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 December 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 3,081 reviews	Search Frontier flights
Delta	PriceFrom $191	Free Cancellation	Rating 7.9 8,008 reviews	Search Delta flights
United Airlines	PriceFrom $215	Free Cancellation	Rating 7.4 9,093 reviews	Search United Airlines flights
Spirit Airlines	PriceFrom $226	Free Cancellation	Rating 6.3 8,190 reviews	Search Spirit Airlines flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.2 11,055 reviews	Search American Airlines flights
Southwest	PriceFrom $315	Free Cancellation	Rating 7.9 4,250 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 $103

Flights to Aguadillafrom $151

Flights to Mayagüezfrom $336

Cheap flights from Wisconsin to Puerto Rico from $86

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 2/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Wisconsin to Puerto Rico

Cheap round-trip flights

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United Airlines flights from Wisconsin to Puerto Rico

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

American Airlines flights from Wisconsin to Puerto Rico

Our best American 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.

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?

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 $350.

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 38% 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?

Frontier, American Airlines, and United Airlines 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 December 2025, 82 flights take off from Wisconsin and land in Puerto Rico each week. The most common flight departure day for this route is Tue, with 16% 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