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Madison

$118+ Cheap flights from Puerto Rico to Madison (MSN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MSN
ene. 11 — ene. 181
dom. 1/11
dom. 1/18
1 adult, Economy
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Cheap flight deals from Puerto Rico to Madison

Cheapest flights from Puerto Rico to Madison
Explore the most affordable flight options available from Puerto Rico to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on diciembre 12, 2025.

This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/263:49 pmSJU - MSN
1 stop8h 35mAmerican Airlines
dom. 12/288:10 pmMSN - SJU
1 stop6h 50mAmerican Airlines
Deal found 12/10$540
This American Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/245:24 amSJU - MSN
2 stops13h 25mAmerican Airlines
jue. 12/257:00 amMSN - SJU
1 stop13h 05mAmerican Airlines
Deal found 12/10$672
This United Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/244:52 pmSJU - MSN
1 stop7h 25mUnited Airlines
jue. 12/255:00 amMSN - SJU
2 stops13h 09mUnited Airlines
Deal found 12/10$718
This United Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/132:05 amSJU - MSN
2 stops11h 39mUnited Airlines
dom. 12/2112:23 pmMSN - SJU
2 stops15h 48mUnited Airlines
Deal found 12/10$812
This United Airlines deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/267:45 amSJU - MSN
2 stops16h 45mUnited Airlines
dom. 12/282:29 pmMSN - SJU
2 stops20h 48mUnited Airlines
Deal found 12/10$1,040

Find flight deals from Puerto Rico to Madison

Keep the following information in mind while searching for Puerto Rico to Madison flight deals. Data was last updated diciembre 12, 2025.

Round-trip from

$235
(American Airlines)

One-way from

$118
(Delta)

Popular in

June

Cheapest in

September

Average price

$461
From Puerto Rico to Madison Truax Field
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One-way flight from Puerto Rico to Madison Truax Field
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Highest demand for flights based on searches. 17% potential increase in price ($97 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Puerto Rico to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 12, 2025.
Use the filters below to find and compare flights from Puerto Rico to Madison that are best for you.

Fly from

Puerto Rico

Fly to

Madison

Route

Depart

Return

Price

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

jue. 1/22

7:07 am-5:11 pm

1 stop12h 04m

Madison Truax Field

jue. 1/29

7:25 am-8:50 pm

2 stops11h 25m

$235

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

jue. 3/5

6:15 pm-10:10 am

1 stop17h 55m

Madison Truax Field

dom. 3/8

6:14 am-10:31 pm

1 stop15h 17m

$235

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

mié. 4/29

5:40 am-10:29 pm

1 stop17h 49m

Madison Truax Field

mar. 5/5

6:38 am-12:10 am

1 stop16h 32m

$273

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

mié. 2/11

7:00 am-4:20 pm

1 stop11h 20m

Madison Truax Field

mié. 2/18

10:45 am-11:27 pm

2 stops10h 42m

$298

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

mar. 4/28

1:00 am-11:44 am

2 stops11h 44m

Madison Truax Field

mar. 5/5

6:30 am-9:24 pm

2 stops13h 54m

$325

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

jue. 1/22

8:35 am-2:10 pm

1 stop7h 35m

Madison Truax Field

lun. 1/26

6:30 am-3:40 pm

1 stop7h 10m

$325

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

jue. 2/12

6:15 pm-10:10 am

1 stop17h 55m

Madison Truax Field

mar. 2/17

8:09 am-8:36 pm

2 stops10h 27m

$350

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

vie. 2/13

7:30 am-4:17 pm

1 stop10h 47m

$118

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

vie. 1/30

1:58 pm-11:41 pm

1 stop11h 43m

$118

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

vie. 2/13

6:15 pm-11:59 pm

1 stop7h 44m

$118

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/11

Showing 1-10 of 18 results
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Best time to book a flight from Puerto Rico to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from Puerto Rico with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Puerto Rico to Madison

What is the cheapest month to book a flight from Puerto Rico to Madison?

Currently, September is the cheapest month in which you can book a flight from Puerto Rico to Madison (average of $113). Flying from Puerto Rico to Madison in July is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PR to MSN?

Find hourly flight availability from Puerto Rico to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated diciembre 12, 2025.

A simple way to save on the total cost of your ticket is to fly from Puerto Rico to Madison in the morning. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking a flight in the evening.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated diciembre 12, 2025.
See what other customers who have flown with American Airlines from Puerto Rico to Madison have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,050 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,050 reviews
American Airlines
7.2
Good
11,050 reviews

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.5

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Puerto Rico to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Madison from Puerto Rico?

    Madison Truax Field (MSN) is the airport you will fly into if you book a flight from Puerto Rico to Madison. It is only a 5.4 mi journey from Truax Field (MSN) to Madison’s city center.

  • How long is the flight from Puerto Rico to Madison?

    Departing from Puerto Rico to Madison will take you 12h 04m. Airlines will cover a distance of 2180 mi.

  • What are the cheapest airlines to fly from Puerto Rico to Madison one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $112. American Airlines flights start at $132 while deals on United Airlines start at $140 one-way.

  • Can I find deals for flights from Puerto Rico to Madison that include hotel bookings?

    Yes. In addition to deals on Puerto Rico to Madison flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Puerto Rico to Madison?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Puerto Rico to Madison.

  • Can I find deals for business class flights from Puerto Rico to Madison?

    Yes. Cheapflights offers flight deals from Puerto Rico to Madison by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Puerto Rico to Madison?

    Currently, September is the cheapest month in which you can book a flight from Puerto Rico to Madison (average of $113). Flying from Puerto Rico to Madison in July is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Madison?

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Alternative routes for Puerto Rico to Madison

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Puerto Rico to Madison

Discover the top airline that operate flights from Puerto Rico to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated diciembre 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$265Average$510FlexibilityNo cancel feeOn-time71%

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