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Puerto Rico

$158+ Cheap flights from Madison (MSN) to Puerto Rico

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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Madison to Puerto Rico

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

Round-trip from

$225
(American Airlines)

One-way from

$190
(American Airlines)

Popular in

December

Cheapest in

November

Average price

$515
From Madison Truax Field to Puerto Rico
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One-way flight from Madison Truax Field to Puerto Rico
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Highest demand for flights based on searches. 2% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Madison to Puerto Rico

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

This American Airlines deal was found by Cheapflights users on 6/12. 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.
Sat 8/302:20 pmMSN - SJU
1 stop7h 29mAmerican Airlines
Fri 9/54:42 pmSJU - MSN
2 stops17h 23mAmerican Airlines
Deal found 6/12$225
This United Airlines deal was found by Cheapflights users on 6/12. 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.
Tue 9/96:30 amMSN - SJU
1 stop7h 14mUnited Airlines
Sat 9/131:25 pmSJU - MSN
2 stops9h 58mUnited Airlines
Deal found 6/12$260
This Delta deal was found by Cheapflights users on 6/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/295:40 amMSN - SJU
1 stop9h 56mDelta
Sat 9/67:30 amSJU - MSN
2 stops15h 28mDelta
Deal found 6/12$295
This Mytrip deal was found by Cheapflights users on 6/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/286:25 pmMSN - SJU
2 stops23h 54mMultiple Airlines
Tue 7/12:36 amSJU - MSN
1 stop8h 03mMultiple Airlines
Deal found 6/10$558
This Frontier deal was found by Cheapflights users on 6/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/197:10 pmMSN - SJU
2 stops19h 40mFrontier
Wed 6/2512:59 amSJU - MSN
2 stops18h 26mFrontier
Deal found 6/10$664
This United Airlines deal was found by Cheapflights users on 6/10. 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.
Fri 6/208:20 amMSN - BQN
2 stops13h 49mUnited Airlines
Tue 7/112:15 amBQN - MSN
2 stops10h 58mUnited Airlines
Deal found 6/10$825

Cheapflights Fare Finder

Customize your flight search to find flights from Madison to Puerto Rico 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 June 12, 2025.
Use the filters below to find and compare flights from Madison to Puerto Rico that are best for you.

Fly from

Madison

Fly to

Puerto Rico

Route

Depart

Return

Price

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 9/27

6:30 am-2:44 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Tue 9/30

1:05 am-11:45 am

2 stops11h 40m

$225

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Mon 8/25

6:19 am-10:49 pm

1 stop15h 30m

San Juan Luis Munoz Marin Intl

Sat 9/6

4:45 pm-11:10 pm

1 stop7h 25m

$290

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Fri 8/29

5:40 am-4:36 pm

1 stop9h 56m

San Juan Luis Munoz Marin Intl

Sat 9/6

7:30 am-9:58 pm

2 stops15h 28m

$295

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 6/28

6:25 pm-7:19 pm

2 stops23h 54m

San Juan Luis Munoz Marin Intl

Tue 7/1

2:36 am-9:39 am

1 stop8h 03m

$558

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Fri 9/5

8:14 pm-3:37 pm

2 stops18h 23m

San Juan Luis Munoz Marin Intl

Sun 9/7

1:11 am-7:29 pm

2 stops19h 18m

$638

MadisonAguadilla

MSN - BQN

MSNBQN

Madison Truax Field

Fri 6/20

8:20 am-11:09 pm

2 stops13h 49m

Aguadilla Borinquen

Tue 7/1

12:15 am-10:13 am

2 stops10h 58m

$825

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 10/4

6:30 am-2:44 pm

1 stop7h 14m

$158

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Thu 10/2

5:45 am-4:08 pm

1 stop9h 23m

$183

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 6/21

6:45 am-11:25 pm

1 stop15h 40m

$190

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Thu 7/3

7:10 pm-1:00 pm

2 stops16h 50m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Best time to book a flight from Madison to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Madison 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 Madison to Puerto Rico

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

Currently, September is the cheapest month in which you can book a flight from Madison to Puerto Rico (average of $254). Flying from Madison to Puerto Rico in June is currently the most expensive (average of $339). 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 MSN to PR?

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

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Madison to Puerto Rico as you normally would.

Rainfall in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.

Temperature in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated June 12, 2025.
See what other customers who have flown with Delta, United Airlines and American Airlines from Madison to Puerto Rico have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Frontier
5.9
Fair
3,295 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Food

7.3

Crew

8.5

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Madison to Puerto Rico. 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 from for flights from Madison to Puerto Rico?

    For a flight from Madison to Puerto Rico, you will be flying from Truax Field. Madison Truax Field (MSN) is just 5.4 mi from the center of the city.

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

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $190. However, be on the lookout for offers from United Airlines and Frontier, as they are both options that can get you from Madison to Puerto Rico for a low price.

  • What are the most popular routes from Madison to Puerto Rico?

    Most travelers choose Madison Truax Field - San Juan Luis Munoz Marin Intl, Madison Truax Field - Aguadilla Borinquen or Madison Truax Field - Culebra when deciding on the best route from Madison to Puerto Rico.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison to Puerto Rico 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 Madison to Puerto Rico?

    Currently, September is the cheapest month in which you can book a flight from Madison to Puerto Rico (average of $254). Flying from Madison to Puerto Rico in June is currently the most expensive (average of $339). 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

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Alternative routes for Madison to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Madison to Puerto Rico

Discover the top 3 airlines that operate flights from Madison to Puerto Rico. 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$264Average$462FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$329Average$504FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$330Average$568FlexibilityNo cancel feeOn-time71%

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