Puerto Rico

$203+ 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 2/24. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — SJU
Feb 4 — Feb 111
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Puerto Rico with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Madison to Puerto Rico

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Puerto Rico (PR0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Round-trip from

$242
(Frontier)

One-way from

$203
(American Airlines)

Popular in

June

Cheapest in

August

Average price

$476
From Madison Truax Field to Puerto Rico
One-way flight from Madison Truax Field to Puerto Rico
Highest demand for flights based on searches. 10% potential increase in price ($63 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in January 2025

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 January 30, 2025.

This Frontier deal was found by Cheapflights users on 1/28. 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.
Mon 3/103:59 pmMSN - SJU
1 stop8h 50mFrontier
Fri 3/145:45 amSJU - MSN
1 stop12h 54mFrontier
Deal found 1/28$242
This Delta deal was found by Cheapflights users on 1/30. 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.
Tue 3/111:26 pmMSN - SJU
2 stops8h 41mDelta
Wed 3/196:15 amSJU - MSN
1 stop11h 21mDelta
Deal found 1/30$322
This American Airlines deal was found by Cheapflights users on 1/30. 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 8/236:28 amMSN - SJU
2 stops14h 17mAmerican Airlines
Sat 8/308:40 amSJU - MSN
1 stop7h 56mAmerican Airlines
Deal found 1/30$340
This Mytrip deal was found by Cheapflights users on 1/29. 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.
Wed 2/126:16 pmMSN - SJU
1 stop13h 27mMultiple Airlines
Wed 2/199:34 pmSJU - MSN
3 stops22h 47mMultiple Airlines
Deal found 1/29$463
This United Airlines deal was found by Cheapflights users on 1/28. 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 3/256:15 amMSN - SJU
2 stops13h 28mUnited Airlines
Tue 4/11:05 amSJU - MSN
2 stops12h 12mUnited Airlines
Deal found 1/28$477
This United deal was found by Cheapflights users on 1/29. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/276:15 amMSN - CPX
2 stops29h 31mMultiple Airlines
Tue 4/15:41 pmCPX - MSN
2 stops27h 54mMultiple Airlines
Deal found 1/29$1,093
This United Airlines deal was found by Cheapflights users on 1/29. 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 2/78:12 amMSN - BQN
2 stops13h 45mUnited Airlines
Sat 2/151:09 amBQN - MSN
2 stops12h 55mUnited Airlines
Deal found 1/29$1,464

Find flights from Madison to Puerto Rico within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Mon 3/10

3:59 pm-1:49 am

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Fri 3/14

5:45 am-5:39 pm

1 stop12h 54m

$242

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Tue 3/11

1:26 pm-11:07 pm

2 stops8h 41m

San Juan Luis Munoz Marin Intl

Tue 3/18

2:13 pm-11:04 pm

2 stops9h 51m

$322

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Tue 2/11

11:43 am-11:58 pm

1 stop10h 15m

San Juan Luis Munoz Marin Intl

Wed 2/12

8:05 am-11:50 pm

1 stop17h 45m

$364

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Wed 2/12

6:16 pm-9:43 am

1 stop13h 27m

San Juan Luis Munoz Marin Intl

Wed 2/19

9:34 pm-6:21 pm

3 stops22h 47m

$463

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Tue 3/25

6:15 am-8:43 pm

2 stops13h 28m

San Juan Luis Munoz Marin Intl

Tue 4/1

1:05 am-12:17 pm

2 stops12h 12m

$477

MadisonCulebra

MSN - CPX

MSNCPX

Madison Truax Field

Thu 3/27

6:15 am-12:46 pm

2 stops29h 31m

Culebra

Tue 4/1

5:41 pm-8:35 pm

2 stops27h 54m

$1,093

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Mon 2/24

3:26 pm-5:04 am

1 stop11h 38m

$203

MadisonAguadilla

MSN - BQN

MSNBQN

Madison Truax Field

Sat 2/8

3:53 pm-11:57 pm

2 stops30h 04m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

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.

Travel insights for flights from Madison to Puerto Rico

Get recent, data-driven insights about flights from Madison to Puerto Rico including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $372). 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 January 30, 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 January 30, 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.
8.0
Very good

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

8.0
Very good
8.0
Very good

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

8.0
Very good

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

8.0
Very good

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

8.0
Very good

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

Reviews

1 / 20

10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 most popular routes 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 March is currently the most expensive (average of $372). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Madison to Puerto Rico

Discover the top 4 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$176Average$272FlexibilityNo cancel feeOn-time62%
DeltaCheapest$264Average$482FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$332Average$590FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$396Average$743FlexibilityNo cancel feeOn-time69%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.