Cheap flights from Madison (MSN) to Puerto Rico

MSN — SJU
May 30 — Jun 61

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 53 days in advance, which can save you up to 11% on flights from Madison to Puerto Rico compared to booking the week you need them. Waiting 53 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $503. For sooner than that we have options available in the next 3 days from $503.

What is the cheapest month to fly from Madison to Puerto Rico?

August is one of the best times of the year to fly to Puerto Rico from Madison. Prices for August average $484 per person but you can even find prices for as low as $202. The most expensive prices can be found in the month of May. Opting for a August flight can save you 29% on your journey compared to booking in May

When is the cheapest time to fly from Madison to Puerto Rico (MSN - PR)?

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.

Cheap flights from Madison to Puerto Rico in May, June 2022

The best prices found for MSN to Puerto Rico flights for May, June
Jun 4 - Jun 18
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

1 stop

22h 00m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

1 stop

16h 43m
$664

American Airlines

View Deal

Deal found 5/23/22

Jun 10 - Jun 13
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

2 stops

13h 37m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

2 stops

36h 58m
$688

American Airlines

View Deal

Deal found 5/24/22

Jun 10 - Jun 13
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

1 stop

18h 51m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

2 stops

36h 58m
$704

American Airlines

View Deal

Deal found 5/24/22

Madison to Puerto Rico 2022 flight deals

Cheap flights to Puerto Rico from Madison found for this year
Nov 1 - Nov 9
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

1 stop

17h 02m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

1 stop

17h 11m
$461

United Airlines

View Deal

Deal found 5/23/22

Nov 1 - Nov 8
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

1 stop

17h 02m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

1 stop

22h 26m
$471

United Airlines

View Deal

Deal found 5/23/22

Nov 1 - Nov 9
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

2 stops

12h 17m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

1 stop

17h 11m
$503

United Airlines

View Deal

Deal found 5/23/22

Cheap American Airlines flights from Madison to Puerto Rico

Nov 1 - Nov 9
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

2 stops

19h 14m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

2 stops

13h 05m
$580

American Airlines

View Deal

Deal found 5/23/22

Sep 14 - Sep 17
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

2 stops

13h 33m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

2 stops

15h 57m
$622

American Airlines

View Deal

Deal found 5/23/22

Oct 17 - Oct 20
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

1 stop

17h 13m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

1 stop

9h 51m
$624

American Airlines

View Deal

Deal found 5/24/22

Cheap United Airlines flights from Madison to Puerto Rico

Nov 1 - Nov 9
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

1 stop

17h 02m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

1 stop

17h 11m
$461

United Airlines

View Deal

Deal found 5/23/22

Nov 1 - Nov 8
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

1 stop

17h 02m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

1 stop

22h 26m
$471

United Airlines

View Deal

Deal found 5/23/22

Nov 1 - Nov 9
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

2 stops

12h 17m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

1 stop

17h 11m
$503

United Airlines

View Deal

Deal found 5/23/22

Last minute flights from Madison to Puerto Rico

Late deals on return flights to Puerto Rico from Madison, departing today and this week
Jun 4 - Jun 18
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

1 stop

22h 00m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

1 stop

16h 43m
$664

American Airlines

View Deal

Deal found 5/23/22

Jun 4 - Jun 18
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

2 stops

14h 42m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

1 stop

16h 43m
$716

American Airlines

View Deal

Deal found 5/23/22

Jun 4 - Jun 18
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

2 stops

14h 42m
SJU

San Juan Luis Munoz Marin Intl

MSN

Madison Truax Field

1 stop

16h 43m
$733

American Airlines

View Deal

Deal found 5/24/22

One-way flights to Puerto Rico from Madison

The cheapest one-way flights from Madison to Puerto Rico
Jun 18
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

2 stops

15h 54m
$361

American Airlines

View Deal

Deal found 5/25/22

Jun 18
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

1 stop

22h 00m
$378

American Airlines

View Deal

Deal found 5/23/22

Jun 18
MSN

Madison Truax Field

SJU

San Juan Luis Munoz Marin Intl

1 stop

9h 23m
$399

American Airlines

View Deal

Deal found 5/25/22

Related info for your journey

Useful info, stats and facts about Madison to Puerto Rico flights.

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.

Which airlines flying from Madison Truax Field to Puerto Rico have flexible cancellations due to COVID-19?

American Airlines, United Airlines, and Delta are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Madison to Puerto Rico for under $500 on Cheapflights?

Yes, there are multiple flights from Madison to Puerto Rico for under $500. The cheapest flight booked recently is on United Airlines for just $461, but on average you can expect to pay $562.

Are there last-minute flights available from Madison to Puerto Rico for under $700?

There are currently 20+ open flights from Madison to Puerto Rico within the next 7 days for less than $700.

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 $361. 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.

What are the most popular airlines that fly from Madison to Puerto Rico?

Consider American Airlines, Delta or Frontier when booking your flight. These represent the most popular airlines when flying from Madison to Puerto Rico.

What are the cheapest flights from Madison to Puerto Rico?

While on average a flight from Madison to Puerto Rico is generally $1,360, our data shows the cheapest flight currently is $723. When looking at the most popular route, (Madison Truax Field - San Juan Luis Munoz Marin Intl), you can expect to pay $625 for that flight.

Destination points for flights from Madison to Puerto Rico

Select to see more specific information for flights from Madison to all places in Puerto Rico

Top 3 airlines flying from Madison to Puerto Rico

The chart below displays the airlines Cheapflights users traveling from Madison to Puerto Rico choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
United AirlinesCheapest$377Average$656FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
American AirlinesCheapest$494Average$661FlexibilityNo cancel feeOn-time71%COVID-19 safety
Search American Airlines flights
DeltaCheapest$577Average$725FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights