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Cheap flights from Madison to Puerto Rico from $148

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Madison to Puerto Rico departing on 11/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Madison to Puerto Rico

Cheap round-trip flights

American Airlines Logo
5:08 pm - 11:11 amMSN-SJU
17h 03m2 stops
American Airlines Logo
7:45 am - 10:56 pmSJU-MSN
16h 11m1 stop
$215American Airlines
Find Deal
Fri, Oct 3 - Tue, Oct 7
United Airlines Logo
6:30 am - 2:44 pmMSN-SJU
7h 14m1 stop
United Airlines Logo
3:56 pm - 10:28 pmSJU-MSN
7h 32m1 stop
$244United Airlines
Find Deal
Fri, Oct 3 - Tue, Oct 7
American Airlines Logo
8:18 pm - 12:47 pmMSN-SJU
15h 29m2 stops
American Airlines Logo
7:45 am - 10:56 pmSJU-MSN
16h 11m1 stop
$255American Airlines
Find Deal
Mon, Sep 29 - Tue, Oct 7
American Airlines Logo
7:30 am - 11:37 pmMSN-SJU
15h 07m2 stops
American Airlines Logo
3:55 pm - 10:31 amSJU-MSN
19h 36m2 stops
$275American Airlines
Find Deal
Sat, Sep 20 - Wed, Sep 24
American Airlines Logo
8:18 pm - 12:47 pmMSN-SJU
15h 29m2 stops
American Airlines Logo
11:56 am - 10:56 pmSJU-MSN
12h 00m2 stops
$295American Airlines
Find Deal
Mon, Sep 29 - Tue, Oct 7
American Airlines Logo
7:30 am - 3:52 pmMSN-SJU
7h 22m1 stop
American Airlines Logo
4:45 pm - 10:56 pmSJU-MSN
7h 11m1 stop
$297American Airlines
Find Deal
Mon, Sep 29 - Tue, Oct 7
United Airlines Logo
6:30 am - 2:44 pmMSN-SJU
7h 14m1 stop
United Airlines Logo
1:05 am - 11:45 amSJU-MSN
11h 40m2 stops
$344United Airlines
Find Deal
Fri, Oct 3 - Mon, Oct 6
Delta Logo
1:20 pm - 10:00 pmMSN-SJU
7h 40m1 stop
Delta Logo
7:00 am - 4:09 pmSJU-MSN
10h 09m2 stops
$345Delta
Find Deal
Sat, Sep 20 - Wed, Sep 24
Delta Logo
1:20 pm - 10:00 pmMSN-SJU
7h 40m1 stop
Delta Logo
7:30 am - 4:18 pmSJU-MSN
9h 48m1 stop
$397Delta
Find Deal
Sat, Sep 20 - Wed, Sep 24
Delta Logo
1:20 pm - 10:00 pmMSN-SJU
7h 40m1 stop
Delta Logo
7:00 am - 4:09 pmSJU-MSN
10h 09m2 stops
$407Delta
Find Deal
Sat, Sep 20 - Wed, Sep 24

American Airlines flights from Madison to Puerto Rico

Our best American Airlines deals on Madison to Puerto Rico flight tickets
American Airlines
Oct 3
MSN5:08 pmMadison Truax Field
17h 03m
2 stops
SJU11:11 amSan Juan Luis Munoz Marin Intl
Oct 7
SJU7:45 amSan Juan Luis Munoz Marin Intl
16h 11m
1 stop
MSN10:56 pmMadison Truax Field
$215
Find similar
American Airlines
Sep 29
MSN8:18 pmMadison Truax Field
15h 29m
2 stops
SJU12:47 pmSan Juan Luis Munoz Marin Intl
Oct 7
SJU7:45 amSan Juan Luis Munoz Marin Intl
16h 11m
1 stop
MSN10:56 pmMadison Truax Field
$255
Find similar
American Airlines
Sep 20
MSN7:30 amMadison Truax Field
15h 07m
2 stops
SJU11:37 pmSan Juan Luis Munoz Marin Intl
Sep 24
SJU3:55 pmSan Juan Luis Munoz Marin Intl
19h 36m
2 stops
MSN10:31 amMadison Truax Field
$275
Find similar

Delta flights from Madison to Puerto Rico

Our best Delta deals on Madison to Puerto Rico flight tickets
Delta
Sep 20
MSN1:20 pmMadison Truax Field
7h 40m
1 stop
SJU10:00 pmSan Juan Luis Munoz Marin Intl
Sep 24
SJU7:00 amSan Juan Luis Munoz Marin Intl
10h 09m
2 stops
MSN4:09 pmMadison Truax Field
$345
Find similar
Delta
Sep 20
MSN1:20 pmMadison Truax Field
7h 40m
1 stop
SJU10:00 pmSan Juan Luis Munoz Marin Intl
Sep 24
SJU7:30 amSan Juan Luis Munoz Marin Intl
9h 48m
1 stop
MSN4:18 pmMadison Truax Field
$397
Find similar
Delta
Sep 20
MSN1:20 pmMadison Truax Field
7h 40m
1 stop
SJU10:00 pmSan Juan Luis Munoz Marin Intl
Sep 24
SJU7:00 amSan Juan Luis Munoz Marin Intl
10h 09m
2 stops
MSN4:09 pmMadison Truax Field
$407
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated July 31, 2025.
Use the filters below to find and compare flights from Madison to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Fri 10/3

5:08 pm-11:11 am

2 stops17h 03m

San Juan Luis Munoz Marin Intl

Tue 10/7

7:45 am-10:56 pm

1 stop16h 11m

$215

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Fri 10/3

6:30 am-2:44 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Tue 10/7

3:56 pm-10:28 pm

1 stop7h 32m

$244

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Mon 9/29

8:18 pm-12:47 pm

2 stops15h 29m

San Juan Luis Munoz Marin Intl

Tue 10/7

7:45 am-10:56 pm

1 stop16h 11m

$255

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 9/20

7:30 am-11:37 pm

2 stops15h 07m

San Juan Luis Munoz Marin Intl

Wed 9/24

3:55 pm-10:31 am

2 stops19h 36m

$275

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Mon 9/29

8:18 pm-12:47 pm

2 stops15h 29m

San Juan Luis Munoz Marin Intl

Tue 10/7

11:56 am-10:56 pm

2 stops12h 00m

$295

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Mon 9/29

7:30 am-3:52 pm

1 stop7h 22m

San Juan Luis Munoz Marin Intl

Tue 10/7

4:45 pm-10:56 pm

1 stop7h 11m

$297

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Fri 10/3

6:30 am-2:44 pm

1 stop7h 14m

San Juan Luis Munoz Marin Intl

Mon 10/6

1:05 am-11:45 am

2 stops11h 40m

$344

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 9/20

1:20 pm-10:00 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Wed 9/24

7:00 am-4:09 pm

2 stops10h 09m

$345

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 9/20

1:20 pm-10:00 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Wed 9/24

7:30 am-4:18 pm

1 stop9h 48m

$397

MadisonSan Juan

MSN - SJU

MSNSJU

Madison Truax Field

Sat 9/20

1:20 pm-10:00 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Wed 9/24

7:00 am-4:09 pm

2 stops10h 09m

$407

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Puerto Rico from

How to get the cheapest flight ticket from Madison 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

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 November to fly from Madison, when ticket prices are also cheap, with an average price of $418.

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 Madison is on a Monday. momondo users have found tickets for Monday departures for as low as $494. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Puerto Rico is Thursday, with ticket prices averaging around $609.

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 afternoon. Flights from Madison to Puerto Rico during this time can be as low as $370. In contrast, the most expensive time of day to depart to Puerto Rico is at noon when prices are around $701.

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

You are more likely to see cheaper flights to Puerto Rico from Madison when booking weeks ahead of your departure date. In general, you can expect to find flights to Puerto Rico for around $517 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Puerto Rico from Madison for as low as $356 on momondo.

Cheap Madison to Puerto Rico flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Madison to Puerto Rico

Best Price Found

$148

Fastest flight time

6h 38m

Direct flights

None

Airports in Puerto Rico

2 airports
The best one-way flight to Puerto Rico from Madison in the past 72 hours is $148. The best round-trip flight deal from Madison to Puerto Rico found on momondo in the last 72 hours is $215.
The fastest flight from Madison to Puerto Rico takes 6h 38m
There are no direct flights from Madison to Puerto Rico. Popular non-direct routes for this connection are Madison Truax Field Airport - Aguadilla Borinquen Airport and Madison Truax Field Airport - San Juan Luis Munoz Marin Intl Airport.
There are 2 airports near Puerto Rico: Aguadilla Borinquen (BQN), San Juan Luis Munoz Marin Intl (SJU)
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  • When did momondo last update prices for flights from Madison Truax Field Airport to Puerto Rico?

    Prices for flights from Madison Truax Field Airport to Puerto Rico refresh daily.

  • How many operators does momondo search for flights from Madison Truax Field Airport to Puerto Rico?

  • How old do you have to be to fly from Madison Truax Field Airport 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 Madison Truax Field Airport to Puerto Rico.

  • What documentation or ID do you need to fly to Puerto Rico?

    The required travel and health documents for your Puerto Rico trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Puerto Rico. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Madison to Puerto Rico

Compare and see reviews for airlines that fly from Madison to Puerto Rico with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $264Free CancellationRating
8.0
7,980 reviews
Search Delta flights
American AirlinesPriceFrom $269Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $331Free CancellationRating
7.4
8,902 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Madison to Puerto Rico?

Finding the right flight to Puerto Rico from Madison is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Puerto Rico quick and easy, saving you time and money.

Can I find flights from Madison to Puerto Rico with flexible booking policies on momondo?

momondo does allow users to show only those flights to Puerto Rico from Madison which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Madison to Puerto Rico?

momondo provides multiple filters to help you find the best flight to Puerto Rico from Madison. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Madison to Puerto Rico right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Madison to Puerto Rico flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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.
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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
Flights to San Juanfrom $105
Flights to Aguadillafrom $176
Flights to Mayagüezfrom $358