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Cheap flights from Puerto Rico to Madison from $326

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Puerto Rico to Madison departing on 2/24. 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 Puerto Rico to Madison

Recent round-trip flight deals from Puerto Rico to Madison

Enter your travel dates to find the best prices.
United Airlines Logo
2:05 am - 2:07 pm
SJU
-
MSN
14h 02m
2 stops
United Airlines Logo
2:48 pm - 6:11 am
MSN
-
SJU
13h 23m
2 stops
$326United Airlines
Tue, Feb 24 - Sat, Feb 28
American Airlines Logo
1:30 am - 10:36 am
SJU
-
MSN
10h 06m
1 stop
American Airlines Logo
8:22 pm - 4:24 am
MSN
-
SJU
7h 02m
1 stop
$366American Airlines
Wed, Mar 11 - Sat, Mar 21
United Airlines Logo
2:05 am - 11:51 am
SJU
-
MSN
11h 46m
2 stops
United Airlines Logo
12:32 pm - 12:36 am
MSN
-
SJU
10h 04m
2 stops
$422United Airlines
Sun, Jan 25 - Fri, Jan 30
Delta Logo
3:20 pm - 10:50 pm
SJU
-
MSN
9h 30m
2 stops
Delta Logo
9:50 am - 11:45 pm
MSN
-
SJU
11h 55m
2 stops
$439Delta
Wed, Jan 21 - Sun, Jan 25
American Airlines Logo
6:00 am - 4:52 pm
SJU
-
MSN
12h 52m
1 stop
American Airlines Logo
11:23 am - 11:59 pm
MSN
-
SJU
10h 36m
2 stops
$440American Airlines
Mon, Jan 26 - Fri, Jan 30
United Airlines Logo
8:30 am - 2:07 pm
SJU
-
MSN
7h 37m
1 stop
United Airlines Logo
2:48 pm - 9:00 pm
MSN
-
SJU
28h 12m
1 stop
$476United Airlines
Wed, Feb 25 - Sat, Feb 28
American Airlines Logo
6:00 am - 4:52 pm
SJU
-
MSN
12h 52m
1 stop
American Airlines Logo
7:00 am - 10:26 pm
MSN
-
SJU
13h 26m
1 stop
$480American Airlines
Mon, Jan 26 - Fri, Jan 30
United Airlines Logo
8:35 am - 2:52 pm
SJU
-
MSN
8h 17m
1 stop
United Airlines Logo
8:15 am - 9:26 pm
MSN
-
SJU
11h 11m
2 stops
$490United Airlines
Wed, Jan 21 - Sun, Jan 25
American Airlines Logo
6:00 am - 3:52 pm
SJU
-
MSN
10h 52m
2 stops
American Airlines Logo
8:22 pm - 4:24 am
MSN
-
SJU
7h 02m
1 stop
$533American Airlines
Thu, Mar 12 - Sat, Mar 21
United Airlines Logo
8:30 am - 2:57 pm
SJU
-
MSN
8h 27m
1 stop
United Airlines Logo
6:30 am - 3:40 pm
MSN
-
SJU
7h 10m
1 stop
$581United Airlines
Wed, Feb 25 - Sat, Feb 28

American Airlines flights from Puerto Rico to Madison

Our best American Airlines deals on Puerto Rico to Madison flight tickets
American Airlines
Mar 11
SJU1:30 amSan Juan Luis Munoz Marin Intl
10h 06m
1 stop
MSN10:36 amMadison Truax Field
Mar 21
MSN8:22 pmMadison Truax Field
7h 02m
1 stop
SJU4:24 amSan Juan Luis Munoz Marin Intl
$366
American Airlines
Jan 26
SJU6:00 amSan Juan Luis Munoz Marin Intl
12h 52m
1 stop
MSN4:52 pmMadison Truax Field
Jan 30
MSN11:23 amMadison Truax Field
10h 36m
2 stops
SJU11:59 pmSan Juan Luis Munoz Marin Intl
$440
American Airlines
Jan 26
SJU6:00 amSan Juan Luis Munoz Marin Intl
12h 52m
1 stop
MSN4:52 pmMadison Truax Field
Jan 30
MSN7:00 amMadison Truax Field
13h 26m
1 stop
SJU10:26 pmSan Juan Luis Munoz Marin Intl
$480

United Airlines flights from Puerto Rico to Madison

Our best United Airlines deals on Puerto Rico to Madison flight tickets
United Airlines
Feb 24
SJU2:05 amSan Juan Luis Munoz Marin Intl
14h 02m
2 stops
MSN2:07 pmMadison Truax Field
Feb 28
MSN2:48 pmMadison Truax Field
13h 23m
2 stops
SJU6:11 amSan Juan Luis Munoz Marin Intl
$326
United Airlines
Jan 25
SJU2:05 amSan Juan Luis Munoz Marin Intl
11h 46m
2 stops
MSN11:51 amMadison Truax Field
Jan 30
MSN12:32 pmMadison Truax Field
10h 04m
2 stops
SJU12:36 amSan Juan Luis Munoz Marin Intl
$422
United Airlines
Feb 25
SJU8:30 amSan Juan Luis Munoz Marin Intl
7h 37m
1 stop
MSN2:07 pmMadison Truax Field
Feb 28
MSN2:48 pmMadison Truax Field
28h 12m
1 stop
SJU9:00 pmSan Juan Luis Munoz Marin Intl
$476

momondo 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, momondo users made 832,500 searches. Data last updated January 12, 2026.
Use the filters below to find and compare flights from Puerto Rico to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 2/24

2:05 am-2:07 pm

2 stops14h 02m

Madison Truax Field

Sat 2/28

2:48 pm-6:11 am

2 stops13h 23m

$326

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Wed 3/11

1:30 am-10:36 am

1 stop10h 06m

Madison Truax Field

Sat 3/21

8:22 pm-4:24 am

1 stop7h 02m

$366

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Sun 1/25

2:05 am-11:51 am

2 stops11h 46m

Madison Truax Field

Fri 1/30

12:32 pm-12:36 am

2 stops10h 04m

$422

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Wed 1/21

3:20 pm-10:50 pm

2 stops9h 30m

Madison Truax Field

Sun 1/25

9:50 am-11:45 pm

2 stops11h 55m

$439

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Mon 1/26

6:00 am-4:52 pm

1 stop12h 52m

Madison Truax Field

Fri 1/30

11:23 am-11:59 pm

2 stops10h 36m

$440

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Wed 2/25

8:30 am-2:07 pm

1 stop7h 37m

Madison Truax Field

Sat 2/28

2:48 pm-9:00 pm

1 stop28h 12m

$476

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Mon 1/26

6:00 am-4:52 pm

1 stop12h 52m

Madison Truax Field

Fri 1/30

7:00 am-10:26 pm

1 stop13h 26m

$480

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Wed 1/21

8:35 am-2:52 pm

1 stop8h 17m

Madison Truax Field

Sun 1/25

8:15 am-9:26 pm

2 stops11h 11m

$490

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Thu 3/12

6:00 am-3:52 pm

2 stops10h 52m

Madison Truax Field

Sat 3/21

8:22 pm-4:24 am

1 stop7h 02m

$533

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Wed 2/25

8:30 am-2:57 pm

1 stop8h 27m

Madison Truax Field

Sat 2/28

6:30 am-3:40 pm

1 stop7h 10m

$581

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Madison from

How to get the cheapest flight ticket from Puerto Rico to Madison

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 Madison?

The month of September is, on average, the cheapest month to fly to Madison from Puerto Rico, with most prices found around $285. If you’re not able to fly to Madison in September, then October is your next best option. Flight prices from Puerto Rico to Madison during October average around $296.

Can stopping save me money on Puerto Rico to Madison flights?

You could potentially save up to 18% on your flight if you consider stops on a Puerto Rico to Madison flight.

Cheap Puerto Rico to Madison flight deals and tips

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

Fastest flight time

7h 37m

Direct flights

None
The fastest flight from Puerto Rico to Madison takes 7h 37m
There are no direct flights from Puerto Rico to Madison. There are no popular flight routes from Puerto Rico to Madison.
Search flight deals

  • When did momondo last update prices for flights from Puerto Rico to Madison Truax Field Airport?

    Prices for flights from Puerto Rico to Madison Truax Field Airport are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Puerto Rico to Madison Truax Field Airport.

  • What documentation or ID do you need to fly to Madison Truax Field Airport?

    The travel and health documents you'll need for your trip to Madison Truax Field Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Madison Truax Field Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Puerto Rico to Madison

Compare and see reviews for airlines that fly from Puerto Rico to Madison with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $265Free CancellationRating
7.2
11,111 reviews
Search American Airlines flights

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Wisconsin Dells
Baraboo
Middleton
Fitchburg
Portage
Sun Prairie
Windsor
Cambridge
Oxford
Evansville

Why use momondo?

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

It is quick and easy to find Puerto Rico to Madison flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Madison that suits you.

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

Yes. momondo allows you to filter the results for Puerto Rico to Madison flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Puerto Rico and Madison by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Madison, momondo offers a useful price alert feature which will track prices for flights to Madison from Puerto Rico and alert you when they change.

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