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Cheap flights from Puerto Rico to Madison from $118

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Puerto Rico to Madison departing on 12/25. 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

American Airlines Logo
8:20 am - 11:30 pmSJU-MSN
17h 10m1 stop
American Airlines Logo
5:00 am - 8:48 pmMSN-SJU
13h 48m2 stops
$398American Airlines
Find Deal
mar., nov. 4 - mié., nov. 5
American Airlines Logo
5:59 pm - 11:30 pmSJU-MSN
7h 31m1 stop
American Airlines Logo
12:18 pm - 10:09 pmMSN-SJU
7h 51m1 stop
$465American Airlines
Find Deal
mar., dic. 2 - mié., dic. 3
United Airlines Logo
2:05 am - 11:45 amSJU-MSN
11h 40m2 stops
United Airlines Logo
6:30 am - 3:40 pmMSN-SJU
7h 10m1 stop
$467United Airlines
Find Deal
lun., nov. 3 - mié., nov. 5
United Airlines Logo
4:52 pm - 10:30 pmSJU-MSN
7h 38m1 stop
United Airlines Logo
8:15 am - 9:26 pmMSN-SJU
11h 11m2 stops
$471United Airlines
Find Deal
jue., dic. 25 - vie., ene. 2
American Airlines Logo
8:00 am - 11:51 pmSJU-MSN
17h 51m1 stop
American Airlines Logo
9:15 pm - 11:12 amMSN-SJU
11h 57m2 stops
$477American Airlines
Find Deal
mié., nov. 26 - dom., nov. 30
American Airlines Logo
4:38 pm - 10:08 amSJU-MSN
19h 30m2 stops
American Airlines Logo
7:00 am - 10:05 pmMSN-SJU
13h 05m1 stop
$508American Airlines
Find Deal
jue., dic. 25 - vie., ene. 2
American Airlines Logo
8:00 am - 4:02 pmSJU-MSN
10h 02m2 stops
American Airlines Logo
9:15 pm - 11:12 amMSN-SJU
11h 57m2 stops
$513American Airlines
Find Deal
mié., nov. 26 - dom., nov. 30
American Airlines Logo
5:35 am - 5:14 pmSJU-MSN
12h 39m1 stop
American Airlines Logo
6:53 pm - 2:35 pmMSN-SJU
18h 42m2 stops
$522American Airlines
Find Deal
jue., mar. 12 - lun., mar. 16
United Airlines Logo
2:05 am - 11:45 amSJU-MSN
11h 40m2 stops
United Airlines Logo
6:30 am - 9:26 pmMSN-SJU
12h 56m2 stops
$526United Airlines
Find Deal
lun., nov. 3 - mié., nov. 5
United Airlines Logo
8:35 am - 2:52 pmSJU-MSN
8h 17m1 stop
United Airlines Logo
3:58 pm - 6:11 amMSN-SJU
12h 13m2 stops
$527United Airlines
Find Deal
vie., feb. 6 - vie., feb. 13

United Airlines flights from Puerto Rico to Madison

Our best United Airlines deals on Puerto Rico to Madison flight tickets
United Airlines
Sep 27
SJU7:00 amSan Juan Luis Munoz Marin Intl
14h 41m
2 stops
MSN8:41 pmMadison Truax Field
Sep 29
MSN6:30 amMadison Truax Field
7h 14m
1 stop
SJU2:44 pmSan Juan Luis Munoz Marin Intl
$399
Find similar
United Airlines
Nov 3
SJU2:05 amSan Juan Luis Munoz Marin Intl
11h 40m
2 stops
MSN11:45 amMadison Truax Field
Nov 5
MSN6:30 amMadison Truax Field
7h 10m
1 stop
SJU3:40 pmSan Juan Luis Munoz Marin Intl
$467
Find similar
United Airlines
Dec 25
SJU4:52 pmSan Juan Luis Munoz Marin Intl
7h 38m
1 stop
MSN10:30 pmMadison Truax Field
Jan 2
MSN8:15 amMadison Truax Field
11h 11m
2 stops
SJU9:26 pmSan Juan Luis Munoz Marin Intl
$471
Find similar

American Airlines flights from Puerto Rico to Madison

Our best American Airlines deals on Puerto Rico to Madison flight tickets
American Airlines
Nov 4
SJU8:20 amSan Juan Luis Munoz Marin Intl
17h 10m
1 stop
MSN11:30 pmMadison Truax Field
Nov 5
MSN5:00 amMadison Truax Field
13h 48m
2 stops
SJU8:48 pmSan Juan Luis Munoz Marin Intl
$398
Find similar
American Airlines
Dec 2
SJU5:59 pmSan Juan Luis Munoz Marin Intl
7h 31m
1 stop
MSN11:30 pmMadison Truax Field
Dec 3
MSN12:18 pmMadison Truax Field
7h 51m
1 stop
SJU10:09 pmSan Juan Luis Munoz Marin Intl
$465
Find similar
American Airlines
Nov 26
SJU8:00 amSan Juan Luis Munoz Marin Intl
17h 51m
1 stop
MSN11:51 pmMadison Truax Field
Nov 30
MSN9:15 pmMadison Truax Field
11h 57m
2 stops
SJU11:12 amSan Juan Luis Munoz Marin Intl
$477
Find similar

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 septiembre 25, 2025.
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

mar. 11/4

8:20 am-11:30 pm

1 stop17h 10m

Madison Truax Field

mié. 11/5

5:00 am-8:48 pm

2 stops13h 48m

$398

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

mar. 12/2

5:59 pm-11:30 pm

1 stop7h 31m

Madison Truax Field

mié. 12/3

12:18 pm-10:09 pm

1 stop7h 51m

$465

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

lun. 11/3

2:05 am-11:45 am

2 stops11h 40m

Madison Truax Field

mié. 11/5

6:30 am-3:40 pm

1 stop7h 10m

$467

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

jue. 12/25

4:52 pm-10:30 pm

1 stop7h 38m

Madison Truax Field

vie. 1/2

8:15 am-9:26 pm

2 stops11h 11m

$471

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

mié. 11/26

8:00 am-11:51 pm

1 stop17h 51m

Madison Truax Field

dom. 11/30

9:15 pm-11:12 am

2 stops11h 57m

$477

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

jue. 12/25

4:38 pm-10:08 am

2 stops19h 30m

Madison Truax Field

vie. 1/2

7:00 am-10:05 pm

1 stop13h 05m

$508

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

mié. 11/26

8:00 am-4:02 pm

2 stops10h 02m

Madison Truax Field

dom. 11/30

9:15 pm-11:12 am

2 stops11h 57m

$513

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

jue. 3/12

5:35 am-5:14 pm

1 stop12h 39m

Madison Truax Field

lun. 3/16

6:53 pm-2:35 pm

2 stops18h 42m

$522

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

lun. 11/3

2:05 am-11:45 am

2 stops11h 40m

Madison Truax Field

mié. 11/5

6:30 am-9:26 pm

2 stops12h 56m

$526

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

vie. 2/6

8:35 am-2:52 pm

1 stop8h 17m

Madison Truax Field

vie. 2/13

3:58 pm-6:11 am

2 stops12h 13m

$527

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 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 August is your next best option. Flight prices from Puerto Rico to Madison during August average around $318.

What is the cheapest day to depart on your flight to Madison?

The cheapest day to depart from Puerto Rico to Madison is on a Tuesday when prices can be found for as low as $452. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Madison on Saturday is $617.

What is the cheapest time of day to depart on your flight to Madison?

According to our data, the cheapest time of day to fly to Madison is in the morning. momondo users have found flights departing from Puerto Rico to Madison in the morning for as low as $477. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Madison is in the afternoon when prices are around $604.

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

You could potentially save up to 2% 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

Direct flights

None
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
10,000 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
Portage
Fitchburg
Sun Prairie
Cambridge
Oxford
Windsor
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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