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Cheap flights from Puerto Rico to Madison from $123

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 7/30. 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

Discover deals from 900+ travel sites with momondo.

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.
American Airlines Logo
1:25 pm - 11:28 pm
SJU
-
MSN
11h 03m
1 stop
American Airlines Logo
6:45 am - 8:51 pm
MSN
-
SJU
13h 06m
1 stop
$326American Airlines
Thu, May 7 - Tue, May 12
American Airlines Logo
7:00 am - 11:59 pm
SJU
-
MSN
17h 59m
1 stop
American Airlines Logo
6:01 am - 11:01 pm
MSN
-
SJU
16h 00m
1 stop
$366American Airlines
Fri, Jun 5 - Mon, Jun 8
American Airlines Logo
3:47 pm - 8:22 am
SJU
-
MSN
17h 35m
1 stop
American Airlines Logo
11:33 am - 11:59 pm
MSN
-
SJU
11h 26m
1 stop
$376American Airlines
Fri, Aug 7 - Mon, Aug 10
United Airlines Logo
7:20 am - 7:07 pm
SJU
-
MSN
12h 47m
2 stops
United Airlines Logo
6:30 am - 2:44 pm
MSN
-
SJU
7h 14m
1 stop
$384United Airlines
Tue, May 12 - Tue, May 19
American Airlines Logo
6:00 am - 12:33 pm
SJU
-
MSN
7h 33m
1 stop
American Airlines Logo
6:45 am - 8:51 pm
MSN
-
SJU
13h 06m
1 stop
$406American Airlines
Tue, May 12 - Tue, May 19
Delta Logo
6:15 am - 4:25 pm
SJU
-
MSN
11h 10m
1 stop
Delta Logo
5:43 am - 4:33 pm
MSN
-
SJU
9h 50m
1 stop
$408Delta
Thu, May 7 - Tue, May 12
American Airlines Logo
6:00 am - 4:01 pm
SJU
-
MSN
11h 01m
2 stops
American Airlines Logo
6:00 am - 10:57 pm
MSN
-
SJU
15h 57m
1 stop
$411American Airlines
Tue, Jul 14 - Wed, Jul 29
American Airlines Logo
2:42 pm - 11:28 pm
SJU
-
MSN
9h 46m
1 stop
American Airlines Logo
8:24 pm - 2:18 pm
MSN
-
SJU
16h 54m
1 stop
$420American Airlines
Thu, May 7 - Sun, May 10
United Airlines Logo
1:00 am - 11:43 am
SJU
-
MSN
11h 43m
2 stops
United Airlines Logo
6:30 am - 9:24 pm
MSN
-
SJU
13h 54m
2 stops
$446United Airlines
Mon, May 11 - Tue, May 19
American Airlines Logo
7:00 am - 11:59 pm
SJU
-
MSN
17h 59m
1 stop
American Airlines Logo
6:01 am - 6:25 pm
MSN
-
SJU
11h 24m
2 stops
$448American Airlines
Fri, Jun 5 - Mon, Jun 8

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American Airlines flights from Puerto Rico to Madison

Our best American Airlines deals on Puerto Rico to Madison flight tickets
American Airlines
May 7
SJU1:25 pmSan Juan Luis Munoz Marin Intl
11h 03m
1 stop
MSN11:28 pmMadison Truax Field
May 12
MSN6:45 amMadison Truax Field
13h 06m
1 stop
SJU8:51 pmSan Juan Luis Munoz Marin Intl
$326
American Airlines
Jun 5
SJU7:00 amSan Juan Luis Munoz Marin Intl
17h 59m
1 stop
MSN11:59 pmMadison Truax Field
Jun 8
MSN6:01 amMadison Truax Field
16h 00m
1 stop
SJU11:01 pmSan Juan Luis Munoz Marin Intl
$366
American Airlines
Aug 7
SJU3:47 pmSan Juan Luis Munoz Marin Intl
17h 35m
1 stop
MSN8:22 amMadison Truax Field
Aug 10
MSN11:33 amMadison Truax Field
11h 26m
1 stop
SJU11:59 pmSan Juan Luis Munoz Marin Intl
$376

United Airlines flights from Puerto Rico to Madison

Our best United Airlines deals on Puerto Rico to Madison flight tickets
United Airlines
May 12
SJU7:20 amSan Juan Luis Munoz Marin Intl
12h 47m
2 stops
MSN7:07 pmMadison Truax Field
May 19
MSN6:30 amMadison Truax Field
7h 14m
1 stop
SJU2:44 pmSan Juan Luis Munoz Marin Intl
$384
United Airlines
May 11
SJU1:00 amSan Juan Luis Munoz Marin Intl
11h 43m
2 stops
MSN11:43 amMadison Truax Field
May 19
MSN6:30 amMadison Truax Field
13h 54m
2 stops
SJU9:24 pmSan Juan Luis Munoz Marin Intl
$446
United Airlines
Apr 28
SJU1:00 amSan Juan Luis Munoz Marin Intl
11h 38m
2 stops
MSN11:38 amMadison Truax Field
May 2
MSN6:30 amMadison Truax Field
13h 08m
2 stops
SJU8:38 pmSan Juan Luis Munoz Marin Intl
$498

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 April 18, 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

Cheapest round-trip

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Thu 5/7

1:25 pm-11:28 pm

1 stop11h 03m

Madison Truax Field

Tue 5/12

6:45 am-8:51 pm

1 stop13h 06m

$326

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Fri 6/5

7:00 am-11:59 pm

1 stop17h 59m

Madison Truax Field

Mon 6/8

6:01 am-11:01 pm

1 stop16h 00m

$366

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Fri 8/7

3:47 pm-8:22 am

1 stop17h 35m

Madison Truax Field

Mon 8/10

11:33 am-11:59 pm

1 stop11h 26m

$376
Quickest round-trip

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 5/12

7:20 am-7:07 pm

2 stops12h 47m

Madison Truax Field

Tue 5/19

6:30 am-2:44 pm

1 stop7h 14m

$384

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 5/12

6:00 am-12:33 pm

1 stop7h 33m

Madison Truax Field

Tue 5/19

6:45 am-8:51 pm

1 stop13h 06m

$406

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Thu 5/7

6:15 am-4:25 pm

1 stop11h 10m

Madison Truax Field

Tue 5/12

5:43 am-4:33 pm

1 stop9h 50m

$408

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 7/14

6:00 am-4:01 pm

2 stops11h 01m

Madison Truax Field

Wed 7/29

6:00 am-10:57 pm

1 stop15h 57m

$411

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Thu 5/7

2:42 pm-11:28 pm

1 stop9h 46m

Madison Truax Field

Sun 5/10

8:24 pm-2:18 pm

1 stop16h 54m

$420

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Mon 5/11

1:00 am-11:43 am

2 stops11h 43m

Madison Truax Field

Tue 5/19

6:30 am-9:24 pm

2 stops13h 54m

$446

San JuanMadison

SJU - MSN

SJUMSN

San Juan Luis Munoz Marin Intl

Fri 6/5

7:00 am-11:59 pm

1 stop17h 59m

Madison Truax Field

Mon 6/8

6:01 am-6:25 pm

2 stops11h 24m

$448

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

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

You could potentially save up to 30% 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

8h 03m

Direct flights

None
The fastest flight from Puerto Rico to Madison takes 8h 03m
There are no direct flights from Puerto Rico to Madison. There are no popular flight routes from Puerto Rico to Madison.
Search flight deals

Frequently asked questions about flying from Puerto Rico to Madison

  • 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
7.1
11,607 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
Sun Prairie
Middleton
Fitchburg
Portage
Windsor
Oxford
Cambridge
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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