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Cheap flights from Puerto Rico to Madison from $144

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 10/30. 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
1 adult, Economy, 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.
Multiple Airlines Logo
12:11 pm - 7:15 pmSJU  San Juan Luis Munoz Marin Intl-MSN Madison Truax Field
8h 04m1 stop Orlando
Multiple Airlines Logo
10:33 am - 1:34 pmMSN  Madison Truax Field-SJU San Juan Luis Munoz Marin Intl
26h 01m2 stops Tampa Fort Lauderdale
$335Multiple Airlines
Sat, Sep 5 - Sat, Sep 12
Multiple Airlines Logo
5:37 pm - 9:47 amSJU  San Juan Luis Munoz Marin Intl-MSN Madison Truax Field
17h 10m1 stop Tampa
Multiple Airlines Logo
10:33 am - 1:34 pmMSN  Madison Truax Field-SJU San Juan Luis Munoz Marin Intl
26h 01m2 stops Tampa Fort Lauderdale
$345Multiple Airlines
Fri, Sep 4 - Sat, Sep 12
American Airlines Logo
10:33 am - 11:09 pmSJU  San Juan Luis Munoz Marin Intl-MSN Madison Truax Field
13h 36m2 stops Miami Charlotte Douglas
American Airlines Logo
11:33 am - 11:59 pmMSN  Madison Truax Field-SJU San Juan Luis Munoz Marin Intl
11h 26m1 stop Charlotte Douglas
$346American Airlines
Tue, Aug 25 - Thu, Sep 3
American Airlines Logo
1:38 pm - 11:29 pmSJU  San Juan Luis Munoz Marin Intl-MSN Madison Truax Field
10h 51m2 stops Miami Philadelphia
American Airlines Logo
4:21 pm - 11:00 amMSN  Madison Truax Field-SJU San Juan Luis Munoz Marin Intl
17h 39m2 stops Charlotte Douglas Miami
$346American Airlines
Mon, Sep 7 - Sun, Sep 13
Delta Logo
2:59 pm - 10:38 pmSJU  San Juan Luis Munoz Marin Intl-MSN Madison Truax Field
8h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:32 am - 10:19 pmMSN  Madison Truax Field-SJU San Juan Luis Munoz Marin Intl
11h 47m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$346Delta
Sun, Sep 6 - Fri, Sep 11
Delta Logo
2:59 pm - 10:38 pmSJU  San Juan Luis Munoz Marin Intl-MSN Madison Truax Field
8h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:50 am - 4:49 pmMSN  Madison Truax Field-SJU San Juan Luis Munoz Marin Intl
9h 59m1 stop Atlanta Hartsfield-Jackson
$346Delta
Sun, Sep 6 - Thu, Sep 10
Multiple Airlines Logo
3:28 pm - 8:25 amSJU  San Juan Luis Munoz Marin Intl-MSN Madison Truax Field
17h 57m1 stop Raleigh-Durham
Multiple Airlines Logo
10:27 am - 12:56 amMSN  Madison Truax Field-SJU San Juan Luis Munoz Marin Intl
13h 29m1 stop Tampa
$349Multiple Airlines
Sun, Aug 23 - Wed, Sep 2
Multiple Airlines Logo
5:12 pm - 9:53 amSJU  San Juan Luis Munoz Marin Intl-MSN Madison Truax Field
17h 41m2 stops Fort Lauderdale Tampa
Multiple Airlines Logo
10:30 am - 1:50 amMSN  Madison Truax Field-SJU San Juan Luis Munoz Marin Intl
14h 20m1 stop Orlando
$351Multiple Airlines
Tue, Oct 20 - Tue, Oct 27
Multiple Airlines Logo
3:28 pm - 8:25 amSJU  San Juan Luis Munoz Marin Intl-MSN Madison Truax Field
17h 57m1 stop Raleigh-Durham
Multiple Airlines Logo
10:27 am - 12:56 amMSN  Madison Truax Field-SJU San Juan Luis Munoz Marin Intl
13h 29m1 stop Tampa
$352Multiple Airlines
Sun, Aug 23 - Wed, Sep 2
American Airlines Logo
12:59 pm - 11:17 pmSJU  San Juan Luis Munoz Marin Intl-MSN Madison Truax Field
11h 18m1 stop Charlotte Douglas
American Airlines Logo
6:16 am - 2:03 pmMSN  Madison Truax Field-SJU San Juan Luis Munoz Marin Intl
6h 47m1 stop Chicago O'Hare Intl
$353American Airlines
Tue, Oct 20 - Tue, Oct 27

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United Airlines flights from Puerto Rico to Madison

Our best United Airlines deals on Puerto Rico to Madison flight tickets
United Airlines
Sep 8
SJU1:00 amSan Juan Luis Munoz Marin Intl
13h 42m
2 stops
MSN1:42 pmMadison Truax Field
Sep 12
MSN10:46 amMadison Truax Field
12h 04m
2 stops
SJU11:50 pmSan Juan Luis Munoz Marin Intl
$411
United Airlines
Sep 5
SJU3:56 pmSan Juan Luis Munoz Marin Intl
7h 55m
1 stop
MSN10:51 pmMadison Truax Field
Sep 11
MSN5:00 amMadison Truax Field
14h 38m
2 stops
SJU8:38 pmSan Juan Luis Munoz Marin Intl
$436
United Airlines
Sep 4
SJU3:56 pmSan Juan Luis Munoz Marin Intl
7h 55m
1 stop
MSN10:51 pmMadison Truax Field
Sep 16
MSN6:30 amMadison Truax Field
7h 14m
1 stop
SJU2:44 pmSan Juan Luis Munoz Marin Intl
$476

American Airlines flights from Puerto Rico to Madison

Our best American Airlines deals on Puerto Rico to Madison flight tickets
American Airlines
Oct 20
SJU12:59 pmSan Juan Luis Munoz Marin Intl
11h 18m
1 stop
MSN11:17 pmMadison Truax Field
Oct 27
MSN6:16 amMadison Truax Field
6h 47m
1 stop
SJU2:03 pmSan Juan Luis Munoz Marin Intl
$353
American Airlines
Sep 18
SJU2:22 pmSan Juan Luis Munoz Marin Intl
10h 08m
1 stop
MSN11:30 pmMadison Truax Field
Sep 25
MSN2:17 pmMadison Truax Field
18h 07m
2 stops
SJU9:24 amSan Juan Luis Munoz Marin Intl
$354
American Airlines
Sep 2
SJU3:47 pmSan Juan Luis Munoz Marin Intl
9h 12m
2 stops
MSN11:59 pmMadison Truax Field
Sep 9
MSN6:57 amMadison Truax Field
12h 50m
2 stops
SJU8:47 pmSan Juan Luis Munoz Marin Intl
$358

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 August 5, 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 San Juan Luis Munoz Marin Intl - MSN Madison Truax Field

SJUMSN

San Juan Luis Munoz Marin Intl

Sat 9/5

12:11 pm-7:15 pm

1 stop8h 04m

Madison Truax Field

Sat 9/12

10:33 am-1:34 pm

2 stops26h 01m

$335

San JuanMadison

SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field

SJUMSN

San Juan Luis Munoz Marin Intl

Fri 9/4

5:37 pm-9:47 am

1 stop17h 10m

Madison Truax Field

Sat 9/12

10:33 am-1:34 pm

2 stops26h 01m

$345

San JuanMadison

SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 8/25

10:33 am-11:09 pm

2 stops13h 36m

Madison Truax Field

Thu 9/3

11:33 am-11:59 pm

1 stop11h 26m

$346

San JuanMadison

SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field

SJUMSN

San Juan Luis Munoz Marin Intl

Mon 9/7

1:38 pm-11:29 pm

2 stops10h 51m

Madison Truax Field

Sun 9/13

4:21 pm-11:00 am

2 stops17h 39m

$346

San JuanMadison

SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field

SJUMSN

San Juan Luis Munoz Marin Intl

Sun 9/6

2:59 pm-10:38 pm

1 stop8h 39m

Madison Truax Field

Fri 9/11

9:32 am-10:19 pm

2 stops11h 47m

$346

San JuanMadison

SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field

SJUMSN

San Juan Luis Munoz Marin Intl

Sun 9/6

2:59 pm-10:38 pm

1 stop8h 39m

Madison Truax Field

Thu 9/10

5:50 am-4:49 pm

1 stop9h 59m

$346

San JuanMadison

SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field

SJUMSN

San Juan Luis Munoz Marin Intl

Sun 8/23

3:28 pm-8:25 am

1 stop17h 57m

Madison Truax Field

Wed 9/2

10:27 am-12:56 am

1 stop13h 29m

$349

San JuanMadison

SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 10/20

5:12 pm-9:53 am

2 stops17h 41m

Madison Truax Field

Tue 10/27

10:30 am-1:50 am

1 stop14h 20m

$351

San JuanMadison

SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field

SJUMSN

San Juan Luis Munoz Marin Intl

Sun 8/23

3:28 pm-8:25 am

1 stop17h 57m

Madison Truax Field

Wed 9/2

10:27 am-12:56 am

1 stop13h 29m

$352
Quickest round-trip

San JuanMadison

SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field

SJUMSN

San Juan Luis Munoz Marin Intl

Tue 10/20

12:59 pm-11:17 pm

1 stop11h 18m

Madison Truax Field

Tue 10/27

6:16 am-2:03 pm

1 stop6h 47m

$353

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 February is, on average, the cheapest month to fly to Madison from Puerto Rico, with most prices found around $0. If you’re not able to fly to Madison in February, then January is your next best option. Flight prices from Puerto Rico to Madison during January average around $0.

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

You could potentially save up to 6% 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 38m

Direct flights

None
The fastest flight from Puerto Rico to Madison takes 7h 38m
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 $390Free CancellationRating
7.1
11,852 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
Portage
Baraboo
Sun Prairie
Fitchburg
Middleton
Windsor
Evansville
Cambridge
Oxford

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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