$188+ Cheap flights from Puerto Rico to Madison (MSN)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MSN
Nov 11 — Nov 181
Round-trip
1 adult, Economy
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Find cheap flights from Puerto Rico to Madison with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Puerto Rico to Madison
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Cheapest flights from Puerto Rico to MadisonExplore the most affordable flight options available from Puerto Rico to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 12, 2026.
Explore the most affordable flight options available from Puerto Rico to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 12, 2026.
This American Airlines deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/116:48 am -
1 stop13h 07m
Sat 1/96:00 am -
2 stops13h 11m
Deal found 10/9![American Airlines logo]()
$406
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/243:00 pm -
1 stop7h 45m
Thu 1/76:15 am -
1 stop7h 55m
Deal found 10/10![Delta logo]()
$451
This American Airlines deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/252:29 pm -
1 stop11h 30m
Tue 12/16:33 pm -
1 stop16h 31m
Deal found 10/9![American Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/205:00 am -
1 stop10h 49m
Sun 1/34:33 pm -
1 stop17h 09m
Deal found 10/11![American Airlines logo]()
$479
This American Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:05 am -
1 stop6h 48m
Tue 12/15:59 am -
2 stops13h 28m
Deal found 10/8![American Airlines logo]()
$517
This American Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/243:17 pm -
2 stops10h 59m
Sun 11/298:41 pm -
1 stop16h 07m
Deal found 10/10![American Airlines logo]()
$551
This United Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1912:15 am -
2 stops14h 22m
Tue 10/278:15 am -
2 stops13h 42m
Deal found 10/8![United Airlines logo]()
$709
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/241:09 am -
2 stops12h 32m
Tue 12/296:06 am -
1 stop15h 51m
Deal found 10/12![United Airlines logo]()
$721
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:15 am -
2 stops12h 39m
Sun 10/2512:37 pm -
2 stops33h 20m
Deal found 10/12![United Airlines logo]()
$994
Best flights from Puerto Rico to MadisonDiscover carefully curated flight deals from Puerto Rico to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 12, 2026.
Discover carefully curated flight deals from Puerto Rico to Madison that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 12, 2026.
This Delta deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/243:00 pm -
1 stop7h 45m
Thu 1/76:15 am -
1 stop7h 55m
Deal found 10/10![Delta logo]()
$451
This American Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/254:42 pm -
1 stop9h 17m
Tue 12/17:45 am -
2 stops12h 51m
Deal found 10/12![American Airlines logo]()
$466
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/241:09 am -
2 stops12h 32m
Tue 12/293:47 pm -
2 stops30h 10m
Deal found 10/12![United Airlines logo]()
$836
This American Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/247:00 am -
2 stops11h 59m
Thu 1/75:00 am -
2 stops9h 57m
Deal found 10/10![American Airlines logo]()
$471
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:00 am -
2 stops14h 08m
Tue 12/19:55 am -
2 stops11h 18m
Deal found 10/8![Delta logo]()
$596
This American Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/206:00 am -
1 stop11h 37m
Sun 1/35:00 am -
2 stops10h 35m
Deal found 10/7![American Airlines logo]()
$575
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:15 am -
2 stops14h 46m
Tue 10/277:59 am -
2 stops14h 45m
Deal found 10/11![Delta logo]()
$609
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:15 am -
3 stops14h 22m
Sun 10/258:15 am -
3 stops13h 42m
Deal found 10/12![United Airlines logo]()
$1,656
Last-minute flights from Puerto Rico to MadisonDiscover last-minute flight deals from Puerto Rico to Madison. Data last updated October 12, 2026 and is based on user searches.
Discover last-minute flight deals from Puerto Rico to Madison. Data last updated October 12, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1912:15 am -
2 stops14h 22m
Tue 10/278:15 am -
2 stops13h 42m
Deal found 10/8![United Airlines logo]()
$709
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:59 pm -
1 stop9h 04m
Tue 10/2711:14 am -
1 stop10h 04m
Deal found 10/8![Delta logo]()
$609
This American Airlines deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/202:53 pm -
1 stop9h 19m
Tue 10/275:00 am -
1 stop8h 03m
Deal found 10/9![American Airlines logo]()
$612
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:20 am -
1 stop11h 00m
Sun 10/256:00 pm -
1 stop14h 18m
Deal found 10/11![Multiple Airlines logo]()
$646
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:15 am -
2 stops12h 39m
Sun 10/2512:37 pm -
2 stops33h 20m
Deal found 10/12![United Airlines logo]()
$994
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2010:54 pm -
1 stop13h 04m
Wed 11/256:10 pm -
2 stops29h 56m
Deal found 10/7![Multiple Airlines logo]()
$617
This American Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:30 am -
1 stop10h 25m
Fri 11/276:55 am -
1 stop12h 32m
Deal found 10/8![American Airlines logo]()
$592
This American Airlines deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/243:17 pm -
2 stops10h 59m
Sun 11/298:41 pm -
1 stop16h 07m
Deal found 10/10![American Airlines logo]()
$551
This American Airlines deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/252:29 pm -
1 stop11h 30m
Tue 12/16:33 pm -
1 stop16h 31m
Deal found 10/9![American Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:05 am -
1 stop6h 48m
Tue 12/15:59 am -
2 stops13h 28m
Deal found 10/8![American Airlines logo]()
$517
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:00 am -
2 stops14h 08m
Tue 12/19:55 am -
2 stops11h 18m
Deal found 10/8![Delta logo]()
$596
One-way flights from Puerto Rico to MadisonSearch for one-way flight options from Puerto Rico to Madison. Find affordable one-way fares based on user searches. Data last updated October 12, 2026.
Search for one-way flight options from Puerto Rico to Madison. Find affordable one-way fares based on user searches. Data last updated October 12, 2026.
This United Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:05 am -
2 stops15h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![United Airlines logo]()
$188
This American Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/56:23 am -
1 stop7h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![American Airlines logo]()
$203
This American Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/183:06 pm -
2 stops10h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![American Airlines logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:26 pm -
3 stops40h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/114:52 pm -
3 stops26h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/19:02 pm -
3 stops46h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$236
This United Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/178:05 am -
2 stops13h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![United Airlines logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/66:31 pm -
2 stops24h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/86:00 am -
2 stops29h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$254
This American Airlines deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:25 am -
2 stops10h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![American Airlines logo]()
$263
Find flight deals from Puerto Rico to Madison
Keep the following information in mind while searching for Puerto Rico to Madison flight deals. Data was last updated October 12, 2026.
Round-trip from | $406 (American Airlines) |
|---|---|
One-way from | $188 (United Airlines) |
Popular in | March |
Cheapest in | December |
Average price | $476 |
Cheapflights 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, Cheapflights users made 7,457,451 searches. Data last updated October 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
Cheapest round-trip
San JuanMadison
SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field
SJUMSN
San Juan Luis Munoz Marin Intl
Tue 11/10
2:05 am-3:11 pm
2 stops15h 06m
Madison Truax Field
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$188
Quickest round-trip
San JuanMadison
SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field
SJUMSN
San Juan Luis Munoz Marin Intl
Thu 12/17
3:04 pm-9:24 pm
1 stop8h 20m
Madison Truax Field
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$188
San JuanMadison
SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field
SJUMSN
San Juan Luis Munoz Marin Intl
Sat 12/5
7:20 am-5:00 pm
2 stops11h 40m
Madison Truax Field
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$203
San JuanMadison
SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field
SJUMSN
San Juan Luis Munoz Marin Intl
Sat 12/19
7:50 am-4:26 pm
1 stop10h 36m
Madison Truax Field
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$203
San JuanMadison
SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field
SJUMSN
San Juan Luis Munoz Marin Intl
Fri 12/18
3:06 pm-11:52 pm
2 stops10h 46m
Madison Truax Field
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$211
San JuanMadison
SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field
SJUMSN
San Juan Luis Munoz Marin Intl
Mon 11/9
7:26 pm-9:58 am
3 stops40h 32m
Madison Truax Field
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$223
San JuanMadison
SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field
SJUMSN
San Juan Luis Munoz Marin Intl
Thu 12/17
8:05 am-7:10 pm
2 stops13h 05m
Madison Truax Field
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$238
San JuanMadison
SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field
SJUMSN
San Juan Luis Munoz Marin Intl
Tue 12/1
8:25 am-4:55 pm
2 stops10h 30m
Madison Truax Field
Wed 12/31
12:00 am-2:00 am
Nonstop0h 00m
$263
San JuanMadison
SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field
SJUMSN
San Juan Luis Munoz Marin Intl
Thu 12/24
3:00 pm-8:45 pm
1 stop7h 45m
Madison Truax Field
Thu 1/7
6:15 am-4:10 pm
1 stop7h 55m
$451
San JuanMadison
SJU San Juan Luis Munoz Marin Intl - MSN Madison Truax Field
SJUMSN
San Juan Luis Munoz Marin Intl
Wed 11/25
4:42 pm-11:59 pm
1 stop9h 17m
Madison Truax Field
Tue 12/1
7:45 am-10:36 pm
2 stops12h 51m
$466
Showing 1-10 of 16 resultsSorted by cheapest first
Best time to book a flight from Puerto Rico to Madison
Have a flexible travel schedule? Discover the best time to fly to Madison from Puerto Rico with our price prediction graph.
SJU-MSN
BQN-MSN
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Puerto Rico to Madison
PR0-MSN
SJU-MSN
BQN-MSN
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Madison
Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated October 12, 2026.
See what other customers who have flown with United Airlines and American Airlines from Puerto Rico to Madison have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.7
Comfort
7.3
Overall
7.4
Crew
8.1
Entertainment
7.1
Boarding
7.7
Reviews
1 / 20
8.0
ExcellentAsha,Sep 2026
LGA - IAH
Food
6.7
Comfort
7.3
Overall
7.4
Crew
8.1
Entertainment
7.1
Boarding
7.7
Reviews
1 / 20
8.0
ExcellentAsha,Sep 2026
LGA - IAH
Food
6.7
Comfort
7.3
Overall
7.4
Crew
8.1
Entertainment
7.1
Boarding
7.7
Reviews
1 / 20
8.0
ExcellentAsha,Sep 2026
LGA - IAH
Related info for your journey
Find useful and relevant information for your journey from Puerto Rico to Madison. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Madison?
Book flights to Madison if you plan to visit one of these locationsSun Prairie
Middleton
Fitchburg
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Complete your trip
Complete your trip to Madison by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Puerto Rico to Madison by cabin class
Find flights from Puerto Rico to Madison, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Madison
Explore flights to Madison departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on October 12, 2026.
Puerto Rico and Madison flights
Browse other Puerto Rico and Madison flight options. Last updated on October 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Puerto Rico to Madison
Discover the top 2 airlines that operate flights from Puerto Rico to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$371 | Average$469 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$386 | Average$562 | FlexibilityNo cancel fee | On-time71% |