$113 Cheap flight deals from Madison (MSN) to San Juan (SJU)

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This Weekend's Flight Deals from Madison to San Juan

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jun 20 - Thu, Jul 10
MSN
Dane County Regional
SJU
Luis Munoz Marin Intl.
$360 Roundtrip, found 3 days ago
$360
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Jun 20 from Dane County Regional to Luis Munoz Marin Intl., returning Thu, Jul 10, priced at $360 found 3 days ago

Airfares from $113 One Way, $225 Round Trip from Madison to San Juan

Prices starting at $225 for return flights and $113 for one-way flights to San Juan were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Nov 18 - Tue, Dec 9
MSN
Madison
SJU
San Juan
$225 Roundtrip, found 3 days ago
$225
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Nov 18 from Madison to San Juan, returning Tue, Dec 9, priced at $225 found 3 days ago
Tue, Dec 9 - Mon, Dec 15
MSN
Madison
SJU
San Juan
$264 Roundtrip, found 5 hours ago
$264
Roundtrip
found 5 hours ago
Select United flight, departing Tue, Dec 9 from Madison to San Juan, returning Mon, Dec 15, priced at $264 found 5 hours ago
Mon, Dec 8 - Thu, Dec 18
MSN
Madison
SJU
San Juan
$265 Roundtrip, found 5 hours ago
$265
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Mon, Dec 8 from Madison to San Juan, returning Thu, Dec 18, priced at $265 found 5 hours ago
Sun, Jan 18 - Wed, Jan 28
MSN
Madison
SJU
San Juan
$290 Roundtrip, found 6 days ago
$290
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Jan 18 from Madison to San Juan, returning Wed, Jan 28, priced at $290 found 6 days ago
Wed, Nov 12 - Mon, Nov 17
MSN
Madison
SJU
San Juan
$293 Roundtrip, found 1 day ago
$293
Roundtrip
found 1 day ago
Select United flight, departing Wed, Nov 12 from Madison to San Juan, returning Mon, Nov 17, priced at $293 found 1 day ago

San Juan economy flight packages

Price found within the past 48 hours. Click for updated prices.
El Colonial - Adults Only
3.5-star property

El Colonial - Adults Only

9.4/10 Exceptional! (1,188 reviews)

Jul 22 - Jul 28

6 night stay

Madison (MSN) to San Juan (SJU)

United • Non-stop • Coach

San Juan (SJU) to Madison (MSN)

American Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 12 hours ago
This was the perfect spot the night before our cruise. Extremely convenient to all of the highlights of San Juan and the cruise port. The staff was excellent and very welcoming

Reviewed on Feb 15, 2025

Ola Boutique Hotel
4.5-star property

Ola Boutique Hotel

9/10 Wonderful! (397 reviews)

Jul 22 - Jul 28

6 night stay

Madison (MSN) to San Juan (SJU)

United • Non-stop • Coach

San Juan (SJU) to Madison (MSN)

American Airlines • Non-stop • Coach
per person
found 12 hours ago
Excellent accommodations. Room was a little small but convenience & extra courteous staff made up for it. Theyre just genuinely warm. Silk restaurant across is phenomenal & grocery is also just across. Walk to Condado area

Reviewed on Jan 4, 2025

Fairmont El San Juan Hotel
5.0-star property

Fairmont El San Juan Hotel

8.4/10 Very Good! (1,767 reviews)

Jul 22 - Jul 28

6 night stay

Madison (MSN) to San Juan (SJU)

United • Non-stop • Coach

San Juan (SJU) to Madison (MSN)

American Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 12 hours ago
We always have an amazing time here! While the halls of the hotel could use a facelift, the lobby and service makes up for it ! Amazing quality of drinks, food and entertainment! And being only 5 minutes from the airport, makes it a wonderful option for a quick trip, with everything you could want. Love it here!

Reviewed on May 10, 2025

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More About Flying To San Juan from Madison

Route Information for Flights from Madison to San Juan

Origin Airport IATA Code
MSN
Destination Airport IATA Code
SJU
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Madison to San Juan

Looking for guaranteed low prices on Madison to San Juan flights? Orbitz is your source and much more. From cutting-edge mobile tools to great deals, Orbitz makes it easy to book your dream vacation.

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Orbitz combines low prices on Madison to San Juan flights with discounts on quality hotels. Using Orbitz’s Display Matrix, you can see all your options and savings easily. With our low price guarantee, you know you have the best deals at your fingertips.

Frequently asked questions

Am I able to catch a flight from Madison to San Juan now?
If you’re agonizing over quarantine and travel restrictions when flying from Madison to San Juan, go right to the Covid-19 Travel Advisor.
What is the shortest flight from Madison to San Juan?
The shortest flight from MSN to Isla Verde Intl. Airport is 5 hours and 31 minutes. Order a refreshment from the drink trolley, work on your travel itinerary or read a few magazines — you’ll have the time on this medium-haul journey.
If I am not able to travel due to COVID-19, can I cancel my flight to San Juan?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to San Juan have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to San Juan with flexible change policies?
In most cases you’ll have the option to reschedule your flight to San Juan without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What is the cheapest day of the week to fly?
Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.
What is the cheapest month to fly?
We won’t keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.
How can I save money on flights?
To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you’ll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.