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MSN - SJU

Find cheap flights from Madison to San Juan from $163

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to San Juan departing on 5/25. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Thu 6/6
Thu 6/13

Search hundreds of travel sites at once for deals on flights to San Juan

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to San Juan, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to San Juan, as well as popular online travel agencies
In the last 7 days travelers have searched 43,707,506 times on KAYAK, and here is why:

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to San Juan that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
10:35 pm - 2:51 pmMSN-SJU
15h 16m2 stops
4:07 pm - 3:25 pmSJU-MSN
24h 18m2 stops
$330Frontier
Find Deal
Sat, Jun 8 - Tue, Jun 11
4:28 pm - 11:10 amMSN-SJU
17h 42m2 stops
3:54 pm - 9:24 pmSJU-MSN
6h 30m1 stop
$331American Airlines
Find Deal
Wed, Sep 25 - Tue, Oct 1
4:28 pm - 11:10 amMSN-SJU
17h 42m2 stops
6:33 am - 9:12 pmSJU-MSN
15h 39m2 stops
$333American Airlines
Find Deal
Wed, Sep 25 - Tue, Oct 1
11:01 am - 11:09 pmMSN-SJU
11h 08m1 stop
7:00 am - 8:24 pmSJU-MSN
14h 24m2 stops
$367Delta
Find Deal
Wed, Jul 3 - Fri, Jul 5
9:04 pm - 3:01 pmMSN-SJU
16h 57m2 stops
4:07 pm - 3:25 pmSJU-MSN
24h 18m2 stops
$388Frontier
Find Deal
Thu, Jun 6 - Tue, Jun 11
9:08 am - 12:16 amMSN-SJU
14h 08m2 stops
7:00 am - 8:24 pmSJU-MSN
14h 24m2 stops
$400Delta
Find Deal
Fri, Jun 28 - Fri, Jul 5
6:35 am - 2:35 pmMSN-SJU
7h 00m1 stop
1:05 am - 10:10 amSJU-MSN
10h 05m2 stops
$434United Airlines
Find Deal
Sat, Sep 28 - Mon, Sep 30
5:50 pm - 3:58 pmMSN-SJU
21h 08m2 stops
4:55 am - 8:30 amSJU-MSN
28h 35m3 stops
Sat, Jun 8 - Tue, Jun 11
6:50 pm - 11:30 amMSN-SJU
39h 40m3 stops
4:55 am - 8:30 amSJU-MSN
28h 35m3 stops
Sat, Jun 8 - Tue, Jun 11
6:35 am - 8:35 pmMSN-SJU
13h 00m2 stops
1:05 am - 10:10 amSJU-MSN
10h 05m2 stops
$529United Airlines
Find Deal
Sat, Sep 28 - Mon, Sep 30

Flights from Madison to San Juan - Travel Insights & Trends

Get data-powered insights and trends into flights from Madison to San Juan to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Madison to San Juan?

The average price of all flights from Madison to San Juan Luis Munoz Marin Intl Airport clicked on KAYAK for each day over the last 12 months.
For Madison to San Juan, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from San Juan back to Madison, the best deals are generally found on Tuesday, with Sunday being the most expensive.

What is the cheapest month to fly from Madison to San Juan Luis Munoz Marin Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Madison to San Juan Luis Munoz Marin Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Madison to San Juan Luis Munoz Marin Intl Airport is September, where tickets cost $414 on average. On the other hand, the most expensive months are June and December, where the average cost of tickets is $760 and $688 respectively.

How far in advance should I book a flight from Madison to San Juan Luis Munoz Marin Intl Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Madison to San Juan Luis Munoz Marin Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Madison to San Juan Luis Munoz Marin Intl Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 8 days before departure.

Which airlines provide the cheapest flights from Madison to San Juan?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 3 days, Frontier offered the best one-way deal for that route, at $199. KAYAK users also found Madison to San Juan round-trip flights on Frontier from $330 and on American Airlines from $331.

Good to know

Low season

September

High season

March

Cheapest flight

$163
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from Madison to San Juan

When to book flights from Madison to San Juan

Are your dates flexible? Find out the best times to travel from Madison to San Juan based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Madison to San Juan flights

  • What is the cheapest flight from Madison to San Juan Luis Munoz Marin Intl Airport?

    In the last 3 days, the lowest price for a flight from Madison to San Juan Luis Munoz Marin Intl Airport was $163 for a one-way ticket and $330 for a round-trip.

  • Do I need a passport to fly between Madison and San Juan?

    A passport is required to fly from Madison to San Juan.

  • Which airports will I be using when flying from Madison to San Juan?

    When flying out of Madison you will be using Madison Truax Field. You will be landing at San Juan, also known as San Juan Luis Munoz Marin Intl.

  • Which aircraft models fly most regularly from Madison to San Juan?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Madison to San Juan?

    oneworld, Star Alliance, and SkyTeam are the airline alliances operating flights between Madison and San Juan, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Madison to San Juan, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Madison to San Juan are Delta and United Airlines. With an average price for the route of $486 and an overall rating of 8.0, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $690 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Madison to San Juan?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to San Juan.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to San Juan?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Juan from Madison is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to San Juan?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to San Juan with an airline and back to Madison with another airline. Booking your flights between Madison and SJU can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to San Juan?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to San Juan from Madison up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Madison to San Juan

 
See real verified KAYAK customer reviews for airlines flying from Madison to San Juan. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to San Juan? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10810 reviews
7.4Food
8.6Crew
8.2Boarding
7.9Comfort
8.0Entertainment
Airline reviews

West Jet has a horrible boarding process and the seats have no cushion.

4.0 OkayDouglas, May 2024MSP - YEG
Read more about Delta reviews

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

Flight was delayed 2.5 hours - a big deal on an overnight when you plan to sleep.

I feel like they have upgraded the app since I last flew United and I found it to be super helpful. I had stopped flying United unless absolutely necessary and my experience on this trip indicates they have been working hard to improve their services.

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

Should have video screens Plane audio was poor and without wired connection hard to understand crew. Should serve more than just cups of water and pretzels on six hour flight. Did not see crew rest of flight. Fix charging sockets to retain charging blocks.

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

All flights were on time and boarding was issue free

Even though we left CMI late, we mostly made up the time.

Delayed almost 4 hours for a 45 minute flight with no explanation.

Again, multiple delays and I eventually just canceled and drove!

Great crew. Very comfortable business seats with nice bedding. Good food. We were delayed to let late passengers on the flight, but otherwise great experience.

Great crew. We were delayed so that late passengers could get on the flight. Love the bedding in business class. Good food. Great experience.

The CX617 from HK to BKK was delayed more than 1.5 hours.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

I was in business class. There was an excellent headset. But half an hour before arrival they collected them! The rest of the trip I had to use a cheap earphone. There must be a better way to protect the headphones.

All four American Airlines flights I took in last seven days were delayed. Caused me loads of problems, missed meetings, loss of time and money.

American cancelled our flight home. Zero option for hotel, alternative transportation and took 3 hours to find our bags so we could take a 3 hour UBER ride home on our dime. Never flying AA again.

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

Book cheap flights from Madison to San Juan

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Madison to San Juan found on KAYAK in the last 72 hours.
5/25Sat
2 stops
21h 55mMSN-SJU
$163
6/15Sat
2 stopsFrontier
15h 16mMSN-SJU
$199
5/25Sat
3 stops
27h 24mMSN-SJU
$209
5/25Sat
1 stopAmerican Airlines
17h 34mMSN-SJU
$231
6/15Sat
3 stops
30h 05mMSN-SJU
$259
5/14Tue
1 stopAmerican Airlines
17h 34mMSN-SJU
$276
5/24Fri
1 stopAmerican Airlines
17h 34mMSN-SJU
$311
6/15Sat
1 stopUnited Airlines
14h 19mMSN-SJU
$323
5/14Tue
2 stopsUnited Airlines
13h 08mMSN-SJU
$327
5/12Sun
2 stopsDelta
13h 56mMSN-SJU
$337

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Last minute flights from Madison to San Juan

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Madison to San Juan that are departing in the next 10 days.
5/12Sun
multi-stopAmerican Airlines
12h 15mMSN-SJU
5/30Thu
multi-stopAmerican Airlines
15h 23mSJU-MSN
$501
5/12Sun
multi-stopAmerican Airlines
8h 40mMSN-SJU
5/30Thu
multi-stopAmerican Airlines
9h 44mSJU-MSN
$566
5/12Sun
multi-stopAmerican Airlines
8h 40mMSN-SJU
5/29Wed
multi-stopAmerican Airlines
11h 00mSJU-MSN
$568

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Madison - San Juan Flights

Departure:

Madison (undefined)United States

Destination:

San Juan (SJU)Puerto Rico

Return flight deals:

San Juan - Madison

Cabin classes: