VPS - MSN

$418 Find Cheap Flights from Valparaiso to Madison

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Valparaiso to Madison departing on 6/28. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Madison

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Valparaiso to Madison, 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 Valparaiso to Madison, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$431
Delta
Fri 8/21Wed 8/26
VPS - MSN • 1 stop
Cheapest one-way
$418
American Airlines
Sun 6/28
VPS - MSN • 1 stop
Top airlines
Cheapest • from $417 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Valparaiso and Madison. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $407 (round-trip)
Shortest trip • 4h 35m (one-way)
Insights
Insights
Insights
Insights
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Madison!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Valparaiso to Madison (VPS-MSN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Valparaiso to Madison 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Valparaiso to Madison

Fri, Aug 21 - Wed, Aug 26
Delta Logo
9:21 am - 4:20 pm
VPS
-
MSN
6h 59m
1 stop
Delta Logo
6:05 am - 1:13 pm
MSN
-
VPS
7h 08m
1 stop
$431Delta
Thu, Aug 20 - Mon, Aug 24
Delta Logo
6:00 am - 10:12 am
VPS
-
MSN
4h 12m
1 stop
Delta Logo
6:05 am - 1:13 pm
MSN
-
VPS
7h 08m
1 stop
$445Delta
Fri, Jul 3 - Mon, Jul 6
American Airlines Logo
6:34 pm - 11:53 pm
VPS
-
MSN
5h 19m
1 stop
American Airlines Logo
4:11 pm - 9:59 pm
MSN
-
VPS
5h 48m
1 stop
$467American Airlines
Thu, Jul 30 - Sun, Aug 2
American Airlines Logo
4:53 pm - 11:42 pm
VPS
-
MSN
6h 49m
1 stop
American Airlines Logo
5:00 am - 11:01 am
MSN
-
VPS
6h 01m
1 stop
$481American Airlines
Sun, Jul 12 - Fri, Jul 17
Delta Logo
9:21 am - 3:57 pm
VPS
-
MSN
6h 36m
1 stop
Delta Logo
5:48 am - 10:29 am
MSN
-
VPS
4h 41m
1 stop
$549Delta
Fri, Aug 21 - Tue, Aug 25
American Airlines Logo
4:50 pm - 11:09 pm
VPS
-
MSN
6h 19m
1 stop
American Airlines Logo
5:00 am - 11:51 am
MSN
-
VPS
6h 51m
2 stops
$584American Airlines
Fri, Jul 3 - Mon, Jul 6
American Airlines Logo
6:34 pm - 11:53 pm
VPS
-
MSN
5h 19m
1 stop
American Airlines Logo
8:00 am - 4:01 pm
MSN
-
VPS
8h 01m
2 stops
$655American Airlines
Thu, Jul 30 - Sun, Aug 2
American Airlines Logo
4:53 pm - 11:42 pm
VPS
-
MSN
6h 49m
1 stop
American Airlines Logo
3:03 pm - 11:59 pm
MSN
-
VPS
8h 56m
2 stops
$669American Airlines
Thu, Aug 20 - Tue, Aug 25
American Airlines Logo
12:41 pm - 10:35 pm
VPS
-
MSN
9h 54m
2 stops
American Airlines Logo
5:00 am - 11:51 am
MSN
-
VPS
6h 51m
2 stops
$727American Airlines
Fri, Jul 3 - Mon, Jul 6
American Airlines Logo
7:14 am - 4:28 pm
VPS
-
MSN
9h 14m
2 stops
American Airlines Logo
8:00 am - 4:01 pm
MSN
-
VPS
8h 01m
2 stops
$812American Airlines
Booking Insights

KAYAK's insights & trends for Valparaiso to Madison flights

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

Which airlines provide the cheapest flights from Valparaiso to Madison?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 5 days.

In the past 5 days, the cheapest round-trip tickets from Valparaiso to Madison were found on Delta ($417) and American Airlines ($467).

Good to know

Cheapest flight$418
Flight from Valparaiso to Madison

When to book flights from Valparaiso to Madison

Are your dates flexible? Find out the best times to travel from Valparaiso to Madison 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 flights from Valparaiso to Madison

  • What is the cheapest flight from Valparaiso to Madison?

    In the last 5 days, the lowest price for a flight from Valparaiso to Madison was $417 for a round-trip ticket.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

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

    On your way to Madison, you’ll fly out from Valparaiso Destin-Ft Walton Beach. You’ll be landing at Madison Truax Field.

  • Which aircraft models fly most regularly from Valparaiso to Madison?

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

  • Which airline alliances offer flights from Valparaiso to Madison?

    oneworld is the only airline alliance operating flights between Valparaiso and Madison.

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

    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 Valparaiso to Madison.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Madison from Valparaiso 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 Valparaiso to Madison?

    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 Madison with an airline and back to Valparaiso with another airline. Booking your flights between Valparaiso and MSN 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 Valparaiso to Madison?

    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 Madison from Valparaiso up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Valparaiso to Madison

 
See real verified KAYAK customer reviews for airlines flying from Valparaiso to Madison. 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 Valparaiso to Madison? 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.
7.1
American AirlinesOverall score based on 11660 reviews
6.4Food
7.5Boarding
7.2Comfort
6.8Entertainment
7.9Crew
Airline reviews

Little time between flight from Dallas to flight to Gainesville. We chose this one, 43 minutes between, because the price for a connection with at least an hour between, was so much higher. Had to ask passengers on the Dallas flight to please allow us to deplane ahead of them. The economy passengers allowed this. We had to walk very fast to the next gate, 35 gates away. Thankfully all in the same terminal. Getting to the small Gainesville plane was a little confusing as you enter an area that is boarding many small planes at the same time. We stood in the wrong line for about 15 seconds before realizing it was not our Gainesville flight. Since I had boarded at this gate in the past, I knew to check the signs carefully so we weren’t lost. The first class seat experience was wonderful. I really enjoyed the upgrade. We were offered an alcohol drink as soon as we sat down. I got something different but it was a great gesture especially since we really had to hurry to make the flight. We had packed expecting we might miss this connection, but made it. Our luggage didn’t miss the flight. American Airlines delivered our bags to our home the next day. That was very convenient!

10.0 ExcellentJolene, Jun 2026
MIA - GNV
Read more American Airlines reviews

Little time between flight from Dallas to flight to Gainesville. We chose this one, 43 minutes between, because the price for a connection with at least an hour between, was so much higher. Had to ask passengers on the Dallas flight to please allow us to deplane ahead of them. The economy passengers allowed this. We had to walk very fast to the next gate, 35 gates away. Thankfully all in the same terminal. Getting to the small Gainesville plane was a little confusing as you enter an area that is boarding many small planes at the same time. We stood in the wrong line for about 15 seconds before realizing it was not our Gainesville flight. Since I had boarded at this gate in the past, I knew to check the signs carefully so we weren’t lost. The first class seat experience was wonderful. I really enjoyed the upgrade. We were offered an alcohol drink as soon as we sat down. I got something different but it was a great gesture especially since we really had to hurry to make the flight. We had packed expecting we might miss this connection, but made it. Our luggage didn’t miss the flight. American Airlines delivered our bags to our home the next day. That was very convenient!

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

We had several flights and they were all on-time and flawless

not sure why you ask about food, I n3ver get food on flights except maybe cookies or pretzels. wifi was slow and in and out most of the flight not good.

The seats need better cushioning for a nearly 5-hour flight, it was a bit uncomfortable. I'm glad American has free wi-fi but there were was a bout 30 minutes in the middle of the flight when there was no connection which was frustrating.

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

Everything you need to know for your flight from Valparaiso to Madison

Information on your arrival and departure airports