VPS - MSN

$229 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 6/4. 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
$437
Delta
Wed 7/15Sun 7/19
VPS - MSN • 1 stop
Cheapest one-way
$229
Multiple Airlines
Thu 6/4
VPS - MSN • 2 stops
Top airlines
Cheapest • from $437 (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 38m (one-way)
Insights
Insights
Insights
Insights
Start a new search
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

Wed, Jul 15 - Sun, Jul 19
Delta Logo
11:14 am - 3:51 pm
VPS
-
MSN
4h 37m
1 stop
Delta Logo
6:00 am - 2:00 pm
MSN
-
VPS
8h 00m
2 stops
$437Delta
Wed, Jul 15 - Sun, Jul 19
Delta Logo
1:28 pm - 8:59 pm
VPS
-
MSN
7h 31m
2 stops
Delta Logo
6:00 am - 2:00 pm
MSN
-
VPS
8h 00m
2 stops
$442Delta
Wed, Jul 15 - Sun, Jul 19
American Airlines Logo
11:32 am - 6:13 pm
VPS
-
MSN
6h 41m
1 stop
American Airlines Logo
6:00 am - 12:20 pm
MSN
-
VPS
6h 20m
1 stop
$457American Airlines
Wed, Jul 15 - Sun, Jul 19
American Airlines Logo
12:47 pm - 11:19 pm
VPS
-
MSN
10h 32m
2 stops
American Airlines Logo
7:13 am - 12:02 pm
MSN
-
VPS
4h 49m
1 stop
$463American Airlines
Wed, Jul 15 - Sun, Jul 19
American Airlines Logo
6:00 am - 3:21 pm
VPS
-
MSN
9h 21m
2 stops
American Airlines Logo
6:00 am - 4:01 pm
MSN
-
VPS
10h 01m
2 stops
$468American Airlines
Fri, Jul 10 - Sun, Jul 12
Delta Logo
9:19 am - 3:51 pm
VPS
-
MSN
6h 32m
1 stop
Delta Logo
6:00 am - 1:09 pm
MSN
-
VPS
7h 09m
1 stop
$521Delta
Fri, Jul 10 - Sun, Jul 12
Delta Logo
1:28 pm - 11:00 pm
VPS
-
MSN
9h 32m
2 stops
Delta Logo
11:07 am - 4:21 pm
MSN
-
VPS
5h 14m
1 stop
$527Delta
Fri, Jul 10 - Sun, Jul 12
Delta Logo
1:28 pm - 11:00 pm
VPS
-
MSN
9h 32m
2 stops
Delta Logo
12:03 pm - 8:49 pm
MSN
-
VPS
8h 46m
2 stops
$700Delta
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 72 hours.

In the past 3 days, the cheapest round-trip tickets from Valparaiso to Madison were found on Delta ($437) and American Airlines ($457).

Good to know

Cheapest flight$229
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 3 days, the lowest price for a flight from Valparaiso to Madison was $229 for a one-way ticket and $437 for a round-trip.

  • 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 11684 reviews
7.9Crew
6.4Food
7.2Comfort
7.5Boarding
6.9Entertainment
Airline reviews

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.

8.0 ExcellentJoseph, Apr 2026
TPA - PHX
Read more American Airlines reviews

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.

Business class was very good, one of my best flights

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

Flight was delayed and they gave up my seat on my connection, even when I could still make the flight

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

there are no options s for snack besides cookies would ve nice to have a salty option n

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

Information on your arrival and departure airports