$287+ Cheap flights from Madison to Valparaiso, FL (MSN - VPS)
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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — VPS
Dec 10 — Dec 171
Round-trip
1 adult, Economy
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Find cheap flights from Madison to Valparaiso 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 Madison to Valparaiso
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Cheapest flights from Madison to ValparaisoExplore the most affordable flight options available from Madison to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
Explore the most affordable flight options available from Madison to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
This deal was found by Cheapflights users on 11/6. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:40 am -
1 stop6h 23m
Thu 12/316:00 am -
1 stop4h 22m
Deal found 11/6![Delta logo]()
$491
This Delta deal was found by Cheapflights users on 11/6. 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.
Sat 11/71:37 pm -
1 stop5h 05m
Tue 11/105:05 pm -
1 stop5h 45m
Deal found 11/6![Delta logo]()
$579
This Delta deal was found by Cheapflights users on 11/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:30 am -
1 stop5h 41m
Sat 11/286:00 am -
1 stop4h 40m
Deal found 11/7![Delta logo]()
$591
This Delta deal was found by Cheapflights users on 11/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:20 pm -
1 stop6h 00m
Fri 11/276:00 am -
1 stop6h 35m
Deal found 11/7![Delta logo]()
$621
This American Airlines deal was found by Cheapflights users on 11/7. 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.
Sat 11/73:11 pm -
2 stops8h 48m
Tue 11/1011:45 am -
1 stop6h 36m
Deal found 11/7![American Airlines logo]()
$674
This American Airlines deal was found by Cheapflights users on 11/6. 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 11/63:11 pm -
2 stops8h 48m
Tue 11/1011:45 am -
1 stop6h 36m
Deal found 11/6![American Airlines logo]()
$759
This American Airlines deal was found by Cheapflights users on 11/7. 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.
Thu 11/195:00 am -
1 stop6h 10m
Fri 11/2712:50 pm -
2 stops9h 36m
Deal found 11/7![American Airlines logo]()
$834
This American Airlines deal was found by Cheapflights users on 11/6. 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.
Mon 12/284:33 pm -
1 stop5h 56m
Sat 1/24:52 pm -
1 stop7h 00m
Deal found 11/6![American Airlines logo]()
$863
Best flights from Madison to ValparaisoDiscover carefully curated flight deals from Madison to Valparaiso that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
Discover carefully curated flight deals from Madison to Valparaiso that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
This Delta deal was found by Cheapflights users on 11/8. 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 4/136:15 am -
1 stop7h 18m
Wed 4/285:05 pm -
1 stop5h 29m
Deal found 11/8![Delta logo]()
$477
This American Airlines deal was found by Cheapflights users on 11/8. 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.
Fri 4/24:13 pm -
1 stop6h 16m
Thu 4/812:05 pm -
1 stop7h 49m
Deal found 11/8![American Airlines logo]()
$505
This deal was found by Cheapflights users on 11/6. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:40 am -
1 stop6h 23m
Thu 12/316:00 am -
1 stop4h 22m
Deal found 11/6![Delta logo]()
$491
This Delta deal was found by Cheapflights users on 11/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:35 am -
1 stop6h 58m
Sat 11/286:00 am -
1 stop4h 40m
Deal found 11/7![Delta logo]()
$591
This American Airlines deal was found by Cheapflights users on 11/10. 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.
Fri 2/2612:45 pm -
2 stops9h 44m
Mon 3/14:48 pm -
1 stop6h 20m
Deal found 11/10![American Airlines logo]()
$715
This Delta deal was found by Cheapflights users on 11/8. 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.
Fri 3/197:00 am -
2 stops16h 07m
Thu 4/86:00 am -
1 stop4h 15m
Deal found 11/8![Delta logo]()
$616
This Delta deal was found by Cheapflights users on 11/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:35 am -
1 stop6h 58m
Fri 11/277:05 am -
1 stop5h 30m
Deal found 11/7![Delta logo]()
$621
This Delta deal was found by Cheapflights users on 11/8. 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 3/187:00 am -
2 stops13h 41m
Mon 4/55:05 pm -
1 stop5h 29m
Deal found 11/8![Delta logo]()
$631
This Delta deal was found by Cheapflights users on 11/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/145:17 pm -
1 stop5h 50m
Sat 3/206:00 am -
1 stop4h 15m
Deal found 11/9![Delta logo]()
$655
This Delta deal was found by Cheapflights users on 11/8. 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.
Fri 1/1511:26 am -
1 stop4h 54m
Mon 1/185:10 pm -
1 stop5h 34m
Deal found 11/8![Delta logo]()
$705
Last-minute flights from Madison to ValparaisoDiscover last-minute flight deals from Madison to Valparaiso. Data last updated November 10, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Valparaiso. Data last updated November 10, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 11/6. 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 11/63:11 pm -
2 stops8h 48m
Tue 11/1011:45 am -
1 stop6h 36m
Deal found 11/6![American Airlines logo]()
$759
This Delta deal was found by Cheapflights users on 11/6. 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.
Sat 11/71:37 pm -
1 stop5h 05m
Tue 11/105:05 pm -
1 stop5h 45m
Deal found 11/6![Delta logo]()
$579
This American Airlines deal was found by Cheapflights users on 11/7. 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.
Sat 11/73:11 pm -
2 stops8h 48m
Tue 11/1011:45 am -
1 stop6h 36m
Deal found 11/7![American Airlines logo]()
$674
This Delta deal was found by Cheapflights users on 11/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:30 am -
1 stop5h 41m
Sat 11/286:00 am -
1 stop4h 40m
Deal found 11/7![Delta logo]()
$591
This Delta deal was found by Cheapflights users on 11/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:20 pm -
1 stop6h 00m
Fri 11/276:00 am -
1 stop6h 35m
Deal found 11/7![Delta logo]()
$621
This American Airlines deal was found by Cheapflights users on 11/7. 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.
Thu 11/195:00 am -
1 stop6h 10m
Fri 11/2712:50 pm -
2 stops9h 36m
Deal found 11/7![American Airlines logo]()
$834
This deal was found by Cheapflights users on 11/6. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:40 am -
1 stop6h 23m
Thu 12/316:00 am -
1 stop4h 22m
Deal found 11/6![Delta logo]()
$491
This American Airlines deal was found by Cheapflights users on 11/6. 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.
Mon 12/284:33 pm -
1 stop5h 56m
Sat 1/24:52 pm -
1 stop7h 00m
Deal found 11/6![American Airlines logo]()
$863
One-way flights from Madison to ValparaisoSearch for one-way flight options from Madison to Valparaiso. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
Search for one-way flight options from Madison to Valparaiso. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/1710:40 am -
2 stops26h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Multiple Airlines logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 11/8. 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.
Sun 2/216:00 pm -
2 stops22h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Multiple Airlines logo]()
$298
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/175:00 am -
1 stop6h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![American Airlines logo]()
$358
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 12/186:56 pm -
3 stops52h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Multiple Airlines logo]()
$364
This American Airlines deal was found by Cheapflights users on 11/8. 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 2/214:13 pm -
1 stop6h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![American Airlines logo]()
$378
This American Airlines deal was found by Cheapflights users on 11/6. 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 12/186:10 am -
2 stops10h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![American Airlines logo]()
$423
Find flight deals from Madison to Valparaiso
Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) to Valparaiso (VPS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $477 (Delta) |
One-way from | $287 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Madison to Valparaiso 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 November 10, 2026.
Use the filters below to find and compare flights from Madison to Valparaiso that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Thu 12/17
10:40 am-1:03 pm
2 stops26h 23m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$287
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Sun 2/21
6:00 pm-4:25 pm
2 stops22h 25m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$298
Quickest round-trip
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Fri 12/18
5:30 am-11:13 am
1 stop5h 43m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$358
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Thu 12/17
5:00 am-11:33 am
1 stop6h 33m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$358
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Fri 12/18
6:56 pm-11:35 pm
3 stops52h 39m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$364
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Tue 4/13
6:15 am-1:33 pm
1 stop7h 18m
Valparaiso Destin-Ft Walton Beach
Wed 4/28
5:05 pm-10:34 pm
1 stop5h 29m
$477
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Tue 12/22
6:40 am-1:03 pm
1 stop6h 23m
Valparaiso Destin-Ft Walton Beach
Thu 12/31
6:00 am-10:22 am
1 stop4h 22m
$491
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Fri 4/2
4:13 pm-10:29 pm
1 stop6h 16m
Valparaiso Destin-Ft Walton Beach
Thu 4/8
12:05 pm-7:54 pm
1 stop7h 49m
$505
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Fri 11/20
11:35 am-6:33 pm
1 stop6h 58m
Valparaiso Destin-Ft Walton Beach
Sat 11/28
6:00 am-10:40 am
1 stop4h 40m
$591
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Fri 3/19
7:00 am-11:07 pm
2 stops16h 07m
Valparaiso Destin-Ft Walton Beach
Thu 4/8
6:00 am-10:15 am
1 stop4h 15m
$616
Showing 1-10 of 15 resultsSorted by cheapest first
Compare providers for flights from Madison to Valparaiso
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Madison to Valparaiso in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Madison-Valparaiso, Florida flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Madison-Valparaiso, Florida flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Madison-Valparaiso, Florida flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Madison-Valparaiso, Florida flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Madison-Valparaiso, Florida flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Madison to Valparaiso
Have a flexible travel schedule? Discover the best time to fly to Valparaiso from Madison with our price prediction graph.
MSN-VPS
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.
Reviews of airlines servicing Valparaiso
Get insights into the airlines that provide service to Valparaiso. 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 Valparaiso. Reviews last updated November 10, 2026.
Get a feel of what it's like to fly with Delta and American Airlines from Madison to Valparaiso by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Entertainment
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.8
Overall
7.8
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Related info for your journey
Find useful and relevant information for your journey from Madison to Valparaiso. 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 Valparaiso?
Book flights to Valparaiso if you plan to visit one of these locationsCrestview
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Madison and Valparaiso flights
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Top 2 airlines flying from Madison to Valparaiso
Discover the top 2 airlines that operate flights from Madison to Valparaiso. 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 November 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$347 | Average$495 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$365 | Average$518 | FlexibilityNo cancel fee | On-time71% |