$310+ 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 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — VPS
Nov 7 — Nov 141
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 October 8, 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 October 8, 2026.
This Delta deal was found by Cheapflights users on 10/7. 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.
Wed 11/115:30 am -
1 stop5h 41m
Sat 11/146:00 am -
1 stop6h 35m
Deal found 10/7![Delta logo]()
$461
This Delta deal was found by Cheapflights users on 10/7. 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.
Tue 12/1511:45 am -
1 stop4h 15m
Mon 12/282:00 pm -
1 stop7h 25m
Deal found 10/7![Delta logo]()
$465
This Delta deal was found by Cheapflights users on 10/3. 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 11/66:00 am -
1 stop6h 54m
Sat 11/141:55 pm -
1 stop7h 22m
Deal found 10/3![Delta logo]()
$471
This Delta deal was found by Cheapflights users on 10/5. 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 11/66:00 am -
1 stop6h 54m
Mon 11/95:05 pm -
1 stop5h 45m
Deal found 10/5![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 10/4. 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.
Mon 11/25:51 am -
1 stop5h 09m
Mon 11/96:00 am -
1 stop4h 40m
Deal found 10/4![Delta logo]()
$485
This Delta deal was found by Cheapflights users on 10/7. 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.
Tue 12/155:25 pm -
1 stop5h 53m
Wed 12/306:00 am -
1 stop4h 22m
Deal found 10/7![Delta logo]()
$505
This Delta deal was found by Cheapflights users on 10/7. 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.
Tue 12/156:32 am -
1 stop6h 27m
Tue 12/296:00 am -
1 stop4h 22m
Deal found 10/7![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 10/7. 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 12/1711:45 am -
1 stop4h 15m
Thu 12/316:00 am -
1 stop4h 22m
Deal found 10/7![Delta logo]()
$515
This Delta deal was found by Cheapflights users on 10/7. 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.
Wed 12/166:32 am -
2 stops16h 46m
Mon 12/282:00 pm -
1 stop7h 25m
Deal found 10/7![Delta logo]()
$536
This American Airlines deal was found by Cheapflights users on 10/7. 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.
Tue 10/1311:17 am -
1 stop6h 25m
Sat 10/176:04 pm -
1 stop5h 53m
Deal found 10/7![American Airlines logo]()
$549
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 October 8, 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 October 8, 2026.
This Delta deal was found by Cheapflights users on 10/4. 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 1/1211:11 am -
1 stop7h 17m
Tue 1/196:00 am -
1 stop4h 15m
Deal found 10/4![Delta logo]()
$455
This Delta deal was found by Cheapflights users on 10/7. 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.
Wed 11/115:30 am -
1 stop5h 41m
Sat 11/146:00 am -
1 stop6h 35m
Deal found 10/7![Delta logo]()
$461
This Delta deal was found by Cheapflights users on 10/7. 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 1/75:17 pm -
1 stop4h 40m
Tue 1/126:00 am -
1 stop4h 15m
Deal found 10/7![Delta logo]()
$465
This Delta deal was found by Cheapflights users on 10/7. 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.
Wed 12/1611:45 am -
1 stop6h 58m
Mon 12/282:00 pm -
1 stop7h 25m
Deal found 10/7![Delta logo]()
$465
This Delta deal was found by Cheapflights users on 10/3. 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 11/66:00 am -
1 stop6h 54m
Sat 11/141:55 pm -
1 stop7h 22m
Deal found 10/3![Delta logo]()
$471
This Delta deal was found by Cheapflights users on 10/6. 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.
Mon 2/15:17 pm -
1 stop5h 50m
Thu 4/15:05 pm -
1 stop5h 29m
Deal found 10/6![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 10/4. 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 1/155:17 pm -
1 stop4h 40m
Mon 1/186:00 am -
1 stop4h 15m
Deal found 10/4![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 10/5. 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 11/66:00 am -
1 stop6h 54m
Mon 11/95:05 pm -
1 stop5h 45m
Deal found 10/5![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 10/4. 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 1/155:17 pm -
1 stop4h 40m
Thu 1/216:00 am -
1 stop4h 15m
Deal found 10/4![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 10/3. 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 1/25:16 pm -
1 stop5h 44m
Wed 1/66:00 am -
1 stop4h 15m
Deal found 10/3![Delta logo]()
$481
Last-minute flights from Madison to ValparaisoDiscover last-minute flight deals from Madison to Valparaiso. Data last updated October 8, 2026 and is based on user searches.
Discover last-minute flight deals from Madison to Valparaiso. Data last updated October 8, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/7. 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.
Tue 10/1311:17 am -
1 stop6h 25m
Sat 10/176:04 pm -
1 stop5h 53m
Deal found 10/7![American Airlines logo]()
$549
This American Airlines deal was found by Cheapflights users on 10/7. 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 10/175:48 am -
2 stops10h 19m
Sat 10/244:38 pm -
1 stop7h 19m
Deal found 10/7![American Airlines logo]()
$614
This Delta deal was found by Cheapflights users on 10/4. 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.
Mon 11/25:51 am -
1 stop5h 09m
Mon 11/96:00 am -
1 stop4h 40m
Deal found 10/4![Delta logo]()
$485
This Delta deal was found by Cheapflights users on 10/3. 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 11/66:00 am -
1 stop6h 54m
Sat 11/141:55 pm -
1 stop7h 22m
Deal found 10/3![Delta logo]()
$471
This Delta deal was found by Cheapflights users on 10/5. 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 11/66:00 am -
1 stop6h 54m
Mon 11/95:05 pm -
1 stop5h 45m
Deal found 10/5![Delta logo]()
$475
This Delta deal was found by Cheapflights users on 10/4. 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 11/105:30 am -
1 stop5h 41m
Fri 11/136:00 am -
1 stop4h 40m
Deal found 10/4![Delta logo]()
$643
This Delta deal was found by Cheapflights users on 10/7. 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.
Wed 11/115:30 am -
1 stop5h 41m
Sat 11/146:00 am -
1 stop6h 35m
Deal found 10/7![Delta logo]()
$461
This Delta deal was found by Cheapflights users on 10/7. 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.
Wed 11/115:20 pm -
1 stop6h 00m
Sun 11/156:00 am -
1 stop4h 40m
Deal found 10/7![Delta logo]()
$465
This Delta deal was found by Cheapflights users on 10/7. 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 11/125:20 pm -
1 stop6h 00m
Mon 11/165:05 pm -
1 stop5h 45m
Deal found 10/7![Delta logo]()
$515
This Delta deal was found by Cheapflights users on 10/4. 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 11/205:30 am -
1 stop5h 41m
Fri 11/276:00 am -
1 stop6h 35m
Deal found 10/4![Delta logo]()
$585
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 October 8, 2026.
Search for one-way flight options from Madison to Valparaiso. Find affordable one-way fares based on user searches. Data last updated October 8, 2026.
This American Airlines deal was found by Cheapflights users on 10/4. 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 11/236:55 am -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![American Airlines logo]()
$310
This Sun Country Air deal was found by Cheapflights users on 10/4. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:40 pm -
2 stops50h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Sun Country Air logo]()
$358
This American Airlines deal was found by Cheapflights users on 10/4. 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 10/164:21 pm -
1 stop5h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![American Airlines logo]()
$498
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 October 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $455 (Delta) |
One-way from | $310 (American Airlines) |
Popular in | October |
Cheapest in | November |
Average price | $681 |
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 October 8, 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
Quickest round-trip
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Mon 11/23
6:55 am-12:20 pm
1 stop5h 25m
Valparaiso Destin-Ft Walton Beach
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$310
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Mon 11/23
2:40 pm-5:26 pm
2 stops50h 46m
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
Tue 1/12
11:11 am-6:28 pm
1 stop7h 17m
Valparaiso Destin-Ft Walton Beach
Tue 1/19
6:00 am-10:15 am
1 stop4h 15m
$455
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Wed 11/11
5:30 am-11:11 am
1 stop5h 41m
Valparaiso Destin-Ft Walton Beach
Sat 11/14
6:00 am-12:35 pm
1 stop6h 35m
$461
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Thu 1/7
5:17 pm-9:57 pm
1 stop4h 40m
Valparaiso Destin-Ft Walton Beach
Tue 1/12
6:00 am-10:15 am
1 stop4h 15m
$465
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Wed 12/16
11:45 am-6:43 pm
1 stop6h 58m
Valparaiso Destin-Ft Walton Beach
Mon 12/28
2:00 pm-9:25 pm
1 stop7h 25m
$465
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Fri 11/6
6:00 am-12:54 pm
1 stop6h 54m
Valparaiso Destin-Ft Walton Beach
Sat 11/14
1:55 pm-9:17 pm
1 stop7h 22m
$471
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Mon 2/1
5:17 pm-11:07 pm
1 stop5h 50m
Valparaiso Destin-Ft Walton Beach
Thu 4/1
5:05 pm-10:34 pm
1 stop5h 29m
$475
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Fri 1/15
5:17 pm-9:57 pm
1 stop4h 40m
Valparaiso Destin-Ft Walton Beach
Mon 1/18
6:00 am-10:15 am
1 stop4h 15m
$475
MadisonValparaiso
MSN Madison Truax Field - VPS Valparaiso Destin-Ft Walton Beach
MSNVPS
Madison Truax Field
Fri 11/6
6:00 am-12:54 pm
1 stop6h 54m
Valparaiso Destin-Ft Walton Beach
Mon 11/9
5:05 pm-10:50 pm
1 stop5h 45m
$475
Showing 1-10 of 13 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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 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 October 8, 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.
Boarding
8.1
Overall
7.8
Comfort
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Overall
7.8
Comfort
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
Reviews
1 / 20
4.0
OkayJoel,May 2026
ATL - JAX
Boarding
8.1
Overall
7.8
Comfort
7.8
Entertainment
7.8
Food
7.2
Crew
8.5
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 locationsAndalusia
Niceville
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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 October 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$347 | Average$462 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$365 | Average$482 | FlexibilityNo cancel fee | On-time71% |