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Valparaiso

$171+ Cheap flights from Milwaukee to Valparaiso, FL (MKE - VPS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — VPS
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Milwaukee to Valparaiso

Cheapest flights from Milwaukee to Valparaiso
Explore the most affordable flight options available from Milwaukee to Valparaiso. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This Southwest deal was found by Cheapflights users on 1/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:30 am
MKE
-
VPS
1 stop5h 05m
Southwest
Sat 3/712:45 pm
VPS
-
MKE
1 stop6h 25m
Southwest
Deal found 1/25$327
This Delta deal was found by Cheapflights users on 1/26. 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 4/1110:14 am
MKE
-
VPS
1 stop3h 56m
Delta
Tue 4/147:15 am
VPS
-
MKE
1 stop4h 12m
Delta
Deal found 1/26$340
This American Airlines deal was found by Cheapflights users on 1/27. 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 3/26:05 am
MKE
-
VPS
2 stops9h 50m
American Airlines
Tue 3/104:38 pm
VPS
-
MKE
1 stop5h 03m
American Airlines
Deal found 1/27$345
This American Airlines deal was found by Cheapflights users on 1/25. 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 2/2811:49 am
MKE
-
VPS
2 stops10h 35m
American Airlines
Sat 3/712:49 pm
VPS
-
MKE
2 stops7h 10m
American Airlines
Deal found 1/25$347
This Delta deal was found by Cheapflights users on 1/26. 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 2/2612:20 pm
MKE
-
VPS
1 stop5h 59m
Delta
Sat 2/286:00 am
VPS
-
MKE
1 stop4h 11m
Delta
Deal found 1/26$351
This Southwest deal was found by Cheapflights users on 1/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:10 am
MKE
-
VPS
2 stops7h 05m
Southwest
Thu 3/512:35 pm
VPS
-
MKE
2 stops9h 55m
Southwest
Deal found 1/25$356
This American Airlines deal was found by Cheapflights users on 1/25. 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 4/183:06 pm
MKE
-
VPS
1 stop8h 02m
American Airlines
Sat 4/253:21 pm
VPS
-
MKE
1 stop7h 02m
American Airlines
Deal found 1/25$359
This Southwest deal was found by Cheapflights users on 1/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:50 pm
MKE
-
VPS
1 stop5h 15m
Southwest
Tue 5/1212:30 pm
VPS
-
MKE
1 stop3h 45m
Southwest
Deal found 1/25$362
This Delta deal was found by Cheapflights users on 1/26. 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 4/244:25 pm
MKE
-
VPS
1 stop4h 03m
Delta
Wed 4/297:15 am
VPS
-
MKE
1 stop4h 12m
Delta
Deal found 1/26$363
This American Airlines deal was found by Cheapflights users on 1/27. 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 5/25:00 am
MKE
-
VPS
2 stops11h 06m
American Airlines
Sat 5/94:46 pm
VPS
-
MKE
1 stop6h 01m
American Airlines
Deal found 1/27$364

Find flight deals from Milwaukee to Valparaiso

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$315
(American Airlines)

One-way from

$194
(Delta)

Popular in

March

Cheapest in

September

Average price

$315
Provider with most accurate pricing for Milwaukee-Mitchell-Valparaiso Destin-Ft Walton Beach flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-Valparaiso Destin-Ft Walton Beach flights.
Search Deals
From Milwaukee-Mitchell to Valparaiso Destin-Ft Walton Beach
Search Deals
One-way flight from Milwaukee-Mitchell to Valparaiso Destin-Ft Walton Beach
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($42 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee 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 2,558,603 searches. Data last updated January 27, 2026.
Use the filters below to find and compare flights from Milwaukee to Valparaiso that are best for you.

Fly from

Milwaukee

Fly to

Valparaiso

Route

Depart

Return

Price

MilwaukeeValparaiso

MKE - VPS

MKEVPS

Milwaukee-Mitchell

Sat 2/28

12:20 pm-8:55 pm

2 stops8h 35m

Valparaiso Destin-Ft Walton Beach

Sat 3/7

12:45 pm-7:10 pm

1 stop6h 25m

$333

MilwaukeeValparaiso

MKE - VPS

MKEVPS

Milwaukee-Mitchell

Mon 3/2

3:59 pm-8:19 pm

1 stop4h 20m

Valparaiso Destin-Ft Walton Beach

Tue 3/10

6:00 am-12:13 pm

1 stop6h 13m

$340

MilwaukeeValparaiso

MKE - VPS

MKEVPS

Milwaukee-Mitchell

Mon 4/20

7:00 am-10:59 am

1 stop3h 59m

Valparaiso Destin-Ft Walton Beach

Thu 4/23

1:53 pm-5:51 pm

1 stop3h 58m

$340

MilwaukeeValparaiso

MKE - VPS

MKEVPS

Milwaukee-Mitchell

Tue 4/14

7:00 am-10:59 am

1 stop3h 59m

Valparaiso Destin-Ft Walton Beach

Sat 4/18

7:15 am-11:27 am

1 stop4h 12m

$340

MilwaukeeValparaiso

MKE - VPS

MKEVPS

Milwaukee-Mitchell

Sat 4/18

2:50 pm-8:28 pm

1 stop5h 38m

Valparaiso Destin-Ft Walton Beach

Wed 4/22

7:15 am-11:27 am

1 stop4h 12m

$340

MilwaukeeValparaiso

MKE - VPS

MKEVPS

Milwaukee-Mitchell

Thu 4/16

4:25 pm-8:28 pm

1 stop4h 03m

Valparaiso Destin-Ft Walton Beach

Tue 4/21

7:15 am-11:27 am

1 stop4h 12m

$340

MilwaukeeValparaiso

MKE - VPS

MKEVPS

Milwaukee-Mitchell

Thu 4/23

4:25 pm-8:28 pm

1 stop4h 03m

Valparaiso Destin-Ft Walton Beach

Mon 4/27

7:26 pm-11:57 pm

1 stop4h 31m

$340

MilwaukeeValparaiso

MKE - VPS

MKEVPS

Milwaukee-Mitchell

Sat 4/11

6:40 pm-11:18 pm

1 stop4h 38m

Valparaiso Destin-Ft Walton Beach

Sat 4/18

7:15 am-11:27 am

1 stop4h 12m

$340

MilwaukeeValparaiso

MKE - VPS

MKEVPS

Milwaukee-Mitchell

Thu 2/26

12:55 pm-9:10 pm

1 stop8h 15m

Valparaiso Destin-Ft Walton Beach

Thu 3/5

6:00 pm-12:05 am

1 stop6h 05m

$345

MilwaukeeValparaiso

MKE - VPS

MKEVPS

Milwaukee-Mitchell

Mon 3/2

6:00 am-3:55 pm

2 stops9h 55m

Valparaiso Destin-Ft Walton Beach

Tue 3/10

7:59 am-3:53 pm

2 stops7h 54m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 20 results
1
2

Compare providers for flights from Milwaukee 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 Milwaukee to Valparaiso in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Milwaukee-Valparaiso, Florida flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-Valparaiso, Florida flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-Valparaiso, Florida flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Milwaukee-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 Milwaukee-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 Milwaukee to Valparaiso

Have a flexible travel schedule? Discover the best time to fly to Valparaiso from Milwaukee with our price prediction graph.
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.

Cheapflights Insights

Everything you need to know about your flight from Milwaukee to Valparaiso

How far ahead should I book a flight from Milwaukee to Valparaiso, Florida?

Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to Valparaiso. Price data was last updated on January 23, 2026.

The best time to book flights from Milwaukee to Valparaiso, Florida is 83 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Milwaukee to Valparaiso, Florida?

Currently, July is the cheapest month in which you can book a flight from Milwaukee to Valparaiso, Florida (average of $81). Flying from Milwaukee to Valparaiso, Florida in December is currently the most expensive (average of $209). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 January 27, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Milwaukee 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.
Southwest
8.0
Very good
4,268 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,119 reviews
Southwest
8.0
Very good
4,268 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,197 reviews
Southwest
8.0
Very good
4,268 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Milwaukee to Valparaiso. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Milwaukee to Valparaiso, Florida?

    For as low as $340, Southwest can have you in Valparaiso, Florida from Milwaukee in 4h 20m. Milwaukee and Valparaiso, Florida are separated by a distance of 864 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Milwaukee to Valparaiso, Florida round-trip?

    Flying on Delta is currently your cheapest option to Valparaiso, Florida, with prices starting at $193. Additional round-trip tickets that might be worth considering are offered by American Airlines and Southwest, with the lowest prices starting at $272 and $316, respectively. Delta is priced at 50% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Milwaukee to Valparaiso, Florida one-way?

    The cheapest airlines for a one-way flight from Milwaukee to Valparaiso, Florida are American Airlines ($124), Delta ($138), and Southwest ($204).

  • Can I find deals for flights from Milwaukee to Valparaiso that include hotel bookings?

    Yes. In addition to deals on Milwaukee to Valparaiso flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to Valparaiso?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to Valparaiso.

  • Can I find deals for business class flights from Milwaukee to Valparaiso?

    Yes. Cheapflights offers flight deals from Milwaukee to Valparaiso by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Milwaukee to Valparaiso, Florida?

    Currently, July is the cheapest month in which you can book a flight from Milwaukee to Valparaiso, Florida (average of $81). Flying from Milwaukee to Valparaiso, Florida in December is currently the most expensive (average of $209). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Valparaiso?

Book flights to Valparaiso if you plan to visit one of these locations
Crestview
Andalusia
Niceville

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Top 3 airlines flying from Milwaukee to Valparaiso

Discover the top 3 airlines that operate flights from Milwaukee 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 2,558,603 searches. Data last updated January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$193Average$359FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$272Average$397FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$316Average$455FlexibilityNo cancel feeOn-time63%

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