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$347+ Cheap flights from Valparaiso, FL to Key West (VPS - EYW)

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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — EYW
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from Valparaiso to Key West

Cheapest flights from Valparaiso to Key West
Explore the most affordable flight options available from Valparaiso to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This American Airlines deal was found by Cheapflights users on 2/2. 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 2/264:40 pm
VPS
-
EYW
1 stop4h 57m
American Airlines
Thu 3/57:45 pm
EYW
-
VPS
1 stop5h 14m
American Airlines
Deal found 2/2$347
This American Airlines deal was found by Cheapflights users on 2/2. 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 2/174:38 pm
VPS
-
EYW
1 stop4h 44m
American Airlines
Sat 2/217:36 pm
EYW
-
VPS
1 stop5h 23m
American Airlines
Deal found 2/2$377
This American Airlines deal was found by Cheapflights users on 2/1. 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 2/144:40 pm
VPS
-
EYW
1 stop4h 57m
American Airlines
Mon 2/167:45 pm
EYW
-
VPS
1 stop5h 14m
American Airlines
Deal found 2/1$387
This Delta deal was found by Cheapflights users on 2/2. 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 3/176:00 am
VPS
-
EYW
1 stop3h 48m
Delta
Wed 3/256:25 pm
EYW
-
VPS
1 stop5h 50m
Delta
Deal found 2/2$392
This Delta deal was found by Cheapflights users on 2/2. 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 3/175:04 pm
VPS
-
EYW
2 stops18h 38m
Delta
Thu 3/266:25 pm
EYW
-
VPS
1 stop5h 50m
Delta
Deal found 2/2$412
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 3/184:40 pm
VPS
-
EYW
1 stop4h 57m
American Airlines
Wed 3/254:40 pm
EYW
-
VPS
1 stop6h 44m
American Airlines
Deal found 2/2$417
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/177:59 am
VPS
-
EYW
2 stops7h 50m
American Airlines
Tue 3/246:34 pm
EYW
-
VPS
1 stop4h 41m
American Airlines
Deal found 2/2$423
This Delta deal was found by Cheapflights users on 2/2. 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 3/185:04 pm
VPS
-
EYW
1 stop25h 37m
Delta
Thu 3/266:25 pm
EYW
-
VPS
1 stop5h 50m
Delta
Deal found 2/2$426
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/177:59 am
VPS
-
EYW
2 stops10h 13m
American Airlines
Wed 3/253:56 pm
EYW
-
VPS
2 stops7h 28m
American Airlines
Deal found 2/2$428

Find flight deals from Valparaiso to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Valparaiso (VPS) to Key West (EYW). 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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$347
(American Airlines)

Popular in

June

Cheapest in

January
Provider with most accurate pricing for Valparaiso Destin-Ft Walton Beach-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Valparaiso Destin-Ft Walton Beach-Key West flights.
Search Deals
From Valparaiso Destin-Ft Walton Beach to Key West
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Valparaiso to Key West 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 February 3, 2026.
Use the filters below to find and compare flights from Valparaiso to Key West that are best for you.

Fly from

Valparaiso

Fly to

Key West

Route

Depart

Return

Price

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Thu 2/26

4:40 pm-10:37 pm

1 stop4h 57m

Key West

Thu 3/5

7:45 pm-11:59 pm

1 stop5h 14m

$347

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Tue 3/17

6:00 am-10:48 am

1 stop3h 48m

Key West

Thu 3/26

6:25 pm-11:15 pm

1 stop5h 50m

$347

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Thu 3/19

6:00 am-10:48 am

1 stop3h 48m

Key West

Thu 3/26

6:25 pm-11:15 pm

1 stop5h 50m

$347

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Tue 2/17

6:00 am-1:15 pm

1 stop6h 15m

Key West

Sat 2/21

7:36 pm-11:59 pm

1 stop5h 23m

$377

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Tue 3/17

6:00 am-10:48 am

1 stop3h 48m

Key West

Wed 3/25

6:25 pm-11:15 pm

1 stop5h 50m

$392

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Fri 3/20

6:00 am-10:48 am

1 stop3h 48m

Key West

Wed 3/25

6:25 pm-11:15 pm

1 stop5h 50m

$392

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Thu 3/19

6:00 am-10:48 am

1 stop3h 48m

Key West

Wed 3/25

6:25 pm-11:15 pm

1 stop5h 50m

$392

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Compare providers for flights from Valparaiso to Key West

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

Have a flexible travel schedule? Discover the best time to fly to Key West from Valparaiso 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 Valparaiso to Key West

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

Currently, September is the cheapest month in which you can book a flight from Valparaiso, Florida to Key West (average of $161). Flying from Valparaiso, Florida to Key West in October is currently the most expensive (average of $259). 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 Key West

Get insights into the airlines that provide service to Key West. 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 Key West. Reviews last updated February 3, 2026.
Read reviews from past customers who have flown Delta and American Airlines from Valparaiso to Key West. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,138 reviews

Food

7.2

Entertainment

7.8

Crew

8.5

Boarding

8.1

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,138 reviews
Delta
7.9
Good
8,138 reviews

Food

7.2

Entertainment

7.8

Crew

8.5

Boarding

8.1

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,216 reviews
Delta
7.9
Good
8,138 reviews

Food

7.2

Entertainment

7.8

Crew

8.5

Boarding

8.1

Comfort

7.9

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Valparaiso to Key West. 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 Valparaiso, Florida to Key West?

    American Airlines can get you from Valparaiso, Florida to Key West in just under 4h 57m. Your travel time can differ by up to . Valparaiso, Florida and Key West are separated by a distance of 503 mi.

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

    According to our current data, Delta ($327), and American Airlines ($332) offers the cheapest pricing from Valparaiso, Florida to Key West. You may be able to fly from Valparaiso, Florida to Key West for 37% less than the average price by searching for these airlines.

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

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

  • How can I find direct flights from Valparaiso to Key West?

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

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

    Yes. Cheapflights offers flight deals from Valparaiso to Key West 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 Valparaiso, Florida to Key West?

    Currently, September is the cheapest month in which you can book a flight from Valparaiso, Florida to Key West (average of $161). Flying from Valparaiso, Florida to Key West in October is currently the most expensive (average of $259). 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

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Top 2 airlines flying from Valparaiso to Key West

Discover the top 2 airlines that operate flights from Valparaiso to Key West. 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$327Average$555FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$332Average$515FlexibilityNo cancel feeOn-time71%

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