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$133+ Cheap flights from Valparaiso, FL to Key West (VPS - EYW)

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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
VPS — EYW
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap 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 September 16, 2025.

Round-trip from

$327
(American Airlines)

One-way from

$133
(Kiwi.com)

Popular in

June

Cheapest in

May

Average price

$517
From Valparaiso Destin-Ft Walton Beach to Key West
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One-way flight from Valparaiso Destin-Ft Walton Beach to Key West
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High demand for flights, 12% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 12/111:05 pmVPS - EYW
1 stop7h 40mAmerican Airlines
Tue 12/167:30 amEYW - VPS
1 stop5h 46mAmerican Airlines
Deal found 9/14$327
This Delta deal was found by Cheapflights users on 9/15. 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 9/3011:41 amVPS - EYW
1 stop4h 34mDelta
Tue 10/712:22 pmEYW - VPS
1 stop4h 49mDelta
Deal found 9/15$332
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/308:10 amVPS - EYW
2 stops9h 49mAmerican Airlines
Tue 10/72:14 pmEYW - VPS
1 stop6h 53mAmerican Airlines
Deal found 9/14$338
This Delta deal was found by Cheapflights users on 9/14. 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 9/309:42 amVPS - EYW
1 stop6h 33mDelta
Sat 10/46:10 pmEYW - VPS
1 stop4h 39mDelta
Deal found 9/14$462
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Mon 10/65:31 pmVPS - EYW
2 stops38h 41mAllegiant Air
Sun 10/1210:54 amEYW - VPS
1 stop10h 02mAllegiant Air
Deal found 9/16$488
This American Airlines deal was found by Cheapflights users on 9/14. 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 9/308:10 amVPS - EYW
2 stops9h 49mAmerican Airlines
Sat 10/46:17 pmEYW - VPS
1 stop5h 38mAmerican Airlines
Deal found 9/14$498
This Delta deal was found by Cheapflights users on 9/14. 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 10/161:35 pmVPS - EYW
1 stop5h 31mDelta
Sun 10/196:17 pmEYW - VPS
1 stop5h 48mDelta
Deal found 9/14$557
This Delta deal was found by Cheapflights users on 9/16. 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 10/66:00 amVPS - EYW
1 stop6h 02mDelta
Sun 10/126:17 pmEYW - VPS
1 stop5h 48mDelta
Deal found 9/16$572
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/267:20 amVPS - EYW
1 stop7h 53mAmerican Airlines
Sun 11/307:00 amEYW - VPS
2 stops9h 48mAmerican Airlines
Deal found 9/14$618

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 September 16, 2025.
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 12/11

1:05 pm-9:45 pm

1 stop7h 40m

Key West

Tue 12/16

7:30 am-12:16 pm

1 stop5h 46m

$327

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Tue 9/30

6:00 am-10:55 am

1 stop3h 55m

Key West

Tue 10/7

12:22 pm-6:15 pm

1 stop6h 53m

$332

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Tue 9/30

8:10 am-6:59 pm

2 stops9h 49m

Key West

Tue 10/7

2:14 pm-8:07 pm

1 stop6h 53m

$338

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Tue 9/30

9:42 am-5:15 pm

1 stop6h 33m

Key West

Sat 10/4

6:10 pm-9:49 pm

1 stop4h 39m

$462

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Mon 10/6

5:31 pm-9:12 am

2 stops38h 41m

Key West

Sun 10/12

10:54 am-7:56 pm

1 stop10h 02m

$488

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Tue 9/30

8:10 am-6:59 pm

2 stops9h 49m

Key West

Sat 10/4

6:17 pm-10:55 pm

1 stop5h 38m

$498

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Thu 10/16

1:35 pm-8:06 pm

1 stop5h 31m

Key West

Sun 10/19

6:17 pm-11:05 pm

1 stop5h 48m

$557

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Thu 10/16

4:32 pm-2:18 pm

1 stop20h 46m

$133

ValparaisoKey West

VPS - EYW

VPSEYW

Valparaiso Destin-Ft Walton Beach

Thu 10/16

5:02 pm-10:07 am

2 stops40h 05m

$187

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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, August is the cheapest month in which you can book a flight from Valparaiso, Florida to Key West (average of $328). Flying from Valparaiso, Florida to Key West in March is currently the most expensive (average of $491). 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 September 16, 2025.
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
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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
10,000 reviews
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

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 and Delta can get you from Valparaiso, Florida to Key West in just under 3h 55m. Your travel time can differ by up to 3h 45m. Valparaiso, Florida and Key West are separated by a distance of 503 mi. This flight may include one or multiple stops.

  • 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 39% 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, August is the cheapest month in which you can book a flight from Valparaiso, Florida to Key West (average of $328). Flying from Valparaiso, Florida to Key West in March is currently the most expensive (average of $491). 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$327Average$566FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$332Average$496FlexibilityNo cancel feeOn-time71%

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