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Florida Keys

$192+ Cheap flights from Evansville (EVV) to Florida Keys

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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — EYW
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Evansville to Florida Keys

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

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.
Tue 2/246:00 am
EVV
-
EYW
1 stop5h 03m
American Airlines
Tue 3/31:55 pm
EYW
-
EVV
2 stops10h 51m
American Airlines
Deal found 1/25$342
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/164:29 pm
EVV
-
EYW
1 stop17h 56m
Multiple Airlines
Fri 5/222:51 pm
EYW
-
EVV
1 stop6h 02m
Multiple Airlines
Deal found 1/26$346
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1112:15 pm
EVV
-
MIA
1 stop6h 21m
American Airlines
Sat 4/187:00 pm
MIA
-
EVV
1 stop5h 28m
American Airlines
Deal found 1/26$379
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.
Sun 3/15:59 pm
EVV
-
MIA
1 stop5h 54m
Delta
Sat 3/77:15 am
MIA
-
EVV
1 stop5h 21m
Delta
Deal found 1/26$403
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/265:59 pm
EVV
-
MIA
1 stop5h 54m
Delta
Mon 3/27:15 am
MIA
-
EVV
1 stop4h 18m
Delta
Deal found 1/25$427
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/45:45 pm
EVV
-
MIA
1 stop6h 02m
American Airlines
Sat 10/105:00 am
MIA
-
EVV
1 stop5h 54m
American Airlines
Deal found 1/26$433
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.
Mon 2/235:59 pm
EVV
-
MIA
1 stop5h 54m
Delta
Mon 3/27:15 am
MIA
-
EVV
1 stop4h 18m
Delta
Deal found 1/26$437
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.
Fri 4/34:20 pm
EVV
-
MIA
1 stop5h 48m
American Airlines
Sat 4/116:05 am
MIA
-
EVV
1 stop6h 36m
American Airlines
Deal found 1/25$464
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 4/256:33 am
EVV
-
MIA
1 stop6h 19m
American Airlines
Sun 5/35:12 pm
MIA
-
EVV
1 stop7h 43m
American Airlines
Deal found 1/25$469
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:59 pm
EVV
-
MIA
1 stop5h 54m
Delta
Mon 3/27:15 am
MIA
-
EVV
1 stop4h 18m
Delta
Deal found 1/25$473
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 6/2010:05 am
EVV
-
EYW
1 stop6h 07m
Delta
Fri 6/267:00 am
EYW
-
EVV
1 stop6h 53m
Delta
Deal found 1/26$473
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/285:59 pm
EVV
-
MIA
1 stop5h 52m
Delta
Tue 2/35:50 am
MIA
-
EVV
1 stop6h 05m
Delta
Deal found 1/25$481

Find flight deals from Evansville to Florida Keys

Keep the following information in mind while searching for Evansville to Florida Keys flight deals. Data was last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$342
(American Airlines)

One-way from

$192
(WAYA)

Popular in

February

Cheapest in

May

Average price

$625
Provider with most accurate pricing for Evansville Dress Regional-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Evansville Dress Regional-Miami flights.
Search Deals
From Evansville Dress Regional to Florida Keys
Search Deals
One-way flight from Evansville Dress Regional to Florida Keys
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 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 Evansville to Florida Keys 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 Evansville to Florida Keys that are best for you.

Fly from

Evansville

Fly to

Florida Keys

Route

Depart

Return

Price

EvansvilleKey West

EVV - EYW

EVVEYW

Evansville Dress Regional

Tue 2/24

6:00 am-12:03 pm

1 stop5h 03m

Key West

Tue 3/3

1:55 pm-11:46 pm

2 stops10h 51m

$342

EvansvilleMiami

EVV - MIA

EVVMIA

Evansville Dress Regional

Sat 4/25

5:58 pm-12:54 am

1 stop5h 56m

Miami

Sun 5/3

7:04 am-12:51 pm

1 stop6h 47m

$403

EvansvilleMiami

EVV - MIA

EVVMIA

Evansville Dress Regional

Sun 3/1

5:59 pm-12:53 am

1 stop5h 54m

Miami

Sat 3/7

7:15 am-11:36 am

1 stop5h 21m

$403

EvansvilleMiami

EVV - MIA

EVVMIA

Evansville Dress Regional

Sat 4/4

5:59 pm-12:52 am

1 stop5h 53m

Miami

Sat 4/11

7:05 am-10:39 am

1 stop4h 34m

$427

EvansvilleMiami

EVV - MIA

EVVMIA

Evansville Dress Regional

Mon 2/23

5:59 pm-12:53 am

1 stop5h 54m

Miami

Mon 3/2

7:15 am-10:33 am

1 stop4h 18m

$437

EvansvilleMiami

EVV - MIA

EVVMIA

Evansville Dress Regional

Sun 3/15

5:59 pm-12:52 am

1 stop5h 53m

Miami

Mon 3/23

6:00 am-10:39 am

1 stop5h 39m

$437

EvansvilleMiami

EVV - MIA

EVVMIA

Evansville Dress Regional

Fri 4/3

4:20 pm-11:08 pm

1 stop5h 48m

Miami

Sat 4/11

6:05 am-11:41 am

1 stop6h 36m

$464

EvansvilleMiami

EVV - MIA

EVVMIA

Evansville Dress Regional

Tue 2/10

6:15 am-2:18 pm

1 stop7h 03m

Miami

Sat 2/14

7:15 am-11:36 am

1 stop5h 21m

$481

EvansvilleMiami

EVV - MIA

EVVMIA

Evansville Dress Regional

Sat 3/28

5:59 pm-12:52 am

1 stop5h 53m

Miami

Sun 4/5

6:00 am-10:39 am

1 stop5h 39m

$483

EvansvilleMiami

EVV - MIA

EVVMIA

Evansville Dress Regional

Sun 2/22

6:00 am-2:13 pm

1 stop7h 13m

Miami

Sun 3/1

6:00 am-10:33 am

1 stop5h 33m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 24 results
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Best time to book a flight from Evansville to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Evansville 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 Evansville to Florida Keys

What is the cheapest month to book a flight from Evansville to Florida Keys?

Currently, April is the cheapest month in which you can book a flight from Evansville to Florida Keys (average of $219). Flying from Evansville to Florida Keys in December is currently the most expensive (average of $310). 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 Florida Keys

Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated January 27, 2026.
Peruse reviews from past customers who have flown with Delta and American Airlines from Evansville to Florida Keys to help guide your decision. 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
8,118 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
7.9
Good
8,118 reviews
Delta
7.9
Good
8,118 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
11,197 reviews
Delta
7.9
Good
8,118 reviews

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.9

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

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

  • What airport do you fly from for flights from Evansville to Florida Keys?

    Evansville Dress Regional (EVV), located 4.4 mi from the city center, is the airport you fly out of when you book flights from Evansville to Florida Keys.

  • How long is the flight from Evansville to Florida Keys?

    For as low as $342, American Airlines can have you in Florida Keys from Evansville in 5h 03m. The distance between Evansville and Florida Keys is about 991 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Evansville to Florida Keys that include hotel bookings?

    Yes. In addition to deals on Evansville to Florida Keys flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Evansville to Florida Keys?

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

  • Can I find deals for business class flights from Evansville to Florida Keys?

    Yes. Cheapflights offers flight deals from Evansville to Florida Keys 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 Evansville to Florida Keys?

    Currently, April is the cheapest month in which you can book a flight from Evansville to Florida Keys (average of $219). Flying from Evansville to Florida Keys in December is currently the most expensive (average of $310). 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 Evansville to Florida Keys

Discover the top 2 airlines that operate flights from Evansville to Florida Keys. 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$244Average$853FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$376Average$541FlexibilityNo cancel feeOn-time71%

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