EVV - EYW

$354 Find Cheap Flights from Evansville to Key West - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$265
Typical prices: $572-$862
Breeze Airways, Allegiant Air
Tue 2/6Tue 2/13
EVV - EYW • 1 stop
When to travel
September
Cheapest • 33% price drop
February
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Chicago O'Hare Intl (ORD)
Cheapest • Avg $551 (round-trip)
Charlotte Douglas (CLT)
Shortest trip • 5h 11m (one-way)
Insights
Insights
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We hope you love your trip to Key West!

Cheap Flights from Evansville to Key West (EVV-EYW)

 

Cheap flights from Evansville to Key West with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Sat, Feb 6 - Sat, Feb 13
Multiple Airlines Logo
4:42 pm - 10:19 amEVV  Evansville Dress Regional-EYW Key West
16h 37m1 stop Orlando
Multiple Airlines Logo
5:26 pm - 7:45 pmEYW  Key West-EVV Evansville Dress Regional
27h 19m1 stop Tampa St. Petersburg
$265Multiple Airlines
Sat, Oct 24 - Wed, Oct 28
Multiple Airlines Logo
4:42 pm - 10:19 amEVV  Evansville Dress Regional-EYW Key West
16h 37m1 stop Orlando
Multiple Airlines Logo
12:52 pm - 12:42 pmEYW  Key West-EVV Evansville Dress Regional
24h 50m1 stop Tampa St. Petersburg
$354Multiple Airlines
Sat, Feb 6 - Sat, Feb 13
Multiple Airlines Logo
4:42 pm - 3:35 pmEVV  Evansville Dress Regional-EYW Key West
21h 53m2 stops Orlando Asheville Regional
Multiple Airlines Logo
5:26 pm - 7:45 pmEYW  Key West-EVV Evansville Dress Regional
27h 19m1 stop Tampa St. Petersburg
$363Multiple Airlines
Thu, Nov 12 - Thu, Nov 19
Multiple Airlines Logo
12:46 pm - 2:08 pmEVV  Evansville Dress Regional-EYW Key West
24h 22m1 stop Tampa St. Petersburg
Multiple Airlines Logo
6:07 pm - 4:02 pmEYW  Key West-EVV Evansville Dress Regional
46h 55m2 stops Indianapolis Orlando
$447Multiple Airlines
Sat, Feb 6 - Sat, Feb 13
American Airlines Logo
7:03 am - 4:52 pmEVV  Evansville Dress Regional-EYW Key West
8h 49m1 stop Dallas/Fort Worth
American Airlines Logo
6:15 pm - 11:49 pmEYW  Key West-EVV Evansville Dress Regional
6h 34m1 stop Chicago O'Hare Intl
$489American Airlines
Sat, Feb 6 - Sat, Feb 13
American Airlines Logo
6:38 am - 5:31 pmEVV  Evansville Dress Regional-EYW Key West
9h 53m2 stops Chicago O'Hare Intl Miami
American Airlines Logo
6:15 pm - 11:49 pmEYW  Key West-EVV Evansville Dress Regional
6h 34m1 stop Chicago O'Hare Intl
$494American Airlines
Fri, Feb 5 - Fri, Feb 12
Delta Logo
10:05 am - 5:11 pmEVV  Evansville Dress Regional-EYW Key West
6h 06m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:45 am - 4:54 pmEYW  Key West-EVV Evansville Dress Regional
6h 09m1 stop Atlanta Hartsfield-Jackson
$517Delta
Sat, Oct 24 - Wed, Oct 28
American Airlines Logo
5:15 am - 1:03 pmEVV  Evansville Dress Regional-EYW Key West
6h 48m2 stops Charlotte Douglas Miami
American Airlines Logo
1:43 pm - 9:23 pmEYW  Key West-EVV Evansville Dress Regional
8h 40m2 stops Miami Charlotte Douglas
$555American Airlines
Thu, Nov 19 - Sat, Nov 28
Delta Logo
10:11 am - 5:10 pmEVV  Evansville Dress Regional-EYW Key West
5h 59m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:08 pm - 10:22 pmEYW  Key West-EVV Evansville Dress Regional
5h 14m1 stop Atlanta Hartsfield-Jackson
$928Delta
Thu, Nov 19 - Sat, Nov 28
Delta Logo
10:11 am - 5:10 pmEVV  Evansville Dress Regional-EYW Key West
5h 59m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:08 pm - 10:22 pmEYW  Key West-EVV Evansville Dress Regional
5h 14m1 stop Atlanta Hartsfield-Jackson
$998Delta

Price, demand and travel trends for Evansville to Key West flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What's the cheapest day of the week to fly from Evansville to Key West?

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Evansville to Key West. It’s 32% cheaper than the average day, while Saturday is the most expensive, with prices 15% higher.

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Key details for Evansville to Key West flights

Low season

June

Cheapest flight

$265
Beat the crowds with an average 94% drop in travelers.
The most popular month to fly with an average 90% increase in travelers.
Round-trip flight from Evansville to Key West

When to book flights from Evansville to Key West

Are your dates flexible? Find out the best times to travel from Evansville to Key West based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Evansville to Key West flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What cabin classes can I book on flights from Evansville to Key West?

    Only Economy Class is available on flights from Evansville to Key West.

  • How long is a flight from Evansville to Key West?

    There are currently no nonstop flights available from Evansville to Key West. Flights with 1 layover take between 5h 11m and 6h 58m in total, depending on the connection.

  • Do I need a passport to fly from Evansville to Key West?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Evansville to Key West flight?

    Round-trip flights from Evansville to Key West range from $572 to $862, with an average of $746 over the past 12 months. Anything below $572 counts as a good deal.

  • Have flight prices from Evansville to Key West changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $265 to $1,158. That means the highest observed fare was about 4x higher than the lowest one.

  • What car rental options are available at Key West Airport (EYW)?

    Key West Airport (EYW) hosts 5 major car rental companies, with daily rates starting from around $29 for economy cars. Top options include:

    • Dollar
    • Hertz
    • Budget
    • Enterprise Rent-A-Car
    • Alamo

  • Which airports can I use when flying from Evansville to Key West?

    Flights from Evansville to Key West usually depart from Evansville Dress Regional (EVV) and arrive at Key West (EYW).

  • Which airports do connecting flights from Evansville to Key West pass through?

    One-stop flights from Evansville to Key West most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 67% of one-stop connections
    • Charlotte Douglas (CLT) - 28% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 6% of one-stop connections

  • Can I save money by using flexible dates for flights from Evansville to Key West?

    Yes. Flexible dates can save you up to 42% on flights from Evansville to Key West. Tuesday is the cheapest departure day at $508 round-trip on average, while Saturday is the most expensive at $862, a difference of $354.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • How much time can I save by choosing a different layover airport from Evansville to Key West?

    Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 5h 11m, compared with 5h 30m via Atlanta Hartsfield-Jackson (ATL) and 6h 58m via Chicago O'Hare Intl (ORD).

  • What is the time difference between Evansville and Key West?

    Key West is 1 hour ahead of Evansville (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Key West?

    Some of the most popular sights in Key West are Duval Street, Key West Historic District and Mallory Square. These are among the most viewed places in Key West on KAYAK.

Your guide to booking Evansville to Key West flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Saturday. On this route, Tuesday flights average $508, about $354 less than Saturday fares (41% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Evansville to Key West trip for September. Fares historically average $498 round-trip in that month - typically $364 less than the most expensive month, which is March (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Key West Airport.

    • Parrot Key Hotel & Villas
    • Havana Cabana at Key West
    • Fairfield Inn & Suites by Marriott Key West at The Keys Collection

More options for your flight from Evansville to Key West

Complete your trip to Key West with a hotel stay or car rental

Car rentals in Key West
Hotels in Key West
Vacations in Key West