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Key West

$83+ Cheap flights from Charleston to Key West (CHS - 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 7/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — EYW
Jun 21 — Jun 281
Sun 6/21
Sun 6/28
1 adult, Economy
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Cheap flight deals from Charleston to Key West

Cheapest flights from Charleston to Key West
Explore the most affordable flight options available from Charleston to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2026.

This Breeze Airways deal was found by Cheapflights users on 5/21. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/24:04 pm
CHS
-
EYW
1 stop19h 02m
Breeze Airways
Tue 6/91:14 pm
EYW
-
CHS
1 stop26h 14m
Breeze Airways
Deal found 5/21$168
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 5/303:44 pm
CHS
-
EYW
1 stop19h 41m
Breeze Airways
Tue 6/21:14 pm
EYW
-
CHS
1 stop23h 36m
Breeze Airways
Deal found 5/17$192
This Kiwi.com deal was found by Cheapflights users on 5/19. 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.
Tue 6/24:04 pm
CHS
-
EYW
1 stop19h 02m
Breeze Airways
Thu 6/412:05 pm
EYW
-
CHS
1 stop20h 40m
Breeze Airways
Deal found 5/19$194
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 5/303:44 pm
CHS
-
EYW
1 stop19h 41m
Breeze Airways
Mon 6/812:07 pm
EYW
-
CHS
1 stop20h 31m
Breeze Airways
Deal found 5/17$197
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 6/278:56 pm
CHS
-
EYW
1 stop13h 28m
Breeze Airways
Fri 7/31:11 pm
EYW
-
CHS
1 stop26h 17m
Breeze Airways
Deal found 5/17$199
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Tue 6/24:04 pm
CHS
-
EYW
1 stop19h 02m
Breeze Airways
Thu 6/1112:05 pm
EYW
-
CHS
1 stop20h 40m
Breeze Airways
Deal found 5/17$201
This Kiwi.com deal was found by Cheapflights users on 5/17. 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.
Sun 5/242:53 pm
CHS
-
EYW
1 stop20h 34m
Breeze Airways
Tue 6/21:14 pm
EYW
-
CHS
1 stop23h 36m
Breeze Airways
Deal found 5/17$203
This Breeze Airways deal was found by Cheapflights users on 5/17. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/232:53 pm
CHS
-
EYW
1 stop20h 34m
Breeze Airways
Fri 8/2812:07 pm
EYW
-
CHS
1 stop20h 41m
Breeze Airways
Deal found 5/17$204
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 5/303:44 pm
CHS
-
EYW
1 stop19h 41m
Breeze Airways
Thu 6/1112:05 pm
EYW
-
CHS
1 stop20h 40m
Breeze Airways
Deal found 5/17$206
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 6/203:44 pm
CHS
-
EYW
1 stop19h 41m
Breeze Airways
Fri 6/2612:07 pm
EYW
-
CHS
1 stop20h 41m
Breeze Airways
Deal found 5/19$207

Find flight deals from Charleston to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Charleston (CHS) 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 May 22, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$168
(Breeze Airways)

One-way from

$83
(Breeze Airways)

Popular in

April

Cheapest in

August

Average price

$449
Provider with most accurate pricing for Charleston-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Charleston-Key West flights.
Search Deals
From Charleston to Key West
Search Deals
One-way flight from Charleston to Key West
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($33 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 May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Charleston 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 May 22, 2026.
Use the filters below to find and compare flights from Charleston to Key West that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Tue 6/2

4:04 pm-11:06 am

1 stop19h 02m

Key West

Tue 6/9

1:14 pm-3:28 pm

1 stop26h 14m

$168

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Thu 8/20

2:53 pm-11:27 am

1 stop20h 34m

Key West

Sun 8/23

7:53 pm-2:44 pm

1 stop18h 51m

$207

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Thu 5/28

2:53 pm-11:27 am

1 stop20h 34m

Key West

Thu 6/4

12:05 pm-8:45 am

1 stop20h 40m

$232

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Wed 5/27

4:34 pm-11:25 am

1 stop18h 51m

Key West

Mon 6/1

1:11 pm-9:37 am

1 stop20h 26m

$243

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Thu 6/11

2:53 pm-11:27 am

1 stop20h 34m

Key West

Mon 6/15

1:11 pm-9:37 am

1 stop20h 26m

$247

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Sun 5/31

2:53 pm-11:27 am

1 stop20h 34m

Key West

Thu 6/4

12:05 pm-8:45 am

1 stop20h 40m

$248
Quickest round-trip

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Mon 6/1

9:28 pm-12:34 pm

1 stop15h 06m

Key West

Thu 6/4

12:05 pm-8:45 am

1 stop20h 40m

$274

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Wed 7/15

8:56 pm-7:13 pm

1 stop22h 17m

Key West

Sun 7/19

12:05 pm-8:45 am

1 stop20h 40m

$284

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Mon 6/1

9:28 pm-12:34 pm

1 stop15h 06m

Key West

Wed 6/3

11:46 am-1:58 pm

1 stop26h 12m

$310

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Mon 6/1

9:28 pm-12:34 pm

1 stop15h 06m

Key West

Fri 6/5

12:07 pm-8:48 am

1 stop20h 41m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/18

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

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

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

How far ahead should I book a flight from Charleston to Key West?

The best time to book flights from Charleston to Key West is 73 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 Charleston to Key West?

Currently, August is the cheapest month in which you can book a flight from Charleston to Key West (average of $269). Flying from Charleston to Key West in April is currently the most expensive (average of $533). 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.

How much does it cost to fly round-trip from Charleston to Key West?

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 May 22, 2026.
Read through reviews of airlines operating flights from Charleston to Key West, such as Breeze Airways,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
284 reviews

Crew

8.7

Overall

8.1

Entertainment

6.7

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.1
Very good
284 reviews
Breeze Airways
8.1
Very good
284 reviews

Crew

8.7

Overall

8.1

Entertainment

6.7

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.9
Good
8,449 reviews
Breeze Airways
8.1
Very good
284 reviews

Crew

8.7

Overall

8.1

Entertainment

6.7

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,642 reviews
Breeze Airways
8.1
Very good
284 reviews

Crew

8.7

Overall

8.1

Entertainment

6.7

Boarding

8.3

Comfort

8.2

Food

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

Related info for your journey

Find useful and relevant information for your journey from Charleston 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 Charleston to Key West?

    Breeze Airways can get you from Charleston to Key West in just under 19h 02m. Your travel time can differ by up to . Airlines will cover a distance of 585 mi.

  • What are the cheapest airlines flying from Charleston to Key West round-trip?

    Breeze Airways, at $106, was found to be the cheapest airline from Charleston to Key West.Alternate airlines to your destination round-trip include American Airlines and Delta. Breeze Airways is currently priced 74% below the average price you’ll pay for this route.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Charleston 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 Charleston to Key West?

    Currently, August is the cheapest month in which you can book a flight from Charleston to Key West (average of $269). Flying from Charleston to Key West in April is currently the most expensive (average of $533). 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 3 airlines flying from Charleston to Key West

Discover the top 3 airlines that operate flights from Charleston 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 May 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$106Average$220FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$286Average$455FlexibilityNo cancel feeOn-time71%
DeltaCheapest$286Average$529FlexibilityNo cancel feeOn-timeN/A

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