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$163+ Cheap flights from Charleston to Key West (CHS - 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
CHS — EYW
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Charleston to Key West are usually found in September or July, booked 18 days in advance, depart on a Wednesday or Friday and return on a Tuesday

Cheap 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 August 14, 2025.

Round-trip from

$163
(Expedia)

Popular in

December

Cheapest in

September

Average price

$426
From Charleston to Key West
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
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Find 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 August 14, 2025.

This Expedia deal was found by Cheapflights users on 8/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/119:49 pmCHS - EYW
1 stop10h 18mBreeze Airways
Sun 9/148:55 amEYW - CHS
1 stop24h 02mBreeze Airways
Deal found 8/11$163
This Delta deal was found by Cheapflights users on 8/12. 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 9/92:55 pmCHS - EYW
1 stop5h 17mDelta
Tue 9/167:00 amEYW - CHS
1 stop6h 45mDelta
Deal found 8/12$287
This American Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 9/2710:31 amCHS - EYW
2 stops8h 28mAmerican Airlines
Sat 10/47:31 pmEYW - CHS
1 stop4h 06mAmerican Airlines
Deal found 8/14$292
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/910:32 amCHS - EYW
2 stops8h 27mAmerican Airlines
Tue 9/161:59 pmEYW - CHS
2 stops8h 58mAmerican Airlines
Deal found 8/12$297
This Mytrip deal was found by Cheapflights users on 8/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/119:40 pmCHS - EYW
1 stop13h 39mMultiple Airlines
Sun 9/1412:29 pmEYW - CHS
2 stops20h 36mMultiple Airlines
Deal found 8/11$305
This Delta deal was found by Cheapflights users on 8/12. 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 10/84:14 pmCHS - EYW
1 stop3h 52mDelta
Wed 10/157:40 amEYW - CHS
1 stop5h 45mDelta
Deal found 8/12$313
This American Airlines deal was found by Cheapflights users on 8/12. 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 10/88:20 amCHS - EYW
2 stops8h 56mAmerican Airlines
Wed 10/152:09 pmEYW - CHS
1 stop4h 47mAmerican Airlines
Deal found 8/12$322
This Kiwi.com deal was found by Cheapflights users on 8/13. 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 9/219:40 pmCHS - EYW
1 stop13h 39mMultiple Airlines
Sun 9/2812:29 pmEYW - CHS
2 stops20h 36mMultiple Airlines
Deal found 8/13$351

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 August 14, 2025.
Use the filters below to find and compare flights from Charleston to Key West that are best for you.

Fly from

Charleston

Fly to

Key West

Route

Depart

Return

Price

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Thu 9/11

9:49 pm-8:07 am

1 stop10h 18m

Key West

Sun 9/14

8:55 am-8:57 am

1 stop24h 02m

$163

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Tue 9/9

2:55 pm-8:12 pm

1 stop5h 17m

Key West

Tue 9/16

7:00 am-1:45 pm

1 stop6h 45m

$287

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Tue 9/9

6:27 am-11:13 am

1 stop4h 46m

Key West

Tue 9/16

3:45 pm-9:05 pm

1 stop5h 20m

$287

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Sat 9/27

6:27 am-11:13 am

1 stop4h 46m

Key West

Sat 10/4

7:31 pm-11:37 pm

1 stop4h 06m

$287

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Thu 9/11

9:40 pm-11:19 am

1 stop13h 39m

Key West

Sun 9/14

12:29 pm-9:05 am

2 stops20h 36m

$305

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Wed 10/8

4:14 pm-8:06 pm

1 stop3h 52m

Key West

Wed 10/15

7:40 am-1:25 pm

1 stop5h 45m

$313

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Sat 9/13

5:10 am-10:55 am

1 stop5h 45m

$279

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Sat 9/13

4:34 pm-2:01 pm

2 stops21h 27m

$314

CharlestonKey West

CHS - EYW

CHSEYW

Charleston

Mon 9/15

6:00 am-2:55 pm

1 stop8h 55m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

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?

Use this chart to determine the optimal time to book a round-trip flight from Charleston to Key West. Price data was last updated on August 8, 2025.

The best time to book flights from Charleston to Key West is 17 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 $328). Flying from Charleston to Key West in March is currently the most expensive (average of $492). 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.

What is the cheapest time of day to fly from CHS to EYW?

Find hourly flight availability from Charleston to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

A simple way to save on the total cost of your ticket is to fly from Charleston to Key West in the afternoon. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight at noon.

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 August 14, 2025.
Read through reviews of airlines operating flights from Charleston to Key West, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

CAE - ATL

On time flights; courteous staff; efficient boarding system! Thank you!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

CAE - ATL

On time flights; courteous staff; efficient boarding system! Thank you!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

CAE - ATL

On time flights; courteous staff; efficient boarding system! Thank you!

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.

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

    Delta, at $286, was found to be the cheapest airline from Charleston to Key West. An alternate airline flying to your destination would be American Airlines. Delta is currently priced 44% 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 $328). Flying from Charleston to Key West in March is currently the most expensive (average of $492). 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 Charleston to Key West

Discover the top 2 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$286Average$540FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$367Average$545FlexibilityNo cancel feeOn-time71%

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