$205+ Cheap flights from Gulfport to Key West (GPT - 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 10/29. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — EYW
Oct 15 — Oct 221
Round-trip
1 adult, Economy
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Find cheap flights from Gulfport to Key West with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Gulfport to Key West
Cheapest
Best
Last-minute
Cheapest flights from Gulfport to Key WestExplore the most affordable flight options available from Gulfport to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
Explore the most affordable flight options available from Gulfport to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
This Breeze Airways deal was found by Cheapflights users on 9/10. 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.
Thu 10/297:45 pm -
1 stop13h 34m
Sun 11/110:59 am -
1 stop9h 06m
Deal found 9/10![Breeze Airways logo]()
$205
This Breeze Airways deal was found by Cheapflights users on 9/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:45 pm -
1 stop13h 34m
Sun 11/1512:01 pm -
1 stop21h 50m
Deal found 9/11![Breeze Airways logo]()
$286
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:46 pm -
1 stop13h 38m
Sun 9/2012:01 pm -
1 stop21h 50m
Deal found 9/14![Breeze Airways logo]()
$470
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:45 pm -
1 stop13h 34m
Sun 11/1510:59 am -
2 stops32h 07m
Deal found 9/11![Multiple Airlines logo]()
$592
This American Airlines deal was found by Cheapflights users on 9/12. 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.
Mon 10/1212:49 pm -
1 stop5h 00m
Mon 10/197:19 pm -
1 stop5h 40m
Deal found 9/12![American Airlines logo]()
$593
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/296:11 am -
2 stops9h 47m
Sun 11/17:18 pm -
1 stop5h 39m
Deal found 9/10![American Airlines logo]()
$675
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.
Fri 9/187:49 am -
2 stops10h 28m
Sun 9/207:22 pm -
1 stop5h 35m
Deal found 9/14![American Airlines logo]()
$687
Best flights from Gulfport to Key WestDiscover carefully curated flight deals from Gulfport to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
Discover carefully curated flight deals from Gulfport to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
This Breeze Airways deal was found by Cheapflights users on 9/10. 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.
Thu 10/297:45 pm -
1 stop13h 34m
Sun 11/110:59 am -
1 stop9h 06m
Deal found 9/10![Breeze Airways logo]()
$205
This Breeze Airways deal was found by Cheapflights users on 9/11. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:45 pm -
1 stop13h 34m
Sun 11/1512:01 pm -
1 stop21h 50m
Deal found 9/11![Breeze Airways logo]()
$286
This American Airlines deal was found by Cheapflights users on 9/12. 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.
Mon 10/1212:49 pm -
1 stop5h 00m
Mon 10/197:19 pm -
1 stop5h 40m
Deal found 9/12![American Airlines logo]()
$593
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:46 pm -
1 stop13h 38m
Sun 9/2012:01 pm -
1 stop21h 50m
Deal found 9/14![Breeze Airways logo]()
$470
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/296:11 am -
2 stops9h 47m
Sun 11/17:18 pm -
1 stop5h 39m
Deal found 9/10![American Airlines logo]()
$675
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.
Fri 9/187:49 am -
2 stops10h 28m
Sun 9/207:22 pm -
1 stop5h 35m
Deal found 9/14![American Airlines logo]()
$687
Last-minute flights from Gulfport to Key WestDiscover last-minute flight deals from Gulfport to Key West. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Gulfport to Key West. Data last updated September 15, 2026 and is based on user searches.
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:46 pm -
1 stop13h 38m
Sun 9/2012:01 pm -
1 stop21h 50m
Deal found 9/14![Breeze Airways logo]()
$470
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.
Fri 9/187:49 am -
2 stops10h 28m
Sun 9/207:22 pm -
1 stop5h 35m
Deal found 9/14![American Airlines logo]()
$687
This American Airlines deal was found by Cheapflights users on 9/12. 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.
Mon 10/1212:49 pm -
1 stop5h 00m
Mon 10/197:19 pm -
1 stop5h 40m
Deal found 9/12![American Airlines logo]()
$593
This Breeze Airways deal was found by Cheapflights users on 9/10. 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.
Thu 10/297:45 pm -
1 stop13h 34m
Sun 11/110:59 am -
1 stop9h 06m
Deal found 9/10![Breeze Airways logo]()
$205
This American Airlines deal was found by Cheapflights users on 9/10. 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 10/296:11 am -
2 stops9h 47m
Sun 11/17:18 pm -
1 stop5h 39m
Deal found 9/10![American Airlines logo]()
$675
Find flight deals from Gulfport to Key West
Discover tips and strategies to find the most affordable flight options for your journey from Gulfport (GPT) 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 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $205 (Breeze Airways) |
Cheapflights Fare Finder
Customize your flight search to find flights from Gulfport 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 7,457,451 searches. Data last updated September 15, 2026.
Use the filters below to find and compare flights from Gulfport to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
GulfportKey West
GPT Gulfport Biloxi Regional - EYW Key West
GPTEYW
Gulfport Biloxi Regional
Thu 10/29
7:45 pm-10:19 am
1 stop13h 34m
Key West
Sun 11/1
10:59 am-7:05 pm
1 stop9h 06m
$205
GulfportKey West
GPT Gulfport Biloxi Regional - EYW Key West
GPTEYW
Gulfport Biloxi Regional
Thu 11/12
7:45 pm-10:19 am
1 stop13h 34m
Key West
Sun 11/15
12:01 pm-8:51 am
1 stop21h 50m
$286
GulfportKey West
GPT Gulfport Biloxi Regional - EYW Key West
GPTEYW
Gulfport Biloxi Regional
Fri 9/18
6:46 pm-9:24 am
1 stop13h 38m
Key West
Sun 9/20
12:01 pm-8:51 am
1 stop21h 50m
$470
Quickest round-trip
GulfportKey West
GPT Gulfport Biloxi Regional - EYW Key West
GPTEYW
Gulfport Biloxi Regional
Mon 10/12
12:49 pm-6:49 pm
1 stop5h 00m
Key West
Mon 10/19
7:19 pm-11:59 pm
1 stop5h 40m
$593
GulfportKey West
GPT Gulfport Biloxi Regional - EYW Key West
GPTEYW
Gulfport Biloxi Regional
Thu 10/29
6:11 am-4:58 pm
2 stops9h 47m
Key West
Sun 11/1
7:18 pm-11:57 pm
1 stop5h 39m
$675
GulfportKey West
GPT Gulfport Biloxi Regional - EYW Key West
GPTEYW
Gulfport Biloxi Regional
Fri 9/18
7:49 am-7:17 pm
2 stops10h 28m
Key West
Sun 9/20
7:22 pm-11:57 pm
1 stop5h 35m
$687
Sorted by cheapest first
Compare providers for flights from Gulfport 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 Gulfport to Key West in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Gulfport-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Gulfport-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Gulfport-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Gulfport-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 Gulfport-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 Gulfport to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Gulfport with our price prediction graph.
GPT-EYW
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.
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 15, 2026.
Read through reviews of airlines operating flights from Gulfport to Key West, such as American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.4
Comfort
7.2
Crew
7.9
Overall
7.1
Entertainment
6.8
Food
6.4
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Boarding
7.4
Comfort
7.2
Crew
7.9
Overall
7.1
Entertainment
6.8
Food
6.4
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Related info for your journey
Find useful and relevant information for your journey from Gulfport to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on September 15, 2026.
Gulfport and Key West flights
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Other flights from Gulfport
Browse through other flights departing from Gulfport. Flights are based on user searches made on Cheapflights and were last updated on September 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Gulfport to Key West
Discover the top airline that operate flights from Gulfport 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 7,457,451 searches. Data last updated September 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$298 | Average$461 | FlexibilityNo cancel fee | On-time71% |