$146 Find Cheap Flights from Gulfport to Florida Keys

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Gulfport to Florida Keys departing on 4/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Florida Keys

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Gulfport to Florida Keys, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Gulfport to Florida Keys, as well as popular online travel agencies
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Cheap Flights from Gulfport to Florida Keys

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miami1 stop$288
Key West
Key West1 stop$145
Miami
Miami1 stop$288
Key West
Key West1 stop$145

Book Cheap Gulfport to Florida Keys Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Gulfport to Florida Keys that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Gulfport to Florida Keys

Mon, Apr 20 - Thu, Apr 30
Breeze Airways Logo
6:54 pm - 12:21 pm
GPT
-
EYW
16h 27m
1 stop
Breeze Airways Logo
4:22 pm - 9:00 am
EYW
-
GPT
17h 38m
1 stop
$145Breeze Airways
Sun, Apr 19 - Thu, Apr 30
Breeze Airways Logo
7:20 pm - 12:26 pm
GPT
-
EYW
16h 06m
1 stop
Breeze Airways Logo
4:22 pm - 9:00 am
EYW
-
GPT
17h 38m
1 stop
$161Breeze Airways
Mon, Apr 20 - Sat, Apr 25
Delta Logo
5:55 pm - 12:54 am
GPT
-
MIA
5h 59m
1 stop
Delta Logo
6:00 am - 9:24 am
MIA
-
GPT
4h 24m
1 stop
$288Delta
Tue, May 12 - Fri, May 15
Delta Logo
6:02 pm - 12:43 am
GPT
-
MIA
5h 41m
1 stop
Delta Logo
6:00 am - 9:21 am
MIA
-
GPT
4h 21m
1 stop
$297Delta
Thu, May 28 - Thu, Jun 4
United Airlines Logo
2:00 pm - 8:33 pm
GPT
-
MIA
5h 33m
1 stop
United Airlines Logo
8:48 am - 4:11 pm
MIA
-
GPT
8h 23m
1 stop
$311United Airlines
Thu, Apr 23 - Tue, Apr 28
United Airlines Logo
2:05 pm - 10:28 pm
GPT
-
MIA
7h 23m
1 stop
United Airlines Logo
9:00 am - 2:13 pm
MIA
-
GPT
6h 13m
1 stop
$374United Airlines
Sun, Apr 19 - Thu, Apr 30
Multiple Airlines Logo
7:20 pm - 4:58 pm
GPT
-
EYW
20h 38m
2 stops
Multiple Airlines Logo
4:22 pm - 9:00 am
EYW
-
GPT
17h 38m
1 stop
$405Multiple Airlines
Wed, May 27 - Sat, May 30
American Airlines Logo
7:04 am - 7:10 pm
GPT
-
EYW
11h 06m
2 stops
American Airlines Logo
7:29 pm - 12:01 am
EYW
-
GPT
5h 32m
1 stop
$467American Airlines
Mon, Apr 20 - Thu, Apr 30
Multiple Airlines Logo
6:54 pm - 12:21 pm
GPT
-
EYW
16h 27m
1 stop
Multiple Airlines Logo
4:22 pm - 6:14 pm
EYW
-
GPT
26h 52m
2 stops
$478Multiple Airlines
Sun, May 10 - Sat, May 16
American Airlines Logo
6:00 am - 1:21 pm
GPT
-
EYW
6h 21m
1 stop
American Airlines Logo
3:58 pm - 11:58 pm
EYW
-
GPT
9h 00m
2 stops
$488American Airlines
Booking Insights

KAYAK's insights & trends for Gulfport to Florida Keys flights

Get data-powered insights and trends into flights from Gulfport to Florida Keys to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Gulfport to Florida Keys?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $423, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Gulfport to Florida Keys?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Gulfport to Florida Keys, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Gulfport to Florida Keys is June, when tickets cost $323 (return) on average. On the other hand, the most expensive months are April and May, when the average cost of round-trip tickets is $645 and $548 respectively.

Good to know

Low seasonDecember
Cheapest flight$145
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 35% increase in price.
Flight from Gulfport to Key West

FAQs - booking Florida Keys flights

  • How does KAYAK find such low prices on flights from Gulfport to Florida Keys?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Gulfport to Florida Keys.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Gulfport to Florida Keys?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Gulfport to Florida Keys is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Gulfport to Florida Keys?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Gulfport to Florida Keys with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Gulfport to Florida Keys?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Gulfport to Florida Keys up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Gulfport to Florida Keys

 
See real verified KAYAK customer reviews for airlines flying from Gulfport to Florida Keys. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Gulfport to Florida Keys? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8320 reviews
7.9Comfort
8.5Crew
7.2Food
7.8Entertainment
8.1Boarding
Airline reviews

The whole experience was excellent. As it most often is with Delta

10.0 ExcellentRay, Mar 2026
LGA - MCO
Read more Delta reviews

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Paid for wifi that didn't work. No plug in seat to work. No entertainment.

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

Comfort Plus seat 11E seemed smaller than prior flights. The movie selection is good. Watched most of the most recent Tron movie. I'll watch the remaining part later as my movie is saved in the Delta Seatback Experience.

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

Good quick flight on a small but comfortable plane. I'm 6'3 and had plenty of space.

Experience was great - no complaints. Took off on time, landed early. Got to the gate relatively quickly - took a little bit of extra time to deplane but nothing excessive.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

OK, we were delayed and had to de plane and reboard.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Mechanical issue delayed us 2hrs and then once we landed sat on tarmac for 30mins because someone left a vehicle in front of the gaye

Plane from partner PSA was filthy. Plastic needs to be thoroughly cleaned. Really disgusting to look at and wonder about cleanliness of parts less visible.

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

It was a train wreck but on an airplane. First off, flight was delayed then we board only to hear two announcements, First weather delays in Orlando and second backup battery warning on emergency lights. After sitting on the plane for almost 2 hours they have us deplane due to the maintenance issue. We were told they were getting another plane. In the mean time, I notice another American- Orlando flight and ask the gate agent if I can switch. He says he cant help me and I'd have to walk to A13 from A37. Really!? I get down there and get a seat only to get an announcement my original flight was RE-boarding. The Then inflight there's no communication and I notice on flightaware were circling over the Gulf of America. I call the flight attendant and of course she has no clue and apparently 5m later the pilot finally tells us about another delay. Why does American always have these service and delay issues? They are my LAST choice in flights now!

Flight boarded, departed and landed on time. Excellent service from flight attendant in FIRST

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

We missed our flight and got stranded in Miami where we had to rent a hotel we could not afford. they would not work with us because they said it was weather related even though the gate attendant said it was not. I could go on but trying to get satisfaction has wore me down, which I believe is the intent. My only solution is to never fly AA again.

The flight was really crowded. Flight attendants were just ok.

Everything you need to know for your flight to Florida Keys

Information on your arrival and departure airports