Cheap flights To Upper Matecumbe Key (MIA) from $41

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Cheap Flights to Upper Matecumbe Key from $41 One Way, $82 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, Aug 23 - Tue, Sep 1
TPA
Tampa Intl.
EYW
Key West Intl.
$82 Roundtrip, just found
$82
Roundtrip
just found
Select Breeze Airways flight, departing Sun, Aug 23 from Tampa Intl. to Key West Intl., returning Tue, Sep 1, priced at $82 just found
Tue, Jun 9 - Wed, Jun 10
TPA
Tampa Intl.
EYW
Key West Intl.
$84 Roundtrip, found 1 day ago
$84
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Jun 9 from Tampa Intl. to Key West Intl., returning Wed, Jun 10, priced at $84 found 1 day ago
Thu, Aug 13 - Thu, Aug 20
TPA
Tampa Intl.
EYW
Key West Intl.
$87 Roundtrip, found 4 hours ago
$87
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Aug 13 from Tampa Intl. to Key West Intl., returning Thu, Aug 20, priced at $87 found 4 hours ago
Wed, Jun 3 - Wed, Jun 10
TPA
Tampa Intl.
EYW
Key West Intl.
$87 Roundtrip, found 1 hour ago
$87
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Jun 3 from Tampa Intl. to Key West Intl., returning Wed, Jun 10, priced at $87 found 1 hour ago
Mon, Aug 10 - Fri, Aug 14
MCO
Orlando Intl.
EYW
Key West Intl.
$98 Roundtrip, found 6 days ago
$98
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Mon, Aug 10 from Orlando Intl. to Key West Intl., returning Fri, Aug 14, priced at $98 found 6 days ago
Mon, Jun 8 - Tue, Jun 9
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$121 Roundtrip, found 6 days ago
$121
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Jun 8 from Raleigh - Durham Intl. to Miami Intl., returning Tue, Jun 9, priced at $121 found 6 days ago
Tue, Oct 13 - Wed, Oct 14
MCO
Orlando Intl.
MIA
Miami Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Oct 13 from Orlando Intl. to Miami Intl., returning Wed, Oct 14, priced at $137 found 1 day ago
Tue, Aug 11 - Wed, Aug 19
MCO
Orlando Intl.
MIA
Miami Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 11 from Orlando Intl. to Miami Intl., returning Wed, Aug 19, priced at $137 found 2 days ago
Tue, Jul 7 - Tue, Jul 14
TPA
Tampa Intl.
MIA
Miami Intl.
$140 Roundtrip, found 3 days ago
$140
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jul 7 from Tampa Intl. to Miami Intl., returning Tue, Jul 14, priced at $140 found 3 days ago
Mon, Aug 24 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Mon, Aug 24 from Raleigh - Durham Intl. to Key West Intl., returning Wed, Sep 2, priced at $147 found 6 days ago

Upper Matecumbe Key Flight Information

Traveling To
Upper Matecumbe Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Breeze Airways, Frontier Airlines, Southwest Airlines, American Airlines
Flight Price
$82
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Upper Matecumbe Key economy flight packages

Price found within the past 48 hours. Click for updated prices.
Miami Downtown Condos
5.0-star property

Miami Downtown Condos

Jul 13 - Jul 16

3 night stay

Atlanta (ATL) to Miami (MIA)

American Airlines • Coach

Miami (MIA) to Atlanta (ATL)

Frontier Airlines • Coach
Price was $1,763, price is now $494 per person
$494
per person
found 1 day ago
3BR Pool House Sleeps 8
3.0-star property

3BR Pool House Sleeps 8

Jul 15 - Jul 19

4 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

United • Roundtrip • Coach
Price was $2,106, price is now $744 per person
$744
per person
found 1 day ago
MirabileCondoDwntown MIA Brickell w PRKG
5.0-star property

MirabileCondoDwntown MIA Brickell w PRKG

Jul 6 - Jul 9

3 night stay

Detroit (DTW) to Miami (MIA)

Delta • Roundtrip • Coach
Price was $1,387, price is now $541 per person
$541
per person
found 6 hours ago
Don't see what you're looking for?
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Upper Matecumbe Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.4/10 Very Good! (8,206 reviews)

Jul 1 - Jul 8

7 night stay

New York (NYC) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,751, price is now $1,371 per person
$1,371
per person
found 1 day ago
My stay was everything I could dream of. The staff were so friendly and welcoming. The hotel was so clean. I will most definitely be back. Thank you Fontainebleau!

Reviewed on May 19, 2026

The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

8/10 Very Good! (1 review)

Jul 15 - Jul 19

4 night stay

Atlanta (ATL) to Miami (MIA)

Frontier Airlines • Roundtrip • PremiumEconomy
Price was $20,486, price is now $10,522 per person
$10,522
per person
found 1 day ago
Hyatt Vacation Club at Windward Pointe, Key West
3.5-star property

Hyatt Vacation Club at Windward Pointe, Key West

9.4/10 Exceptional! (1,089 reviews)

Jul 1 - Jul 8

7 night stay

New York (NYC) to Key West (EYW)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,572, price is now $1,596 per person
$1,596
per person
found 1 day ago
I booked thought Orbitz and paid for it months ago, when I checked in the girl at the counter wanted to change me again and I had to show her my itinerary and she straightened it all out and I paid her the remaining $280 owed, when I checked out the girl behind the counter said I still owed the $280 ??? I didn't pay it and left, I gave it only a 3 rating not only because of this but 2 other issues, #1 is there is no light that you can turn on when you enter the guest bedroom, you have to walk all the way to the back wall and fumble around in the dark to find a light switch at the bottom of a lamb, then when you leave you had better left the door open so you don't have to walking out in the dark, I could tell it's been this way for a long time and nobody has taken the time to fix it, #2 the toilet seat in the guest bathroom is so loose it's about to fall off and again I can tell it's been that way for a long time and nobody has taken the time to fix it, other than that me 'ENJOYED' your stay

Reviewed on Apr 26, 2026

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Upper Matecumbe Key business class flight packages

Price found within the past 48 hours. Click for updated prices.
Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.4/10 Very Good! (8,206 reviews)

Jun 28 - Jul 2

4 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,692, price is now $1,155 per person
$1,155
per person
found 1 day ago
My stay was everything I could dream of. The staff were so friendly and welcoming. The hotel was so clean. I will most definitely be back. Thank you Fontainebleau!

Reviewed on May 19, 2026

Nobu Hotel Miami Beach
5.0-star property

Nobu Hotel Miami Beach

8.6/10 Excellent! (1,365 reviews)

Jun 28 - Jul 2

4 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,985, price is now $1,424 per person
$1,424
per person
found 1 day ago
Location is great. Room is starting to look tired with some fraying in the carpet and a damaged bed frame that they used a screw to reatach. Mirror in bathroom was delaminating and the faucet was scratched and chipped. They say overnight valet is $60 but they charged me $80 because I had an SUV. They include a 22% service charge in everything you order even though the pool side service was mediocre at best. Waiter acted offended when we asked him to clear the dirty plates.

Reviewed on Jul 17, 2025

Hotel Riu Plaza Miami Beach
4.0-star property

Hotel Riu Plaza Miami Beach

8/10 Very Good! (1,143 reviews)

Jun 28 - Jul 2

4 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,950, price is now $1,399 per person
$1,399
per person
found 1 day ago
The hotel is clean. The staff will greet you but not immediately. The rooms are ok but the beds are small and everything is built for shorter stature people. I am average and the beds and toilet are short! TV's are older. Everything is average and ok.

Reviewed on Jan 19, 2026

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Upper Matecumbe Key first class flight packages

Price found within the past 48 hours. Click for updated prices.
Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.4/10 Very Good! (8,206 reviews)

Jun 28 - Jul 6

8 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Frontier Airlines • Non-stop • FirstClass

Miami (MIA) to Newark Liberty Intl. Airport (EWR)

American Airlines • Non-stop • FirstClass
Save 100% on your flight
Price was $3,427, price is now $1,886 per person
$1,886
per person
found 1 day ago
My stay was everything I could dream of. The staff were so friendly and welcoming. The hotel was so clean. I will most definitely be back. Thank you Fontainebleau!

Reviewed on May 19, 2026

The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

8/10 Very Good! (1 review)

Jul 6 - Jul 10

4 night stay

New York (NYC) to Miami (MIA)

Delta • Roundtrip • FirstClass
Price was $18,287, price is now $9,932 per person
$9,932
per person
found 1 day ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,512 reviews)

Jun 28 - Jul 6

8 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Frontier Airlines • Non-stop • FirstClass

Miami (MIA) to Newark Liberty Intl. Airport (EWR)

American Airlines • Non-stop • FirstClass
Save 100% on your flight
Price was $5,796, price is now $3,426 per person
$3,426
per person
found 1 day ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

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Upper Matecumbe Key

Get the absolute lowest prices on flights to Upper Matecumbe Key by shopping with Orbitz. Orbitz is the most efficient travel planner around, allowing you to search, compare and book discount domestic and international flights fast. With cutting-edge mobile tools and access to frequent flier rewards programs, we have everything you need for both your routine and holiday excursions.

Book Your Flight To Upper Matecumbe Key Using Your Mobile Device

New mobile app tools enable those with hand-held devices to scout out the best bargains and to secure tickets from any location. If you have an iPhone, iPad or Android device, you may take advantage of special discounts, only available to mobile device customers, when you book hotel rooms or car rentals on the same day as booking Upper Matecumbe Key flights.

Avoid Check-In Hassles When Traveling On Flights to Upper Matecumbe Key

Orbitz also provides an array of resources that can help you eliminate most check-in hassles. Detailed baggage information is continually available for Upper Matecumbe Key flights. Mobile apps can also be used to share travel itineraries with family members or business associates.

Keeping Everyone Up To Date

When you download the free Orbitz mobile phone app, you can get regular and free flight updates. These will keep you informed of important scheduling changes. Updates can even be sent to several contacts, helping to keep everyone current on anticipated arrival times and all other relevant flight details.

Orbitz makes traveling on a budget very easy to do. We provide everything you need to plan your ideal trip from start to finish. Getting there and back again is a snap when you book your Upper Matecumbe Key flight using Orbitz.

Frequently asked questions

Which airlines fly to Upper Matecumbe Key?
With 20 airlines traveling to Key West Intl. Airport (EYW), you'll be exploring every inch of Upper Matecumbe Key before long. Picking a flight that suits your travel itinerary is simple. Look through the available fares from these well-known air companies and be ready for a smooth landing at Key West Intl. Airport (EYW):

  • American Airlines - 118 flights to Upper Matecumbe Key per month
  • Silver Airways - 57 flights to Upper Matecumbe Key per month
  • Delta - 45 flights to Upper Matecumbe Key per month

How much is a flight to Upper Matecumbe Key?
Travelers from far and wide bagged round-trip bargains ranging between $82 and $147 this week to Upper Matecumbe Key. Starting your journey from Tampa (TPA)? The lowest one-way tickets started at just $41.
How to book the cheapest flight to Upper Matecumbe Key?
With Orbitz, you'll find some of the most affordable flight deals around from a big range of airlines. But if you're eager to heighten your chances of picking up cheap flights to Upper Matecumbe Key, here are some suggestions to try out:

  • Consider nearby airports to cut costs. Enter your preferred departure and arrival points in the form fields, then click on the 'Nearby airports' function below. It will list your options, if any.
  • Similarly, click on the 'Show flexible dates' option to view the prices on days either side of your chosen departure. It's possible to pick up cheaper flight deals if your travel dates are flexible.
  • Hit 'Show options' to filter your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even select whether you'd like to fly in the morning, afternoon or evening.
  • The early bird catches the best deals, so book as soon as you've worked out your travel dates. The cheapest fares get snapped up first and prices generally rise as the departure date gets closer.
  • Consider bundling your flights, hotels and car rentals into one convenient package deal to stretch your budget even further.
  • Don't fly during the busy season if you can. By avoiding summer and school vacations, you can save plenty on your airfare.

What is the best time to book a flight to Upper Matecumbe Key?
Book in January, February or August for the lowest airfares to Upper Matecumbe Key. Once you've tracked down a bargain, buy it — cheap flights are known to pop up and vanish in the click of a button.
What day of the week is the cheapest to book a flight to Upper Matecumbe Key?
If you're after low-cost fares to Upper Matecumbe Key, the best days of the week to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to Upper Matecumbe Key?
If you're on the hunt for cheap flights to Upper Matecumbe Key, depart earlier in the week. Orbitz data from 2020 shows Monday is the cheapest day to fly out, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your budget a favor.
What is the cheapest month to fly to Upper Matecumbe Key?
Get set to jet for less in August. This is generally an excellent month to get on a plane if you want cheap flights to Upper Matecumbe Key, according to Orbitz data. The costliest time to fly is June, so avoid this month if possible.
Which airlines allow free cancellation?
Life changes, and your ticket should be able to do the same. That's why Orbitz makes it a breeze to search for fares with free cancellation and no change fees. Simply enter your departure and arrival points and then click on "Filter by flexible change policies." That's what we call peace of mind!
What do I need for the flight to Upper Matecumbe Key?
From onboard activities to travel necessities like a pillow, there are a few things a frequent flyer always carries with them. To make sure you're all set for your journey, have a look at this useful list:

  • Check that you've packed your travel documents and some identification. For international journeys, you'll need to bring your passport. When purchasing your flights, always use the same name, birth date and gender as stated on your current ID.
  • A properly packed carry-on bag is the key to a comfortable flight experience. Given this journey to Upper Matecumbe Key is no short hop, take a few snacks and activities to keep you entertained. Something to read or listen to will help pass the time.
  • Regardless what the weather is outside, airplane cabins can get chilly. Take a sweater on the flight with you to stay nice and toasty.

How do I get cheap first-class/business deals to Upper Matecumbe Key?
Savvy travelers have honed the art of finding first or business-class airfares to Upper Matecumbe Key without the steep price tag. Follow their example with these practical tips:

  • Being flexible isn't confined to yoga. Avoid locking in your travel dates so you can pick up more affordable airfares when a sale pops up.
  • A lot of low-cost carriers nowadays offer comfortable business-class seating for a wallet-friendly price.
  • Bid for an upgrade in online auctions (if available) or upgrade your ticket through your frequent flyer program.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.