Cheap flights To Upper Matecumbe Key (MIA) from $99

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Cheap Flights to Upper Matecumbe Key from $99 One Way, $212 Round Trip

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

Wed, Oct 7 - Sat, Oct 10
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$212 Roundtrip, found 15 hours ago
$212
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Wed, Oct 7 from John F. Kennedy Intl. to Miami Intl., returning Sat, Oct 10, priced at $212 found 15 hours ago
Wed, Oct 7 - Sat, Oct 10
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$212 Roundtrip, found 7 hours ago
$212
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Wed, Oct 7 from Newark Liberty Intl. Airport to Miami Intl., returning Sat, Oct 10, priced at $212 found 7 hours ago
Tue, Oct 6 - Tue, Oct 13
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$218 Roundtrip, found 4 hours ago
$218
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Oct 6 from Newark Liberty Intl. Airport to Miami Intl., returning Tue, Oct 13, priced at $218 found 4 hours ago
Sun, Nov 8 - Wed, Nov 18
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$229 Roundtrip, found 4 hours ago
$229
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Sun, Nov 8 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Nov 18, priced at $229 found 4 hours ago
Mon, Oct 5 - Mon, Oct 12
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$230 Roundtrip, found 4 hours ago
$230
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Oct 5 from Newark Liberty Intl. Airport to Miami Intl., returning Mon, Oct 12, priced at $230 found 4 hours ago
Wed, Oct 7 - Sat, Oct 10
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$232 Roundtrip, found 7 hours ago
$232
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Oct 7 from Newark Liberty Intl. Airport to Miami Intl., returning Sat, Oct 10, priced at $232 found 7 hours ago
Wed, Oct 7 - Sat, Oct 10
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$232 Roundtrip, found 15 hours ago
$232
Roundtrip
found 15 hours ago
Select Delta flight, departing Wed, Oct 7 from John F. Kennedy Intl. to Miami Intl., returning Sat, Oct 10, priced at $232 found 15 hours ago
Sun, Oct 4 - Sat, Oct 10
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$238 Roundtrip, found 19 hours ago
$238
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Sun, Oct 4 from John F. Kennedy Intl. to Miami Intl., returning Sat, Oct 10, priced at $238 found 19 hours ago
Wed, Nov 11 - Mon, Nov 16
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$240 Roundtrip, found 5 hours ago
$240
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Wed, Nov 11 from Newark Liberty Intl. Airport to Miami Intl., returning Mon, Nov 16, priced at $240 found 5 hours ago
Wed, Oct 7 - Sat, Oct 10
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$242 Roundtrip, found 7 hours ago
$242
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Oct 7 from Newark Liberty Intl. Airport to Miami Intl., returning Sat, Oct 10, priced at $242 found 7 hours ago

Upper Matecumbe Key Flight Information

Traveling To
Upper Matecumbe Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, United, Delta
Flight Price
$212
Earliest Departing Flight
Latest Departing Flight

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Upper Matecumbe Key economy flight packages

Price found within the past 48 hours. Click for updated prices.
Park Royal Miami Beach managed by Accor
2.5-star property

Park Royal Miami Beach managed by Accor

Oct 16 - Oct 20

4 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,002, price is now $535 per person
$535
per person
found 1 day ago
The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

Oct 9 - Oct 12

3 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Non-stop roundtrip • Coach
Price was $13,176, price is now $7,443 per person
$7,443
per person
found 1 day ago
Isle of Venice
3.0-star property

Isle of Venice

Oct 10 - Oct 17

7 night stay

Boston (BOS) to Miami (MIA)

Allegiant Air • Roundtrip • Coach
Save 100% on your flight
Price was $1,231, price is now $749 per person
$749
per person
found 1 day ago
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Upper Matecumbe Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Sunny
4.0-star property

The Sunny

8.8/10 Excellent! (663 reviews)

Oct 14 - Oct 19

5 night stay

New York (NYC) to Miami (MIA)

JetBlue Airways • PremiumEconomy

Miami (MIA) to New York (NYC)

Frontier Airlines • PremiumEconomy
Price was $1,239, price is now $834 per person
$834
per person
found 1 day ago
So cute! Perfect location, great hotel . Room was. Nice with a balcony. Beach and pool were awesome! I’d stay here again. Note- ordering drinks On the beach was super expensive. Ordered two pins colada’s it was 50 dollars and came in 2 little plastic 20 ounce cups…. Waaay over priced

Reviewed on Sep 5, 2026

Andaz Miami Beach Resort & Spa
5.0-star property

Andaz Miami Beach Resort & Spa

9.2/10 Wonderful! (390 reviews)

Oct 14 - Oct 19

5 night stay

New York (NYC) to Miami (MIA)

JetBlue Airways • PremiumEconomy

Miami (MIA) to New York (NYC)

Frontier Airlines • PremiumEconomy
Price was $3,254, price is now $2,073 per person
$2,073
per person
found 1 day ago
Lovely hotel. All the staff were amamzing. Bryant who was our breakfast server was excellent by the way. Beach proximity excellent. Pools were adequate. The complementary loungers for the beach were perfect for us. The only small disappointment were the evening cocktails where you are paying over $20 for one and we got a very small glass and amount.

Reviewed on Sep 5, 2026

Kimpton Surfcomber Hotel by IHG
4.5-star property

Kimpton Surfcomber Hotel by IHG

8.4/10 Very Good! (1,004 reviews)

Oct 14 - Oct 19

5 night stay

New York (NYC) to Miami (MIA)

JetBlue Airways • PremiumEconomy

Miami (MIA) to New York (NYC)

Frontier Airlines • PremiumEconomy
Price was $1,781, price is now $1,206 per person
$1,206
per person
found 1 day ago

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Upper Matecumbe Key business class flight packages

Price found within the past 48 hours. Click for updated prices.
The Sunny
4.0-star property

The Sunny

8.8/10 Excellent! (663 reviews)

Oct 23 - Oct 26

3 night stay

New York (NYC) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,023, price is now $800 per person
$800
per person
found 1 day ago
So cute! Perfect location, great hotel . Room was. Nice with a balcony. Beach and pool were awesome! I’d stay here again. Note- ordering drinks On the beach was super expensive. Ordered two pins colada’s it was 50 dollars and came in 2 little plastic 20 ounce cups…. Waaay over priced

Reviewed on Sep 5, 2026

Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.4/10 Very Good! (8,815 reviews)

Oct 23 - Oct 26

3 night stay

New York (NYC) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,289, price is now $974 per person
$974
per person
found 1 day ago

72 Park - Miami Beach by Nomada
4.5-star property

72 Park - Miami Beach by Nomada

9/10 Wonderful! (326 reviews)

Oct 23 - Oct 26

3 night stay

New York (NYC) to Miami (MIA)

Frontier Airlines • Non-stop roundtrip • BusinessClass
Price was $1,096, price is now $897 per person
$897
per person
found 1 day ago

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See all available trips from New York to Upper Matecumbe Key
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Upper Matecumbe Key first class flight packages

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

EAST Miami Residences

9.2/10 Wonderful! (149 reviews)

Oct 7 - Oct 10

3 night stay

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

United • Roundtrip • FirstClass
Price was $2,018, price is now $1,525 per person
$1,525
per person
found 6 hours ago
The room was really nice, there are small things that can be improved but overall nice.

Reviewed on Aug 25, 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)

Oct 7 - Oct 10

3 night stay

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

United • Roundtrip • FirstClass
Save 100% on your flight
Price was $11,621, price is now $6,569 per person
$6,569
per person
found 6 hours ago
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,625 reviews)

Oct 7 - Oct 10

3 night stay

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

United • Roundtrip • FirstClass
Price was $2,595, price is now $1,872 per person
$1,872
per person
found 6 hours ago
Excellent service

Reviewed on Sep 5, 2026

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Upper Matecumbe Key

Snag some “suite” deals when you add cheap hotel rooms to Upper Matecumbe Key flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

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Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Upper Matecumbe Key flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Upper Matecumbe Key. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

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 $212 and $242 this week to Upper Matecumbe Key. Starting your journey from New York (EWR)? The lowest one-way tickets started at just $99.
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.