Cheap flights To Upper Matecumbe Key (MIA) from $33

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Cheap Flights to Upper Matecumbe Key from $33 One Way, $83 Round Trip

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

Wed, Apr 8 - Wed, Apr 15
LGA
LaGuardia
MIA
Miami Intl.
$83 Roundtrip, found 13 hours ago
$83
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Wed, Apr 8 from LaGuardia to Miami Intl., returning Wed, Apr 15, priced at $83 found 13 hours ago
Wed, Apr 8 - Tue, Apr 21
LGA
LaGuardia
MIA
Miami Intl.
$88 Roundtrip, found 15 hours ago
$88
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Apr 8 from LaGuardia to Miami Intl., returning Tue, Apr 21, priced at $88 found 15 hours ago
Sat, Apr 11 - Tue, Apr 21
LGA
LaGuardia
MIA
Miami Intl.
$94 Roundtrip, found 2 hours ago
$94
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sat, Apr 11 from LaGuardia to Miami Intl., returning Tue, Apr 21, priced at $94 found 2 hours ago
Thu, Apr 9 - Wed, Apr 22
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$104 Roundtrip, found 5 hours ago
$104
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Thu, Apr 9 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Apr 22, priced at $104 found 5 hours ago
Thu, Apr 9 - Thu, Apr 16
LGA
LaGuardia
MIA
Miami Intl.
$113 Roundtrip, found 13 hours ago
$113
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Thu, Apr 9 from LaGuardia to Miami Intl., returning Thu, Apr 16, priced at $113 found 13 hours ago
Sat, Apr 11 - Fri, Apr 24
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$117 Roundtrip, found 13 hours ago
$117
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, Apr 11 from John F. Kennedy Intl. to Miami Intl., returning Fri, Apr 24, priced at $117 found 13 hours ago
Wed, Apr 15 - Tue, Apr 21
LGA
LaGuardia
MIA
Miami Intl.
$151 Roundtrip, found 15 hours ago
$151
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Wed, Apr 15 from LaGuardia to Miami Intl., returning Tue, Apr 21, priced at $151 found 15 hours ago
Thu, Apr 9 - Thu, Apr 16
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$197 Roundtrip, found 6 hours ago
$197
Roundtrip
found 6 hours ago
Select United flight, departing Thu, Apr 9 from Newark Liberty Intl. Airport to Miami Intl., returning Thu, Apr 16, priced at $197 found 6 hours ago
Tue, Apr 21 - Sat, Apr 25
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$197 Roundtrip, found 7 hours ago
$197
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Apr 21 from John F. Kennedy Intl. to Miami Intl., returning Sat, Apr 25, priced at $197 found 7 hours ago
Thu, Apr 9 - Wed, Apr 15
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$197 Roundtrip, found 8 hours ago
$197
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Thu, Apr 9 from John F. Kennedy Intl. to Miami Intl., returning Wed, Apr 15, priced at $197 found 8 hours ago

Upper Matecumbe Key Flight Information

Traveling To
Upper Matecumbe Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Southwest Airlines, Delta, American Airlines, United
Flight Price
$83
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.
Creekside Inn
2.5-star property

Creekside Inn

Apr 24 - Apr 27

3 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Coach

Miami (MIA) to Boston (BOS)

Frontier Airlines • Coach
Price was $1,063, price is now $573 per person
$573
per person
found 1 day ago
Casablanca Miami Beach
3.0-star property

Casablanca Miami Beach

May 16 - May 20

4 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Roundtrip • Coach
Price was $4,435, price is now $2,090 per person
$2,090
per person
found 1 day ago
The Key West Hotel
2.5-star property

The Key West Hotel

May 2 - May 9

7 night stay

Boston (BOS) to Key West (EYW)

Delta • Coach

Key West (EYW) to Boston (BOS)

Southwest Airlines • Coach
Price was $4,034, price is now $2,201 per person
$2,201
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.
Hilton Cabana Miami Beach Resort
4.0-star property

Hilton Cabana Miami Beach Resort

7.8/10 Good! (612 reviews)

Apr 30 - May 3

3 night stay

Chicago (ORD) to Miami (MIA)

Spirit Airlines • PremiumEconomy

Miami (MIA) to Chicago (ORD)

Frontier Airlines • PremiumEconomy
Save 100% on your flight
Price was $1,008, price is now $707 per person
$707
per person
found 8 hours ago
I think a lot of things in general in the hotel need to be addressed. Rusty looking things. Exposed wires. Just make it more visually better all around. People pay for the name and it should look the part. Hot water shouldn’t run out as well

Reviewed on Oct 6, 2025

The Key West Hotel
2.5-star property

The Key West Hotel

9.2/10 Wonderful! (536 reviews)

May 10 - May 14

4 night stay

Newark Liberty Intl. Airport (EWR) to Key West (EYW)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,553, price is now $1,731 per person
$1,731
per person
found 1 day ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.

Reviewed on Jan 5, 2025

The Reach Key West, Curio Collection by Hilton
4.0-star property

The Reach Key West, Curio Collection by Hilton

8.6/10 Excellent! (1,013 reviews)

Apr 28 - May 5

7 night stay

Newark Liberty Intl. Airport (EWR) to Key West (EYW)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,129, price is now $2,209 per person
$2,209
per person
found 12 hours ago
Beautiful beach, great restaurant

Reviewed on Jan 22, 2026

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See all available trips from Chicago 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.
Arlo Wynwood Miami
4.0-star property

Arlo Wynwood Miami

9/10 Wonderful! (1,646 reviews)

May 14 - May 19

5 night stay

New York (NYC) to Miami (MIA)

Spirit Airlines • FirstClass

Miami (MIA) to New York (NYC)

Delta • FirstClass
Price was $833, price is now $702 per person
$702
per person
found 1 day ago
Room was a little smaller than expected. Service was excellent, but felt a little uncomfortable venturing out after dark. Very nice hotel

Reviewed on Jan 31, 2026

The Grayson Miami Downtown
4.5-star property

The Grayson Miami Downtown

8.8/10 Excellent! (1,716 reviews)

May 14 - May 19

5 night stay

New York (NYC) to Miami (MIA)

Spirit Airlines • FirstClass

Miami (MIA) to New York (NYC)

Delta • FirstClass
Price was $867, price is now $708 per person
$708
per person
found 1 day ago
Overall a great hotel. Extremely comfortable. Friendly staff.

Reviewed on May 1, 2025

Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.4/10 Very Good! (7,943 reviews)

May 8 - May 11

3 night stay

New York (NYC) to Miami (MIA)

United • FirstClass

Miami (MIA) to New York (NYC)

American Airlines • FirstClass
Price was $1,547, price is now $1,283 per person
$1,283
per person
found 1 day ago
The hotel is wonderful, but the elevators suck. The next time I stay there, I’m going to complain about the elevators Great hotel absolutely wonderful I’m not sure I’d stay there again without an ass Assurance at the elevators work

Reviewed on Jan 28, 2026

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Upper Matecumbe Key

Orbitz provides convenient, one-stop shopping for travelers looking for budget flights to Upper Matecumbe Key or any other low fare domestic or international air travel.

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Booking, changing, or canceling your Upper Matecumbe Key flights is a breeze with Orbitz’s online and mobile tools, but that doesn't mean that we leave you hanging if you want to speak with one of our representatives. If you need help, just contact our Customer Service by email or phone. To enjoy a less stressful trip, be sure to sign up for instant alerts so we can send you any updates or delays relating to your flights to Upper Matecumbe Key to your mobile phone or email.

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 $83 and $197 this week to Upper Matecumbe Key. Starting your journey from New York (LGA)? The lowest one-way tickets started at just $33.
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.