Cheap flights To Summerland Key (MIA) from $46

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Cheap Flights to Summerland Key from $46 One Way, $102 Round Trip

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

Sun, Feb 8 - Thu, Feb 12
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Feb 8 from Orlando Intl. to Key West Intl., returning Thu, Feb 12, priced at $102 found 1 day ago
Thu, Jan 22 - Thu, Jan 29
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 2 hours ago
$102
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Jan 22 from Orlando Intl. to Key West Intl., returning Thu, Jan 29, priced at $102 found 2 hours ago
Fri, Jan 23 - Sun, Jan 25
MCO
Orlando Intl.
EYW
Key West Intl.
$103 Roundtrip, found 2 hours ago
$103
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Jan 23 from Orlando Intl. to Key West Intl., returning Sun, Jan 25, priced at $103 found 2 hours ago
Thu, Mar 5 - Mon, Mar 9
MCO
Orlando Intl.
EYW
Key West Intl.
$104 Roundtrip, found 1 day ago
$104
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Mar 5 from Orlando Intl. to Key West Intl., returning Mon, Mar 9, priced at $104 found 1 day ago
Thu, Dec 18 - Wed, Dec 24
MCO
Orlando Intl.
EYW
Key West Intl.
$105 Roundtrip, found 6 days ago
$105
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Dec 18 from Orlando Intl. to Key West Intl., returning Wed, Dec 24, priced at $105 found 6 days ago
Wed, Jan 28 - Sat, Feb 7
TPA
Tampa Intl.
EYW
Key West Intl.
$107 Roundtrip, found 6 hours ago
$107
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Wed, Jan 28 from Tampa Intl. to Key West Intl., returning Sat, Feb 7, priced at $107 found 6 hours ago
Thu, Jan 8 - Sun, Jan 11
MCO
Orlando Intl.
EYW
Key West Intl.
$109 Roundtrip, just found
$109
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Jan 8 from Orlando Intl. to Key West Intl., returning Sun, Jan 11, priced at $109 just found
Sun, Dec 14 - Fri, Dec 19
MCO
Orlando Intl.
EYW
Key West Intl.
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, Dec 14 from Orlando Intl. to Key West Intl., returning Fri, Dec 19, priced at $110 found 4 days ago
Wed, Jan 28 - Thu, Feb 12
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, found 18 hours ago
$110
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Wed, Jan 28 from Tampa Intl. to Key West Intl., returning Thu, Feb 12, priced at $110 found 18 hours ago
Wed, Dec 24 - Sun, Dec 28
TPA
Tampa Intl.
EYW
Key West Intl.
$111 Roundtrip, just found
$111
Roundtrip
just found
Select Breeze Airways flight, departing Wed, Dec 24 from Tampa Intl. to Key West Intl., returning Sun, Dec 28, priced at $111 just found

Summerland Key Flight Information

Traveling To
Summerland Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Southwest Airlines, Breeze Airways, American Airlines
Flight Price
$102
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Summerland Key economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hollywood by the Sea Hotel
3.0-star property

Hollywood by the Sea Hotel

Jan 13 - Jan 16

3 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $997, price is now $260 per person
$260
per person
found 1 day ago
Hawks Cay Resort
4.0-star property

Hawks Cay Resort

Jan 17 - Jan 22

5 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,971, price is now $808 per person
$808
per person
found 1 day ago
The Shelborne By Proper, a Member of Design Hotels
4.0-star property

The Shelborne By Proper, a Member of Design Hotels

Jan 15 - Jan 19

4 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Coach

Miami (MIA) to Boston (BOS)

American Airlines • Coach
Price was $3,008, price is now $1,453 per person
$1,453
per person
found 1 day ago
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Summerland Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Prestige Retreat by Renzzi
3.0-star property

Prestige Retreat by Renzzi

No reviews

Jan 28 - Jan 31

3 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $884, price is now $639 per person
$639
per person
found 6 hours ago
Flow Miami Hotel
3.5-star property

Flow Miami Hotel

9.2/10 Wonderful! (172 reviews)

Jan 9 - Jan 12

3 night stay

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

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,073, price is now $732 per person
$732
per person
found 1 day ago
INCREDIBLE! The front desk girls are amazing. They were so friendly and held our luggage while we went and explored. They even let us hang out by the pool until our room was ready. Our room was on the 43rd floor and it was so clean and perfect. We loved everything about this hotel. We can’t wait to be back for Ultra Miami 2026. It’s in super close proximity to anything you would want. Only a 7 min walk to the Ultra festival. This hotel is perfect!

Reviewed on Apr 6, 2025

EAST Miami Residences
5.0-star property

EAST Miami Residences

9/10 Wonderful! (84 reviews)

Jan 9 - Jan 14

5 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,503, price is now $1,711 per person
$1,711
per person
found 20 hours ago
Sorry. Nothing stood out. 1) We had issues with our lights. Turning on and off on their own. 2) Housekeeping never came. We had to call and request even though we had the request call button on. The location of the hotel was phenomenal. Connected to the mall, close to a Publix, and many restaurants.

Reviewed on Nov 29, 2025

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Summerland Key first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Shelborne By Proper, a Member of Design Hotels
4.0-star property

The Shelborne By Proper, a Member of Design Hotels

9.4/10 Exceptional! (56 reviews)

Jan 25 - Jan 28

3 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,289, price is now $1,450 per person
$1,450
per person
found 6 hours ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,365 reviews)

Jan 13 - Jan 17

4 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,397, price is now $2,071 per person
$2,071
per person
found 1 day ago
This property is amazing. Food was great, staff was friendly and welcoming. We enjoyed our stay.

Reviewed on Jun 10, 2025

Nobu Hotel Miami Beach
5.0-star property

Nobu Hotel Miami Beach

8.6/10 Excellent! (1,266 reviews)

Jan 13 - Jan 17

4 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,690, price is now $1,871 per person
$1,871
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

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Summerland Key

Orbitz is your one stop for guaranteed low prices on Summerland Key flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

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Orbitz will find you discount air fare for flights to Summerland Key and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.

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Our experts will make things even easier by helping you to find the best budget flights to Summerland Key Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.

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Our state of the art mobile apps will allow you to book cheap flights to Summerland Key from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?

Frequently asked questions

Which airlines fly to Summerland Key?
Search for a flight that suits your budget among the 20 airlines that run services to and from Key West Intl. Airport (EYW). The easiest way to save on airfares is to book early. Take a look at these popular domestic air carriers and score a fantastic deal today:

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

What is the best airport to fly to in Summerland Key?
Key West Intl. Airport (EYW) is the gateway to the city, so the only thing you'll need to make a decision about will be the aisle seat or the window seat. Downtown Summerland Key is around 20 miles away and where many visitors choose to book a hotel.
How much is a flight to Summerland Key?
Last week, prices hovered between $102 and $111 for a return trip to Summerland Key. One-way tickets from Orlando (MCO) sank as low as $46 during the same time period.
How to book the cheapest flight to Summerland Key?
Using Orbitz, you'll find some of the most impressive flight deals around from a wide range of airlines. But if you'd like to heighten your chances of snapping up cheap flights to Summerland Key, here are some tips to bear in mind:

  • Depending on where you're leaving from, click on the 'Nearby airports' function (located under the departure and arrival form fields). Sometimes, alternative departure points offer cheaper airfares.
  • If your plans aren't etched in stone, click on the 'Show flexible dates' option to check out the flight deals for a range of departure dates. If you find a suitable cheaper fare, go with it.
  • You can also select the 'Show options' function to filter results for your preferred airline, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you want to fly.
  • If you've worked out your travel dates, book your flight. Fares normally become more expensive as the departure date gets closer.
  • Consider combining your flights, hotels and car rentals into an Orbitz package to save money.
  • Flying during peak season often means pricey airfares. Try to travel outside of popular periods, such as Easter, Thanksgiving and school breaks.

How long is a flight to Summerland Key?
The destination you're leaving from and whether you have a layover will determine your flight time. However, these top routes to Summerland Key will give you a clearer idea:

  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Key West Intl. Airport (EYW) - 2 hours and 5 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Key West Intl. Airport (EYW) - 1 hour and 49 minutes
  • Miami, FL (MIA-Miami Intl.) to Key West Intl. Airport (EYW) - 59 minutes

What is the best time to book a flight to Summerland Key?
If you can, purchase your seats to Summerland Key in January. This is the best month to reserve low airfares, closely followed by February and August. With a little organizing, you're bound to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Summerland Key?
If you're after inexpensive airfares to Summerland Key, the best days to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), a terrific flight deal will be all yours.
What is the cheapest day of the week to fly to Summerland Key?
Look into departing early in the week to score cheap flights to Summerland Key. Orbitz data from 2020 shows Monday is normally the most inexpensive day to take off, followed by Tuesday. Saturdays were shown to have the highest airfares. This is probably because many travelers choose to begin their escape on a weekend.
What is the cheapest month to fly to Summerland Key?
If you're flexible with your travel dates, think about leaving sometime in August. Orbitz data has found that this is generally the best month to fly out if you're looking for cheap flights to Summerland Key. As you might imagine, fares increase in the busy month of June and flights get snapped up quickly.
Which airlines allow free cancellation?
We understand that plans change and flexibility matters. That's why you can easily search for flights that include free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll show you fares more flexible than a crayon left in the sun!
What do I need for the flight to Summerland Key?
Nothing's more fun than jetting somewhere new, but it's good to be prepared. These top tips will help get your trip off to a good start:

  • Your travel documents are the most important items you'll need to have with you on your flight. To avoid any confusion at check-in time, make sure that the information on your ticket matches your government-issued ID.
  • Take some activities to pass the time on your journey to Summerland Key. Magazines, books and electronic devices like laptops and e-readers will do the trick. Remember to take a water bottle as well. Even on a short flight, it's important to stay well-hydrated.
  • Whatever the weather outside, plane cabins can get seriously cold. Take a hoodie on board to keep yourself nice and toasty.

How many direct flights are there to Summerland Key?
Multiple airlines fly nonstop into Summerland Key, with approximately 49 direct flights each month to select from. These well-known operators include American Airlines, Silver Airways and Delta Air Lines.
How do I get cheap first-class/business deals to Summerland Key?
There are ways of booking first or business-class airfares to Summerland Key that won't burn a hole through your budget. Grab a seat in the pointy end of the plane for less with these handy tips:

  • Flexibility is essential. By being open to other travel dates, you'll have better odds of picking up a rewarding deal on first or business-class airfares.
  • A lot of low-cost carriers have superb business-class seating without the hefty fees.
  • Bid for an upgrade in online auctions (if available) or upgrade your ticket with points earned through loyalty programs.

How to get into Summerland Key from the airport?
Driving is one option. Budget, Thrifty Car Rental and Dollar are three car rental branches located at Key West Intl. Airport (EYW). After picking up a Key West Intl. Airport (EYW) car rental, you can zoom straight from EYW airport to downtown Summerland Key, about 20 miles to the east. Alternatively, if you'd prefer to book a set of wheels from the city center, browse through our Summerland Key car rentals.
What is the best time to go to Summerland Key?
Travelers come from every direction to go to Summerland Key in April, July and December. So if you'd love to experience this fantastic destination during its busiest months, this is the time to go. Like most places in the Northern Hemisphere, summer begins June 20 in Summerland Key, with average daily temperatures floating between 80 ºF and 85 ºF.

More to Explore

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.