Cheap flights To Summerland Key (MIA) from $29

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Cheap Flights to Summerland Key from $29 One Way, $59 Round Trip

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

Sun, Mar 8 - Thu, Mar 12
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$59 Roundtrip, found 17 hours ago
$59
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sun, Mar 8 from Raleigh - Durham Intl. to Miami Intl., returning Thu, Mar 12, priced at $59 found 17 hours ago
Mon, Mar 9 - Thu, Mar 12
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$59 Roundtrip, found 1 day ago
$59
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Mar 9 from Raleigh - Durham Intl. to Miami Intl., returning Thu, Mar 12, priced at $59 found 1 day ago
Mon, Jan 19 - Fri, Jan 23
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$64 Roundtrip, found 2 days ago
$64
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Mon, Jan 19 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Jan 23, priced at $64 found 2 days ago
Mon, Jan 12 - Thu, Jan 22
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$64 Roundtrip, found 4 days ago
$64
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Jan 12 from Raleigh - Durham Intl. to Miami Intl., returning Thu, Jan 22, priced at $64 found 4 days ago
Sat, Feb 28 - Fri, Mar 6
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$68 Roundtrip, found 5 days ago
$68
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Feb 28 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Mar 6, priced at $68 found 5 days ago
Wed, Apr 1 - Wed, Apr 8
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 15 hours ago
$102
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Wed, Apr 1 from Orlando Intl. to Key West Intl., returning Wed, Apr 8, priced at $102 found 15 hours ago
Fri, Jan 30 - Mon, Feb 2
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, found 1 hour ago
$110
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jan 30 from Tampa Intl. to Key West Intl., returning Mon, Feb 2, priced at $110 found 1 hour ago
Tue, Feb 10 - Fri, Feb 20
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Feb 10 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Feb 20, priced at $117 found 1 day ago
Fri, Jan 30 - Tue, Feb 3
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jan 30 from Raleigh - Durham Intl. to Miami Intl., returning Tue, Feb 3, priced at $119 found 1 day ago
Wed, Feb 11 - Sat, Feb 14
MCO
Orlando Intl.
MIA
Miami Intl.
$120 Roundtrip, found 5 days ago
$120
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Wed, Feb 11 from Orlando Intl. to Miami Intl., returning Sat, Feb 14, priced at $120 found 5 days ago

Summerland Key Flight Information

Traveling To
Summerland Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, Breeze Airways, Delta, Southwest Airlines
Flight Price
$59
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.
Beach Park Hotel
3.0-star property

Beach Park Hotel

Feb 14 - Feb 17

3 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,167, price is now $527 per person
$527
per person
found 1 day ago
Creekside Inn
2.5-star property

Creekside Inn

Feb 21 - Feb 26

5 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,432, price is now $568 per person
$568
per person
found 1 day ago
Flow Miami Hotel
3.5-star property

Flow Miami Hotel

Feb 20 - Feb 28

8 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $2,419, price is now $1,215 per person
$1,215
per person
found 1 day ago
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See all available trips from Boston to Summerland Key
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Summerland Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Creekside Inn
2.5-star property

Creekside Inn

8/10 Very Good! (1,004 reviews)

Feb 16 - Feb 21

5 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,928, price is now $1,078 per person
$1,078
per person
found 9 hours ago
I only stayed one night but overall, Creekside was better than I was expecting. For an old keys motel type inn, it was very clean and well kept.

Reviewed on Aug 2, 2025

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)

Feb 13 - Feb 19

6 night stay

Boston (BOS) to Miami (MIA)

Delta • PremiumEconomy

Miami (MIA) to Boston (BOS)

American Airlines • PremiumEconomy
Price was $27,751, price is now $14,796 per person
$14,796
per person
found 1 day ago
Don't see what you're looking for?
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Summerland Key first class flight packages

Price found within the past 48 hours. Click for updated prices.
Park Central South Beach
4.0-star property

Park Central South Beach

8.6/10 Excellent! (385 reviews)

Mar 7 - Mar 10

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,464, price is now $1,592 per person
$1,592
per person
found 1 day ago
There were quite a few issues — the bathroom door and the safe were broken, the beach chairs on the beach couldn’t be used, and we had to carry folding chairs and towels provided by the hotel down to the beach. There was also only one slow elevator, and even though we booked Park Central, we were actually put in the building next door. Still, the staff were all friendly and helpful, the room was clean, and the breakfast was good.

Reviewed on Dec 23, 2025

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)

Mar 5 - Mar 9

4 night stay

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

American Airlines • Non-stop roundtrip • FirstClass
Price was $19,531, price is now $10,404 per person
$10,404
per person
found 15 hours ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,365 reviews)

Mar 7 - Mar 10

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,407, price is now $2,165 per person
$2,165
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

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Summerland Key

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

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You can find amazing discount fares with Orbitz’s guaranteed low prices or take advantage of last-minute sales and special travel packages. You can also earn points towards your airline frequent flyer programs when you book qualified flights to Summerland Key. That means you can rack up money-saving points and miles for future use while saving money now.

We Are Just a Phone Call Away If You Need Us

Booking, changing, or canceling your Summerland 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 Summerland Key to your mobile phone or email.

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 $59 and $120 for a return trip to Summerland Key. One-way tickets from Raleigh (RDU) sank as low as $29 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.