Cheap flights To Grassy Key (MIA) from $29

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Cheap Flights to Grassy Key from $29 One Way, $58 Round Trip

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

Tue, Jan 13 - Sat, Jan 24
LGA
LaGuardia
MIA
Miami Intl.
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Jan 13 from LaGuardia to Miami Intl., returning Sat, Jan 24, priced at $58 just found
Sat, Mar 7 - Sat, Mar 14
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Mar 7 from John F. Kennedy Intl. to Miami Intl., returning Sat, Mar 14, priced at $58 just found
Sat, Jan 24 - Tue, Jan 27
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$59 Roundtrip, just found
$59
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Jan 24 from John F. Kennedy Intl. to Miami Intl., returning Tue, Jan 27, priced at $59 just found
Thu, Jan 15 - Thu, Jan 29
LGA
LaGuardia
MIA
Miami Intl.
$66 Roundtrip, found 16 hours ago
$66
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Thu, Jan 15 from LaGuardia to Miami Intl., returning Thu, Jan 29, priced at $66 found 16 hours ago
Tue, Jan 20 - Wed, Jan 28
LGA
LaGuardia
MIA
Miami Intl.
$69 Roundtrip, found 2 days ago
$69
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Jan 20 from LaGuardia to Miami Intl., returning Wed, Jan 28, priced at $69 found 2 days ago
Sun, Feb 1 - Fri, Feb 6
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$82 Roundtrip, just found
$82
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Feb 1 from Newark Liberty Intl. Airport to Miami Intl., returning Fri, Feb 6, priced at $82 just found
Sun, Feb 1 - Fri, Feb 6
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$117 Roundtrip, just found
$117
Roundtrip
just found
Select American Airlines flight, departing Sun, Feb 1 from Newark Liberty Intl. Airport to Miami Intl., returning Fri, Feb 6, priced at $117 just found
Sun, Feb 1 - Fri, Feb 6
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$123 Roundtrip, just found
$123
Roundtrip
just found
Select United flight, departing Sun, Feb 1 from Newark Liberty Intl. Airport to Miami Intl., returning Fri, Feb 6, priced at $123 just found
Sat, Jan 31 - Tue, Feb 10
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$123 Roundtrip, found 3 hours ago
$123
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Jan 31 from John F. Kennedy Intl. to Miami Intl., returning Tue, Feb 10, priced at $123 found 3 hours ago
Sat, Jan 31 - Tue, Feb 10
LGA
LaGuardia
MIA
Miami Intl.
$151 Roundtrip, found 3 hours ago
$151
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Sat, Jan 31 from LaGuardia to Miami Intl., returning Tue, Feb 10, priced at $151 found 3 hours ago

Grassy Key Flight Information

Traveling To
Grassy Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, American Airlines, United, Delta, Southwest Airlines
Flight Price
$58
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Grassy Key economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort
4.0-star property

Hawks Cay Resort

Jan 19 - Jan 22

3 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $803, price is now $391 per person
$391
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

Jan 27 - Jan 31

4 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $20,256, price is now $9,224 per person
$9,224
per person
found 1 day ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5-star property

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Jan 22 - Jan 29

7 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $2,294, price is now $1,163 per person
$1,163
per person
found 1 day ago
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Grassy Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

9/10 Wonderful! (1,736 reviews)

Jan 30 - Feb 1

2 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop • PremiumEconomy

Key West (EYW) to Boston (BOS)

American Airlines • Non-stop • PremiumEconomy
Price was $998, price is now $747 per person
$747
per person
found 9 hours ago
great property, transportation to key west great, missing an additional dining option. Everything else was fantastic

Reviewed on Sep 21, 2025

Lighthouse Hotel - Key West Historic Inns
3.5-star property

Lighthouse Hotel - Key West Historic Inns

9/10 Wonderful! (831 reviews)

Jan 30 - Feb 1

2 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop • PremiumEconomy

Key West (EYW) to Boston (BOS)

American Airlines • Non-stop • PremiumEconomy
Price was $1,521, price is now $1,082 per person
$1,082
per person
found 9 hours ago
This place is a much better place to stay than places closer to the cruise ship pier or off or whitehead or duval

Reviewed on Sep 22, 2024

Southernmost Beach Resort and Guesthouses
4.0-star property

Southernmost Beach Resort and Guesthouses

8.6/10 Excellent! (2,844 reviews)

Jan 30 - Feb 1

2 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop • PremiumEconomy

Key West (EYW) to Boston (BOS)

American Airlines • Non-stop • PremiumEconomy
Price was $1,376, price is now $985 per person
$985
per person
found 9 hours ago
Billed me for parking when I didn’t have a car. Took several calls to try and resolve. Still haven’t received a refund. They were quick to take my money when I paid for the room but not so responsive in processing my refund.

Reviewed on Nov 1, 2025

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Grassy Key first class flight packages

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

Pelican Hotel

9.2/10 Wonderful! (394 reviews)

Jan 26 - Jan 30

4 night stay

Detroit (DTW) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
Price was $1,533, price is now $1,019 per person
$1,019
per person
found 5 hours ago
My recent stay at the Pelican Hotel was nothing short of delightful. The location is truly exceptional — perfectly situated to enjoy the very best of the area. From the moment I arrived, the warm and friendly atmosphere made me feel completely at ease. The service was impeccable. Both room service and management were consistently professional and courteous, with special appreciation to Oscar, whose attentiveness and genuine hospitality made a lasting impression. The dining experience was outstanding. Every meal was a pleasure, but the fried octopus deserves special mention — perfectly prepared and absolutely unforgettable. The rooms themselves were a highlight: comfortable, thoughtfully appointed, and each with its own unique design that adds charm and character to the stay. The complimentary cocktails were another memorable touch — expertly made and thoroughly enjoyable. Overall, my time at the Pelican Hotel was a wonderful experience from start to finish. I look forward to returning and will gladly book again without hesitation.

Reviewed on Aug 11, 2025

Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.2/10 Very Good! (7,303 reviews)

Jan 26 - Jan 30

4 night stay

Detroit (DTW) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,691, price is now $1,865 per person
$1,865
per person
found 5 hours ago
Great place to visit

Reviewed on Nov 30, 2025

President Hotel
3.5-star property

President Hotel

8.4/10 Very Good! (1,775 reviews)

Jan 26 - Jan 30

4 night stay

Detroit (DTW) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
Price was $1,483, price is now $1,036 per person
$1,036
per person
found 5 hours ago
Best hotel on south beach.

Reviewed on Nov 21, 2025

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Grassy Key

End your search for discount fares on flights to Grassy Key. Orbitz has all the best prices on Grassy Key flights. With Orbitz, you can expect:

Cheap Deals on Flights to Grassy Key

We offer big discounts and last-minute savings on Grassy Key flights. We make it easy for you to research, plan, and book your flight to Grassy Key — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

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Get alerts, updates, or book your Grassy Key flight or other flights wherever you are. Download our free apps for iPhone, Android, and iPad or visit our mobile site at m.orbitz.com to conveniently review or change your air travel plans. We can also send free alerts about your Grassy Key flight to your email or mobile phone, so you get advance warning about potential disruptions and flight delays. Need to book a hotel with your Grassy Key flight? Access exclusive, mobile-only deals via our mobile site and free apps – even on the same day.

Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Grassy Key flights to the actual booking. If you want to cancel your flight to Grassy Key, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Grassy Key with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

Frequently asked questions

Which airlines fly to Grassy Key?
Look for a flight that suits your schedule among the 20 airlines that jet into Key West Intl. Airport (EYW). The easiest way to save on ticket prices is to book early. Take a look at these popular domestic air carriers and land a great deal today:

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

How much is a flight to Grassy Key?
This week, prices fluctuated between $58 and $151 for a return trip to Grassy Key. Tickets one-way originating from New York (LGA) sank as low as just $29 during the same period.
How to book the cheapest flight to Grassy Key?
Picking up cheap flights to Grassy Key is as easy as booking your ticket with Orbitz. But if you'd love to make sure you're grabbing the best flight deals around, here are a few tips to keep your wallet happy:

  • Consider departing from or arriving at other airports to save on your flight. Enter your preferred departure and arrival airports in the form fields, then select the 'Nearby airports' function below. It will list any available options.
  • If you're flexible with your schedule, click on the 'Show flexible dates' link. You'll see the flight deals for the days around your chosen departure. Ticket prices often vary depending on what day it is.
  • You can also use the 'Show options' link 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'd like to fly.
  • Reserve your airfare as soon as you know your travel dates. While it does happen from time to time, airline tickets rarely drop in price as your departure date gets closer.
  • Save big on your vacation by bundling your flights, hotels and car rental into an Orbitz package deal. Your travel budget will thank you.
  • Flying during the busy season often means pricey airfares. Try to travel outside of popular dates, such as school breaks, Thanksgiving and Easter.

What is the best time to book a flight to Grassy Key?
If possible, purchase your flights to Grassy Key in January. This is the best month to get low airfares, closely followed by February and August. With a little organizing, you're sure to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Grassy Key?
Make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days of the week to purchase seats to Grassy Key. The vacation of your dreams starts with an impressive flight deal!
What is the cheapest day of the week to fly to Grassy Key?
According to Orbitz data from 2020, you'll want to kick off your trip on a Monday to score cheap flights to Grassy Key. Next cheapest day? Tuesday. Saturday will cost the most. So, consider departing early in the week if you want to book a bargain fare without paying premium prices.
What is the cheapest month to fly to Grassy Key?
To pick up cheap flights to Grassy Key, you should pack your bags and jet off in August. Orbitz data shows that generally, this is the best month to save a bundle on your fare. If you're considering flying to Grassy Key in June, bear in mind that this is the most expensive time to take a trip.
Which airlines allow free cancellation?
When searching for your Grassy Key flights on Orbitz, select "Filter by flexible change policies." This filter will show you all the carriers offering free cancellation within 24 hours of booking and no change fees. Relax knowing that if things unexpectedly change, your reservation can too.
What do I need for the flight to Grassy Key?
The secret to a comfortable and successful flight is to prepare well. Listed below are some handy tips to help you get ready for your adventure:

  • Before you take your seat on the plane, you'll need to show proof of identification, such as your passport. You'll also need your ticket. If you're traveling with the kids, check with your airline about which documents they require — if any.
  • To keep you amused on your short trip to Grassy Key, download some new tracks or stock up the audiobook library on your tablet. Food can also be a nice distraction while in the air, so pack some light snacks.
  • Even if you're traveling when it's hot and sticky outside, bring a cardigan or sweater on board with you. Cabins are notorious for getting a bit chilly!

How do I get cheap first-class/business deals to Grassy Key?
Smart travelers are pros at finding first or business-class flights to Grassy Key without the hefty price tag. You can do the same with these handy tips:

  • Being flexible isn't just useful for your yoga. Have some room to move around your travel dates so you can pick up cheaper airfares when they crop up.
  • Look for a budget airline that offers business-class seats. They often come with more legroom and a glass of Champagne — and a more attractive price.
  • Bid for an upgrade in online auctions (if available) or upgrade your seat with your frequent flyer points.

What is the best time to go to Grassy Key?
Grassy Key is a fantastic getaway destination year-round, but the most popular months to visit are January, February and September. If you're a fan of warmer weather, make your way there in summertime. Like most places in the Northern Hemisphere, the summer season gets underway June 20. At this time, temperatures normally hover between 80 ºF and 85 ºF during the daytime.

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.