Cheap flights To Grassy Key (MIA) from $32

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Cheap Flights to Grassy Key from $32 One Way, $59 Round Trip

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

Thu, Dec 11 - Tue, Dec 23
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$59 Roundtrip, found 8 hours ago
$59
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Thu, Dec 11 from John F. Kennedy Intl. to Miami Intl., returning Tue, Dec 23, priced at $59 found 8 hours ago
Mon, Dec 15 - Wed, Dec 24
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Dec 15 from John F. Kennedy Intl. to Miami Intl., returning Wed, Dec 24, priced at $60 just found
Tue, Dec 9 - Wed, Dec 10
LGA
LaGuardia
MIA
Miami Intl.
$63 Roundtrip, found 2 hours ago
$63
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Tue, Dec 9 from LaGuardia to Miami Intl., returning Wed, Dec 10, priced at $63 found 2 hours ago
Wed, Dec 10 - Sat, Dec 13
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$63 Roundtrip, found 1 hour ago
$63
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Dec 10 from Newark Liberty Intl. Airport to Miami Intl., returning Sat, Dec 13, priced at $63 found 1 hour ago
Tue, Dec 2 - Sat, Dec 6
LGA
LaGuardia
MIA
Miami Intl.
$66 Roundtrip, just found
$66
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Dec 2 from LaGuardia to Miami Intl., returning Sat, Dec 6, priced at $66 just found
Tue, Dec 16 - Sun, Dec 28
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Dec 16 from John F. Kennedy Intl. to Miami Intl., returning Sun, Dec 28, priced at $68 just found
Mon, Nov 24 - Tue, Dec 2
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$69 Roundtrip, just found
$69
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Nov 24 from John F. Kennedy Intl. to Miami Intl., returning Tue, Dec 2, priced at $69 just found
Fri, Dec 5 - Wed, Dec 10
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$130 Roundtrip, just found
$130
Roundtrip
just found
Select United flight, departing Fri, Dec 5 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Dec 10, priced at $130 just found
Tue, Dec 2 - Wed, Dec 3
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$130 Roundtrip, just found
$130
Roundtrip
just found
Select Delta flight, departing Tue, Dec 2 from John F. Kennedy Intl. to Miami Intl., returning Wed, Dec 3, priced at $130 just found
Tue, Dec 2 - Wed, Dec 3
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$130 Roundtrip, just found
$130
Roundtrip
just found
Select American Airlines flight, departing Tue, Dec 2 from John F. Kennedy Intl. to Miami Intl., returning Wed, Dec 3, priced at $130 just found

Grassy Key Flight Information

Traveling To
Grassy Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, United, American Airlines, Delta, Southwest Airlines
Flight Price
$59
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.
The Shelborne By Proper, a Member of Design Hotels
4.0-star property

The Shelborne By Proper, a Member of Design Hotels

Jan 4 - Jan 8

4 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Coach

Miami (MIA) to Boston (BOS)

Spirit Airlines • Coach
Price was $1,894, price is now $796 per person
$796
per person
found 1 day ago
Bentley Hotel South Beach
4.0-star property

Bentley Hotel South Beach

Dec 30 - Jan 6

7 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Non-stop roundtrip • Coach
Price was $3,732, price is now $1,677 per person
$1,677
per person
found 1 day ago
Flow Miami Hotel
3.5-star property

Flow Miami Hotel

Dec 30 - Jan 6

7 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Non-stop roundtrip • Coach
Price was $2,580, price is now $1,210 per person
$1,210
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Grassy Key
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Grassy Key premium economy 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

9.8/10 Exceptional! (39 reviews)

Dec 27 - Dec 30

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $3,105, price is now $1,611 per person
$1,611
per person
found 14 hours ago
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)

Dec 27 - Dec 30

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Price was $72,839, price is now $33,995 per person
$33,995
per person
found 14 hours ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,333 reviews)

Dec 27 - Dec 30

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $4,472, price is now $2,630 per person
$2,630
per person
found 14 hours ago
This property is amazing. Food was great, staff was friendly and welcoming. We enjoyed our stay.

Reviewed on Jun 10, 2025

Don't see what you're looking for?
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Grassy 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

9.8/10 Exceptional! (39 reviews)

Dec 29 - Jan 2

4 night stay

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

United • FirstClass

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

American Airlines • FirstClass
Price was $4,371, price is now $2,802 per person
$2,802
per person
found 1 day ago
The Key West Hotel
2.5-star property

The Key West Hotel

9.2/10 Wonderful! (498 reviews)

Dec 29 - Jan 4

6 night stay

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

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $5,614, price is now $3,731 per person
$3,731
per person
found 13 hours 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

Fox Private Resort-Near Downtown & Beach
3.5-star property

Fox Private Resort-Near Downtown & Beach

No reviews

Dec 27 - Dec 30

3 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Non-stop • FirstClass

Miami (MIA) to Boston (BOS)

Delta • Non-stop • FirstClass
Save 100% on your flight
Price was $10,149, price is now $6,757 per person
$6,757
per person
found 14 hours ago
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See all available trips from Newark Liberty Intl. Airport to Grassy Key
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Grassy Key

If you are looking for discount prices on flights to Grassy Key then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Grassy Key flights easy and affordable.

Booking Made Easy

With Orbitz’s Display Matrix, booking flights to Grassy Key is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect Grassy Key flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Grassy Key has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Grassy Key flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Grassy Key, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Grassy Key flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

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 $59 and $130 for a return trip to Grassy Key. Tickets one-way originating from New York (LGA) sank as low as just $32 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.