Cheap flights To Grassy Key (MIA) from $29

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Cheap Flights to Grassy Key from $29 One Way, $79 Round Trip

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

Sun, Apr 12 - Tue, Apr 21
LGA
LaGuardia
MIA
Miami Intl.
$79 Roundtrip, just found
$79
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Apr 12 from LaGuardia to Miami Intl., returning Tue, Apr 21, priced at $79 just found
Thu, Apr 9 - Thu, Apr 23
LGA
LaGuardia
MIA
Miami Intl.
$84 Roundtrip, found 9 hours ago
$84
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Thu, Apr 9 from LaGuardia to Miami Intl., returning Thu, Apr 23, priced at $84 found 9 hours ago
Mon, Apr 13 - Tue, Apr 21
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Apr 13 from Newark Liberty Intl. Airport to Miami Intl., returning Tue, Apr 21, priced at $87 just found
Tue, Apr 14 - Thu, Apr 16
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$94 Roundtrip, just found
$94
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Apr 14 from Newark Liberty Intl. Airport to Miami Intl., returning Thu, Apr 16, priced at $94 just found
Sun, Apr 12 - Sat, Apr 18
LGA
LaGuardia
MIA
Miami Intl.
$111 Roundtrip, just found
$111
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, Apr 12 from LaGuardia to Miami Intl., returning Sat, Apr 18, priced at $111 just found
Mon, Apr 13 - Fri, Apr 24
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Apr 13 from John F. Kennedy Intl. to Miami Intl., returning Fri, Apr 24, priced at $117 found 1 day ago
Tue, May 5 - Wed, May 6
LGA
LaGuardia
MIA
Miami Intl.
$151 Roundtrip, found 21 hours ago
$151
Roundtrip
found 21 hours ago
Select Southwest Airlines flight, departing Tue, May 5 from LaGuardia to Miami Intl., returning Wed, May 6, priced at $151 found 21 hours ago
Sun, Apr 26 - Sat, May 2
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$177 Roundtrip, found 1 hour ago
$177
Roundtrip
found 1 hour ago
Select Delta flight, departing Sun, Apr 26 from John F. Kennedy Intl. to Miami Intl., returning Sat, May 2, priced at $177 found 1 hour ago
Sat, Apr 25 - Tue, Apr 28
LGA
LaGuardia
MIA
Miami Intl.
$177 Roundtrip, just found
$177
Roundtrip
just found
Select American Airlines flight, departing Sat, Apr 25 from LaGuardia to Miami Intl., returning Tue, Apr 28, priced at $177 just found
Sat, May 9 - Mon, May 11
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$233 Roundtrip, found 2 hours ago
$233
Roundtrip
found 2 hours ago
Select United flight, departing Sat, May 9 from Newark Liberty Intl. Airport to Miami Intl., returning Mon, May 11, priced at $233 found 2 hours ago

Grassy Key Flight Information

Traveling To
Grassy Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, United, Delta, American Airlines, Southwest Airlines
Flight Price
$79
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.
Creekside Inn
2.5-star property

Creekside Inn

Apr 26 - May 2

6 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Coach

Miami (MIA) to Boston (BOS)

Frontier Airlines • Coach
Price was $1,901, price is now $803 per person
$803
per person
found 1 day ago
Villas At Hawks Cay Resort
4.0-star property

Villas At Hawks Cay Resort

Apr 29 - May 6

7 night stay

Boston (BOS) to Miami (MIA)

Delta • Coach

Miami (MIA) to Boston (BOS)

Frontier Airlines • Coach
Save 100% on your flight
Price was $3,246, price is now $2,015 per person
$2,015
per person
found 5 hours ago
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Grassy Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

9.2/10 Wonderful! (1,194 reviews)

May 15 - May 21

6 night stay

New York (NYC) to Key West (EYW)

United • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,382, price is now $1,634 per person
$1,634
per person
just found
The room was clean and location was great

Reviewed on Feb 22, 2026

The Key West Hotel
2.5-star property

The Key West Hotel

9.2/10 Wonderful! (536 reviews)

May 15 - May 21

6 night stay

New York (NYC) to Key West (EYW)

United • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $5,192, price is now $3,011 per person
$3,011
per person
just found
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

Hyatt Vacation Club at Windward Pointe, Key West
3.5-star property

Hyatt Vacation Club at Windward Pointe, Key West

9.4/10 Exceptional! (1,020 reviews)

May 15 - May 21

6 night stay

New York (NYC) to Key West (EYW)

United • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,525, price is now $1,705 per person
$1,705
per person
just found
Staff was fantastic, room and grounds very clean and well kept.

Reviewed on Feb 12, 2026

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Grassy Key first class flight packages

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

Creekside Inn

7.8/10 Good! (1,027 reviews)

May 4 - May 7

3 night stay

Chicago (ORD) to Miami (MIA)

Delta • Non-stop • FirstClass

Miami (MIA) to Chicago (ORD)

United • Non-stop • FirstClass
Price was $1,578, price is now $1,062 per person
$1,062
per person
just found
Leaving a review to let Travellers know that this place deserves a better rating and reviews than what some Travellers have left. We had a great stay! The property is older and could use some upgrades but it was exactly suited for our stay. Property is right on a canal where you can see Tarpon, Manatees and other fish, if you have a boat you can dock right there. Our stay was quiet and peaceful and housekeeping took care of any needs we had. Its within walking distance of a few restaurants, dive shop, bait shop, snorkel tour. I would recommend Lido73, Mar Bar and Old Tavernier restaurants all within walking distance. Just know it not the 4 seasons just and older property that will suit your needs. I would definitely come stay again.

Reviewed on Mar 22, 2026

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,464 reviews)

May 1 - May 4

3 night stay

New York (JFK) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $12,888, price is now $8,972 per person
$8,972
per person
found 6 hours ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

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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 $79 and $233 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.