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.

Thu, Feb 19 - Sun, Feb 22
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$58 Roundtrip, found 5 hours ago
$58
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Raleigh - Durham Intl. to Miami Intl., returning Sun, Feb 22, priced at $58 found 5 hours ago
Mon, Jan 19 - Thu, Jan 22
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, Jan 19 from Raleigh - Durham Intl. to Miami Intl., returning Thu, Jan 22, priced at $59 found 1 day ago
Thu, Feb 26 - Sun, Mar 1
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$70 Roundtrip, found 3 hours ago
$70
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Raleigh - Durham Intl. to Miami Intl., returning Sun, Mar 1, priced at $70 found 3 hours ago
Thu, Jan 1 - Fri, Feb 6
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$73 Roundtrip, found 6 days ago
$73
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Jan 1 from Raleigh - Durham Intl. to Miami Intl., returning Fri, Feb 6, priced at $73 found 6 days ago
Thu, Jan 15 - Mon, Jan 26
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Jan 15 from Orlando Intl. to Key West Intl., returning Mon, Jan 26, priced at $102 found 3 hours ago
Sat, Feb 7 - Tue, Feb 10
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$109 Roundtrip, found 15 hours ago
$109
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Sat, Feb 7 from Raleigh - Durham Intl. to Miami Intl., returning Tue, Feb 10, priced at $109 found 15 hours ago
Sun, Apr 5 - Thu, Apr 9
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, found 9 hours ago
$110
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Sun, Apr 5 from Tampa Intl. to Key West Intl., returning Thu, Apr 9, priced at $110 found 9 hours ago
Wed, Jan 28 - Tue, Feb 10
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$117 Roundtrip, found 3 days ago
$117
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jan 28 from Raleigh - Durham Intl. to Miami Intl., returning Tue, Feb 10, priced at $117 found 3 days ago
Wed, Feb 25 - Sat, Feb 28
TPA
Tampa Intl.
MIA
Miami Intl.
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Feb 25 from Tampa Intl. to Miami Intl., returning Sat, Feb 28, priced at $128 found 2 days ago
Sat, Jan 24 - Sat, Jan 31
MCO
Orlando Intl.
MIA
Miami Intl.
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jan 24 from Orlando Intl. to Miami Intl., returning Sat, Jan 31, priced at $128 found 1 day ago

Grassy Key Flight Information

Traveling To
Grassy Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, Breeze Airways, Delta, Spirit Airlines, 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.
Creekside Inn
2.5-star property

Creekside Inn

Feb 20 - Feb 24

4 night stay

Detroit (DTW) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,216, price is now $518 per person
$518
per person
found 1 day ago
Pelican Hotel
4.0-star property

Pelican Hotel

Feb 1 - Feb 7

6 night stay

Detroit (DTW) to Miami (MIA)

Spirit Airlines • Non-stop roundtrip • Coach
Price was $1,597, price is now $736 per person
$736
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

Feb 20 - Feb 23

3 night stay

Detroit (DTW) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $2,080, price is now $961 per person
$961
per person
found 1 day ago
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See all available trips from Detroit to Grassy Key
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Grassy Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Solé Miami, A Noble House Resort
4.0-star property

Solé Miami, A Noble House Resort

8.4/10 Very Good! (1,935 reviews)

Feb 19 - Feb 24

5 night stay

Detroit (DTW) to Miami (MIA)

Spirit Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,820, price is now $919 per person
$919
per person
found 10 hours ago
Everything was just great.

Reviewed on Dec 27, 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 19 - Feb 24

5 night stay

Detroit (DTW) to Miami (MIA)

Spirit Airlines • Roundtrip • PremiumEconomy
Price was $22,570, price is now $10,649 per person
$10,649
per person
found 10 hours ago
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)

Feb 11 - Feb 15

4 night stay

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

Delta • Non-stop • PremiumEconomy

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

United • Non-stop • PremiumEconomy
Price was $3,290, price is now $1,685 per person
$1,685
per person
found 1 day ago
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 Penguin Hotel
3.5-star property

The Penguin Hotel

8.2/10 Very Good! (1,491 reviews)

Feb 5 - Feb 8

3 night stay

New York (LGA) to Miami (MIA)

Spirit Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,147, price is now $721 per person
$721
per person
found 1 day ago
Great place and great time

Reviewed on Nov 10, 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 18

5 night stay

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

Spirit Airlines • Roundtrip • FirstClass
Price was $23,845, price is now $11,580 per person
$11,580
per person
found 9 hours ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,365 reviews)

Feb 13 - Feb 18

5 night stay

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

Spirit Airlines • Roundtrip • FirstClass
Save 100% on your flight
Price was $5,813, price is now $3,391 per person
$3,391
per person
found 9 hours 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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Grassy Key

Orbitz makes it easy for you to find cheap prices for flights to Grassy Key. When you search for your tickets on Orbitz, you don’t have to look any further for the best Grassy Key flights available ever again.

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Orbitz understands that your travel plans may change. That’s why we make it simple to cancel your ticket for Grassy Key flights if necessary. All you have to do is contact the Orbitz Customer Service department to adjust your travel plans after booking. When you’re ready book your trip, just do a fresh search for the perfect flights to Grassy Key again.

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Low Prices for Grassy Key Flights

Orbitz has the scoop on cheap tickets and bargain airfare for flights to Grassy Key. You can research the best flights for your trip and make your reservations all on our website with the confidence that you’re getting a great price.

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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 $58 and $128 for a return trip to Grassy Key. Tickets one-way originating from Raleigh (RDU) 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.