Cheap flights To Grassy Key (MIA) from $39

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Cheap Flights to Grassy Key from $39 One Way, $77 Round Trip

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

Wed, May 28 - Thu, May 29
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$77 Roundtrip, just found
$77
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, May 28 from Newark Liberty Intl. Airport to Miami Intl., returning Thu, May 29, priced at $77 just found
Fri, Jul 18 - Fri, Jul 25
TPA
Tampa Intl.
EYW
Key West Intl.
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select United flight, departing Fri, Jul 18 from Tampa Intl. to Key West Intl., returning Fri, Jul 25, priced at $87 found 1 day ago
Tue, May 27 - Fri, May 30
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, May 27 from Newark Liberty Intl. Airport to Miami Intl., returning Fri, May 30, priced at $88 just found
Thu, May 22 - Thu, May 29
BOS
Logan Intl.
MIA
Miami Intl.
$89 Roundtrip, just found
$89
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, May 22 from Logan Intl. to Miami Intl., returning Thu, May 29, priced at $89 just found
Sat, May 3 - Thu, May 15
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$89 Roundtrip, found 4 days ago
$89
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, May 3 from Newark Liberty Intl. Airport to Miami Intl., returning Thu, May 15, priced at $89 found 4 days ago
Sun, May 25 - Thu, May 29
BOS
Logan Intl.
MIA
Miami Intl.
$93 Roundtrip, found 4 hours ago
$93
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sun, May 25 from Logan Intl. to Miami Intl., returning Thu, May 29, priced at $93 found 4 hours ago
Thu, May 29 - Thu, Jun 5
BOS
Logan Intl.
MIA
Miami Intl.
$93 Roundtrip, found 3 hours ago
$93
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Thu, May 29 from Logan Intl. to Miami Intl., returning Thu, Jun 5, priced at $93 found 3 hours ago
Mon, Jun 16 - Fri, Jun 20
TPA
Tampa Intl.
EYW
Key West Intl.
$96 Roundtrip, found 13 hours ago
$96
Roundtrip
found 13 hours ago
Select United flight, departing Mon, Jun 16 from Tampa Intl. to Key West Intl., returning Fri, Jun 20, priced at $96 found 13 hours ago
Sat, May 17 - Fri, May 30
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 17 from Newark Liberty Intl. Airport to Miami Intl., returning Fri, May 30, priced at $98 just found
Mon, Sep 22 - Thu, Sep 25
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Mon, Sep 22 from Orlando Intl. to Key West Intl., returning Thu, Sep 25, priced at $102 found 1 hour ago

Grassy Key Flight Information

Traveling To
Grassy Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Spirit Airlines, United, Breeze Airways
Flight Price
$77
Earliest Departing Flight
Latest Departing Flight

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Grassy Key economy flight packages

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

Creekside Inn Islamorada

Jun 2 - Jun 4

2 night stay

Boston (BOS) to Miami (MIA)

United • Non-stop roundtrip • Coach
per person
found 13 hours ago
Broadmore Miami Beach
3.5-star property

Broadmore Miami Beach

Jun 25 - Jun 29

4 night stay

Boston (BOS) to Miami (MIA)

JetBlue Airways • Coach

Miami (MIA) to Boston (BOS)

United • Coach
per person
found 1 day ago
Amara Cay Resort
4.0-star property

Amara Cay Resort

Jun 2 - Jun 8

6 night stay

Boston (BOS) to Miami (MIA)

United • Non-stop • Coach

Miami (MIA) to Boston (BOS)

Spirit Airlines • Non-stop • Coach
Save 100% on your flight
per person
found 2 days ago
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Grassy Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
President Villa
3.5-star property

President Villa

8.2/10 Very Good! (1,002 reviews)

Jun 12 - Jun 19

7 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
Although we didn't take advantage of it enough the hotel served breakfast every morning. Front desk staff awesome and very accommodating. A few times we had minor issues in our room and front desk staff would have maintenance up to our room in a matter of minutes. Minor drawback. A lot of hotel staff seemed not to know how to speak english well but front desk would let maintenance know the exact problem we were having and when they would arrive to our room we didnt need to talk that much because front desk already gave them the run down. I think hotel is in the best section of south beach. Beach 1 block away and walgreens across the street.

Reviewed on Apr 11, 2025

The Penguin Hotel
3.5-star property

The Penguin Hotel

8/10 Very Good! (1,143 reviews)

Jun 12 - Jun 19

7 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
The property was right on south beach with ocean view.

Reviewed on Feb 25, 2025

Dua Miami, Autograph Collection
4.5-star property

Dua Miami, Autograph Collection

8.4/10 Very Good! (1,002 reviews)

Jun 12 - Jun 19

7 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
Great place to stay!

Reviewed on Jan 6, 2023

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Grassy Key first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Miami Beach
4.0-star property

Hotel Riu Plaza Miami Beach

8/10 Very Good! (1,123 reviews)

Jun 17 - Jun 23

6 night stay

New York (LGA) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
per person
found 1 day ago
What I like about our stay the Riu Miami Beach was that the entire staff of the hotel was friendly, accommodating, helpful and went out of their way for the people staying at their hotel. The hotel was very clean as was our room, and had all the amenities you would want and like.

Reviewed on Jun 30, 2024

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)

Jun 5 - Jun 9

4 night stay

Philadelphia (PHL) to Miami (MIA)

Delta • Non-stop roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
W South Beach
5.0-star property

W South Beach

9.2/10 Wonderful! (1,002 reviews)

Jun 17 - Jun 23

6 night stay

New York (LGA) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
Save 100% on your flight
per person
found 1 day ago
Excellent Hotel! Will return again

Reviewed on Jun 21, 2024

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Grassy Key

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First-Timers

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Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Grassy Key and Grassy Key flights. Get more bang for your travel buck at Orbitz.

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 $77 and $102 for a return trip to Grassy Key. Tickets one-way originating from New York (EWR) sank as low as just $39 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.

Nearby

Flights To

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.