Cheap flights To Grassy Key (MIA) from $41

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Cheap Flights to Grassy Key from $41 One Way, $82 Round Trip

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

Thu, Apr 30 - Wed, May 6
TPA
Tampa Intl.
EYW
Key West Intl.
$82 Roundtrip, just found
$82
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Apr 30 from Tampa Intl. to Key West Intl., returning Wed, May 6, priced at $82 just found
Tue, May 19 - Wed, May 20
TPA
Tampa Intl.
EYW
Key West Intl.
$83 Roundtrip, found 4 hours ago
$83
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Tue, May 19 from Tampa Intl. to Key West Intl., returning Wed, May 20, priced at $83 found 4 hours ago
Mon, May 11 - Tue, May 12
TPA
Tampa Intl.
EYW
Key West Intl.
$88 Roundtrip, found 4 hours ago
$88
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Mon, May 11 from Tampa Intl. to Key West Intl., returning Tue, May 12, priced at $88 found 4 hours ago
Sat, Apr 11 - Sat, Apr 18
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$100 Roundtrip, found 2 hours ago
$100
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sat, Apr 11 from Newark Liberty Intl. Airport to Miami Intl., returning Sat, Apr 18, priced at $100 found 2 hours ago
Wed, Apr 29 - Fri, May 1
MCO
Orlando Intl.
EYW
Key West Intl.
$104 Roundtrip, found 3 hours ago
$104
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Apr 29 from Orlando Intl. to Key West Intl., returning Fri, May 1, priced at $104 found 3 hours ago
Sun, May 3 - Mon, May 4
TPA
Tampa Intl.
MIA
Miami Intl.
$119 Roundtrip, found 2 days ago
$119
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, May 3 from Tampa Intl. to Miami Intl., returning Mon, May 4, priced at $119 found 2 days ago
Wed, Apr 15 - Thu, Apr 16
MCO
Orlando Intl.
MIA
Miami Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Apr 15 from Orlando Intl. to Miami Intl., returning Thu, Apr 16, priced at $139 found 1 day ago
Thu, Apr 23 - Mon, Apr 27
TPA
Tampa Intl.
MIA
Miami Intl.
$140 Roundtrip, found 17 hours ago
$140
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, Apr 23 from Tampa Intl. to Miami Intl., returning Mon, Apr 27, priced at $140 found 17 hours ago
Wed, Apr 15 - Thu, Apr 16
MCO
Orlando Intl.
MIA
Miami Intl.
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Apr 15 from Orlando Intl. to Miami Intl., returning Thu, Apr 16, priced at $148 found 1 day ago
Thu, May 7 - Mon, May 11
MCO
Orlando Intl.
MIA
Miami Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, May 7 from Orlando Intl. to Miami Intl., returning Mon, May 11, priced at $161 found 1 day ago

Grassy Key Flight Information

Traveling To
Grassy Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Breeze Airways, Spirit Airlines, Southwest Airlines, American Airlines, Frontier Airlines, United
Flight Price
$82
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

May 8 - May 11

3 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Coach

Miami (MIA) to Boston (BOS)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,127, price is now $605 per person
$605
per person
found 1 day ago
Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

Apr 30 - May 4

4 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Coach

Miami (MIA) to Boston (BOS)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,749, price is now $924 per person
$924
per person
found 1 day ago
The Penguin Hotel
3.5-star property

The Penguin Hotel

Apr 30 - May 4

4 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Coach

Miami (MIA) to Boston (BOS)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,305, price is now $749 per person
$749
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.
Silver Spray Motel
3.0-star property

Silver Spray Motel

6.8/10 (773 reviews)

May 13 - May 20

7 night stay

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

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,144, price is now $852 per person
$852
per person
found 9 hours ago
The front desk guy is super nice, he is really helpful

Reviewed on May 20, 2024

Faena Hotel Miami Beach
5.0-star property

Faena Hotel Miami Beach

9.2/10 Wonderful! (803 reviews)

May 13 - May 20

7 night stay

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

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $4,317, price is now $3,305 per person
$3,305
per person
found 9 hours ago
Property is beautiful, staff service was great and room was very comfortable and inviting. The Property also has Living Room (speakeasy) and Saxony (club/lounge) which are great. Living Room, in particular, is really elegant and has great music. Wonderful experience.

Reviewed on Sep 3, 2024

Hollywood Beachside Boutique Suites
3.0-star property

Hollywood Beachside Boutique Suites

8.8/10 Excellent! (3,606 reviews)

May 13 - May 20

7 night stay

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

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,302, price is now $998 per person
$998
per person
found 9 hours ago
The front desk employees were simply wonderful! I was able to get into my room a smidge early, and when my flight was delayed, they were gracious to store my carry on bag. The room was just the right size, VERY comfortable bed. Having a mini fridge was great for drinks and leftovers. The shower was hot and everything was spotlessly cleaned! I will definitely rebook!

Reviewed on Feb 11, 2026

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See all available trips from Newark Liberty Intl. Airport to Grassy Key
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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

9.4/10 Exceptional! (140 reviews)

May 16 - May 19

3 night stay

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

United • Roundtrip • FirstClass
Price was $1,819, price is now $1,456 per person
$1,456
per person
found 1 day ago
Hotel Riu Plaza Miami Beach
4.0-star property

Hotel Riu Plaza Miami Beach

8/10 Very Good! (1,165 reviews)

May 7 - May 11

4 night stay

New York (NYC) to Miami (MIA)

American Airlines • Roundtrip • FirstClass
Price was $2,227, price is now $1,726 per person
$1,726
per person
found 1 day ago
The hotel is clean. The staff will greet you but not immediately. The rooms are ok but the beds are small and everything is built for shorter stature people. I am average and the beds and toilet are short! TV's are older. Everything is average and ok.

Reviewed on Jan 19, 2026

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,464 reviews)

May 15 - May 17

2 night stay

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

United • Roundtrip • FirstClass
Price was $2,371, price is now $1,868 per person
$1,868
per person
found 1 day ago
The best hotel I have ever stayed in!

Reviewed on Jan 17, 2026

Don't see what you're looking for?
See all available trips from Newark Liberty Intl. Airport to Grassy Key
View all trips

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 $82 and $161 for a return trip to Grassy Key. Tickets one-way originating from Tampa (TPA) sank as low as just $41 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.