Cheap flights To Dredgers Key (EYW) from $42

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Cheap Flights to Dredgers Key from $42 One Way, $82 Round Trip

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

Sun, Aug 23 - Fri, Aug 28
TPA
Tampa Intl.
EYW
Key West Intl.
$82 Roundtrip, found 23 hours ago
$82
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Sun, Aug 23 from Tampa Intl. to Key West Intl., returning Fri, Aug 28, priced at $82 found 23 hours ago
Mon, Jun 1 - Fri, Jun 5
MCO
Orlando Intl.
EYW
Key West Intl.
$101 Roundtrip, found 1 day ago
$101
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jun 1 from Orlando Intl. to Key West Intl., returning Fri, Jun 5, priced at $101 found 1 day ago
Tue, Aug 25 - Thu, Aug 27
ORF
Norfolk Intl.
EYW
Key West Intl.
$141 Roundtrip, found 3 days ago
$141
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Aug 25 from Norfolk Intl. to Key West Intl., returning Thu, Aug 27, priced at $141 found 3 days ago
Mon, Aug 24 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Aug 24 from Raleigh - Durham Intl. to Key West Intl., returning Wed, Sep 2, priced at $147 found 2 days ago
Mon, Aug 31 - Wed, Sep 2
BDL
Bradley Intl.
EYW
Key West Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Aug 31 from Bradley Intl. to Key West Intl., returning Wed, Sep 2, priced at $160 found 1 day ago
Sun, May 31 - Thu, Jun 4
BOS
Logan Intl.
EYW
Key West Intl.
$201 Roundtrip, found 4 days ago
$201
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sun, May 31 from Logan Intl. to Key West Intl., returning Thu, Jun 4, priced at $201 found 4 days ago
Sun, May 31 - Thu, Jun 4
PVD
T.F. Green
EYW
Key West Intl.
$213 Roundtrip, found 2 days ago
$213
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 31 from T.F. Green to Key West Intl., returning Thu, Jun 4, priced at $213 found 2 days ago
Sat, Aug 8 - Sat, Aug 15
DCA
Ronald Reagan Washington National
EYW
Key West Intl.
$289 Roundtrip, found 12 hours ago
$289
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Sat, Aug 8 from Ronald Reagan Washington National to Key West Intl., returning Sat, Aug 15, priced at $289 found 12 hours ago
Sat, Jul 25 - Wed, Jul 29
IND
Indianapolis Intl.
EYW
Key West Intl.
$299 Roundtrip, just found
$299
Roundtrip
just found
Select American Airlines flight, departing Sat, Jul 25 from Indianapolis Intl. to Key West Intl., returning Wed, Jul 29, priced at $299 just found
Mon, Aug 24 - Sat, Aug 29
IAH
George Bush Intercontinental
EYW
Key West Intl.
$300 Roundtrip, found 2 hours ago
$300
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Mon, Aug 24 from George Bush Intercontinental to Key West Intl., returning Sat, Aug 29, priced at $300 found 2 hours ago

Dredgers Key Flight Information

Traveling To
Dredgers Key
Destination Airport IATA Code
EYW
Number of Airlines Serving
Airlines
Breeze Airways, American Airlines
Flight Price
$82
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Dredgers Key economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
4.0-star property

The Perry Hotel & Marina Key West

Jul 3 - Jul 8

5 night stay

Hartford (BDL) to Key West (EYW)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,303, price is now $941 per person
$941
per person
found 1 day ago
Hyatt Vacation Club at Windward Pointe, Key West
3.5-star property

Hyatt Vacation Club at Windward Pointe, Key West

Jun 18 - Jun 23

5 night stay

Hartford (BDL) to Key West (EYW)

United • Roundtrip • Coach
Save 100% on your flight
Price was $1,718, price is now $1,162 per person
$1,162
per person
found 1 day ago
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
3.0-star property

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

Jun 10 - Jun 15

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,421, price is now $1,780 per person
$1,780
per person
found 8 hours ago
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See all available trips from Hartford to Dredgers Key
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Dredgers Key first class flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
3.5-star property

Hyatt Vacation Club at Windward Pointe, Key West

9.4/10 Exceptional! (1,066 reviews)

Jun 10 - Jun 15

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,340, price is now $1,702 per person
$1,702
per person
found 8 hours ago
I booked thought Orbitz and paid for it months ago, when I checked in the girl at the counter wanted to change me again and I had to show her my itinerary and she straightened it all out and I paid her the remaining $280 owed, when I checked out the girl behind the counter said I still owed the $280 ??? I didn't pay it and left, I gave it only a 3 rating not only because of this but 2 other issues, #1 is there is no light that you can turn on when you enter the guest bedroom, you have to walk all the way to the back wall and fumble around in the dark to find a light switch at the bottom of a lamb, then when you leave you had better left the door open so you don't have to walking out in the dark, I could tell it's been this way for a long time and nobody has taken the time to fix it, #2 the toilet seat in the guest bathroom is so loose it's about to fall off and again I can tell it's been that way for a long time and nobody has taken the time to fix it, other than that me 'ENJOYED' your stay

Reviewed on Apr 26, 2026

The Gardens Hotel
4.0-star property

The Gardens Hotel

9.8/10 Exceptional! (1,003 reviews)

Jun 16 - Jun 23

7 night stay

New York (NYC) to Key West (EYW)

United • Roundtrip • FirstClass
Price was $3,075, price is now $2,265 per person
$2,265
per person
found 1 day ago
Paradise in paradise. Truly beautiful grounds, very special place.

Reviewed on Sep 25, 2025

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
3.0-star property

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

10/10 Exceptional! (1 review)

Jun 16 - Jun 23

7 night stay

New York (NYC) to Key West (EYW)

United • Roundtrip • FirstClass
Save 100% on your flight
Price was $5,457, price is now $4,115 per person
$4,115
per person
found 1 day ago
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See all available trips from Boston to Dredgers Key
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Dredgers Key

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

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Low Prices for Dredgers Key Flights

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Frequently asked questions

Which airlines fly to Dredgers Key?
With 20 airlines operating at Key West Intl. Airport (EYW), you'll be escaping to this exciting destination before long. Ticket prices will depend on the location you're journeying from and when you're heading off. You'll no doubt land an amazing deal to Dredgers Key from one of these leading domestic carriers:

  • American Airlines - 118 flights to Dredgers Key per month
  • Silver Airways - 57 flights to Dredgers Key per month
  • Delta - 45 flights to Dredgers Key per month

What is the best airport to fly to in Dredgers Key?
Key West Intl. Airport (EYW). It's the city's main terminal and is located around 2 miles southeast of the downtown area. You'll be unpacking your belongings and discovering Dredgers Key not long after landing.
How much is a flight to Dredgers Key?
Prices for round-trip flights to Dredgers Key this week fluctuated between $82 and $300. If you were flying one-way from Tampa (TPA), you could have scored tickets from as low as $42.
How to book the cheapest flight to Dredgers Key?
Picking up cheap flights to Dredgers Key is as simple as booking your ticket with Orbitz. But if you want to make sure you're grabbing the best flight deals around, here are some suggestions your budget will love:

  • Consider departing from or arriving at other airports to cut costs. Enter your preferred departure and arrival points in the form fields, then select the 'Nearby airports' function below. It will list your options, if any.
  • If your plans aren't etched in stone, click on the 'Show flexible dates' option to see the flight deals for a range of departure dates. Go with any suitable cheaper fare you find.
  • You can also hit the 'Show options' function to filter results for your preferred carrier, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you want to fly.
  • The early bird catches the biggest savings, so book as soon as you know your travel dates. The cheapest airfares sell out first and prices generally climb as the departure date gets closer.
  • Think about bundling your hotels, flights and car rentals with Orbitz to save money.
  • Flying during peak season means expensive airfares. Try to travel outside of popular dates, such as Easter, Thanksgiving and school breaks.

How long is a flight to Dredgers Key?
The U.S. Is big, so that depends on your point of departure. To make life a little easier, we've chosen some of the most popular routes to Dredgers Key and found their average flight times:

  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Key West Intl. Airport (EYW) - 2 hours and 5 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Key West Intl. Airport (EYW) - 1 hour and 49 minutes
  • Miami, FL (MIA-Miami Intl.) to Key West Intl. Airport (EYW) - 59 minutes

What is the best time to book a flight to Dredgers Key?
Catch a bargain and book your seats to Dredgers Key in January. If you've missed this month, you're still in luck. February and August often have low airfares as well. Just be careful you don't sleep on a sale — cheap flights emerge and disappear in the click of a button!
What day of the week is the cheapest to book a flight to Dredgers Key?
If you're after inexpensive airfares to Dredgers Key, the best days to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and some good timing!), an unbeatable flight deal will be all yours.
What is the cheapest day of the week to fly to Dredgers Key?
Based on Orbitz data from 2020, Monday is generally the best day for cheap flights to Dredgers Key. Tuesday also has more affordable fares, whereas Saturday has the highest ticket rates. Although leaving at the weekend may be easier to organize, you'll have more money in your pocket to play with if you set off earlier in the week.
What is the cheapest month to fly to Dredgers Key?
If you have some flexibility with your travel dates, consider departing during August. Orbitz data has found that this is generally the best month to travel if you're looking for cheap flights to Dredgers Key. As you might expect, fares get pricier in the busy month of June and flights sell out quickly.
Which airlines allow free cancellation?
Flexibility is more important than ever, that's why Orbitz lets you search for carriers that won't slap on fees for making amendments. Add your departure and arrival destinations, then select "Filter by flexible change policies." We'll show you options that include free cancellation within 24 hours of booking and no change fees.
What do I need for the flight to Dredgers Key?
There's nothing more exciting than flying off on vacation, but it pays to be prepared. This list of practical tips will help get your journey off to a flying start:

  • Before you take your seat on the plane, you'll need to show a valid form of government ID, 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.
  • Take some activities to keep you busy on your trip to Dredgers Key. Books and electronic gadgets like tablets and e-readers will do the trick. Remember to take a refillable water bottle too. Even on a short flight, it's important to stay hydrated.
  • No matter the weather outside, plane cabins can get chilly. Take a light jacket on board to keep yourself warm and toasty.

How many direct flights are there to Dredgers Key?
Dredgers Key has around 49 direct flights every month, so you have loads of options to select from. Say goodbye to stopovers and travel nonstop with American Airlines, Silver Airways or Delta Air Lines.
How do I get cheap first-class/business deals to Dredgers Key?
If you think a business or first-class ticket is way out of your reach, you may want to think again. Here are some practical tips to help you pick up a premium flight to Dredgers Key for a whole lot less:

  • Be flexible with your travel dates and hold out for big sales on business or first-class airfares.
  • Low-cost airlines offer business-class seating at a fraction of the usual price. Skip the full-service carriers and check out these cheaper options.
  • Bid for an upgrade in online auctions or upgrade your fare with points earned through loyalty programs.

How to get into Dredgers Key from the airport?
If you want to travel by road into Dredgers Key, there are multiple car rental offices at Key West Intl. Airport (EYW). Options include Budget, Thrifty Car Rental and Dollar. Choose a Key West Intl. Airport (EYW) car rental, grab the keys and you'll be off on your break in no time. The town center is 2 miles northwest of the airport so you could also take a taxi or public transportation into town and rent your wheels from Dredgers Key car rentals instead.

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.