Cheap Flights to Monroe County from $78 (2026/2027)

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Key West

Flights
Key West

How Much Does it Cost To Fly To Monroe County?

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

Wed, Dec 9 - Thu, Dec 10
PHL
Philadelphia Intl.
MIA
Miami Intl.
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Philadelphia Intl. to Miami Intl., returning Thu, Dec 10, priced at $117 found 15 hours ago
Sat, Oct 31 - Tue, Nov 3
LAX
Los Angeles Intl.
MIA
Miami Intl.
$180 Roundtrip, found 1 hour ago
$180
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Oct 31 from Los Angeles Intl. to Miami Intl., returning Tue, Nov 3, priced at $180 found 1 hour ago
Tue, Oct 27 - Sun, Nov 1
SFO
San Francisco Intl.
MIA
Miami Intl.
$280 Roundtrip, found 5 hours ago
$280
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Oct 27 from San Francisco Intl. to Miami Intl., returning Sun, Nov 1, priced at $280 found 5 hours ago
Wed, Oct 28 - Tue, Nov 3
SFO
San Francisco Intl.
MIA
Miami Intl.
$359 Roundtrip, just found
$359
Roundtrip
just found
Select United flight, departing Wed, Oct 28 from San Francisco Intl. to Miami Intl., returning Tue, Nov 3, priced at $359 just found
Wed, Oct 28 - Tue, Nov 3
SFO
San Francisco Intl.
MIA
Miami Intl.
$359 Roundtrip, just found
$359
Roundtrip
just found
Select American Airlines flight, departing Wed, Oct 28 from San Francisco Intl. to Miami Intl., returning Tue, Nov 3, priced at $359 just found
Mon, Jan 25 - Tue, Feb 2
SFO
San Francisco Intl.
MIA
Miami Intl.
$363 Roundtrip, found 3 hours ago
$363
Roundtrip
found 3 hours ago
Select Alaska Airlines flight, departing Mon, Jan 25 from San Francisco Intl. to Miami Intl., returning Tue, Feb 2, priced at $363 found 3 hours ago
Sat, Nov 14 - Fri, Nov 20
LAX
Los Angeles Intl.
MIA
Miami Intl.
$377 Roundtrip, found 7 hours ago
$377
Roundtrip
found 7 hours ago
Select Delta flight, departing Sat, Nov 14 from Los Angeles Intl. to Miami Intl., returning Fri, Nov 20, priced at $377 found 7 hours ago
Tue, Feb 23 - Thu, Feb 25
SFO
San Francisco Intl.
MIA
Miami Intl.
$379 Roundtrip, found 3 hours ago
$379
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Tue, Feb 23 from San Francisco Intl. to Miami Intl., returning Thu, Feb 25, priced at $379 found 3 hours ago
Tue, Dec 1 - Sat, Dec 5
LAX
Los Angeles Intl.
EYW
Key West Intl.
$380 Roundtrip, found 3 days ago
$380
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Dec 1 from Los Angeles Intl. to Key West Intl., returning Sat, Dec 5, priced at $380 found 3 days ago
OriginDestinationTravel DatesFlights From*
PIEKey WestOctober 17 to October 21$86
TPAMiamiOctober 31 to November 7$107
PHLMiamiDecember 9 to December 10$117
BOSMiamiOctober 27 to October 28$161
LGAMiamiNovember 11 to November 16$179
EWRMiamiNovember 10 to November 15$200
DTWMiamiOctober 26 to October 30$209
ORDKey WestDecember 4 to December 7$313
JFKKey WestDecember 7 to December 16$335
EWRKey WestOctober 27 to October 31$344
BWIKey WestDecember 5 to December 9$349
ATLKey WestDecember 22 to December 26$349
BOSKey WestOctober 18 to October 22$372
PHLKey WestDecember 12 to December 15$493
CLTKey WestJanuary 9 to January 12$526
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
ATLMiamiOctober 10 to October 16$157
TPAMiamiOctober 10 to October 13$234
CLTMiamiOctober 9 to October 12$256
DTWMiamiOctober 10 to October 15$368
PHLMiamiOctober 9 to October 11$378
EWRMiamiOctober 10 to October 17$382
BWIKey WestOctober 11 to October 18$434
EWRKey WestOctober 10 to October 17$439
EWRKey WestOctober 10 to October 17$439
BOSKey WestOctober 9 to October 16$469
ORDKey WestOctober 9 to October 16$498
BOSMiamiOctober 10 to October 11$568
ATLKey WestOctober 10 to October 17$637
CLTKey WestOctober 10 to October 18$660
DTWKey WestOctober 10 to October 11$735
*Prices include taxes and fees

Best Monroe County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Barcelona Studios Guesthouse
2.0-star property

Barcelona Studios Guesthouse

Nov 9 - Nov 13

4 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $822, price is now $445 per person
$445
per person
found 1 day ago
Ithaca Hotel
3.0-star property

Ithaca Hotel

Oct 8 - Oct 11

3 night stay

Detroit (DTW) to Miami (MIA)

Delta • Coach

Miami (MIA) to Detroit (DTW)

Frontier Airlines • Coach
Price was $3,306, price is now $1,027 per person
$1,027
per person
found 13 hours ago
The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

Nov 12 - Nov 17

5 night stay

Boston (BOS) to Miami (MIA)

Allegiant Air • Coach

Miami (MIA) to Boston (BOS)

Delta • Coach
Price was $19,016, price is now $9,499 per person
$9,499
per person
found 22 hours ago
Don't see what you're looking for?
See all available trips from Boston to Monroe County
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Travelers ❤️ These Monroe County 🏨

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Florida Keys Brewing Co. and Lorelei Restaurant & Cabana Bar are located nearby.
Opens in a new windowCheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.
9.2/10 Wonderful! (1,789 reviews)
"Breakfast was excellent and the view and private beach was amazing"

Reviewed on Oct 2, 2026

Opens in a new windowChesapeake Beach Resort
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8.6/10 Excellent! (2,704 reviews)
"Bar service was good. No Hot tub at main pool. Did have one on property next door. Easy access but a little bit of a drive to Deval street."

Reviewed on Oct 1, 2026

Opens in a new windowBlue Flamingo Resort Key West
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Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Opens in a new windowSouthernmost Beach Resort and Guesthouses
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Monroe County?
A roundtrip flight to Monroe County cost as little as $86 in the last seven days. Once you've chosen your travel dates, we'll help you grab an amazing deal. This price was available on Travelocity for flights to Monroe County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Monroe County?
Be sure to leave December clear in your calendar, because it's the cheapest month to head to Monroe County. That's based on Travelocity's direct flight demand from January to December last year. With more money in your wallet, you can go on a shopping binge, go to a concert or whatever else you like!
How can I check my flight status to Monroe County?
There are a few ways you can check the status of your flight. You'll find all the necessary info in our "Trips" portal, which is located at the top right of our homepage. Sign in or create a new account in seconds — you can then view and make changes to your bookings whenever you want to. For those on the move, the Travelocity app can also help you check the status of your flight to Monroe County, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Monroe County?
It pays to book in advance, and if you can, avoid traveling during high season. Another smart way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. This will reveal ticket prices for surrounding days. In the last seven days, the lowest price for a roundtrip flight to Monroe County was $86. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Monroe County with Travelocity?
Search for cheap flights to Monroe County with Travelocity and begin arranging your next getaway. With round-the-clock customer support during every stage of your trip and a Price Match Guarantee, we take the worry out of reserving cheap family flights, hotels, experiences and more. Bag a fantastic deal today and brace yourself for an epic adventure.
What are the most popular flight routes to Monroe County?
Browse through these major flight routes to Monroe County and start planning your next big adventure:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Key West Intl. Airport (EYW) - 849 flights a month.
  • Miami, FL (MIA-Miami Intl.) to Key West Intl. Airport (EYW) - 637 flights a month.
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Key West Intl. Airport (EYW) - 442 flights a month.

How much is a flight to Monroe County on average?
Travelers have found roundtrip flights to Monroe County for between $86 and $735 with Travelocity in the last seven days. Whether you're planning to fly economy or business class, we'll help you get a fabulous deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Monroe County?
Take a look at these main routes to get an idea on how long you'll be in your seat during a direct flight to Monroe County:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Key West Intl. Airport (EYW) - 1 hour and 45 minutes
  • Miami, FL (MIA-Miami Intl.) to Key West Intl. Airport (EYW) - 48 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Key West Intl. Airport (EYW) - 2 hours and 5 minutes

What can I expect on a flight to Monroe County?
This mostly depends on where you're flying from and which airline you go with. You'll likely find all types of flights to Monroe County, from business fares to cheap flights for family vacations. If a flight is classed as long haul, the airline will usually offer meals and drinks, a range of entertainment programs as well as games to amuse the kids.

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