Flights To Monroe County - Cheap Flights Starting at CA $255

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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.

Sat, Sep 5 - Thu, Sep 10
YUL
Pierre Elliott Trudeau Intl.
MIA
Miami Intl.
CA $433 Roundtrip, found 2 hours ago
CA $433
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Sep 5 from Pierre Elliott Trudeau Intl. to Miami Intl., returning Thu, Sep 10, priced at CA $433 found 2 hours ago
Tue, Jan 12 - Tue, Jan 19
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $436 Roundtrip, just found
CA $436
Roundtrip
just found
Select Porter Airlines flight, departing Tue, Jan 12 from Pearson Intl. to Miami Intl., returning Tue, Jan 19, priced at CA $436 just found
Tue, Oct 6 - Tue, Oct 6
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $436 Roundtrip, just found
CA $436
Roundtrip
just found
Select Delta flight, departing Tue, Oct 6 from Pearson Intl. to Miami Intl., returning Tue, Oct 6, priced at CA $436 just found
Tue, Oct 6 - Tue, Oct 6
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $436 Roundtrip, just found
CA $436
Roundtrip
just found
Select United flight, departing Tue, Oct 6 from Pearson Intl. to Miami Intl., returning Tue, Oct 6, priced at CA $436 just found
Tue, Apr 6 - Fri, Apr 16
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $436 Roundtrip, just found
CA $436
Roundtrip
just found
Select Air Canada flight, departing Tue, Apr 6 from Pearson Intl. to Miami Intl., returning Fri, Apr 16, priced at CA $436 just found
Mon, Sep 7 - Fri, Sep 11
YUL
Pierre Elliott Trudeau Intl.
MIA
Miami Intl.
CA $441 Roundtrip, just found
CA $441
Roundtrip
just found
Select Delta flight, departing Mon, Sep 7 from Pierre Elliott Trudeau Intl. to Miami Intl., returning Fri, Sep 11, priced at CA $441 just found
Tue, Dec 29 - Wed, Jan 6
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $443 Roundtrip, just found
CA $443
Roundtrip
just found
Select Porter Airlines flight, departing Tue, Dec 29 from Pearson Intl. to Miami Intl., returning Wed, Jan 6, priced at CA $443 just found
Tue, Nov 24 - Thu, Dec 10
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $445 Roundtrip, found 15 hours ago
CA $445
Roundtrip
found 15 hours ago
Select Air Canada flight, departing Tue, Nov 24 from Pearson Intl. to Miami Intl., returning Thu, Dec 10, priced at CA $445 found 15 hours ago
Mon, Mar 22 - Fri, Mar 26
YOW
Macdonald-Cartier Intl.
MIA
Miami Intl.
CA $495 Roundtrip, found 19 hours ago
CA $495
Roundtrip
found 19 hours ago
Select Air Transat flight, departing Mon, Mar 22 from Macdonald-Cartier Intl. to Miami Intl., returning Fri, Mar 26, priced at CA $495 found 19 hours ago
OriginDestinationTravel datesFlights from*
TPAKey WestAugust 20 to August 26CA $118
DTWMiamiSeptember 1 to September 8CA $238
JFKMiamiAugust 25 to September 15CA $243
ATLMiamiAugust 4 to August 23CA $259
EWRMiamiJuly 29 to August 5CA $337
BOSMiamiAugust 18 to August 22CA $344
BWIMiamiAugust 28 to September 5CA $425
ORDMiamiSeptember 30 to October 3CA $463
DTWKey WestSeptember 10 to September 15CA $489
TPADowntown MiamiOctober 8 to October 11CA $572
CLTMiamiAugust 17 to August 22CA $581
EWRKey WestAugust 6 to August 11CA $594
EWRKey WestAugust 6 to August 11CA $594
PHLMiamiSeptember 2 to September 12CA $654
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKMiamiJuly 11 to July 12CA $571
EWRMiamiJuly 11 to July 12CA $586
BOSMiamiJuly 10 to July 14CA $596
DTWMiamiJuly 11 to July 17CA $605
ATLMiamiJuly 11 to July 19CA $619
ORDMiamiJuly 10 to July 14CA $667
CLTDowntown MiamiJuly 11 to July 18CA $689
TPAMiamiJuly 11 to July 13CA $703
BWIDowntown MiamiJuly 12 to July 15CA $910
PHLMiamiJuly 10 to July 11CA $925
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
MirabileCondoDwntown MIA Brickell w PRKG
5.0-star property

MirabileCondoDwntown MIA Brickell w PRKG

Jul 20 - Jul 22

2 night stay

Toronto (YYZ) to Miami (MIA)

Delta • Non-stop roundtrip • Coach
Price was CA $1,655, price is now CA $862 per person
CA $862
per person
found 1 day ago
The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

Sep 9 - Sep 13

4 night stay

Montreal (YUL) to Miami (MIA)

Air Canada • Coach

Miami (MIA) to Montreal (YUL)

United • Coach
Price was CA $21,189, price is now CA $11,392 per person
CA $11,392
per person
found 14 hours ago
Nobu Hotel Miami Beach
5.0-star property

Nobu Hotel Miami Beach

Jul 27 - Aug 3

7 night stay

Buffalo (BUF) to Miami (MIA)

American Airlines • Non-stop roundtrip • Coach
Price was CA $3,909, price is now CA $2,133 per person
CA $2,133
per person
found 4 hours ago
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Travelers ❤️ These Monroe County 🏨

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
8.6/10 Excellent! (2,331 reviews)
"The room was cleaned the food was good there's no beach a man made beach with dirty water no working elevators"

Reviewed on Jul 7, 2026

Opens in a new windowBeachside Resort & Residences
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 Southernmost Point are located nearby.
8.4/10 Very good! (2,503 reviews)
"Everything was nice and simple. Plenty of activities for kids and adults"

Reviewed on Jul 7, 2026

Opens in a new windowBlue Flamingo Resort Key West
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 beach 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 Southernmost Point and Duval Street are located nearby.
8.8/10 Excellent! (3,431 reviews)
"Had a small but annoying incident at check in. I made the reservation in my sisters name on Expedia [ and I had to pay in full which I found unusual, I made the payment] but she was unable to travel, The clerk would not check me in until Expedia said OK, luuckily we ironed it out"

Reviewed on Jul 7, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Southernmost Point and Duval Street are located nearby.
8/10 Very good! (1,268 reviews)
"Beautiful place to stay everyone and everything was great"

Reviewed on Jul 6, 2026

Opens in a new windowHilton Garden Inn Key West / The Keys Collection
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 CA $118 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 September 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 CA $118. 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 CA $118 and CA $925 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.