Flights To Monroe County - Cheap Flights Starting at CA $256

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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, Jun 10 - Tue, Jun 16
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $439 Roundtrip, found 3 days ago
CA $439
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Jun 10 from Pearson Intl. to Miami Intl., returning Tue, Jun 16, priced at CA $439 found 3 days ago
Wed, Jun 10 - Wed, Jun 10
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $439 Roundtrip, found 3 days ago
CA $439
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jun 10 from Pearson Intl. to Miami Intl., returning Wed, Jun 10, priced at CA $439 found 3 days ago
Sun, Oct 11 - Fri, Oct 16
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $439 Roundtrip, found 1 hour ago
CA $439
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Sun, Oct 11 from Pearson Intl. to Miami Intl., returning Fri, Oct 16, priced at CA $439 found 1 hour ago
Thu, Jul 23 - Sun, Jul 26
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $439 Roundtrip, found 17 hours ago
CA $439
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Thu, Jul 23 from Pearson Intl. to Miami Intl., returning Sun, Jul 26, priced at CA $439 found 17 hours ago
Tue, Sep 22 - Tue, Sep 29
YUL
Pierre Elliott Trudeau Intl.
MIA
Miami Intl.
CA $447 Roundtrip, just found
CA $447
Roundtrip
just found
Select Delta flight, departing Tue, Sep 22 from Pierre Elliott Trudeau Intl. to Miami Intl., returning Tue, Sep 29, priced at CA $447 just found
Sun, Oct 11 - Fri, Oct 16
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $497 Roundtrip, found 1 hour ago
CA $497
Roundtrip
found 1 hour ago
Select Air Transat flight, departing Sun, Oct 11 from Pearson Intl. to Miami Intl., returning Fri, Oct 16, priced at CA $497 found 1 hour ago
Mon, Oct 5 - Wed, Oct 14
YVR
Vancouver Intl.
MIA
Miami Intl.
CA $523 Roundtrip, found 3 hours ago
CA $523
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Mon, Oct 5 from Vancouver Intl. to Miami Intl., returning Wed, Oct 14, priced at CA $523 found 3 hours ago
Wed, Jun 24 - Wed, Jun 24
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $563 Roundtrip, found 6 days ago
CA $563
Roundtrip
found 6 days ago
Select WestJet flight, departing Wed, Jun 24 from Pearson Intl. to Miami Intl., returning Wed, Jun 24, priced at CA $563 found 6 days ago
OriginDestinationTravel datesFlights from*
TPAKey WestAugust 6 to August 10CA $140
DTWMiamiSeptember 1 to September 8CA $216
ATLMiamiJuly 25 to August 5CA $219
JFKMiamiAugust 25 to September 15CA $244
BWIMiamiJuly 28 to August 4CA $271
ORDMiamiJuly 7 to July 14CA $284
EWRMiamiJune 10 to June 17CA $334
BOSMiamiJune 16 to June 23CA $419
CLTDowntown MiamiJuly 22 to July 31CA $476
TPADowntown MiamiJune 10 to July 30CA $520
PHLMiamiJune 9 to June 15CA $605
EWRKey WestJuly 17 to July 26CA $843
EWRKey WestJuly 17 to July 26CA $843
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKMiamiMay 30 to June 4CA $461
DTWMiamiMay 29 to June 5CA $482
EWRMiamiMay 30 to June 4CA $524
ATLDowntown MiamiMay 30 to June 3CA $571
ORDMiamiMay 29 to June 5CA $578
PHLDowntown MiamiMay 31 to June 2CA $754
BOSDowntown MiamiMay 31 to June 4CA $857
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Brickell Bay 3505
3.0-star property

Brickell Bay 3505

Jul 9 - Jul 12

3 night stay

Toronto (YTO) to Miami (MIA)

Flair Airlines • Roundtrip • Coach
Price was CA $1,990, price is now CA $802 per person
CA $802
per person
found 1 day ago
The W - Bayshore Unit 1003
3.0-star property

The W - Bayshore Unit 1003

Jul 9 - Jul 13

4 night stay

Toronto (YTO) to Miami (MIA)

Flair Airlines • Coach

Miami (MIA) to Toronto (YTO)

Porter Airlines • Coach
Price was CA $2,668, price is now CA $940 per person
CA $940
per person
found 1 day ago
Casablanca Miami Beach
3.0-star property

Casablanca Miami Beach

Aug 5 - Aug 12

7 night stay

Toronto (YYZ) to Miami (MIA)

Air Canada • Roundtrip • Coach
Price was CA $13,323, price is now CA $6,000 per person
CA $6,000
per person
found 1 day ago
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Travelers ❤️ These Monroe County 🏨

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.
Opens in a new windowBlue Flamingo Resort Key West
Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
Book a stay at this luxury hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill are located nearby.
9.4/10 Exceptional! (1,447 reviews)
"Excellent hotel with access to the beach and pool. Gus’s Grille is great for breakfast! Complimentary chocolate chip cookie and Prosecco when you check in."

Reviewed on May 26, 2026

Opens in a new windowReefhouse Resort & Marina
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 Duval Street and South Beach are located nearby.
8.8/10 Excellent! (3,334 reviews)
"Pictures online are very deceiving. Nothing like the photos. Most staff were quite rude. Tried getting a drink at the bar by the beach pool and was ignored by staff. The one staff member that acknowledged us told us to move. When we checked in didn't get a welcome packet with resort credit or champagne. ..."

Reviewed on May 25, 2026

Opens in a new windowSouthernmost Beach Resort and Guesthouses
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Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8.8/10 Excellent! (1,805 reviews)
"Enjoyed everything at the hotel it was a marvelous experience"

Reviewed on May 25, 2026

Opens in a new windowMargaritaville Beach House Key West
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 $140 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 June 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 $140. 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 $140 and CA $857 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.