Flights To Monroe County - Cheap Flights Starting at CA $241

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Monroe County's top cities

A beach with palm trees, people sunbathing, and a resort in the background.

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.

Mon, Dec 7 - Fri, Dec 11
YUL
Pierre Elliott Trudeau Intl.
MIA
Miami Intl.
CA $435 Roundtrip, found 3 hours ago
CA $435
Roundtrip
found 3 hours ago
Select Porter Airlines flight, departing Mon, Dec 7 from Pierre Elliott Trudeau Intl. to Miami Intl., returning Fri, Dec 11, priced at CA $435 found 3 hours ago
Tue, Sep 8 - Tue, Sep 15
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $447 Roundtrip, just found
CA $447
Roundtrip
just found
Select Delta flight, departing Tue, Sep 8 from Pearson Intl. to Miami Intl., returning Tue, Sep 15, priced at CA $447 just found
Fri, Sep 11 - Sat, Sep 19
YUL
Pierre Elliott Trudeau Intl.
MIA
Miami Intl.
CA $458 Roundtrip, found 2 hours ago
CA $458
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, Sep 11 from Pierre Elliott Trudeau Intl. to Miami Intl., returning Sat, Sep 19, priced at CA $458 found 2 hours ago
Thu, Nov 26 - Fri, Nov 27
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $469 Roundtrip, just found
CA $469
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Nov 26 from Pearson Intl. to Miami Intl., returning Fri, Nov 27, priced at CA $469 just found
Sun, Oct 25 - Sat, Nov 7
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $469 Roundtrip, found 1 hour ago
CA $469
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Sun, Oct 25 from Pearson Intl. to Miami Intl., returning Sat, Nov 7, priced at CA $469 found 1 hour ago
Mon, Dec 7 - Fri, Dec 11
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $476 Roundtrip, found 1 hour ago
CA $476
Roundtrip
found 1 hour ago
Select Air Transat flight, departing Mon, Dec 7 from Pearson Intl. to Miami Intl., returning Fri, Dec 11, priced at CA $476 found 1 hour ago
Tue, Feb 2 - Tue, Feb 2
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $490 Roundtrip, found 3 days ago
CA $490
Roundtrip
found 3 days ago
Select United flight, departing Tue, Feb 2 from Pearson Intl. to Miami Intl., returning Tue, Feb 2, priced at CA $490 found 3 days ago
Wed, Nov 25 - Fri, Dec 4
YVR
Vancouver Intl.
MIA
Miami Intl.
CA $600 Roundtrip, found 2 hours ago
CA $600
Roundtrip
found 2 hours ago
Select Porter Airlines flight, departing Wed, Nov 25 from Vancouver Intl. to Miami Intl., returning Fri, Dec 4, priced at CA $600 found 2 hours ago
OriginDestinationTravel datesFlights from*
TPAKey WestOctober 25 to October 29CA $120
TPAMiamiSeptember 9 to September 12CA $207
ATLMiamiOctober 7 to October 19CA $224
BOSMiamiSeptember 26 to October 3CA $236
ORDMiamiSeptember 14 to September 17CA $236
CLTMiamiSeptember 22 to September 26CA $278
EWRMiamiNovember 3 to November 11CA $288
EWRMiamiNovember 3 to November 11CA $288
DTWMiamiSeptember 29 to October 16CA $311
PHLMiamiSeptember 28 to October 3CA $335
JFKKey WestOctober 28 to November 2CA $467
BOSKey WestNovember 22 to November 25CA $478
EWRKey WestOctober 28 to November 2CA $584
PHLKey WestNovember 12 to November 14CA $709
DTWKey WestSeptember 10 to September 15CA $839
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
TPAKey WestAugust 28 to August 30CA $484
JFKMiamiAugust 29 to September 6CA $581
EWRMiamiAugust 28 to September 1CA $606
BOSMiamiAugust 28 to September 2CA $616
ATLDowntown MiamiAugust 29 to August 30CA $655
DTWMiamiAugust 29 to September 5CA $691
DTWKey WestAugust 28 to September 1CA $696
BWIDowntown MiamiAugust 30 to September 6CA $727
ORDDowntown MiamiAugust 30 to September 5CA $759
CLTDowntown MiamiAugust 30 to September 3CA $790
PHLDowntown MiamiAugust 29 to September 6CA $836
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Bay Breeze Premium Apartments By Eskape Collection
4.0-star property

Bay Breeze Premium Apartments By Eskape Collection

Oct 20 - Oct 25

5 night stay

Toronto (YYZ) to Miami (MIA)

Delta • Non-stop roundtrip • Coach
Price was CA $1,646, price is now CA $961 per person
CA $961
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

Nov 14 - Nov 21

7 night stay

Montreal (YUL) to Miami (MIA)

Air Canada • Roundtrip • Coach
Price was CA $37,169, price is now CA $18,583 per person
CA $18,583
per person
found 1 day ago
Pelican Hotel
4.0-star property

Pelican Hotel

Nov 9 - Nov 14

5 night stay

Montreal (YUL) to Miami (MIA)

Air Canada • Coach

Miami (MIA) to Montreal (YUL)

United • Coach
Price was CA $2,358, price is now CA $1,317 per person
CA $1,317
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Toronto to Monroe County
View all trips

Travelers ❤️ These Monroe County 🏨

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
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.
9.2/10 Wonderful! (1,425 reviews)
"Beautiful large room. Very luxurious. Grounds are perfect!"

Reviewed on Aug 24, 2026

Opens in a new windowCheeca Lodge & Spa
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sombrero Beach and Vaca Key are located nearby.
9.2/10 Wonderful! (1,257 reviews)
"Excellent and clean"

Reviewed on Aug 24, 2026

Opens in a new windowIsla Bella Beach Resort & Spa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8.2/10 Very good! (2,362 reviews)
"The resort itself was amazing , the views are Everything , however I made a mistake whiles booking my ticket and I had to leave one night earlier so I asked the receptionist for assistance since I called Expedia and they told me it’s up to the property , her response was “I cannot help you , you ..."

Reviewed on Aug 24, 2026

Opens in a new windowIbis Bay Beach Resort
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 $120 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 CA $120. 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 $120 and CA $839 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.