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.

Tue, Oct 6 - Tue, Oct 6
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $421 Roundtrip, found 16 hours ago
CA $421
Roundtrip
found 16 hours ago
Select Delta flight, departing Tue, Oct 6 from Pearson Intl. to Miami Intl., returning Tue, Oct 6, priced at CA $421 found 16 hours ago
Wed, Nov 11 - Wed, Nov 18
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $429 Roundtrip, found 16 hours ago
CA $429
Roundtrip
found 16 hours ago
Select Delta flight, departing Wed, Nov 11 from Pearson Intl. to Miami Intl., returning Wed, Nov 18, priced at CA $429 found 16 hours ago
Wed, Nov 11 - Wed, Nov 18
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $429 Roundtrip, found 16 hours ago
CA $429
Roundtrip
found 16 hours ago
Select Delta flight, departing Wed, Nov 11 from Pearson Intl. to Miami Intl., returning Wed, Nov 18, priced at CA $429 found 16 hours ago
Tue, Aug 4 - Sun, Aug 9
YUL
Pierre Elliott Trudeau Intl.
MIA
Miami Intl.
CA $432 Roundtrip, found 2 hours ago
CA $432
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Aug 4 from Pierre Elliott Trudeau Intl. to Miami Intl., returning Sun, Aug 9, priced at CA $432 found 2 hours ago
Mon, Nov 16 - Fri, Nov 20
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $436 Roundtrip, just found
CA $436
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Nov 16 from Pearson Intl. to Miami Intl., returning Fri, Nov 20, priced at CA $436 just found
Tue, Sep 15 - Tue, Sep 22
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $436 Roundtrip, found 3 hours ago
CA $436
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Sep 15 from Pearson Intl. to Miami Intl., returning Tue, Sep 22, priced at CA $436 found 3 hours ago
Tue, Oct 6 - Fri, Oct 9
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $436 Roundtrip, found 4 hours ago
CA $436
Roundtrip
found 4 hours ago
Select Air Canada flight, departing Tue, Oct 6 from Pearson Intl. to Miami Intl., returning Fri, Oct 9, priced at CA $436 found 4 hours ago
Tue, Oct 6 - Tue, Oct 6
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $436 Roundtrip, found 16 hours ago
CA $436
Roundtrip
found 16 hours ago
Select United flight, departing Tue, Oct 6 from Pearson Intl. to Miami Intl., returning Tue, Oct 6, priced at CA $436 found 16 hours ago
Mon, Mar 22 - Fri, Mar 26
YOW
Macdonald-Cartier Intl.
MIA
Miami Intl.
CA $495 Roundtrip, found 3 days ago
CA $495
Roundtrip
found 3 days 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 3 days ago
OriginDestinationTravel datesFlights from*
TPAKey WestAugust 23 to September 1CA $118
ATLMiamiAugust 12 to August 17CA $231
DTWMiamiSeptember 8 to September 23CA $238
JFKMiamiAugust 25 to September 15CA $243
ORDMiamiSeptember 30 to October 3CA $294
EWRMiamiJuly 29 to August 5CA $337
BWIMiamiAugust 28 to September 5CA $425
EWRKey WestAugust 6 to August 11CA $449
EWRKey WestAugust 6 to August 11CA $449
BOSMiamiJuly 27 to August 13CA $457
DTWKey WestSeptember 10 to September 15CA $490
TPADowntown MiamiOctober 12 to October 14CA $544
CLTMiamiAugust 21 to August 23CA $581
PHLMiamiSeptember 5 to September 6CA $589
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRMiamiJuly 18 to July 24CA $444
EWRMiamiJuly 18 to July 24CA $444
DTWDowntown MiamiJuly 18 to July 25CA $542
BWIMiamiJuly 18 to July 24CA $594
ORDMiamiJuly 18 to July 29CA $603
CLTDowntown MiamiJuly 18 to July 23CA $688
ATLDowntown MiamiJuly 17 to July 21CA $688
TPADowntown MiamiJuly 18 to July 18CA $755
PHLDowntown MiamiJuly 17 to July 22CA $775
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Barcelona Studios Guesthouse
2.0-star property

Barcelona Studios Guesthouse

Aug 4 - Aug 10

6 night stay

Toronto (YTO) to Miami (MIA)

Delta • Non-stop roundtrip • Coach
Price was CA $1,339, price is now CA $817 per person
CA $817
per person
found 1 day ago
MirabileCondoDwntown MIA Brickell w PRKG
5.0-star property

MirabileCondoDwntown MIA Brickell w PRKG

Jul 20 - Jul 24

4 night stay

Toronto (YYZ) to Miami (MIA)

Delta • Non-stop roundtrip • Coach
Price was CA $2,855, price is now CA $1,246 per person
CA $1,246
per person
found 8 hours ago
The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

Jul 18 - Jul 22

4 night stay

Toronto (YTO) to Miami (MIA)

United • Non-stop roundtrip • Coach
Price was CA $19,957, price is now CA $10,809 per person
CA $10,809
per person
found 1 day 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! (2,337 reviews)
"Elevator was down. All of them. My dad is handicap and their only solution was to give him “waived parking fee”. Not really a solution… in the meantime, I’m Hauling everything up 4 flights of stairs. They should’ve waived the parking fee for everyone. We’ve stayed here before. And came back an again. ..."

Reviewed on Jul 10, 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! (2,518 reviews)
"The floor in our room was filthy dirty!! Shower and sink was clean. When I went to take a shower and closed the shower door the soap dispenser fell off the wall. You could tell it had fallen off before. Really disappointed that we were charged a resort fee for $50 per day. That is on top of your ..."

Reviewed on Jul 10, 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! (3,439 reviews)
"found dirty ice bucket in room and every night the ceiling fan and light would come on and stay on or flash on and off. Told the office staff two days in a row and they only wanted to give me resort credit. Not concerned at all that our nights were disrupted at midnight every night! Seems by reading ..."

Reviewed on Jul 9, 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! (1,273 reviews)
"The listing stated that there was a restaurant on site. There wasn’t! The listing stated that there were 2 bars open. There was only one. To us, that’s false advertisement!"

Reviewed on Jul 9, 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 October 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 $775 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.