$109 Find Cheap Flights from Portland to Florida Keys - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to Florida Keys departing on 11/24. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Portland to Florida Keys

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Miami
Miaminonstop$217
Key West
Key West1 stop$439
Miami
Miaminonstop$217
Key West
Key West1 stop$439

Book Cheap Portland to Florida Keys Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to Florida Keys that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to Florida Keys

Sat, Jan 23 - Fri, Feb 5
American Airlines Logo
10:59 pm - 7:32 am-
5h 33mnonstop
American Airlines Logo
7:55 pm - 11:46 pm-
6h 51mnonstop
$217American Airlines
Mon, Dec 7 - Fri, Dec 11
American Airlines Logo
10:45 pm - 7:19 am-
5h 34mnonstop
American Airlines Logo
8:16 pm - 11:52 pm-
6h 36mnonstop
$217American Airlines
Thu, Jan 21 - Tue, Feb 2
Delta Logo
6:04 am - 6:49 pm-
9h 45m
Delta Logo
3:35 pm - 10:26 pm-
9h 51m
$237Delta
Sun, Oct 25 - Sat, Oct 31
Delta Logo
5:30 am - 5:03 pm-
8h 33m
Delta Logo
7:00 am - 12:03 pm-
8h 03m
$237Delta
Fri, Aug 28 - Mon, Aug 31
Southwest Logo
6:05 am - 5:45 pm-
8h 40m
Southwest Logo
6:20 am - 3:00 pm-
11h 40m
$237Southwest
Tue, Sep 1 - Tue, Sep 15
Southwest Logo
10:45 pm - 10:55 am-
9h 10m
Southwest Logo
4:00 pm - 11:15 pm-
10h 15m
$237Southwest
Thu, Oct 29 - Tue, Nov 3
United Airlines Logo
7:26 pm - 7:50 am-
9h 24m
United Airlines Logo
12:17 pm - 7:12 pm-
9h 55m
$257United Airlines
Fri, Nov 13 - Tue, Nov 17
United Airlines Logo
11:30 pm - 11:11 am-
8h 41m
United Airlines Logo
7:00 am - 3:20 pm-
11h 20m
$257United Airlines
Wed, Aug 26 - Sat, Aug 29
Frontier Logo
5:56 pm - 4:52 am-
7h 56m
Frontier Logo
6:00 am - 5:11 pm-
14h 11m
$258Frontier
Tue, Aug 25 - Sat, Aug 29
Frontier Logo
5:56 pm - 4:52 am-
7h 56m
Frontier Logo
6:00 am - 5:11 pm-
14h 11m
$258Frontier
Booking Insights

KAYAK's insights & trends for Portland to Florida Keys flights

Get data-powered insights and trends into flights from Portland to Florida Keys to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest time of day to fly to Florida Keys?

The average price for all round-trip flights from Portland to Florida Keys depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Florida Keys is generally in the morning, when round-trip flights cost $479 on average. The most expensive time of day to fly to Florida Keys is generally at night, which is peak travel time and where the average cost of a ticket is $645.

Can I save money by flying with a layover from Portland to Florida Keys?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $410, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Portland to Florida Keys?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Florida Keys, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Portland to Florida Keys is September, when tickets cost $301 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $523 and $451 respectively.

What’s the cheapest day of the week to fly from Portland to Florida Keys?

The average price of all round-trip flights from Portland to Florida Keys clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Florida Keys on a Wednesday and more expensive on a Friday. On your return trip to Portland, you should consider flying back on a Tuesday, and avoid Saturdays for better deals.

How far in advance should I book a flight from Portland to Florida Keys?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Portland to Florida Keys, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Portland to Florida Keys, you should book around 3 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

Find deals

Good to know

Low season

September

Cheapest flight

$109
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Portland to Miami

FAQs - booking Florida Keys flights

  • How does KAYAK find such low prices on flights from Portland to Florida Keys?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Portland to Florida Keys.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Portland to Florida Keys?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Portland to Florida Keys is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Florida Keys?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Portland to Florida Keys with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to Florida Keys?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Portland to Florida Keys up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight to Florida Keys

Information on your arrival and departure airports

Portland (PDX)