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Cheap flights from Oregon to Florida Keys from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Florida Keys departing on 4/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Oregon to Florida Keys

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
11:56 am - 5:14 am
BOI
-
MIA
15h 18m
1 stop
Frontier Logo
5:50 am - 10:20 am
MIA
-
BOI
30h 30m
1 stop
$181Frontier
Sun, Mar 1 - Sat, Mar 7
Multiple Airlines Logo
11:56 am - 5:14 am
BOI
-
MIA
15h 18m
1 stop
Multiple Airlines Logo
7:05 am - 10:20 am
MIA
-
BOI
29h 15m
2 stops
$206Multiple Airlines
Sun, Mar 1 - Sat, Mar 7
Delta Logo
5:10 pm - 6:35 am
PDX
-
MIA
10h 25m
1 stop
Delta Logo
7:50 am - 4:10 pm
MIA
-
PDX
11h 20m
1 stop
$224Delta
Fri, Feb 27 - Tue, Mar 3
Delta Logo
9:45 pm - 9:26 am
PDX
-
MIA
8h 41m
1 stop
Delta Logo
6:34 pm - 12:15 am
MIA
-
PDX
8h 41m
1 stop
$233Delta
Sat, Feb 28 - Fri, Mar 6
United Airlines Logo
6:46 pm - 7:54 am
EUG
-
MIA
10h 08m
1 stop
United Airlines Logo
7:50 am - 1:02 pm
MIA
-
EUG
8h 12m
1 stop
$322United Airlines
Sat, Apr 25 - Sat, May 2
United Airlines Logo
6:46 pm - 11:09 am
EUG
-
MIA
13h 23m
2 stops
United Airlines Logo
7:50 am - 1:02 pm
MIA
-
EUG
8h 12m
1 stop
$327United Airlines
Sat, Apr 25 - Sat, May 2
Alaska Airlines Logo
6:00 am - 5:07 pm
EUG
-
MIA
8h 07m
1 stop
Alaska Airlines Logo
4:44 pm - 11:49 am
MIA
-
EUG
22h 05m
1 stop
$328Alaska Airlines
Tue, Apr 14 - Tue, Apr 21
American Airlines Logo
5:13 am - 6:23 pm
MFR
-
MIA
10h 10m
1 stop
American Airlines Logo
7:07 am - 1:32 pm
MIA
-
MFR
9h 25m
1 stop
$329American Airlines
Tue, Mar 3 - Wed, Mar 11
American Airlines Logo
7:13 am - 10:58 pm
PDX
-
EYW
12h 45m
2 stops
American Airlines Logo
2:01 pm - 11:53 pm
EYW
-
PDX
12h 52m
2 stops
$339American Airlines
Wed, Apr 22 - Wed, Apr 29
Alaska Airlines Logo
7:40 am - 3:44 pm
MFR
-
MIA
29h 04m
1 stop
Alaska Airlines Logo
5:59 pm - 1:02 pm
MIA
-
MFR
22h 03m
1 stop
$350Alaska Airlines
Sat, Feb 28 - Tue, Mar 10

Southwest flights from Oregon to Florida Keys

Our best Southwest deals on Oregon to Florida Keys flight tickets
Southwest
Mar 2
PDX11:25 amPortland
7h 15m
1 stop
MIA9:40 pmMiami
Mar 7
MIA6:25 amMiami
9h 55m
1 stop
PDX1:20 pmPortland
$249
Southwest
Mar 3
PDX5:05 amPortland
10h 30m
2 stops
MIA6:35 pmMiami
Mar 5
MIA6:05 pmMiami
9h 40m
1 stop
PDX12:45 amPortland
$261
Southwest
Feb 24
PDX6:30 amPortland
11h 30m
2 stops
MIA9:00 pmMiami
Mar 9
MIA6:05 pmMiami
9h 40m
1 stop
PDX12:45 amPortland
$262

United Airlines flights from Oregon to Florida Keys

Our best United Airlines deals on Oregon to Florida Keys flight tickets
United Airlines
Mar 5
PDX6:57 pmPortland
7h 54m
1 stop
MIA5:51 amMiami
Mar 17
MIA6:15 amMiami
9h 20m
1 stop
PDX12:35 pmPortland
$257
United Airlines
Feb 17
PDX10:38 pmPortland
9h 27m
1 stop
MIA11:05 amMiami
Feb 26
MIA6:15 amMiami
9h 07m
1 stop
PDX12:22 pmPortland
$286
United Airlines
Mar 25
PDX6:57 pmPortland
7h 54m
1 stop
MIA5:51 amMiami
Apr 1
MIA4:53 pmMiami
9h 05m
1 stop
PDX10:58 pmPortland
$291

momondo Fare Finder

 
Customize your flight search to find flights from Oregon to Florida Keys that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 5, 2026.
Use the filters below to find and compare flights from Oregon to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Sun 3/1

11:56 am-5:14 am

1 stop15h 18m

Miami

Sat 3/7

5:50 am-10:20 am

1 stop30h 30m

$181

BoiseMiami

BOI - MIA

BOIMIA

Boise Air Term. Gowen Fld

Sun 3/1

11:56 am-5:14 am

1 stop15h 18m

Miami

Sat 3/7

7:05 am-10:20 am

2 stops29h 15m

$206

PortlandMiami

PDX - MIA

PDXMIA

Portland

Fri 2/27

5:10 pm-6:35 am

1 stop10h 25m

Miami

Tue 3/3

7:50 am-4:10 pm

1 stop11h 20m

$224

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 2/28

9:45 pm-9:26 am

1 stop8h 41m

Miami

Fri 3/6

6:34 pm-12:15 am

1 stop8h 41m

$233

EugeneMiami

EUG - MIA

EUGMIA

Eugene

Sat 4/25

6:46 pm-7:54 am

1 stop10h 08m

Miami

Sat 5/2

7:50 am-1:02 pm

1 stop8h 12m

$322

EugeneMiami

EUG - MIA

EUGMIA

Eugene

Sat 4/25

6:46 pm-11:09 am

2 stops13h 23m

Miami

Sat 5/2

7:50 am-1:02 pm

1 stop8h 12m

$327

EugeneMiami

EUG - MIA

EUGMIA

Eugene

Tue 4/14

6:00 am-5:07 pm

1 stop8h 07m

Miami

Tue 4/21

4:44 pm-11:49 am

1 stop22h 05m

$328

MedfordMiami

MFR - MIA

MFRMIA

Medford

Tue 3/3

5:13 am-6:23 pm

1 stop10h 10m

Miami

Wed 3/11

7:07 am-1:32 pm

1 stop9h 25m

$329

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 4/22

7:13 am-10:58 pm

2 stops12h 45m

Key West

Wed 4/29

2:01 pm-11:53 pm

2 stops12h 52m

$339

MedfordMiami

MFR - MIA

MFRMIA

Medford

Sat 2/28

7:40 am-3:44 pm

1 stop29h 04m

Miami

Tue 3/10

5:59 pm-1:02 pm

1 stop22h 03m

$350

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Florida Keys from

How to get the cheapest flight ticket from Oregon to Florida Keys

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Florida Keys?

The month of August is another great option to travel to Florida Keys, with average flight prices from Oregon averaging around $303.

What is the cheapest day to depart on your flight to Florida Keys?

The cheapest day to depart from Oregon to Florida Keys is on a Wednesday when prices can be found for as low as $550. The most expensive day to fly to Florida Keys is Saturday, with ticket prices averaging around $694.

What is the cheapest time of day to depart on your flight to Florida Keys?

According to our data, the cheapest time of day to fly to Florida Keys is in the morning. momondo users have found flights departing from Oregon to Florida Keys in the morning for as low as $447. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the evening are often more expensive with an average ticket price of $640.

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

You are more likely to see cheaper flights to Florida Keys from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida Keys for around $383 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida Keys from Oregon for as low as $310 on momondo.

Can stopping save me money on Oregon to Florida Keys flights?

No. A direct flight is the cheapest option for a flight between Oregon to Florida Keys.

Cheap Oregon to Florida Keys flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oregon to Florida Keys

Fastest flight time

5h 36m

Direct flights

Every day

Airports in Florida Keys

3 airports
The fastest flight from Oregon to Florida Keys takes 5h 36m
Direct flights go from Oregon to Florida Keys every day.
There are 3 airports in Florida Keys. From Oregon there are direct flights to Miami (MIA).
Search flight deals

  • When did momondo last update prices for flights from Oregon to Florida Keys?

    Prices for flights from Oregon to Florida Keys were last updated today.

  • How many operators does momondo search for flights from Oregon to Florida Keys?

  • How old do you have to be to fly from Oregon to Florida Keys?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oregon to Florida Keys.

  • What documentation or ID do you need to fly to Florida Keys?

    The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Oregon to Florida Keys?

Best airlines flying from Oregon to Florida Keys

Compare and see reviews for airlines that fly from Oregon to Florida Keys with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $242Free CancellationRating
7.9
8,144 reviews
Search Delta flights
American AirlinesPriceFrom $308Free CancellationRating
7.2
11,222 reviews
Search American Airlines flights
United AirlinesPriceFrom $648Free CancellationRating
7.4
9,236 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Oregon to Florida Keys?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Oregon to Florida Keys. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Oregon to Florida Keys with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Florida Keys from Oregon with this policy.

How can momondo help me find flights from Oregon to Florida Keys?

Once you have performed a search for Oregon to Florida Keys flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Oregon to Florida Keys right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Oregon to Florida Keys now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Florida Keys and let you know when they change.

An easier way to manage your Florida Keys trip

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Find better results for your trip to Florida Keys

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Popular flights according to clicks in the last 7 days on momondo
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