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Cheap flights from Portland (PWM) to Florida Keys from $91

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/16. 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.
PWM — EYW
May 12 — May 191
From?
To?
Sun 5/12
Sun 5/19
1 adult, Economy
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How far in advance should I book a flight from Portland, Maine to Florida Keys?

To save on the cost of your flight from Portland, Maine to Florida Keys, book at least 44 days before your planned departure. Booking around this time can save you about 114% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $531 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $571.

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

September is one of the best times of the year to fly to Florida Keys from Portland, Maine. Prices for September average $462 per person but you can even find prices for as low as $190. The most expensive prices can be found in the month of April. Opting for a September flight can save you 43% on your journey compared to booking in April

When is the cheapest time to fly from Portland, Maine to Florida Keys (PWM - EOA)?

When flying from Portland, Maine to Florida Keys, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Delta flights from Portland to Florida Keys

Explore cheap flight options specifically provided by Delta for the route between Portland and Florida Keys. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Find some of the cheapest Delta flights traveling from Portland to Florida Keys. Deals update often to give you more flight options matching your criteria
Thu 6/611:42 amPWM - MIA
1 stop7h 10mDelta
Thu 6/137:00 amMIA - PWM
1 stop8h 06mDelta
Deal found 5/7$226
Tue 5/285:00 amPWM - MIA
1 stop6h 23mDelta
Tue 6/43:25 pmMIA - PWM
1 stop8h 32mDelta
Deal found 5/6$238
Tue 6/116:01 amPWM - MIA
1 stop6h 29mDelta
Wed 6/127:00 amMIA - PWM
1 stop8h 06mDelta
Deal found 5/6$287
Tue 7/95:37 amPWM - MIA
1 stop5h 44mDelta
Fri 7/123:15 pmMIA - PWM
1 stop8h 59mDelta
Deal found 5/6$299
Tue 6/45:00 amPWM - MIA
1 stop6h 23mDelta
Thu 6/63:25 pmMIA - PWM
1 stop8h 32mDelta
Deal found 5/5$317
Tue 6/116:01 amPWM - MIA
2 stops11h 44mDelta
Wed 6/127:00 amMIA - PWM
1 stop8h 06mDelta
Deal found 5/6$336
Thu 9/126:05 amPWM - EYW
1 stop7h 02mDelta
Mon 9/1612:31 pmEYW - PWM
2 stops10h 36mDelta
Deal found 5/6$366
Tue 6/116:01 amPWM - MIA
2 stops11h 44mDelta
Wed 6/122:14 pmMIA - PWM
1 stop8h 46mDelta
Deal found 5/5$371
Thu 9/196:05 amPWM - EYW
1 stop5h 43mDelta
Mon 9/236:05 pmEYW - PWM
1 stop5h 24mDelta
Deal found 5/5$422

Cheap JetBlue flights from Portland to Florida Keys

Explore cheap flight options specifically provided by JetBlue for the route between Portland and Florida Keys. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Take a gander at the lowest prices we've found on JetBlue flights from Portland to Florida Keys. If these deals don't fit your criteria, make sure to check back soon as new deals are always added.
Wed 7/109:43 amPWM - MIA
1 stop7h 59mJetBlue
Sat 7/1310:20 amMIA - PWM
1 stop8h 06mJetBlue
Deal found 5/6$250
Mon 6/102:24 pmPWM - MIA
1 stop6h 04mJetBlue
Thu 6/1310:35 amMIA - PWM
1 stop8h 24mJetBlue
Deal found 5/6$315
Tue 6/112:24 pmPWM - MIA
1 stop6h 04mJetBlue
Mon 6/1710:35 amMIA - PWM
1 stop8h 24mJetBlue
Deal found 5/6$358

Cheap Portland to Florida Keys flights in May & June 2024

Find cheap flight options from Portland to Florida Keys specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Prices were last updated on May 7, 2024.
Listed are some of the best fares we've found on flights departing from Portland to Florida Keys in 2024. More deals are always being added, so be sure to check back regularly.
Thu 6/610:08 amPWM - MIA
1 stop13h 51mFrontier
Wed 6/1212:56 pmMIA - PWM
1 stop24h 01mFrontier
Deal found 5/6$158
Tue 5/285:00 amPWM - MIA
1 stop6h 23mDelta
Tue 6/43:25 pmMIA - PWM
1 stop8h 32mDelta
Deal found 5/6$238
Tue 6/116:01 amPWM - MIA
1 stop6h 29mDelta
Wed 6/127:00 amMIA - PWM
1 stop8h 06mDelta
Deal found 5/6$287
Mon 6/35:00 amPWM - MIA
1 stop6h 23mDelta
Mon 6/103:15 pmMIA - PWM
1 stop9h 09mDelta
Deal found 5/6$299
Mon 6/102:24 pmPWM - MIA
1 stop6h 04mJetBlue
Thu 6/1310:35 amMIA - PWM
1 stop8h 24mJetBlue
Deal found 5/6$315
Tue 6/45:00 amPWM - MIA
1 stop6h 23mDelta
Thu 6/63:25 pmMIA - PWM
1 stop8h 32mDelta
Deal found 5/5$317
Tue 6/116:01 amPWM - MIA
2 stops11h 44mDelta
Wed 6/127:00 amMIA - PWM
1 stop8h 06mDelta
Deal found 5/6$336
Tue 6/112:24 pmPWM - MIA
1 stop6h 04mJetBlue
Mon 6/1710:35 amMIA - PWM
1 stop8h 24mJetBlue
Deal found 5/6$358
Tue 6/116:01 amPWM - MIA
2 stops11h 44mDelta
Wed 6/122:14 pmMIA - PWM
1 stop8h 46mDelta
Deal found 5/5$371

Portland to Florida Keys 2024 flight deals

Discover exclusive flight deals for travel between Portland and Florida Keys in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Listed are some of the best fares we've found on flights departing from Portland to Florida Keys in 2024. More deals are always being added, so be sure to check back regularly.
Thu 6/610:08 amPWM - MIA
1 stop13h 51mFrontier
Wed 6/1212:56 pmMIA - PWM
1 stop24h 01mFrontier
Deal found 5/6$158
Sat 9/75:13 pmPWM - MIA
1 stop5h 23mAmerican Airlines
Sat 9/147:30 pmMIA - PWM
1 stop5h 12mAmerican Airlines
Deal found 5/5$197
Sat 8/318:02 amPWM - EYW
2 stops8h 24mAmerican Airlines
Wed 9/45:23 pmEYW - PWM
1 stop7h 19mAmerican Airlines
Deal found 5/6$201
Sat 8/318:02 amPWM - EYW
2 stops10h 56mAmerican Airlines
Wed 9/42:01 pmEYW - PWM
2 stops10h 41mAmerican Airlines
Deal found 5/6$206
Tue 5/285:00 amPWM - MIA
1 stop6h 23mDelta
Tue 6/43:25 pmMIA - PWM
1 stop8h 32mDelta
Deal found 5/6$238
Wed 7/109:43 amPWM - MIA
1 stop7h 59mJetBlue
Sat 7/1310:20 amMIA - PWM
1 stop8h 06mJetBlue
Deal found 5/6$250
Sat 8/315:40 amPWM - EYW
1 stop8h 17mAmerican Airlines
Wed 9/45:23 pmEYW - PWM
1 stop7h 19mAmerican Airlines
Deal found 5/6$264
Tue 7/166:00 amPWM - EYW
2 stops13h 00mAmerican Airlines
Sat 8/172:59 pmEYW - PWM
1 stop6h 32mAmerican Airlines
Deal found 5/6$270
Tue 7/166:00 amPWM - EYW
2 stops13h 00mAmerican Airlines
Sat 8/172:59 pmEYW - PWM
2 stops7h 12mAmerican Airlines
Deal found 5/6$275

Portland to Florida Keys flights leaving soon

Find last-minute flight options from Portland to Florida Keys for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Consider one of these great deals we found on last-minute flights from Portland to Florida Keys. To prevent any unwanted surprises, users should verify their flight info before booking.
Tue 5/146:03 amPWM - EYW
1 stop7h 46mAmerican Airlines
Tue 5/213:48 pmEYW - PWM
2 stops7h 59mAmerican Airlines
Deal found 5/6$477
Tue 5/145:00 amPWM - MIA
1 stop6h 23mDelta
Wed 5/153:25 pmMIA - PWM
1 stop8h 32mDelta
Deal found 5/6$503
Mon 5/2010:50 amPWM - MIA
2 stops22h 01mMultiple Airlines
Fri 5/245:45 amMIA - PWM
3 stops29h 42mMultiple Airlines
Deal found 5/6$529
Mon 5/2010:50 amPWM - MIA
2 stops22h 01mMultiple Airlines
Fri 5/245:45 amMIA - PWM
3 stops29h 42mMultiple Airlines
Deal found 5/6$535
Mon 5/2010:50 amPWM - MIA
3 stops34h 07mMultiple Airlines
Fri 5/245:45 amMIA - PWM
3 stops29h 42mMultiple Airlines
Deal found 5/6$546
Mon 5/2010:50 amPWM - MIA
3 stops34h 07mMultiple Airlines
Fri 5/245:45 amMIA - PWM
3 stops29h 42mMultiple Airlines
Deal found 5/6$552
Fri 5/106:27 amPWM - MIA
1 stop7h 48mDelta
Fri 5/177:29 amMIA - PWM
1 stop6h 13mDelta
Deal found 5/6$556
Sun 5/1912:59 pmPWM - MIA
1 stop7h 21mAmerican Airlines
Wed 5/226:28 amMIA - PWM
1 stop7h 31mAmerican Airlines
Deal found 5/6$567
Mon 5/206:05 amPWM - MIA
1 stop7h 05mUnited Airlines
Fri 5/2412:30 pmMIA - PWM
1 stop9h 03mUnited Airlines
Deal found 5/6$588

One-way flights to Florida Keys from Portland

Search for one-way flight options from Portland to Florida Keys. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
Some of the best available deals we've found on one-way flights from Portland to Florida Keys. Users can also find round-trip Portland to Florida Keys flights by using the search form above.
Thu 5/161:11 pmPWM - MIA
1 stop9h 04mFrontier
Deal found 5/7$91
Sun 5/262:32 pmPWM - MIA
1 stop5h 27mAmerican Airlines
Deal found 5/6$130
Thu 7/410:14 amPWM - MIA
1 stop13h 45mFrontier
Deal found 5/7$132
Sat 5/252:24 pmPWM - MIA
1 stop5h 41mJetBlue
Deal found 5/6$159
Wed 5/152:19 pmPWM - MIA
1 stop5h 41mJetBlue
Deal found 5/7$161
Tue 7/166:01 amPWM - EYW
2 stops11h 04mDelta
Deal found 5/6$173
Tue 5/142:19 pmPWM - MIA
1 stop5h 41mJetBlue
Deal found 5/6$176
Fri 5/2412:21 pmPWM - MIA
1 stop7h 52mAmerican Airlines
Deal found 5/6$178
Wed 5/1512:08 pmPWM - MIA
2 stops20h 51mMultiple Airlines
Deal found 5/6$187

Find flights from Portland to Florida Keys within your budget

Customize your flight search to find flights from Portland 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, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$158 - $529

Route

Depart

Return

Price

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 6/6

1 stop13h 51m

Miami

Wed 6/12

1 stop24h 01m

$158

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 9/7

1 stop5h 23m

Miami

Sat 9/14

1 stop5h 12m

$197

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 8/31

2 stops8h 24m

Key West

Wed 9/4

1 stop7h 19m

$201

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 8/31

2 stops10h 56m

Key West

Wed 9/4

2 stops10h 41m

$206

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 6/6

1 stop7h 10m

Miami

Thu 6/13

1 stop8h 06m

$226

PortlandMiami

PWM - MIA

PWMMIA

Portland

Tue 5/28

1 stop6h 23m

Miami

Tue 6/4

1 stop8h 32m

$238

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 7/10

1 stop7h 59m

Miami

Sat 7/13

1 stop8h 06m

$250

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 9/7

1 stop6h 18m

Miami

Sat 9/14

2 stops19h 00m

$489

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 5/20

2 stops22h 01m

Miami

Fri 5/24

3 stops29h 42m

$529

Flights are sorted by cheapest first

Deals found on 5/6

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Florida Keys. Reviews last updated May 7, 2024.
To help decide which airline to fly from Portland to Florida Keys, see what other customers have to say about Delta, JetBlue and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,810 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.1
Very good
10,810 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

JetBlue
7.6
Good
4,530 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

United Airlines
7.4
Good
11,073 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

American Airlines
7.3
Good
14,686 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Frontier
6.3
Okay
4,088 reviews
Delta
8.1
Very good
10,810 reviews
Check prices

Boarding

8.2

Crew

8.6

Comfort

7.9

Food

7.4

Entertainment

8.0

Overall

8.1

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Portland to Florida Keys. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Portland to Florida Keys?

    For a flight from Portland to Florida Keys, you will be flying from Portland. Portland (PWM) is just 2.9 mi from the center of the city.

  • Can I find flights from Portland, Maine to Florida Keys for under $200 on Cheapflights?

    Yes, there are multiple flights from Portland, Maine to Florida Keys for under $200. The cheapest flight booked recently is on Frontier for just $158, but on average you can expect to pay $279.

  • Are there last-minute flights available from Portland, Maine to Florida Keys for under $500?

    There are currently 20+ open flights from Portland, Maine to Florida Keys within the next 7 days for less than $500.

  • What are the cheapest airlines to fly from Portland, Maine to Florida Keys one-way?

    The cheapest airlines for a one-way flight from Portland, Maine to Florida Keys are Frontier ($91), American Airlines ($130), and JetBlue ($159).

  • What are the most popular airlines that fly from Portland, Maine to Florida Keys?

    When booking a flight from Portland, Maine to Florida Keys, you may want to consider flying on American Airlines, Delta or United Airlines as they are the most popular for this route.

  • What does PWM to EYW mean?

    Portland Airport is PWM and Key West Airport is EYW. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service. Marathon Airport (MTH), Key West Nas Airport (NQX), Key Largo Ocean Reef Airport (OCA), Port Largo Airport (KYL) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Portland to Florida Keys that include extra baggage allowance?

    The amount of baggage you can bring on your Portland to Florida Keys flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Portland to Florida Keys with specific airlines?

    Yes, Cheapflights allows you to browse and filter Portland to Florida Keys flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Portland to Florida Keys that include hotel bookings?

    Yes. In addition to deals on Portland to Florida Keys flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Florida Keys?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Florida Keys.

  • Can I find deals for business class flights from Portland to Florida Keys?

    Yes. Cheapflights offers flight deals from Portland to Florida Keys by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Portland to Florida Keys that allow pets onboard?

    Many airlines flying from Portland to Florida Keys offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Portland to Florida Keys?

    Yes, you can often find last-minute deals on Portland to Florida Keys flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Portland, Maine to Florida Keys flight deals updated?

    The Portland, Maine to Florida Keys flight deals you see on this page were last updated on 5/6.

See more FAQs

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Top 3 airlines flying from Portland to Florida Keys

Discover the top 3 airlines that operate flights from Portland to Florida Keys. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,749,864 searches. Data last updated May 7, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$255Average$506FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$261Average$509FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapest$351Average$589FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
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Search flights from Portland to Florida Keys by cabin class

Find flights from Portland to Florida Keys, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
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How does Cheapflights help users find flights from Portland to Florida Keys?

When you search for this flight from Portland to Florida Keys, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Portland to Florida Keys?

Cheapflights helps you find that perfect flight to Florida Keys from Portland by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Portland to Florida Keys with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Portland to Florida Keys flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Portland to Florida Keys become cheaper?

Yes! Start tracking prices for Portland to Florida Keys flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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