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Maine

$63+ Cheap flights from Florida Keys to Maine

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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Florida Keys to Maine

Keep the following information in mind while searching for Florida Keys to Maine flight deals. Data was last updated May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$91
(Cheapflightsfares)

One-way from

$63
(eDestinos)
Provider with most accurate pricing for Key West-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Portland flights.
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From Florida Keys to Maine
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One-way flight from Florida Keys to Maine
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Find flight deals from Florida Keys to Maine

Cheapest flights from Florida Keys to Maine
Explore the most affordable flight options available from Florida Keys to Maine. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This FlightHub deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/292:21 pmMIA - BOS
Nonstop3h 25mSpirit Airlines
Sun 6/19:46 amBOS - MIA
Nonstop3h 30mSpirit Airlines
Deal found 5/1$85
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/188:27 pmMIA - BOS
Nonstop3h 32mDelta
Tue 6/247:05 amBOS - MIA
Nonstop3h 24mDelta
Deal found 4/30$159
This JetBlue deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/306:00 amMIA - BOS
Nonstop3h 25mJetBlue
Tue 6/36:40 amBOS - MIA
Nonstop3h 36mJetBlue
Deal found 4/30$163
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/299:04 pmMIA - BOS
Nonstop3h 15mAmerican Airlines
Mon 6/23:00 pmBOS - MIA
Nonstop3h 30mAmerican Airlines
Deal found 4/30$165
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/94:08 pmMIA - BOS
1 stop8h 37mUnited Airlines
Tue 5/135:30 amBOS - MIA
1 stop5h 41mUnited Airlines
Deal found 4/30$199
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/295:05 pmMIA - PWM
1 stop6h 01mAmerican Airlines
Sat 5/316:00 amPWM - MIA
1 stop7h 31mAmerican Airlines
Deal found 5/1$199
This JetBlue deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/167:00 amMIA - PWM
1 stop7h 40mJetBlue
Tue 5/203:35 pmPWM - MIA
1 stop8h 38mJetBlue
Deal found 5/1$201
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/33:55 pmMIA - PWM
1 stop8h 31mDelta
Tue 7/86:53 pmPWM - MIA
1 stop6h 02mDelta
Deal found 4/30$217
This Kiwi.com deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1012:04 pmMIA - BOS
1 stop21h 12mMultiple Airlines
Thu 5/159:46 amBOS - MIA
Nonstop3h 30mMultiple Airlines
Deal found 5/1$219
This Trip.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/32:45 pmEYW - BOS
1 stop9h 58mMultiple Airlines
Mon 7/76:00 amBOS - EYW
1 stop8h 00mMultiple Airlines
Deal found 4/30$221
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/165:22 pmMIA - PWM
1 stop6h 05mUnited Airlines
Sun 5/185:30 amPWM - MIA
2 stops9h 26mUnited Airlines
Deal found 4/30$222
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/166:10 pmMIA - BOS
1 stop5h 05mSouthwest
Wed 5/218:55 amBOS - MIA
1 stop7h 20mSouthwest
Deal found 4/30$232

Cheapflights Fare Finder

Customize your flight search to find flights from Florida Keys to Maine 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 2,558,603 searches. Data last updated May 1, 2025.
Use the filters below to find and compare flights from Florida Keys to Maine that are best for you.

Fly from

Florida Keys

Fly to

Maine

Route

Depart

Return

Price

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 5/29

2:21 pm-5:46 pm

Nonstop3h 25m

Boston Logan Intl

Sun 6/1

9:46 am-1:16 pm

Nonstop3h 30m

$85

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 6/18

8:27 pm-11:59 pm

Nonstop3h 32m

Boston Logan Intl

Tue 6/24

7:05 am-10:29 am

Nonstop3h 24m

$159

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 5/30

6:00 am-9:25 am

Nonstop3h 25m

Boston Logan Intl

Tue 6/3

6:40 am-10:16 am

Nonstop3h 36m

$163

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 5/29

9:04 pm-12:19 am

Nonstop3h 15m

Boston Logan Intl

Mon 6/2

3:00 pm-6:30 pm

Nonstop3h 30m

$165

MiamiPortland

MIA - PWM

MIAPWM

Miami

Thu 5/29

5:05 pm-11:06 pm

1 stop6h 01m

Portland

Sat 5/31

6:00 am-1:31 pm

1 stop7h 31m

$199

MiamiPortland

MIA - PWM

MIAPWM

Miami

Fri 5/16

7:00 am-2:40 pm

1 stop7h 40m

Portland

Tue 5/20

3:35 pm-12:13 am

1 stop8h 38m

$201

MiamiPortland

MIA - PWM

MIAPWM

Miami

Thu 7/3

3:55 pm-12:26 am

1 stop8h 31m

Portland

Tue 7/8

6:53 pm-12:55 am

1 stop6h 02m

$217

Key WestBoston

EYW - BOS

EYWBOS

Key West

Thu 7/3

2:45 pm-12:43 am

1 stop9h 58m

Boston Logan Intl

Mon 7/7

6:00 am-2:00 pm

1 stop8h 00m

$221

MiamiPortland

MIA - PWM

MIAPWM

Miami

Fri 5/16

5:22 pm-11:27 pm

1 stop6h 05m

Portland

Sun 5/18

5:30 am-2:56 pm

2 stops9h 26m

$222

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 5/16

6:10 pm-11:15 pm

1 stop5h 05m

Boston Logan Intl

Wed 5/21

8:55 am-4:15 pm

1 stop7h 20m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 50 results
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Best time to book a flight from Florida Keys to Maine

Have a flexible travel schedule? Discover the best time to fly to Maine from Florida Keys with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Florida Keys to Maine

Rainfall in Maine by month

Plan your trip to Maine by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Maine when rainfall is around 2.9 in.

Temperature in Maine by month

Plan your trip to Maine by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Maine

Get insights into the airlines that provide service to Maine. 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 Maine. Reviews last updated May 1, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Florida Keys to Maine have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,293 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,923 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Boarding

8.1

Crew

8.5

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

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

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

    $63 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on JetBlue and Southwest, with prices starting from $90 and $95, respectively.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Florida Keys to Maine?

    Currently, January is the cheapest month in which you can book a flight from Florida Keys to Maine (average of $296). Flying from Florida Keys to Maine in May is currently the most expensive (average of $405). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Florida Keys to Maine

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Florida Keys to Maine

Discover the top airline that operate flights from Florida Keys to Maine. 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 2,558,603 searches. Data last updated May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$392FlexibilityNo cancel feeOn-time71%

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