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$44+ 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 3/20. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Feb 28 — Mar 71
Fri 2/28
Fri 3/7
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 February 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$54
(FlightHub)

One-way from

$44
(Cheapflightsfares)
Provider with most accurate pricing for Key West-Portland flight deals.
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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 February 23, 2025.

This Frontier deal was found by Cheapflights users on 2/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/47:05 amMIA - BOS
Nonstop3h 28mFrontier
Tue 3/1111:33 amBOS - MIA
Nonstop3h 42mFrontier
Deal found 2/22$58
This eDestinos deal was found by Cheapflights users on 2/21. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/192:35 pmMIA - BOS
1 stop6h 41mSpirit Airlines
Tue 3/258:00 amBOS - MIA
1 stop12h 56mSpirit Airlines
Deal found 2/21$60
This Kiwi.com deal was found by Cheapflights users on 2/22. 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.
Tue 3/257:05 amMIA - BOS
Nonstop3h 28mMultiple Airlines
Mon 3/315:20 pmBOS - MIA
Nonstop3h 44mMultiple Airlines
Deal found 2/22$62
This JetBlue deal was found by Cheapflights users on 2/22. 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 3/146:00 amMIA - BOS
Nonstop3h 10mJetBlue
Mon 3/176:59 pmBOS - MIA
Nonstop3h 35mJetBlue
Deal found 2/22$137
This Southwest deal was found by Cheapflights users on 2/22. 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.
Wed 3/193:00 pmMIA - BOS
1 stop8h 00mSouthwest
Mon 3/241:55 pmBOS - MIA
2 stops7h 35mSouthwest
Deal found 2/22$162
This American Airlines deal was found by Cheapflights users on 2/23. 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.
Fri 6/69:11 pmMIA - BOS
Nonstop3h 24mAmerican Airlines
Tue 6/105:16 amBOS - MIA
Nonstop3h 29mAmerican Airlines
Deal found 2/23$177
This Delta deal was found by Cheapflights users on 2/22. 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.
Mon 3/177:20 pmMIA - BOS
Nonstop3h 24mDelta
Tue 3/187:05 amBOS - MIA
Nonstop3h 41mDelta
Deal found 2/22$207
This JetBlue deal was found by Cheapflights users on 2/22. 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.
Sat 6/76:00 amMIA - PWM
1 stop7h 20mJetBlue
Tue 6/103:20 pmPWM - MIA
1 stop7h 12mJetBlue
Deal found 2/22$216
This Southwest deal was found by Cheapflights users on 2/23. 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.
Tue 3/257:25 amMIA - PWM
1 stop5h 20mSouthwest
Tue 4/14:30 pmPWM - MIA
1 stop6h 20mSouthwest
Deal found 2/23$257
This Delta deal was found by Cheapflights users on 2/23. 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.
Mon 3/106:10 pmMIA - PWM
1 stop5h 48mDelta
Fri 3/145:30 amPWM - MIA
1 stop8h 15mDelta
Deal found 2/23$282
This Mytrip deal was found by Cheapflights users on 2/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/257:47 pmMIA - PWM
2 stops23h 40mMultiple Airlines
Tue 4/16:07 pmPWM - MIA
2 stops21h 27mMultiple Airlines
Deal found 2/23$288
This Delta deal was found by Cheapflights users on 2/22. 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.
Tue 8/197:30 amMIA - BGR
1 stop7h 29mDelta
Tue 8/264:30 pmBGR - MIA
1 stop6h 30mDelta
Deal found 2/22$293

Find flights from Florida Keys to Maine within your budget

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 February 23, 2025.

Fly from

Florida Keys

Fly to

Maine

Route

Depart

Return

Price

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 3/26

7:23 pm-10:50 pm

Nonstop3h 27m

Boston Logan Intl

Sat 3/29

11:33 am-3:15 pm

Nonstop3h 42m

$54

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 3/19

2:35 pm-9:16 pm

1 stop6h 41m

Boston Logan Intl

Tue 3/25

8:00 am-8:56 pm

1 stop12h 56m

$60

MiamiBoston

MIA - BOS

MIABOS

Miami

Thu 3/13

7:05 am-10:33 am

Nonstop3h 28m

Boston Logan Intl

Tue 3/18

11:33 am-3:15 pm

Nonstop3h 42m

$67

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 3/14

6:00 am-9:10 am

Nonstop3h 10m

Boston Logan Intl

Mon 3/17

6:59 pm-10:34 pm

Nonstop3h 35m

$137

MiamiBoston

MIA - BOS

MIABOS

Miami

Wed 3/19

3:00 pm-11:00 pm

1 stop8h 00m

Boston Logan Intl

Mon 3/24

1:55 pm-9:30 pm

2 stops7h 35m

$162

MiamiBoston

MIA - BOS

MIABOS

Miami

Fri 6/6

9:11 pm-12:35 am

Nonstop3h 24m

Boston Logan Intl

Tue 6/10

5:16 am-8:45 am

Nonstop3h 29m

$177

MiamiBoston

MIA - BOS

MIABOS

Miami

Mon 3/17

7:20 pm-10:44 pm

Nonstop3h 24m

Boston Logan Intl

Tue 3/18

7:05 am-10:46 am

Nonstop3h 41m

$207

MiamiPortland

MIA - PWM

MIAPWM

Miami

Tue 3/25

7:25 am-12:45 pm

1 stop5h 20m

Portland

Tue 4/1

4:30 pm-10:50 pm

1 stop6h 20m

$257

MiamiPortland

MIA - PWM

MIAPWM

Miami

Mon 3/10

6:10 pm-11:58 pm

1 stop5h 48m

Portland

Fri 3/14

5:30 am-1:45 pm

1 stop8h 15m

$282

MiamiPortland

MIA - PWM

MIAPWM

Miami

Tue 3/25

7:47 pm-7:27 pm

2 stops23h 40m

Portland

Tue 4/1

6:07 pm-3:34 pm

2 stops21h 27m

$288

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/23

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.

Travel insights for flights from Florida Keys to Maine

Get recent, data-driven insights about flights from Florida Keys to Maine including ideal travel times, pricing trends, and more.

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 February 23, 2025.
See what other customers who have flown with Southwest, Alaska Airlines 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.
Southwest
8.1
Very good
4,385 reviews

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Southwest
8.1
Very good
4,385 reviews
Southwest
8.1
Very good
4,385 reviews

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Alaska Airlines
8.0
Very good
9,706 reviews
Southwest
8.1
Very good
4,385 reviews

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Delta
8.0
Very good
8,187 reviews
Southwest
8.1
Very good
4,385 reviews

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

JetBlue
7.4
Good
3,065 reviews
Southwest
8.1
Very good
4,385 reviews

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

United Airlines
7.4
Good
8,746 reviews
Southwest
8.1
Very good
4,385 reviews

Comfort

8.1

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.1

Crew

8.7

Reviews

1 / 20

10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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?

    $44 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and JetBlue, with prices starting from $45 and $69, 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 April is currently the most expensive (average of $498). 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 February 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$392FlexibilityNo cancel feeOn-time71%
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