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$163+ Cheap flights from Key West to Portland (EYW - PWM)

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 1/13. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
Jul 30 — Aug 61
From?
To?
Tue 7/30
Tue 8/6
1 adult, Economy
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Cheap flight deals from Key West to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 25, 2024.

Popular in

December

Cheapest in

September

Round-trip from

$278
(Delta)

One-way from

$163
(American Airlines)
High demand for flights, 59% potential price rise
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Best time to find cheap flights, 49% potential price drop
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From Key West to Portland
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One-way flight from Key West to Portland
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What is the cheapest month to fly from Key West to Portland, Maine?

Due to multiple factors, expect to potentially pay more when booking in December. For low rates, September can be a great choice for travel to Portland, Maine. Flights to Portland, Maine from Key West in September are about $533 on average during September, but can be found for as low as $237.

What is the cheapest time of day to fly from EYW to PWM?

One of the essential ways to save on airfare from Key West to Portland, Maine is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 13% on airfare.

Cheap Key West to Portland flights in July & August 2024

Find cheap flight options from Key West to Portland specifically for the months of July and August 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Prices were last updated on July 25, 2024.
Check out some of the best flight deals from Key West to Portland in 2024. For more flight deals, be sure to check back very soon.
This Delta deal was found by Cheapflights users on 7/23. 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.
Wed 8/212:30 pmEYW - PWM
1 stop7h 30mDelta
Tue 8/276:15 amPWM - EYW
1 stop7h 20mDelta
Deal found 7/23$278
This Delta deal was found by Cheapflights users on 7/23. 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.
Wed 8/212:30 pmEYW - PWM
1 stop7h 30mDelta
Tue 8/276:02 amPWM - EYW
2 stops11h 06mDelta
Deal found 7/23$283
This Delta deal was found by Cheapflights users on 7/23. 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.
Wed 8/217:23 amEYW - PWM
2 stops10h 34mDelta
Tue 8/276:02 amPWM - EYW
2 stops11h 06mDelta
Deal found 7/23$288
This American Airlines deal was found by Cheapflights users on 7/23. 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.
Sat 8/313:02 pmEYW - PWM
1 stop5h 28mAmerican Airlines
Sat 9/75:49 amPWM - EYW
1 stop6h 17mAmerican Airlines
Deal found 7/23$302
This American Airlines deal was found by Cheapflights users on 7/25. 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 8/303:20 pmEYW - PWM
2 stops9h 20mAmerican Airlines
Fri 9/67:18 amPWM - EYW
2 stops11h 41mAmerican Airlines
Deal found 7/25$338
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/12:40 pmEYW - PWM
2 stops9h 13mAmerican Airlines
Tue 9/36:00 amPWM - EYW
1 stop5h 38mAmerican Airlines
Deal found 7/24$990
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/12:19 pmEYW - PWM
2 stops9h 34mAmerican Airlines
Tue 9/36:00 amPWM - EYW
2 stops8h 50mAmerican Airlines
Deal found 7/24$995
This United deal was found by Cheapflights users on 7/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/13:10 pmEYW - PWM
1 stop5h 45mUnited Airlines
Tue 9/36:15 amPWM - EYW
1 stop7h 54mUnited Airlines
Deal found 7/24$1,048

Key West to Portland 2024 flight deals

Discover exclusive flight deals for travel between Key West and Portland in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,752,877 searches. Data last updated July 25, 2024.
Check out some of the best flight deals from Key West to Portland in 2024. For more flight deals, be sure to check back very soon.
This Delta deal was found by Cheapflights users on 7/23. 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.
Wed 8/212:30 pmEYW - PWM
1 stop7h 30mDelta
Tue 8/276:15 amPWM - EYW
1 stop7h 20mDelta
Deal found 7/23$278
This Delta deal was found by Cheapflights users on 7/23. 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.
Wed 8/212:30 pmEYW - PWM
1 stop7h 30mDelta
Tue 8/276:02 amPWM - EYW
2 stops11h 06mDelta
Deal found 7/23$283
This Delta deal was found by Cheapflights users on 7/23. 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.
Wed 8/217:23 amEYW - PWM
2 stops10h 34mDelta
Tue 8/276:02 amPWM - EYW
2 stops11h 06mDelta
Deal found 7/23$288
This American Airlines deal was found by Cheapflights users on 7/23. 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.
Sat 8/313:02 pmEYW - PWM
1 stop5h 28mAmerican Airlines
Sat 9/75:49 amPWM - EYW
1 stop6h 17mAmerican Airlines
Deal found 7/23$302
This American Airlines deal was found by Cheapflights users on 7/25. 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 8/303:20 pmEYW - PWM
2 stops9h 20mAmerican Airlines
Fri 9/67:18 amPWM - EYW
2 stops11h 41mAmerican Airlines
Deal found 7/25$338
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/12:40 pmEYW - PWM
2 stops9h 13mAmerican Airlines
Tue 9/36:00 amPWM - EYW
1 stop5h 38mAmerican Airlines
Deal found 7/24$990
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/12:19 pmEYW - PWM
2 stops9h 34mAmerican Airlines
Tue 9/36:00 amPWM - EYW
2 stops8h 50mAmerican Airlines
Deal found 7/24$995
This United deal was found by Cheapflights users on 7/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/13:10 pmEYW - PWM
1 stop5h 45mUnited Airlines
Tue 9/36:15 amPWM - EYW
1 stop7h 54mUnited Airlines
Deal found 7/24$1,048

Key West to Portland flights leaving soon

Find last-minute flight options from Key West to Portland 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 2,752,877 searches. Data last updated July 25, 2024.
Users seeking a last-minute flight from Key West to Portland should consider booking one of these fares. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/12:40 pmEYW - PWM
2 stops9h 13mAmerican Airlines
Tue 9/36:00 amPWM - EYW
1 stop5h 38mAmerican Airlines
Deal found 7/24$990
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/12:19 pmEYW - PWM
2 stops9h 34mAmerican Airlines
Tue 9/36:00 amPWM - EYW
2 stops8h 50mAmerican Airlines
Deal found 7/24$995
This United deal was found by Cheapflights users on 7/24. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/13:10 pmEYW - PWM
1 stop5h 45mUnited Airlines
Tue 9/36:15 amPWM - EYW
1 stop7h 54mUnited Airlines
Deal found 7/24$1,048

One-way flights to Portland from Key West

Search for one-way flight options from Key West to Portland. 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 2,752,877 searches. Data last updated July 25, 2024.
Users traveling one-way from Key West to Portland can select one of these great deals. Users can also find round-trip Key West to Portland flights by using the search form above.
This American Airlines deal was found by Cheapflights users on 7/24. 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.
Mon 1/134:30 pmEYW - PWM
1 stop7h 09mAmerican Airlines
Deal found 7/24$163
This Delta deal was found by Cheapflights users on 7/24. 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 1/142:35 pmEYW - PWM
2 stops8h 56mDelta
Deal found 7/24$168
This United Airlines deal was found by Cheapflights users on 7/25. 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.
Mon 1/1311:05 amEYW - PWM
2 stops27h 09mUnited Airlines
Deal found 7/25$211
This United Airlines deal was found by Cheapflights users on 7/25. 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.
Mon 1/1311:05 amEYW - PWM
3 stops31h 25mUnited Airlines
Deal found 7/25$216
This United Airlines deal was found by Cheapflights users on 7/24. 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.
Mon 1/1311:05 amEYW - PWM
2 stops27h 09mUnited Airlines
Deal found 7/24$232
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/12:40 pmEYW - PWM
2 stops9h 13mAmerican Airlines
Deal found 7/24$233
This United Airlines deal was found by Cheapflights users on 7/24. 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.
Mon 1/1311:05 amEYW - PWM
3 stops31h 25mUnited Airlines
Deal found 7/24$237
This American Airlines deal was found by Cheapflights users on 7/24. 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 8/14:24 pmEYW - PWM
1 stop7h 22mAmerican Airlines
Deal found 7/24$313
This Delta deal was found by Cheapflights users on 7/24. 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 8/712:48 pmEYW - PWM
2 stops9h 51mDelta
Deal found 7/24$604

Find flights from Key West to Portland within your budget

Customize your flight search to find flights from Key West to Portland 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 2,752,877 searches. Data last updated July 25, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$278 - $338

Route

Depart

Return

Price

Key WestPortland

EYW - PWM

EYWPWM

Key West

Wed 8/21

1 stop7h 30m

Portland

Tue 8/27

1 stop7h 20m

$278

Key WestPortland

EYW - PWM

EYWPWM

Key West

Wed 8/21

1 stop7h 30m

Portland

Tue 8/27

2 stops11h 06m

$283

Key WestPortland

EYW - PWM

EYWPWM

Key West

Wed 8/21

2 stops10h 34m

Portland

Tue 8/27

2 stops11h 06m

$288

Key WestPortland

EYW - PWM

EYWPWM

Key West

Sat 8/31

1 stop5h 28m

Portland

Sat 9/7

1 stop6h 17m

$302

Key WestPortland

EYW - PWM

EYWPWM

Key West

Fri 8/30

2 stops9h 20m

Portland

Fri 9/6

2 stops11h 41m

$338

Flights are sorted by cheapest first

Deals found on 7/23

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

Best time to book a flight from Key West to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Key West 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.

Temperature and rainfall in Portland by month

Plan your trip to Portland by taking into account the average temperature and rainfall totals by month.

PWM

Temperature

23 - 68 °F

If weather is an important factor for your trip to Portland, 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 Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated July 25, 2024.
Peruse reviews from past customers who have flown with Delta and American Airlines from Key West to Portland to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
9,630 reviews

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Overall

8.0

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
8.0
Very good
9,630 reviews
Delta
8.0
Very good
9,630 reviews

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Overall

8.0

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
10,000 reviews
Delta
8.0
Very good
9,630 reviews

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Overall

8.0

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
10,000 reviews
Delta
8.0
Very good
9,630 reviews

Food

7.4

Boarding

8.2

Comfort

7.9

Entertainment

8.0

Crew

8.6

Overall

8.0

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 Key West to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Key West to Portland, Maine for under $300 on Cheapflights?

    Yes, there are multiple flights from Key West to Portland, Maine for under $300. The cheapest flight booked recently is on Delta for just $278, but on average you can expect to pay $297.

  • Are there last-minute flights available from Key West to Portland, Maine for under $1,000?

    There are currently 3+ open flights from Key West to Portland, Maine within the next 7 days for less than $1,000.

  • What are the cheapest airlines flying from Key West to Portland, Maine round-trip?

    According to our current data, Delta ($278), and American Airlines ($302) offers the cheapest pricing from Key West to Portland, Maine. These flights start at 47% lower than the current average price 3 months from now.

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

    One-way options have recently been found by users for as low as $163 on American Airlines. Other airlines that offer cheap prices include Delta from $168 and United Airlines from $211 one-way.

  • What does EYW to PWM mean?

    EYW stands for Key West Airport, while PWM stands for Portland Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry.

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

    The amount of baggage you can bring on your Key West to Portland 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 Key West to Portland with specific airlines?

    Yes, Cheapflights allows you to browse and filter Key West to Portland 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 Key West to Portland that include hotel bookings?

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

  • How can I find direct flights from Key West to Portland?

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

  • Can I find deals for business class flights from Key West to Portland?

    Yes. Cheapflights offers flight deals from Key West to Portland 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 Key West to Portland that allow pets onboard?

    Many airlines flying from Key West to Portland 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 Key West to Portland?

    Yes, you can often find last-minute deals on Key West to Portland 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 Key West to Portland, Maine flight deals updated?

    The Key West to Portland, Maine flight deals you see on this page were last updated on 7/25.

  • What is the cheapest month to book a flight from Key West to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Key West to Portland, Maine (average of $293). Flying from Key West to Portland, 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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See prices for flight routes from nearby airports that may be better suited for you.

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Top 2 airlines flying from Key West to Portland

Discover the top 2 airlines that operate flights from Key West to Portland. 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 2,752,877 searches. Data last updated July 25, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$237Average$341FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$325Average$396FlexibilityNo cancel feeOn-time71%
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Search flights from Key West to Portland by cabin class

Find flights from Key West to Portland, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

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