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Simpson Bay

$436+ Cheap flights from Akron (CAK) to Simpson Bay (SXM)

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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — SXM
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Find flight deals from Akron to Simpson Bay

Cheapest flights from Akron to Simpson Bay
Explore the most affordable flight options available from Akron to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This United Airlines deal was found by Cheapflights users on 10/27. 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.
Sun 12/211:59 pmCAK - SXM
2 stops46h 51mUnited Airlines
Wed 12/314:55 pmSXM - CAK
2 stops28h 34mUnited Airlines
Deal found 10/27$722
This United Airlines deal was found by Cheapflights users on 10/27. 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 12/221:59 pmCAK - SXM
2 stops22h 51mUnited Airlines
Wed 12/314:55 pmSXM - CAK
2 stops25h 14mUnited Airlines
Deal found 10/27$750
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Tue 11/256:28 pmCAK - SXM
1 stop18h 32mAmerican Airlines
Tue 12/25:24 pmSXM - CAK
2 stops42h 20mAmerican Airlines
Deal found 10/28$770
This United Airlines deal was found by Cheapflights users on 10/28. 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.
Sat 11/17:15 amCAK - SXM
1 stop7h 42mUnited Airlines
Sat 11/85:00 pmSXM - CAK
2 stops21h 23mUnited Airlines
Deal found 10/28$778
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sun 11/232:31 pmCAK - SXM
2 stops22h 19mAmerican Airlines
Tue 12/25:24 pmSXM - CAK
2 stops21h 38mAmerican Airlines
Deal found 10/29$847

Cheap flight deals from Akron to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Akron (CAK) to Simpson Bay (SXM). 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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$720
(American Airlines)

One-way from

$436
(United Airlines)

Popular in

December

Cheapest in

May

Average price

$716
Provider with most accurate pricing for Akron/Canton-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Akron/Canton-Simpson Bay Princess Juliana flights.
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From Akron/Canton to Simpson Bay Princess Juliana
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One-way flight from Akron/Canton to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 8% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Akron to Simpson Bay 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 October 29, 2025.
Use the filters below to find and compare flights from Akron to Simpson Bay that are best for you.

Fly from

Akron

Fly to

Simpson Bay

Route

Depart

Return

Price

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Sun 4/5

5:48 pm-1:10 pm

2 stops19h 22m

Simpson Bay Princess Juliana

Wed 4/8

2:35 pm-9:58 pm

1 stop7h 23m

$720

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Sun 12/21

1:59 pm-1:50 pm

2 stops46h 51m

Simpson Bay Princess Juliana

Wed 12/31

4:55 pm-8:29 pm

2 stops28h 34m

$722

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Mon 12/22

1:59 pm-1:50 pm

2 stops22h 51m

Simpson Bay Princess Juliana

Wed 12/31

4:55 pm-5:09 pm

2 stops25h 14m

$750

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Tue 11/25

5:16 pm-2:19 pm

2 stops20h 03m

Simpson Bay Princess Juliana

Tue 12/2

5:24 pm-10:44 am

2 stops42h 20m

$773

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Mon 11/24

12:45 pm-2:19 pm

2 stops24h 34m

Simpson Bay Princess Juliana

Tue 12/2

5:24 pm-12:27 pm

2 stops20h 03m

$847

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Thu 2/12

5:49 pm-1:50 pm

2 stops43h 01m

$436

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Compare providers for flights from Akron to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Akron to Simpson Bay in October.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Akron-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Akron-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Akron-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Akron-Simpson Bay flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Akron-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Akron to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Akron 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 Akron to Simpson Bay

What is the cheapest month to book a flight from Akron to Simpson Bay?

Currently, March is the cheapest month in which you can book a flight from Akron to Simpson Bay (average of $188). Flying from Akron to Simpson Bay in June is currently the most expensive (average of $473). 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.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. 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 Simpson Bay. Reviews last updated October 29, 2025.
Read through reviews of airlines operating flights from Akron to Simpson Bay, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,030 reviews

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Overall

7.2

Crew

8.0

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Entertainment

6.9

Comfort

7.2

Boarding

7.5

Overall

7.2

Crew

8.0

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

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

  • How long is the flight from Akron to Simpson Bay?

    Airlines like American Airlines and United Airlines fly from Akron to Simpson Bay in about 19h 22m. The time it takes to get you to your destination can typically vary by up to 27h 29m. Akron and Simpson Bay are separated by a distance of 1917 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Akron to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Akron to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Akron to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Akron to Simpson Bay.

  • Can I find deals for business class flights from Akron to Simpson Bay?

    Yes. Cheapflights offers flight deals from Akron to Simpson Bay 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 Akron to Simpson Bay?

    Currently, March is the cheapest month in which you can book a flight from Akron to Simpson Bay (average of $188). Flying from Akron to Simpson Bay in June is currently the most expensive (average of $473). 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

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Top airline flying from Akron to Simpson Bay

Discover the top airline that operate flights from Akron to Simpson Bay. 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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$612Average$1,000FlexibilityNo cancel feeOn-time71%

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