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Simpson Bay

$636+ Cheap flights from Akron (CAK) to Simpson Bay (SXM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
CAK — SXM
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$636
(American Airlines)

Popular in

December

Cheapest in

November

Average price

$582
From Akron/Canton to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 0% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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 10/257:07 pmCAK - SXM
2 stops18h 35mAmerican Airlines
Sat 11/14:24 pmSXM - CAK
2 stops25h 18mAmerican Airlines
Deal found 9/10$636
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/76:15 amCAK - SXM
1 stop6h 43mAmerican Airlines
Sun 12/145:25 pmSXM - CAK
2 stops24h 19mAmerican Airlines
Deal found 9/10$640
This United Airlines deal was found by Cheapflights users on 9/10. 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 10/252:05 pmCAK - SXM
1 stop24h 52mUnited Airlines
Sat 11/14:00 pmSXM - CAK
2 stops31h 13mUnited Airlines
Deal found 9/10$710
This United Airlines deal was found by Cheapflights users on 9/10. 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 12/77:15 amCAK - SXM
1 stop7h 42mUnited Airlines
Sun 12/142:20 pmSXM - CAK
1 stop23h 48mUnited Airlines
Deal found 9/10$780

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 September 11, 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

Sat 10/25

7:07 pm-1:42 pm

2 stops18h 35m

Simpson Bay Princess Juliana

Sat 11/1

4:24 pm-5:42 pm

2 stops25h 18m

$636

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Sun 12/7

6:15 am-1:58 pm

1 stop6h 43m

Simpson Bay Princess Juliana

Sun 12/14

5:25 pm-4:44 pm

2 stops24h 19m

$640

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Sat 10/25

2:05 pm-2:57 pm

1 stop24h 52m

Simpson Bay Princess Juliana

Sat 11/1

4:00 pm-11:13 pm

2 stops31h 13m

$710

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Sun 12/7

7:15 am-3:57 pm

1 stop7h 42m

Simpson Bay Princess Juliana

Sun 12/14

2:20 pm-1:08 pm

1 stop23h 48m

$780

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

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, September is the cheapest month in which you can book a flight from Akron to Simpson Bay (average of $459). Flying from Akron to Simpson Bay in March is currently the most expensive (average of $652). 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 September 11, 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
10,000 reviews

Crew

8.0

Boarding

7.5

Entertainment

6.9

Overall

7.2

Food

6.4

Comfort

7.2

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Boarding

7.5

Entertainment

6.9

Overall

7.2

Food

6.4

Comfort

7.2

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 18h 35m. The time it takes to get you to your destination can typically vary by up to 6h 17m. 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.

  • What is the cheapest airline to fly from Akron to Simpson Bay round-trip?

    Flying on American Airlines is currently your cheapest option to Simpson Bay, with prices starting at $612.

  • 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, September is the cheapest month in which you can book a flight from Akron to Simpson Bay (average of $459). Flying from Akron to Simpson Bay in March is currently the most expensive (average of $652). 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$612Average$988FlexibilityNo cancel feeOn-time71%

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