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Cheap flights from Akron to Simpson Bay from $537

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Akron to Simpson Bay departing on 10/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Akron to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
8:40 am - 12:18 pm
CAK
-
SXM
27h 38m
2 stops
United Airlines Logo
1:20 pm - 10:37 am
SXM
-
CAK
21h 17m
1 stop
$537United Airlines
Sat, Oct 24 - Sat, Oct 31
United Airlines Logo
6:15 pm - 2:57 pm
CAK
-
SXM
20h 42m
1 stop
United Airlines Logo
1:20 pm - 10:37 am
SXM
-
CAK
21h 17m
1 stop
$539United Airlines
Sat, Oct 24 - Sat, Oct 31
United Airlines Logo
2:00 pm - 12:18 pm
CAK
-
SXM
22h 18m
2 stops
United Airlines Logo
4:00 pm - 2:07 pm
SXM
-
CAK
22h 07m
2 stops
$562United Airlines
Sat, Oct 24 - Sat, Oct 31
United Airlines Logo
2:00 pm - 12:33 pm
CAK
-
SXM
22h 33m
2 stops
United Airlines Logo
4:00 pm - 10:37 am
SXM
-
CAK
18h 37m
2 stops
$640United Airlines
Fri, Oct 23 - Sat, Oct 31
United Airlines Logo
10:12 am - 12:33 pm
CAK
-
SXM
26h 21m
2 stops
United Airlines Logo
1:20 pm - 10:37 am
SXM
-
CAK
21h 17m
1 stop
$655United Airlines
Fri, Oct 23 - Sat, Oct 31
American Airlines Logo
8:06 pm - 1:00 pm
CAK
-
SXM
16h 54m
1 stop
American Airlines Logo
2:35 pm - 10:01 pm
SXM
-
CAK
7h 26m
1 stop
$795American Airlines
Fri, Oct 23 - Sat, Oct 31
United Airlines Logo
6:15 pm - 12:33 pm
CAK
-
SXM
18h 18m
3 stops
United Airlines Logo
1:52 pm - 10:37 am
SXM
-
CAK
20h 45m
2 stops
$4,537United Airlines
Fri, Oct 23 - Sat, Oct 31

United Airlines flights from Akron to Simpson Bay

Our best United Airlines deals on Akron to Simpson Bay flight tickets
United Airlines
Oct 24
CAK8:40 amAkron/Canton
27h 38m
2 stops
SXM12:18 pmSimpson Bay Princess Juliana
Oct 31
SXM1:20 pmSimpson Bay Princess Juliana
21h 17m
1 stop
CAK10:37 amAkron/Canton
$537
United Airlines
Oct 24
CAK6:15 pmAkron/Canton
20h 42m
1 stop
SXM2:57 pmSimpson Bay Princess Juliana
Oct 31
SXM1:20 pmSimpson Bay Princess Juliana
21h 17m
1 stop
CAK10:37 amAkron/Canton
$539
United Airlines
Oct 24
CAK2:00 pmAkron/Canton
22h 18m
2 stops
SXM12:18 pmSimpson Bay Princess Juliana
Oct 31
SXM4:00 pmSimpson Bay Princess Juliana
22h 07m
2 stops
CAK2:07 pmAkron/Canton
$562

momondo 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, momondo users made 832,500 searches. Data last updated May 14, 2026.
Use the filters below to find and compare flights from Akron to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Sat 10/24

8:40 am-12:18 pm

2 stops27h 38m

Simpson Bay Princess Juliana

Sat 10/31

1:20 pm-10:37 am

1 stop21h 17m

$537

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Sat 10/24

6:15 pm-2:57 pm

1 stop20h 42m

Simpson Bay Princess Juliana

Sat 10/31

1:20 pm-10:37 am

1 stop21h 17m

$539

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Sat 10/24

2:00 pm-12:18 pm

2 stops22h 18m

Simpson Bay Princess Juliana

Sat 10/31

4:00 pm-2:07 pm

2 stops22h 07m

$562

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Fri 10/23

2:00 pm-12:33 pm

2 stops22h 33m

Simpson Bay Princess Juliana

Sat 10/31

4:00 pm-10:37 am

2 stops18h 37m

$640

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Fri 10/23

10:12 am-12:33 pm

2 stops26h 21m

Simpson Bay Princess Juliana

Sat 10/31

1:20 pm-10:37 am

1 stop21h 17m

$655
Quickest round-trip

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Fri 10/23

8:06 pm-1:00 pm

1 stop16h 54m

Simpson Bay Princess Juliana

Sat 10/31

2:35 pm-10:01 pm

1 stop7h 26m

$795

AkronSimpson Bay

CAK - SXM

CAKSXM

Akron/Canton

Fri 10/23

6:15 pm-12:33 pm

3 stops18h 18m

Simpson Bay Princess Juliana

Sat 10/31

1:52 pm-10:37 am

2 stops20h 45m

$4,537

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Akron to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What airlines fly to Simpson Bay?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Simpson Bay from Akron according to our data. American Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Simpson Bay. Keep in mind that there are 5 different airlines that fly to Simpson Bay on a routine basis, so you have a few additional options to choose from.

When to book flights from Akron to Simpson Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Akron to Simpson Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Akron to Simpson Bay (CAK to SXM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Akron to Simpson Bay

Fastest flight time

26h 21m

Direct flights

None
The fastest flight from Akron to Simpson Bay takes 26h 21m
There are no direct flights from Akron to Simpson Bay. There are no popular flight routes from Akron to Simpson Bay.
Search flight deals

Frequently asked questions about flying from Akron to Simpson Bay

  • How far is Akron/Canton to Simpson Bay Princess Juliana by plane?

    There are 1928.1 mi between Akron/Canton and Simpson Bay Princess Juliana. In terms of flight time, this usually takes a little over 26h 21m.

  • When did momondo last update prices for flights from Akron/Canton Airport to Simpson Bay Princess Juliana Airport?

    Prices for flights from Akron/Canton Airport to Simpson Bay Princess Juliana Airport are updated daily.

  • How many operators does momondo search for flights from Akron/Canton Airport to Simpson Bay Princess Juliana Airport?

  • How old do you have to be to fly from Akron/Canton Airport to Simpson Bay Princess Juliana Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Akron/Canton Airport to Simpson Bay Princess Juliana Airport.

  • What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

    The travel and health documents you'll need for your trip to Simpson Bay Princess Juliana Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Simpson Bay Princess Juliana Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Akron to Simpson Bay?

Best airlines flying from Akron to Simpson Bay

Compare and see reviews for airlines that fly from Akron to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $612Free CancellationRating
7.1
11,664 reviews
Search American Airlines flights

Traveling to a place near Simpson Bay?

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

Why use momondo?

Why should I use momondo to find a flight deal from Akron to Simpson Bay?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Simpson Bay from Akron.

Can I find flights from Akron to Simpson Bay with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Simpson Bay from Akron with this policy.

How can momondo help me find flights from Akron to Simpson Bay?

Once all potential Akron to Simpson Bay flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Akron to Simpson Bay right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Akron to Simpson Bay now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Simpson Bay and let you know when they change.

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American Airlines
Delta
United Airlines
JetBlue
Spirit Airlines