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Cheap flights from Madison (MSN) to Simpson Bay (SXM) from $504

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 7/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
MSN — SXM
May 10 — May 171
From?
To?
Fri 5/10
Fri 5/17
1 adult, Economy
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Cheap flight deals from Madison to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Madison (MSN) 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 May 5, 2024.

Popular in

November

Cheapest in

January

Average price

$710

Round-trip from

$546
High demand for flights, 45% potential price rise
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Best time to find cheap flights, 32% potential price drop
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Average for round-trip flights in May 2024
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From Madison Truax Field to Simpson Bay Princess Juliana
Search Deals

What is the cheapest day to fly round-trip from Madison to Simpson Bay?

Travelers have found that booking a Tuesday departure is the best way to save up to 94% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.

What is the cheapest month to fly from Madison to Simpson Bay?

January is one of the best times of the year to fly to Simpson Bay from Madison. Prices for January average $884 per person but you can even find prices for as low as $508. The most expensive prices can be found in the month of November. Opting for a January flight can save you 81% on your journey compared to booking in November

When is the cheapest time to fly from Madison to Simpson Bay (MSN - SXM)?

It’s typically best to fly out from Madison to Simpson Bay at noon. Doing so could potentially save you 43% on the flight price compared to flying in the afternoon, which is usually more expensive.

Cheap American Airlines flights from Madison to Simpson Bay

Explore cheap flight options specifically provided by American Airlines for the route between Madison and Simpson Bay. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 5, 2024.
Check out some of the cheapest American Airlines flights we've come across from Madison to Simpson Bay. Deals update often to give you more flight options matching your criteria
Tue 7/236:38 pmMSN - SXM
2 stops17h 35mAmerican Airlines
Mon 7/292:45 pmSXM - MSN
2 stops21h 02mAmerican Airlines
Deal found 5/5$504
Tue 7/236:38 pmMSN - SXM
2 stops17h 35mAmerican Airlines
Mon 7/292:45 pmSXM - MSN
2 stops23h 05mAmerican Airlines
Deal found 5/4$522
Tue 7/236:38 pmMSN - SXM
2 stops17h 35mAmerican Airlines
Tue 7/302:45 pmSXM - MSN
2 stops22h 26mAmerican Airlines
Deal found 5/4$539
Tue 7/237:05 amMSN - SXM
1 stop29h 08mAmerican Airlines
Mon 7/292:45 pmSXM - MSN
2 stops21h 02mAmerican Airlines
Deal found 5/5$573
Tue 7/234:22 pmMSN - SXM
2 stops19h 51mAmerican Airlines
Tue 7/302:10 pmSXM - MSN
1 stop8h 59mAmerican Airlines
Deal found 5/4$581
Thu 7/49:50 amMSN - SXM
2 stops26h 43mAmerican Airlines
Mon 7/152:10 pmSXM - MSN
1 stop8h 59mAmerican Airlines
Deal found 5/4$588
Sun 9/158:00 amMSN - SXM
2 stops28h 22mAmerican Airlines
Wed 9/182:42 pmSXM - MSN
2 stops21h 03mAmerican Airlines
Deal found 5/3$589
Tue 7/237:05 amMSN - SXM
1 stop29h 08mAmerican Airlines
Mon 7/292:45 pmSXM - MSN
2 stops23h 05mAmerican Airlines
Deal found 5/4$591
Thu 7/49:50 amMSN - SXM
2 stops26h 43mAmerican Airlines
Mon 7/152:10 pmSXM - MSN
2 stops23h 01mAmerican Airlines
Deal found 5/4$633

Cheap Delta flights from Madison to Simpson Bay

Explore cheap flight options specifically provided by Delta for the route between Madison and Simpson Bay. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 5, 2024.
To aid your search, here are some of the cheapest Delta flights we've found from Madison to Simpson Bay. Deals are refreshing constantly so come back soon for more options.
Sun 9/155:55 amMSN - SXM
1 stop6h 54mDelta
Wed 9/183:19 pmSXM - MSN
1 stop8h 14mDelta
Deal found 5/4$680
Sun 9/155:55 amMSN - SXM
1 stop6h 54mDelta
Wed 9/183:19 pmSXM - MSN
2 stops26h 14mDelta
Deal found 5/4$684

Cheap Madison to Simpson Bay flights in May & June 2024

Find cheap flight options from Madison to Simpson Bay specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Prices were last updated on May 5, 2024.
These are some of the best deals we've found on flights to Simpson Bay in 2024 at this time. Check back soon for alternative fares.
Wed 5/86:11 pmMSN - SXM
2 stops18h 12mAmerican Airlines
Wed 5/152:12 pmSXM - MSN
2 stops21h 33mAmerican Airlines
Deal found 5/4$711
Wed 5/85:55 amMSN - SXM
1 stop6h 45mDelta
Wed 5/153:10 pmSXM - MSN
1 stop8h 53mDelta
Deal found 5/5$830
Wed 5/85:55 amMSN - SXM
1 stop6h 45mDelta
Wed 5/153:10 pmSXM - MSN
1 stop8h 53mDelta
Deal found 5/4$900

Madison to Simpson Bay 2024 flight deals

Discover exclusive flight deals for travel between Madison and Simpson Bay in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 5, 2024.
These are some of the best deals we've found on flights to Simpson Bay in 2024 at this time. Check back soon for alternative fares.
Tue 7/236:38 pmMSN - SXM
2 stops17h 35mAmerican Airlines
Mon 7/292:45 pmSXM - MSN
2 stops21h 02mAmerican Airlines
Deal found 5/5$504
Tue 7/236:38 pmMSN - SXM
2 stops17h 35mAmerican Airlines
Mon 7/292:45 pmSXM - MSN
2 stops23h 05mAmerican Airlines
Deal found 5/4$522
Tue 7/236:38 pmMSN - SXM
2 stops17h 35mAmerican Airlines
Tue 7/302:45 pmSXM - MSN
2 stops22h 26mAmerican Airlines
Deal found 5/4$539
Tue 7/237:05 amMSN - SXM
1 stop29h 08mAmerican Airlines
Mon 7/292:45 pmSXM - MSN
2 stops21h 02mAmerican Airlines
Deal found 5/5$573
Tue 7/234:22 pmMSN - SXM
2 stops19h 51mAmerican Airlines
Tue 7/302:10 pmSXM - MSN
1 stop8h 59mAmerican Airlines
Deal found 5/4$581
Thu 7/49:50 amMSN - SXM
2 stops26h 43mAmerican Airlines
Mon 7/152:10 pmSXM - MSN
1 stop8h 59mAmerican Airlines
Deal found 5/4$588
Sun 9/158:00 amMSN - SXM
2 stops28h 22mAmerican Airlines
Wed 9/182:42 pmSXM - MSN
2 stops21h 03mAmerican Airlines
Deal found 5/3$589
Tue 7/237:05 amMSN - SXM
1 stop29h 08mAmerican Airlines
Mon 7/292:45 pmSXM - MSN
2 stops23h 05mAmerican Airlines
Deal found 5/4$591
Sat 11/95:49 pmMSN - SXM
2 stops18h 11mAmerican Airlines
Sat 11/163:30 pmSXM - MSN
1 stop10h 05mAmerican Airlines
Deal found 5/4$608

Find flights from Madison to Simpson Bay within your budget

Customize your flight search to find flights from Madison 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 2,719,943 searches. Data last updated May 5, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$504 - $684

Route

Depart

Return

Price

Madison Truax FieldSimpson Bay Princess Juliana

MSN - SXM

MSNSXM

Madison Truax Field

Tue 7/23

2 stops17h 35m

Simpson Bay Princess Juliana

Mon 7/29

2 stops21h 02m

$504

Madison Truax FieldSimpson Bay Princess Juliana

MSN - SXM

MSNSXM

Madison Truax Field

Tue 7/23

2 stops17h 35m

Simpson Bay Princess Juliana

Mon 7/29

2 stops23h 05m

$522

Madison Truax FieldSimpson Bay Princess Juliana

MSN - SXM

MSNSXM

Madison Truax Field

Tue 7/23

2 stops17h 35m

Simpson Bay Princess Juliana

Tue 7/30

2 stops22h 26m

$539

Madison Truax FieldSimpson Bay Princess Juliana

MSN - SXM

MSNSXM

Madison Truax Field

Tue 7/23

1 stop29h 08m

Simpson Bay Princess Juliana

Mon 7/29

2 stops21h 02m

$573

Madison Truax FieldSimpson Bay Princess Juliana

MSN - SXM

MSNSXM

Madison Truax Field

Tue 7/23

2 stops19h 51m

Simpson Bay Princess Juliana

Tue 7/30

1 stop8h 59m

$581

Madison Truax FieldSimpson Bay Princess Juliana

MSN - SXM

MSNSXM

Madison Truax Field

Thu 7/4

2 stops26h 43m

Simpson Bay Princess Juliana

Mon 7/15

1 stop8h 59m

$588

Madison Truax FieldSimpson Bay Princess Juliana

MSN - SXM

MSNSXM

Madison Truax Field

Sun 9/15

2 stops28h 22m

Simpson Bay Princess Juliana

Wed 9/18

2 stops21h 03m

$589

Madison Truax FieldSimpson Bay Princess Juliana

MSN - SXM

MSNSXM

Madison Truax Field

Sun 9/15

1 stop6h 54m

Simpson Bay Princess Juliana

Wed 9/18

1 stop8h 14m

$680

Madison Truax FieldSimpson Bay Princess Juliana

MSN - SXM

MSNSXM

Madison Truax Field

Sun 9/15

1 stop6h 54m

Simpson Bay Princess Juliana

Wed 9/18

2 stops26h 14m

$684

Flights are sorted by cheapest first

Deals found on 5/5

When is the cheapest time to fly from Madison to Simpson Bay?

Use this chart to determine the cheapest time to fly round-trip from Madison to Simpson Bay. Price data was last updated on April 28, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Madison to Simpson Bay flight should consider departing on Wednesday mornings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
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Average price of flights to Simpson Bay by month

Plan your trip from Madison to Simpson Bay by taking into account the cheapest months to travel. The average price of a one-way flight from Madison to Simpson Bay is currently $0 while a round-trip flight costs $584. Price data was last updated on April 28, 2024.

Currently, September is the cheapest month in which you can book a flight from Madison to Simpson Bay (average of $546). Flying from Madison to Simpson Bay in July is currently the most expensive (average of $788). 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.

January

$548

February

$589

March

$656

April

$600

May

$584

June

$665

July

$788

August

$648

September

$546

October

$661

November

$603

December

$637

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 May 5, 2024.
To help decide which airline to fly from Madison to Simpson Bay, see what other customers have to say about American Airlines and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.1
Very good
10,826 reviews
Check prices

Overall

8.1

Boarding

8.2

Crew

8.6

Entertainment

8.0

Comfort

7.9

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Delta
8.1
Very good
10,826 reviews
Delta
8.1
Very good
10,826 reviews
Check prices

Overall

8.1

Boarding

8.2

Crew

8.6

Entertainment

8.0

Comfort

7.9

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

American Airlines
7.3
Good
14,713 reviews
Delta
8.1
Very good
10,826 reviews
Check prices

Overall

8.1

Boarding

8.2

Crew

8.6

Entertainment

8.0

Comfort

7.9

Food

7.4

Reviews

1 / 10

Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.

Related info for your journey

Find useful and relevant information for your journey from Madison to Simpson Bay. 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 Madison to Simpson Bay for under $600 on Cheapflights?

    Yes, there are multiple flights from Madison to Simpson Bay for under $600. The cheapest flight booked recently is on American Airlines for just $504, but on average you can expect to pay $636.

  • What are the cheapest airlines flying from Madison to Simpson Bay round-trip?

    According to our current data, American Airlines ($504), and Delta ($680) offers the cheapest pricing from Madison to Simpson Bay. You may be able to fly from Madison to Simpson Bay for 42% less than the average price by searching for these airlines.

  • What does MSN to SXM mean?

    Madison Truax Field Airport is MSN and Simpson Bay Princess Juliana Airport is SXM. These codes are created by the International Air Transport Association (IATA) and airlines use them to identify the departing and arrival airports in the flight routes they service.

  • Can I find deals for flights from Madison to Simpson Bay that include extra baggage allowance?

    The amount of baggage you can bring on your Madison to Simpson Bay 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 Madison to Simpson Bay with specific airlines?

    Yes, Cheapflights allows you to browse and filter Madison to Simpson Bay 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 Madison to Simpson Bay that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Madison 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.

  • Can I find deals for flights from Madison to Simpson Bay that allow pets onboard?

    Many airlines flying from Madison to Simpson Bay 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 Madison to Simpson Bay?

    Yes, you can often find last-minute deals on Madison to Simpson Bay 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 Madison to Simpson Bay flight deals updated?

    The Madison to Simpson Bay flight deals you see on this page were last updated on 5/5.

See more FAQs

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Alternative routes for Madison to Simpson Bay
See prices for flight routes from nearby airports that may be better suited for you.

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Top 2 airlines flying from Madison to Simpson Bay

Discover the top 2 airlines that operate flights from Madison 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 2,719,943 searches. Data last updated May 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$508Average$694FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$600Average$1,233FlexibilityNo cancel feeOn-time71%
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Search flights from Madison to Simpson Bay by cabin class

Find flights from Madison to Simpson Bay, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Madison to Simpson Bay?

When you search for this flight from Madison to Simpson Bay, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Madison to Simpson Bay?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Simpson Bay from Madison.

Can Cheapflights find flights from Madison to Simpson Bay with no change fees?

Certainly. Search results for flights to Simpson Bay from Madison shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Madison to Simpson Bay become cheaper?

Yes! Start tracking prices for Madison to Simpson Bay flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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