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

According to our current data, Spirit Airlines ($356), American Airlines ($499), and Delta ($553) offers the cheapest pricing from Indianapolis to Simpson Bay. You may be able to fly from Indianapolis to Simpson Bay for 46% less than the average price by searching for these airlines.

What is the cheapest day to fly from Indianapolis to Simpson Bay?

Travelers seeking maximum savings on their Indianapolis to Simpson Bay flight should consider departing on Sunday evenings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

What are the most popular airlines that fly from Indianapolis to Simpson Bay?

The most popular airlines flying from Indianapolis to Simpson Bay are American Airlines, Delta and Spirit Airlines. Something to consider prior to booking your flight.

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

Users have found that leaving on a Sunday can be a cost-effective option. It’s possible to save up to 39% on your flight compared to booking on days when demand is much higher.

How far in advance should I book a flight from Indianapolis to Simpson Bay?

Travelers have found it’s best to book a flight 49 days in advance to save up to 137% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 49 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Indianapolis to Simpson Bay 1-2 weeks in advance for as low as $534, or $971 for flights within the next 24 hours.

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

Due to multiple factors, expect to potentially pay more when booking in June. For low rates, September can be a great choice for travel to Simpson Bay. Flights to Simpson Bay from Indianapolis in September are about $663 on average during September, but can be found for as low as $564.

What is the cheapest time of day to fly from IND to SXM?

When flying from Indianapolis to Simpson Bay, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 27% versus a flight in the morning.

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

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

How can I find direct flights from Indianapolis to Simpson Bay?

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

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

Yes. Cheapflights offers flight deals from Indianapolis 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.

$160+ Flights from Indianapolis to Simpson Bay

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Cheapflights Tip: The best prices from Indianapolis to Simpson Bay Princess Juliana are usually found in September or December, booked 48 days in advance, depart on a Monday or Friday and return on a Tuesday

Cheap flight deals from Indianapolis to Simpson Bay

Round-trip from	$389 (FlightHub)
One-way from	$160 (Trip.com)
Popular in	June
Cheapest in	September
Average price	$624

From Indianapolis to Simpson Bay Princess Juliana

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One-way flight from Indianapolis to Simpson Bay Princess Juliana

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Highest demand for flights based on searches. 11% potential increase in price ($85 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).

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Average for round-trip flights in August 2025

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Find flight deals from Indianapolis to Simpson Bay

Cheapest flights from Indianapolis to Simpson Bay
Explore the most affordable flight options available from Indianapolis to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

Fri 10/176:35 pmIND - SXM

1 stop19h 24mSpirit Airlines

Fri 10/243:05 pmSXM - IND

1 stop18h 43mSpirit Airlines

Deal found 8/16

$389

Wed 9/1011:55 amIND - SXM

2 stops50h 05mSpirit Airlines

Sat 9/203:05 pmSXM - IND

1 stop26h 04mSpirit Airlines

Deal found 8/17

$457

Thu 9/187:43 pmIND - SXM

1 stop18h 17mMultiple Airlines

Sun 9/2112:25 pmSXM - IND

2 stops20h 53mMultiple Airlines

Deal found 8/17

$501

Mon 9/157:43 pmIND - SXM

2 stops36h 29mMultiple Airlines

Mon 9/223:05 pmSXM - IND

1 stop28h 42mMultiple Airlines

Deal found 8/16

$518

Best flights from Indianapolis to Simpson Bay
Discover carefully curated flight deals from Indianapolis to Simpson Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 18, 2025.

Fri 10/176:35 pmIND - SXM

1 stop19h 24mSpirit Airlines

Fri 10/243:05 pmSXM - IND

1 stop18h 43mSpirit Airlines

Deal found 8/15

$389

Sat 1/316:35 amIND - SXM

1 stop7h 35mSpirit Airlines

Sat 2/74:28 pmSXM - IND

1 stop7h 28mSpirit Airlines

Deal found 8/15

$401

Last-minute flights from Indianapolis to Simpson Bay
Discover last-minute flight deals from Indianapolis to Simpson Bay. Data last updated August 18, 2025 and is based on user searches.

Fri 8/227:50 pmIND - SXM

1 stop18h 10mMultiple Airlines

Sun 8/248:35 pmSXM - IND

2 stops21h 26mMultiple Airlines

Deal found 8/16

$708

Fri 8/226:40 amIND - SXM

1 stop8h 29mAmerican Airlines

Sun 8/242:15 pmSXM - IND

1 stop8h 21mAmerican Airlines

Deal found 8/16

$962

Sat 8/236:00 amIND - SXM

1 stop7h 56mDelta

Sun 8/243:21 pmSXM - IND

1 stop8h 47mDelta

Deal found 8/16

$907

Sat 8/236:21 amIND - SXM

2 stops8h 48mAmerican Airlines

Sun 8/244:30 pmSXM - IND

1 stop7h 46mAmerican Airlines

Deal found 8/15

$917

Fri 8/291:48 pmIND - SXM

2 stops24h 12mSpirit Airlines

Sat 9/63:05 pmSXM - IND

2 stops21h 58mSpirit Airlines

Deal found 8/17

$568

Wed 9/1011:55 amIND - SXM

2 stops50h 05mSpirit Airlines

Sat 9/203:05 pmSXM - IND

1 stop26h 04mSpirit Airlines

Deal found 8/17

$457

Mon 9/157:43 pmIND - SXM

2 stops36h 29mMultiple Airlines

Mon 9/223:05 pmSXM - IND

1 stop28h 42mMultiple Airlines

Deal found 8/16

$518

Mon 9/157:05 amIND - SXM

1 stop6h 45mDelta

Mon 9/223:20 pmSXM - IND

1 stop7h 44mDelta

Deal found 8/17

$612

Mon 9/158:26 pmIND - SXM

2 stops16h 53mAmerican Airlines

Mon 9/222:20 pmSXM - IND

2 stops19h 59mAmerican Airlines

Deal found 8/17

$617

Thu 9/187:43 pmIND - SXM

1 stop18h 17mMultiple Airlines

Sun 9/2112:25 pmSXM - IND

2 stops20h 53mMultiple Airlines

Deal found 8/17

$501

Sat 9/2012:20 pmIND - SXM

2 stops23h 06mMultiple Airlines

Mon 9/223:05 pmSXM - IND

1 stop28h 42mMultiple Airlines

Deal found 8/17

$565

Sat 9/206:52 pmIND - SXM

2 stops18h 27mAmerican Airlines

Tue 9/232:20 pmSXM - IND

1 stop8h 59mAmerican Airlines

Deal found 8/17

$592

One-way flights from Indianapolis to Simpson Bay
Search for one-way flight options from Indianapolis to Simpson Bay. Find affordable one-way fares based on user searches. Data last updated August 18, 2025.

Fri 9/196:21 pmIND - SXM

2 stops19h 39mMultiple Airlines

Deal found 8/17

$160

Fri 9/195:06 pmIND - SXM

1 stop20h 54mSpirit Airlines

Deal found 8/17

$169

Fri 8/227:50 pmIND - SXM

1 stop18h 10mSpirit Airlines

Deal found 8/17

$368

Fri 8/229:29 amIND - SXM

3 stops28h 31mMultiple Airlines

Deal found 8/17

$405

Cheapflights Fare Finder

Use the filters below to find and compare flights from Indianapolis to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Fri 10/17

6:35 pm-1:59 pm

1 stop19h 24m

Simpson Bay Princess Juliana

Fri 10/24

3:05 pm-9:48 am

1 stop18h 43m

$389

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sat 1/31

6:35 am-3:10 pm

1 stop7h 35m

Simpson Bay Princess Juliana

Sat 2/7

4:28 pm-10:56 pm

1 stop7h 28m

$401

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Fri 9/19

6:21 pm-2:00 pm

2 stops19h 39m

$160

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Fri 9/19

5:06 pm-2:00 pm

1 stop20h 54m

$169

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Fri 8/22

7:50 pm-2:00 pm

1 stop18h 10m

$368

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Fri 8/22

9:29 am-2:00 pm

3 stops28h 31m

$405

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Best time to book a flight from Indianapolis to Simpson Bay

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

How far ahead should I book a flight from Indianapolis to Simpson Bay?

To ensure you get the cheapest price possible for a flight from Indianapolis to Simpson Bay, you should look to book at least 48 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, September is the cheapest month in which you can book a flight from Indianapolis to Simpson Bay (average of $459). Flying from Indianapolis to Simpson Bay in March is currently the most expensive (average of $654). 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

Peruse reviews from past customers who have flown with Delta, American Airlines, and Spirit Airlines from Indianapolis to Simpson Bay to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,981 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Spirit Airlines

6.3

Okay

8,038 reviews

Delta

8.0

Very good

7,981 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

What are the cheapest airlines flying from Indianapolis to Simpson Bay round-trip?
According to our current data, Spirit Airlines ($356), American Airlines ($499), and Delta ($553) offers the cheapest pricing from Indianapolis to Simpson Bay. You may be able to fly from Indianapolis to Simpson Bay for 46% less than the average price by searching for these airlines.
Can I find deals for flights from Indianapolis to Simpson Bay that include hotel bookings?
Yes. In addition to deals on Indianapolis to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Indianapolis to Simpson Bay?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Indianapolis to Simpson Bay.
Can I find deals for business class flights from Indianapolis to Simpson Bay?
Yes. Cheapflights offers flight deals from Indianapolis 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 Indianapolis to Simpson Bay?
Currently, September is the cheapest month in which you can book a flight from Indianapolis to Simpson Bay (average of $459). Flying from Indianapolis to Simpson Bay in March is currently the most expensive (average of $654). 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

Philipsburg

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Top 3 airlines flying from Indianapolis to Simpson Bay

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$356	Average$453	FlexibilityNo cancel fee	On-time65%
American Airlines	Cheapest$499	Average$672	FlexibilityNo cancel fee	On-time71%
Delta	Cheapest$553	Average$680	FlexibilityNo cancel fee	On-timeN/A

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$160+ Cheap flights from Indianapolis (IND) 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Indianapolis to Simpson Bay with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Indianapolis to Simpson Bay Princess Juliana are usually found in September or December, booked 48 days in advance, depart on a Monday or Friday and return on a Tuesday

Cheap flight deals from Indianapolis to Simpson Bay

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Indianapolis to Simpson Bay

Cheapest flights from Indianapolis to Simpson BayExplore the most affordable flight options available from Indianapolis to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

Explore the most affordable flight options available from Indianapolis to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Indianapolis to Simpson Bay that are best for you.

Best time to book a flight from Indianapolis to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Indianapolis with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Indianapolis to Simpson Bay

How far ahead should I book a flight from Indianapolis to Simpson Bay?

Use this chart to determine the optimal time to book a round-trip flight from Indianapolis to Simpson Bay. Price data was last updated on August 8, 2025.

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

Reviews of airlines servicing Simpson Bay

Peruse reviews from past customers who have flown with Delta, American Airlines, and Spirit Airlines from Indianapolis to Simpson Bay to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

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

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

How can I find direct flights from Indianapolis to Simpson Bay?

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

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

Traveling to a place near Simpson Bay?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Indianapolis to Simpson Bay

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Top 3 airlines flying from Indianapolis to Simpson Bay

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Cheapest flights from Indianapolis to Simpson Bay
Explore the most affordable flight options available from Indianapolis to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.