HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Simpson Bay

$377+ Cheap flights from Indianapolis (IND) 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SXM
Dec 15 — Dec 221
Mon 12/15
Mon 12/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Indianapolis to Simpson Bay with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Indianapolis to Simpson Bay Princess Juliana are usually found in September or August, booked 52 days in advance, depart on a Monday or Friday and return on a Tuesday

Cheap flight deals from Indianapolis to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Indianapolis (IND) 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 November 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$377
(KAYAK)

Popular in

December

Cheapest in

September

Average price

$683
Provider with most accurate pricing for Indianapolis-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Indianapolis-Simpson Bay Princess Juliana flights.
Search Deals
From Indianapolis to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 15, 2025.

This American Airlines deal was found by Cheapflights users on 11/13. 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.
Wed 12/36:00 amIND - SXM
1 stop6h 52mAmerican Airlines
Wed 12/102:51 pmSXM - IND
1 stop9h 36mAmerican Airlines
Deal found 11/13$722
This FlightHub deal was found by Cheapflights users on 11/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:15 amIND - SXM
2 stops26h 25mMultiple Airlines
Wed 12/103:20 pmSXM - IND
2 stops17h 23mMultiple Airlines
Deal found 11/14$724
This American Airlines deal was found by Cheapflights users on 11/14. 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 12/26:00 amIND - SXM
1 stop9h 22mAmerican Airlines
Tue 12/95:25 pmSXM - IND
2 stops19h 42mAmerican Airlines
Deal found 11/14$727
This American Airlines deal was found by Cheapflights users on 11/13. 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 12/208:11 pmIND - SXM
2 stops17h 11mAmerican Airlines
Sat 12/271:39 pmSXM - IND
1 stop11h 20mAmerican Airlines
Deal found 11/13$742
This United Airlines deal was found by Cheapflights users on 11/13. 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 12/209:00 amIND - SXM
1 stop29h 57mUnited Airlines
Sat 12/275:00 pmSXM - IND
1 stop7h 59mUnited Airlines
Deal found 11/13$754
This deal was found by Cheapflights users on 11/13. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:15 amIND - SXM
1 stop7h 42mUnited Airlines
Sat 12/135:00 pmSXM - IND
1 stop7h 59mUnited Airlines
Deal found 11/13$786
This American Airlines deal was found by Cheapflights users on 11/14. 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.
Mon 12/16:04 amIND - SXM
1 stop6h 56mAmerican Airlines
Sun 12/75:25 pmSXM - IND
1 stop16h 24mAmerican Airlines
Deal found 11/14$792

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indianapolis 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 November 15, 2025.
Use the filters below to find and compare flights from Indianapolis to Simpson Bay that are best for you.

Fly from

Indianapolis

Fly to

Simpson Bay

Route

Depart

Return

Price

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sat 2/21

8:17 pm-2:16 pm

1 stop16h 59m

Simpson Bay Princess Juliana

Sat 2/28

3:11 pm-10:38 pm

1 stop8h 27m

$377

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Thu 2/19

5:15 am-2:16 pm

1 stop8h 01m

Simpson Bay Princess Juliana

Mon 3/2

3:11 pm-10:38 pm

1 stop8h 27m

$417

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Tue 3/10

5:15 am-1:16 pm

1 stop8h 01m

Simpson Bay Princess Juliana

Wed 3/11

2:11 pm-10:38 pm

1 stop8h 27m

$435

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sun 2/22

8:17 pm-2:16 pm

1 stop16h 59m

Simpson Bay Princess Juliana

Sat 2/28

3:11 pm-8:33 am

2 stops18h 22m

$462

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Mon 3/2

8:17 pm-2:16 pm

1 stop16h 59m

Simpson Bay Princess Juliana

Mon 3/9

2:11 pm-2:17 pm

2 stops24h 06m

$474

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Fri 2/13

5:15 am-2:16 pm

1 stop8h 01m

Simpson Bay Princess Juliana

Thu 2/19

3:11 pm-8:33 am

2 stops18h 22m

$498

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sat 3/7

5:15 am-2:16 pm

1 stop8h 01m

Simpson Bay Princess Juliana

Sat 3/14

2:11 pm-10:38 pm

1 stop8h 27m

$500

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sun 2/22

8:17 pm-2:16 pm

1 stop16h 59m

Simpson Bay Princess Juliana

Sun 3/8

2:11 pm-10:38 pm

1 stop8h 27m

$520

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sat 12/27

9:43 pm-11:28 am

3 stops36h 45m

$405

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sat 12/27

8:11 pm-2:26 pm

2 stops17h 15m

$443

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

Compare providers for flights from Indianapolis 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 Indianapolis to Simpson Bay in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 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 Indianapolis-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Indianapolis-Simpson Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Indianapolis-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Indianapolis-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 Indianapolis-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 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?

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 November 7, 2025.

To ensure you get the cheapest price possible for a flight from Indianapolis to Simpson Bay, you should look to book at least 51 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, July is the cheapest month in which you can book a flight from Indianapolis to Simpson Bay (average of $404). Flying from Indianapolis to Simpson Bay in October is currently the most expensive (average of $572). 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.

How much does it cost to fly round-trip from Indianapolis to Simpson Bay?

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 November 15, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American 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
7.9
Good
8,012 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,012 reviews
Delta
7.9
Good
8,012 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,017 reviews
Delta
7.9
Good
8,012 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,049 reviews
Delta
7.9
Good
8,012 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,142 reviews
Delta
7.9
Good
8,012 reviews

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

7.9

Comfort

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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.

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

    There are many flights that can get you from Indianapolis to Simpson Bay in 16h 59m. Fly via Spirit Airlines to get the fastest option. Indianapolis and Simpson Bay are separated by a distance of 2038 mi.

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

    According to our current data, Spirit Airlines ($356), United Airlines ($541), and American Airlines ($561) offers the cheapest pricing from Indianapolis to Simpson Bay. You may be able to fly from Indianapolis to Simpson Bay for 48% 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, July is the cheapest month in which you can book a flight from Indianapolis to Simpson Bay (average of $404). Flying from Indianapolis to Simpson Bay in October is currently the most expensive (average of $572). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Indianapolis to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Simpson Bay flights
Midway to Simpson Bay flights
Cincinnati to Simpson Bay flights
Dayton to Simpson Bay flights
Louisville to Simpson Bay flights
Kalamazoo to Simpson Bay flights

Top 4 airlines flying from Indianapolis to Simpson Bay

Discover the top 4 airlines that operate flights from Indianapolis 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 November 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$356Average$451FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$541Average$666FlexibilityNo cancel feeOn-time69%
DeltaCheapest$561Average$695FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$561Average$691FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.