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Simpson Bay

$139+ Cheap flights from Indiana 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SXM
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Indiana to Simpson Bay

Keep the following information in mind while searching for Indiana to Simpson Bay flight deals. Data was last updated September 17, 2025.

Round-trip from

$337
(Cheapflightsfares)

One-way from

$139
(Cheapflightsfares)

Popular in

June

Cheapest in

September

Average price

$586
From Indiana to Simpson Bay Princess Juliana
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One-way flight from Indiana to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 10% potential increase in price ($75 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 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 Indiana to Simpson Bay

Cheapest flights from Indiana to Simpson Bay
Explore the most affordable flight options available from Indiana to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Wed 11/54:28 pmSXM - ORD
1 stop9h 14mSpirit Airlines
Deal found 9/15$337
This Spirit deal was found by Cheapflights users on 9/16. 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 Spirit is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:35 amIND - SXM
1 stop7h 35mSpirit Airlines
Sat 11/154:28 pmSXM - IND
1 stop7h 28mSpirit Airlines
Deal found 9/16$342
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/185:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Sat 10/253:05 pmSXM - ORD
1 stop9h 40mSpirit Airlines
Deal found 9/16$342
This Cheapflightsfares deal was found by Cheapflights users on 9/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:43 pmORD - SXM
1 stop17h 17mSpirit Airlines
Mon 11/34:05 pmSXM - ORD
1 stop10h 58mSpirit Airlines
Deal found 9/17$345
This Priceline deal was found by Cheapflights users on 9/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Fri 10/313:05 pmSXM - ORD
1 stop10h 58mSpirit Airlines
Deal found 9/17$350
This Priceline deal was found by Cheapflights users on 9/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Sat 11/84:28 pmSXM - ORD
1 stop9h 14mSpirit Airlines
Deal found 9/17$351
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:09 pmIND - SXM
2 stops16h 51mSpirit Airlines
Fri 11/74:28 pmSXM - IND
1 stop7h 28mSpirit Airlines
Deal found 9/15$368
This Orbitz deal was found by Cheapflights users on 9/17. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/296:05 pmORD - SXM
2 stops43h 55mMultiple Airlines
Sat 12/64:28 pmSXM - ORD
1 stop9h 14mMultiple Airlines
Deal found 9/17$369
This Expedia deal was found by Cheapflights users on 9/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/42:00 pmORD - SXM
1 stop24h 00mMultiple Airlines
Wed 12/104:28 pmSXM - ORD
1 stop9h 14mMultiple Airlines
Deal found 9/15$373
This Orbitz deal was found by Cheapflights users on 9/16. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/85:05 amORD - SXM
1 stop8h 05mMultiple Airlines
Fri 11/145:00 pmSXM - ORD
2 stops41h 01mMultiple Airlines
Deal found 9/16$384
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/56:35 amIND - SXM
1 stop7h 35mMultiple Airlines
Wed 11/124:28 pmSXM - IND
1 stop25h 50mMultiple Airlines
Deal found 9/16$391
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/267:43 pmORD - SXM
1 stop17h 17mSpirit Airlines
Sat 11/13:05 pmSXM - ORD
1 stop21h 45mSpirit Airlines
Deal found 9/15$398

Cheapflights Fare Finder

 
Customize your flight search to find flights from Indiana 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 17, 2025.
Use the filters below to find and compare flights from Indiana to Simpson Bay that are best for you.

Fly from

Indiana

Fly to

Simpson Bay

Route

Depart

Return

Price

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 11/1

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Wed 11/5

4:28 pm-11:42 pm

1 stop9h 14m

$337

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sat 11/8

6:35 am-3:10 pm

1 stop7h 35m

Simpson Bay Princess Juliana

Sat 11/15

4:28 pm-10:56 pm

1 stop7h 28m

$342

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 10/3

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Fri 10/10

3:05 pm-11:45 pm

1 stop9h 40m

$342

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 11/8

5:05 am-3:10 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Sat 11/15

4:28 pm-11:42 pm

1 stop9h 14m

$342

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 11/8

5:05 am-3:10 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Fri 11/14

4:28 pm-11:42 pm

1 stop9h 14m

$346

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 10/18

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Sat 10/25

3:05 pm-11:45 pm

1 stop9h 40m

$367

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Fri 10/31

9:09 pm-2:00 pm

2 stops16h 51m

Simpson Bay Princess Juliana

Fri 11/7

4:28 pm-10:56 pm

1 stop7h 28m

$368

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 11/8

5:05 am-3:10 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Fri 11/14

5:00 pm-8:01 am

2 stops41h 01m

$384

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 10/27

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Fri 10/31

4:00 pm-11:18 am

2 stops20h 18m

$405

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 10/23

7:43 pm-2:00 pm

1 stop17h 17m

Simpson Bay Princess Juliana

Sun 10/26

12:25 pm-9:22 am

2 stops21h 57m

$407

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 53 results
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Best time to book a flight from Indiana to Simpson Bay

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

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

Currently, September is the cheapest month in which you can book a flight from Indiana to Simpson Bay (average of $459). Flying from Indiana 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.

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

Related info for your journey

Find useful and relevant information for your journey from Indiana 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 airport do you fly into for flights to Simpson Bay from Indiana?

    Simpson Bay Princess Juliana (SXM) is the airport you will fly into if you book a flight from Indiana to Simpson Bay. It is only a 0.5 mi journey from Princess Juliana (SXM) to Simpson Bay’s city center.

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

    There are many flights that can get you from Indiana to Simpson Bay in 7h 55m. Fly via Spirit Airlines, American Airlines, or Air Canada to get the fastest option. There are 2204 mi between Indiana and Simpson Bay. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Indiana to Simpson Bay one-way?

    For one-way options, check prices for Air Canada. According to our data, you can fly for as low as $141. Users have also found prices from $160 and $219 on Spirit Airlines and Frontier, respectively.

  • What are the most popular routes from Indiana to Simpson Bay?

    The most popular flight routes from Indiana to Simpson Bay are Chicago O'Hare Intl - Simpson Bay Princess Juliana, Chicago Midway - Simpson Bay Princess Juliana and Cincinnati Cinci./N. Kentucky - Simpson Bay Princess Juliana.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Indiana 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 Indiana to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Indiana to Simpson Bay (average of $459). Flying from Indiana 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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Alternative routes for Indiana to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
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White Plains to Simpson Bay flights

Top 3 airlines flying from Indiana to Simpson Bay

Discover the top 3 airlines that operate flights from Indiana 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 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$356Average$451FlexibilityNo cancel feeOn-time65%
DeltaCheapest$496Average$713FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$543Average$779FlexibilityNo cancel feeOn-time71%

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