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Simpson Bay

$106+ 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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
IND — SXM
Dec 10 — Dec 171
Wed 12/10
Wed 12/17
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 November 10, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$277
(Super.com)

One-way from

$106
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$683
Provider with most accurate pricing for Indianapolis-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Indianapolis-Simpson Bay Princess Juliana flights.
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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. 3% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 10, 2025.

This Super.com deal was found by Cheapflights users on 11/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Wed 12/103:20 pmSXM - ORD
1 stop10h 49mSpirit Airlines
Deal found 11/9$277
This Kiwi.com deal was found by Cheapflights users on 11/8. 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 12/73:20 pmORD - SXM
1 stop20h 55mMultiple Airlines
Sat 12/133:20 pmSXM - ORD
1 stop10h 49mMultiple Airlines
Deal found 11/8$319
This Mytrip deal was found by Cheapflights users on 11/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:00 amORD - SXM
1 stop7h 15mMultiple Airlines
Wed 12/109:35 amSXM - ORD
2 stops15h 18mMultiple Airlines
Deal found 11/10$338
This Priceline deal was found by Cheapflights users on 11/9. 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.
Wed 12/105:00 amORD - SXM
1 stop7h 15mMultiple Airlines
Tue 12/163:40 pmSXM - ORD
1 stop21h 38mMultiple Airlines
Deal found 11/9$346
This Super.com deal was found by Cheapflights users on 11/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/135:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Fri 12/193:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 11/8$375
This KAYAK deal was found by Cheapflights users on 11/8. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Mon 12/293:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 11/8$393
This KAYAK deal was found by Cheapflights users on 11/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/219:09 pmORD - SXM
2 stops15h 06mSpirit Airlines
Mon 12/293:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 11/9$396
This Kiwi.com deal was found by Cheapflights users on 11/10. 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.
Fri 12/1212:02 pmCVG - SXM
2 stops25h 13mMultiple Airlines
Sat 12/203:20 pmSXM - CVG
1 stop28h 42mMultiple Airlines
Deal found 11/10$435
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 12/1412:59 pmCVG - SXM
2 stops24h 16mMultiple Airlines
Sat 12/203:20 pmSXM - CVG
1 stop28h 42mMultiple Airlines
Deal found 11/10$457
This Kiwi.com deal was found by Cheapflights users on 11/10. 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.
Fri 12/1212:02 pmCVG - SXM
2 stops25h 13mMultiple Airlines
Fri 12/193:20 pmSXM - CVG
1 stop25h 42mMultiple Airlines
Deal found 11/10$460
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 12/1412:59 pmCVG - SXM
2 stops24h 16mMultiple Airlines
Fri 12/193:20 pmSXM - CVG
1 stop25h 42mMultiple Airlines
Deal found 11/10$482
This Kiwi.com deal was found by Cheapflights users on 11/10. 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.
Thu 12/117:23 pmMDW - SXM
2 stops40h 52mMultiple Airlines
Wed 12/174:20 pmSXM - MDW
1 stop19h 45mMultiple Airlines
Deal found 11/10$486

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 November 10, 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

Fri 1/23

7:52 pm-2:14 pm

1 stop16h 22m

Simpson Bay Princess Juliana

Sat 1/31

3:09 pm-12:18 am

1 stop11h 09m

$350

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Fri 1/9

7:14 pm-2:14 pm

2 stops18h 00m

Simpson Bay Princess Juliana

Thu 1/15

3:09 pm-12:32 pm

1 stop22h 23m

$373

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 1/9

6:25 pm-12:30 pm

1 stop16h 05m

Simpson Bay Princess Juliana

Wed 1/21

1:55 pm-11:57 pm

1 stop12h 02m

$377

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 1/7

7:00 am-4:28 pm

1 stop7h 28m

Simpson Bay Princess Juliana

Wed 1/14

3:31 pm-11:08 pm

1 stop9h 37m

$377

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 1/12

5:33 am-2:55 pm

1 stop7h 22m

Simpson Bay Princess Juliana

Thu 1/15

4:20 pm-9:44 am

1 stop19h 24m

$377

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 1/12

6:25 pm-12:30 pm

1 stop16h 05m

Simpson Bay Princess Juliana

Fri 1/16

1:55 pm-11:57 pm

1 stop12h 02m

$377

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 1/9

5:33 am-2:55 pm

1 stop7h 22m

Simpson Bay Princess Juliana

Thu 1/15

4:20 pm-9:44 am

1 stop19h 24m

$377

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 1/12

5:33 am-2:55 pm

1 stop7h 22m

Simpson Bay Princess Juliana

Wed 1/21

1:55 pm-11:57 pm

1 stop12h 02m

$377

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 1/24

5:33 am-2:55 pm

1 stop7h 22m

Simpson Bay Princess Juliana

Sat 1/31

5:28 pm-11:57 pm

1 stop8h 29m

$377

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 1/23

9:10 pm-1:45 pm

2 stops14h 35m

Simpson Bay Princess Juliana

Sat 1/31

3:23 pm-11:27 pm

1 stop10h 04m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/8

Showing 1-10 of 51 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, July is the cheapest month in which you can book a flight from Indiana to Simpson Bay (average of $404). Flying from Indiana to Simpson Bay in November is currently the most expensive (average of $583). 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 28m. Fly via Spirit Airlines, Delta, or American Airlines 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 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, July is the cheapest month in which you can book a flight from Indiana to Simpson Bay (average of $404). Flying from Indiana to Simpson Bay in November is currently the most expensive (average of $583). 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

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Top 4 airlines flying from Indiana to Simpson Bay

Discover the top 4 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 November 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$356Average$451FlexibilityNo cancel feeOn-time65%
DeltaCheapest$496Average$719FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$541Average$666FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$561Average$774FlexibilityNo cancel feeOn-time71%

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