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Cheap flights from Indiana to Simpson Bay from $162

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Indiana to Simpson Bay departing on 9/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Indiana to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
10:15 am - 2:45 pm
ORD
-
SXM
27h 30m
1 stop
Air Canada Logo
2:40 pm - 12:07 pm
SXM
-
ORD
22h 27m
1 stop
$396Air Canada
Sun, Oct 25 - Sat, Oct 31
Air Canada Logo
10:15 am - 2:45 pm
ORD
-
SXM
27h 30m
1 stop
Air Canada Logo
2:40 pm - 12:07 pm
SXM
-
ORD
22h 27m
1 stop
$397Air Canada
Sun, Oct 25 - Sat, Oct 31
Air Canada Logo
3:45 pm - 2:45 pm
ORD
-
SXM
22h 00m
2 stops
Air Canada Logo
2:40 pm - 12:07 pm
SXM
-
ORD
22h 27m
1 stop
$399Air Canada
Sun, Oct 25 - Sat, Oct 31
KLM Logo
6:00 am - 1:53 pm
IND
-
SXM
7h 53m
1 stop
KLM Logo
3:18 pm - 11:22 pm
SXM
-
IND
8h 04m
1 stop
$404KLM
Mon, Sep 14 - Thu, Sep 17
American Airlines Logo
6:00 am - 1:33 pm
IND
-
SXM
7h 33m
1 stop
American Airlines Logo
2:22 pm - 11:52 pm
SXM
-
IND
9h 30m
1 stop
$419American Airlines
Sat, Aug 29 - Sat, Sep 5
American Airlines Logo
6:48 pm - 1:22 pm
IND
-
SXM
18h 34m
2 stops
American Airlines Logo
4:39 pm - 11:38 am
SXM
-
IND
18h 59m
2 stops
$424American Airlines
Sat, Aug 15 - Sat, Aug 22
United Airlines Logo
6:35 pm - 1:50 pm
IND
-
SXM
18h 15m
2 stops
United Airlines Logo
2:52 pm - 9:48 am
SXM
-
IND
19h 56m
2 stops
$431United Airlines
Mon, Jan 11 - Fri, Jan 22
Southwest Logo
5:00 am - 2:05 pm
MDW
-
SXM
8h 05m
1 stop
Southwest Logo
3:05 pm - 10:40 pm
SXM
-
MDW
8h 35m
1 stop
$442Southwest
Fri, Sep 11 - Fri, Sep 18
Southwest Logo
5:10 am - 2:05 pm
IND
-
SXM
8h 55m
1 stop
Southwest Logo
3:05 pm - 10:35 pm
SXM
-
IND
7h 30m
1 stop
$445Southwest
Fri, Aug 28 - Sun, Aug 30
United Airlines Logo
12:20 pm - 1:50 pm
SDF
-
SXM
24h 30m
2 stops
United Airlines Logo
5:00 pm - 8:55 pm
SXM
-
SDF
28h 55m
2 stops
$738United Airlines
Mon, Dec 14 - Fri, Dec 18

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JetBlue flights from Indiana to Simpson Bay

Our best JetBlue deals on Indiana to Simpson Bay flight tickets
JetBlue
Aug 28
ORD8:20 pmChicago O'Hare Intl
14h 13m
1 stop
SXM11:33 amSimpson Bay Princess Juliana
Sep 4
SXM11:40 amSimpson Bay Princess Juliana
11h 18m
1 stop
ORD9:58 pmChicago O'Hare Intl
$471
JetBlue
Aug 29
ORD6:00 amChicago O'Hare Intl
9h 19m
1 stop
SXM4:19 pmSimpson Bay Princess Juliana
Sep 2
SXM11:40 amSimpson Bay Princess Juliana
11h 18m
1 stop
ORD9:58 pmChicago O'Hare Intl
$501
JetBlue
Aug 4
ORD6:30 pmChicago O'Hare Intl
14h 37m
1 stop
SXM10:07 amSimpson Bay Princess Juliana
Aug 7
SXM11:20 amSimpson Bay Princess Juliana
11h 38m
1 stop
ORD9:58 pmChicago O'Hare Intl
$733

United Airlines flights from Indiana to Simpson Bay

Our best United Airlines deals on Indiana to Simpson Bay flight tickets
United Airlines
Jan 11
IND6:35 pmIndianapolis
18h 15m
2 stops
SXM1:50 pmSimpson Bay Princess Juliana
Jan 22
SXM2:52 pmSimpson Bay Princess Juliana
19h 56m
2 stops
IND9:48 amIndianapolis
$431
United Airlines
Dec 5
IND7:00 amIndianapolis
7h 57m
1 stop
SXM3:57 pmSimpson Bay Princess Juliana
Dec 12
SXM5:00 pmSimpson Bay Princess Juliana
7h 48m
1 stop
IND11:48 pmIndianapolis
$483
United Airlines
Dec 5
IND7:00 amIndianapolis
7h 57m
1 stop
SXM3:57 pmSimpson Bay Princess Juliana
Dec 15
SXM2:52 pmSimpson Bay Princess Juliana
9h 05m
1 stop
IND10:57 pmIndianapolis
$539

momondo 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, momondo users made 832,500 searches. Data last updated July 23, 2026.
Use the filters below to find and compare flights from Indiana to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 10/25

10:15 am-2:45 pm

1 stop27h 30m

Simpson Bay Princess Juliana

Sat 10/31

2:40 pm-12:07 pm

1 stop22h 27m

$396

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 10/25

10:15 am-2:45 pm

1 stop27h 30m

Simpson Bay Princess Juliana

Sat 10/31

2:40 pm-12:07 pm

1 stop22h 27m

$397

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 10/25

3:45 pm-2:45 pm

2 stops22h 00m

Simpson Bay Princess Juliana

Sat 10/31

2:40 pm-12:07 pm

1 stop22h 27m

$399
Quickest round-trip

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Mon 9/14

6:00 am-1:53 pm

1 stop7h 53m

Simpson Bay Princess Juliana

Thu 9/17

3:18 pm-11:22 pm

1 stop8h 04m

$404

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sat 8/29

6:00 am-1:33 pm

1 stop7h 33m

Simpson Bay Princess Juliana

Sat 9/5

2:22 pm-11:52 pm

1 stop9h 30m

$419

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sat 8/15

6:48 pm-1:22 pm

2 stops18h 34m

Simpson Bay Princess Juliana

Sat 8/22

4:39 pm-11:38 am

2 stops18h 59m

$424

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Mon 1/11

6:35 pm-1:50 pm

2 stops18h 15m

Simpson Bay Princess Juliana

Fri 1/22

2:52 pm-9:48 am

2 stops19h 56m

$431

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Fri 9/11

5:00 am-2:05 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Fri 9/18

3:05 pm-10:40 pm

1 stop8h 35m

$442

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Fri 8/28

5:10 am-2:05 pm

1 stop8h 55m

Simpson Bay Princess Juliana

Sun 8/30

3:05 pm-10:35 pm

1 stop7h 30m

$445

LouisvilleSimpson Bay

SDF - SXM

SDFSXM

Louisville Intl

Mon 12/14

12:20 pm-1:50 pm

2 stops24h 30m

Simpson Bay Princess Juliana

Fri 12/18

5:00 pm-8:55 pm

2 stops28h 55m

$738

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Simpson Bay from

How to get the cheapest flight ticket from Indiana to Simpson Bay

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Simpson Bay?

In general, January is the cheapest month to fly from Indiana to Simpson Bay. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $611. If you aren’t able to travel to Simpson Bay during the month of January, then flying in July is also cheap. Prices for this month can be found on momondo for an average of $614.

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

You are more likely to see cheaper flights to Simpson Bay from Indiana when booking weeks ahead of your departure date. In general, you can expect to find flights to Simpson Bay for around $709 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Simpson Bay from Indiana for as low as $387 on momondo.

Can stopping save me money on Indiana to Simpson Bay flights?

You could potentially save up to 46% on your flight if you consider stops on a Indiana to Simpson Bay flight.

Cheap Indiana to Simpson Bay flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Indiana to Simpson Bay

Fastest flight time

5h 12m

Direct flights

Mon, Tue, Wed, Fri and Sun

Airports in Simpson Bay

1 airport
The fastest flight from Indiana to Simpson Bay takes 5h 12m
Direct flights go from Indiana to Simpson Bay on Monday, Tuesday, Wednesday, Friday and Sunday. There are no airlines offering direct flights.
There is 1 airport in Simpson Bay. From Indiana there are direct flights to Simpson Bay Princess Juliana (SXM).
Search flight deals

Frequently asked questions about flying from Indiana to Simpson Bay

  • When did momondo last update prices for flights from Indiana to Simpson Bay Princess Juliana Airport?

    Prices for flights from Indiana to Simpson Bay Princess Juliana Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Indiana to Simpson Bay Princess Juliana Airport?

  • How old do you have to be to fly from Indiana to Simpson Bay Princess Juliana Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Indiana to Simpson Bay Princess Juliana Airport.

  • What documentation or ID do you need to fly to Simpson Bay Princess Juliana Airport?

    The travel and health documents required for your trip to Simpson Bay Princess Juliana Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Simpson Bay Princess Juliana Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Indiana to Simpson Bay

Compare and see reviews for airlines that fly from Indiana to Simpson Bay with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $351Free CancellationRating
7.4
10,024 reviews
Search United Airlines flights
American AirlinesPriceFrom $441Free CancellationRating
7.1
11,832 reviews
Search American Airlines flights
DeltaPriceFrom $561Free CancellationRating
7.8
8,479 reviews
Search Delta flights

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

Why use momondo?

Why should I use momondo to find a flight deal from Indiana to Simpson Bay?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Indiana to Simpson Bay. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Indiana to Simpson Bay with flexible booking policies on momondo?

momondo does allow users to show only those flights to Simpson Bay from Indiana which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Indiana to Simpson Bay?

Once you have performed a search for Indiana to Simpson Bay flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Indiana to Simpson Bay right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Simpson Bay, momondo offers a useful price alert feature which will track prices for flights to Simpson Bay from Indiana and alert you when they change.

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