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Cheap flights from Indiana to Simpson Bay from $163

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 8/28. 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

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Find the cheapest flights from Indiana to Simpson Bay

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
5:33 am - 12:40 pm
IND
-
SXM
7h 07m
1 stop
American Airlines Logo
2:51 pm - 12:09 am
SXM
-
IND
9h 18m
1 stop
$377American Airlines
Mon, Jun 29 - Thu, Jul 23
American Airlines Logo
7:10 pm - 12:34 pm
IND
-
SXM
17h 24m
1 stop
American Airlines Logo
2:51 pm - 8:50 am
SXM
-
IND
17h 59m
1 stop
$378American Airlines
Sun, Jul 5 - Thu, Jul 9
Southwest Logo
5:10 am - 1:25 pm
MDW
-
SXM
7h 15m
1 stop
Southwest Logo
2:25 pm - 9:25 pm
SXM
-
MDW
8h 00m
1 stop
$379Southwest
Fri, Jul 10 - Thu, Jul 16
JetBlue Logo
2:35 pm - 12:38 pm
ORD
-
SXM
21h 03m
1 stop
JetBlue Logo
1:45 pm - 11:44 pm
SXM
-
ORD
10h 59m
1 stop
$420JetBlue
Mon, Sep 14 - Sun, Sep 20
Multiple Airlines Logo
5:13 pm - 11:30 am
ORD
-
SXM
17h 17m
1 stop
Multiple Airlines Logo
1:42 pm - 11:44 pm
SXM
-
ORD
11h 02m
1 stop
$432Multiple Airlines
Fri, Jul 10 - Thu, Jul 16
Southwest Logo
5:10 am - 1:25 pm
MDW
-
SXM
7h 15m
1 stop
Southwest Logo
2:25 pm - 12:10 am
SXM
-
MDW
10h 45m
2 stops
$437Southwest
Fri, Jul 10 - Thu, Jul 16
Multiple Airlines Logo
10:16 am - 11:30 am
ORD
-
SXM
24h 14m
1 stop
Multiple Airlines Logo
1:42 pm - 11:44 pm
SXM
-
ORD
11h 02m
1 stop
$438Multiple Airlines
Fri, Jul 10 - Thu, Jul 16
JetBlue Logo
2:35 pm - 12:38 pm
ORD
-
SXM
21h 03m
1 stop
JetBlue Logo
1:45 pm - 11:44 pm
SXM
-
ORD
10h 59m
1 stop
$440JetBlue
Tue, Sep 8 - Thu, Sep 24
Air Canada Logo
9:00 am - 5:00 pm
CVG
-
SXM
8h 00m
1 stop
Air Canada Logo
6:00 pm - 1:14 pm
SXM
-
CVG
19h 14m
1 stop
$451Air Canada
Sat, Jul 4 - Sat, Jul 11
Air Canada Logo
8:40 pm - 5:00 pm
ORD
-
SXM
19h 20m
1 stop
Air Canada Logo
6:00 pm - 9:00 am
SXM
-
ORD
16h 00m
1 stop
$451Air Canada
Fri, Jul 31 - Sat, Aug 8

JetBlue flights from Indiana to Simpson Bay

Our best JetBlue deals on Indiana to Simpson Bay flight tickets
JetBlue
Sep 14
ORD2:35 pmChicago O'Hare Intl
21h 03m
1 stop
SXM12:38 pmSimpson Bay Princess Juliana
Sep 20
SXM1:45 pmSimpson Bay Princess Juliana
10h 59m
1 stop
ORD11:44 pmChicago O'Hare Intl
$420
JetBlue
Sep 8
ORD2:35 pmChicago O'Hare Intl
21h 03m
1 stop
SXM12:38 pmSimpson Bay Princess Juliana
Sep 24
SXM1:45 pmSimpson Bay Princess Juliana
10h 59m
1 stop
ORD11:44 pmChicago O'Hare Intl
$440
JetBlue
Sep 1
ORD6:27 pmChicago O'Hare Intl
14h 35m
1 stop
SXM10:02 amSimpson Bay Princess Juliana
Sep 2
SXM1:42 pmSimpson Bay Princess Juliana
11h 02m
1 stop
ORD11:44 pmChicago O'Hare Intl
$446

Air Canada flights from Indiana to Simpson Bay

Our best Air Canada deals on Indiana to Simpson Bay flight tickets
Air Canada
Jul 4
CVG9:00 amCincinnati Cinci./N. Kentucky
8h 00m
1 stop
SXM5:00 pmSimpson Bay Princess Juliana
Jul 11
SXM6:00 pmSimpson Bay Princess Juliana
19h 14m
1 stop
CVG1:14 pmCincinnati Cinci./N. Kentucky
$451
Air Canada
Sep 5
CVG9:00 amCincinnati Cinci./N. Kentucky
8h 00m
1 stop
SXM5:00 pmSimpson Bay Princess Juliana
Sep 12
SXM6:00 pmSimpson Bay Princess Juliana
19h 23m
1 stop
CVG1:23 pmCincinnati Cinci./N. Kentucky
$473
Air Canada
Sep 12
CVG6:30 amCincinnati Cinci./N. Kentucky
10h 30m
1 stop
SXM5:00 pmSimpson Bay Princess Juliana
Sep 19
SXM6:00 pmSimpson Bay Princess Juliana
26h 30m
2 stops
CVG8:30 pmCincinnati Cinci./N. Kentucky
$476

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 June 4, 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

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Mon 6/29

5:33 am-12:40 pm

1 stop7h 07m

Simpson Bay Princess Juliana

Thu 7/23

2:51 pm-12:09 am

1 stop9h 18m

$377

IndianapolisSimpson Bay

IND - SXM

INDSXM

Indianapolis

Sun 7/5

7:10 pm-12:34 pm

1 stop17h 24m

Simpson Bay Princess Juliana

Thu 7/9

2:51 pm-8:50 am

1 stop17h 59m

$378
Quickest round-trip

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Fri 7/10

5:10 am-1:25 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Thu 7/16

2:25 pm-9:25 pm

1 stop8h 00m

$379

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 9/14

2:35 pm-12:38 pm

1 stop21h 03m

Simpson Bay Princess Juliana

Sun 9/20

1:45 pm-11:44 pm

1 stop10h 59m

$420

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 7/10

5:13 pm-11:30 am

1 stop17h 17m

Simpson Bay Princess Juliana

Thu 7/16

1:42 pm-11:44 pm

1 stop11h 02m

$432

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Fri 7/10

5:10 am-1:25 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Thu 7/16

2:25 pm-12:10 am

2 stops10h 45m

$437

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 7/10

10:16 am-11:30 am

1 stop24h 14m

Simpson Bay Princess Juliana

Thu 7/16

1:42 pm-11:44 pm

1 stop11h 02m

$438

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 9/8

2:35 pm-12:38 pm

1 stop21h 03m

Simpson Bay Princess Juliana

Thu 9/24

1:45 pm-11:44 pm

1 stop10h 59m

$440

CincinnatiSimpson Bay

CVG - SXM

CVGSXM

Cincinnati Cinci./N. Kentucky

Sat 7/4

9:00 am-5:00 pm

1 stop8h 00m

Simpson Bay Princess Juliana

Sat 7/11

6:00 pm-1:14 pm

1 stop19h 14m

$451

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 7/31

8:40 pm-5:00 pm

1 stop19h 20m

Simpson Bay Princess Juliana

Sat 8/8

6:00 pm-9:00 am

1 stop16h 00m

$451

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 $245. If you aren’t able to travel to Simpson Bay during the month of January, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $306.

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 $677 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 $391 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 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 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
American AirlinesPriceFrom $543Free CancellationRating
7.1
11,641 reviews
Search American Airlines flights
United AirlinesPriceFrom $551Free CancellationRating
7.4
9,773 reviews
Search United Airlines flights
DeltaPriceFrom $561Free CancellationRating
7.8
8,395 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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