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Cheap flights from Indiana to Simpson Bay from $141

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 12/6. 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
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.
Delta Logo
5:50 am - 2:56 pmORD-SXM
7h 06m1 stop
Delta Logo
1:45 pm - 11:54 pmSXM-ORD
12h 09m1 stop
$329Delta
Find Deal
ke, tammi 28 - pe, helmi 6
Spirit Airlines Logo
5:05 am - 3:10 pmORD-SXM
8h 05m1 stop
Spirit Airlines Logo
4:28 pm - 11:42 pmSXM-ORD
9h 14m1 stop
$331Spirit Airlines
Find Deal
la, joulu 6 - ke, joulu 10
American Airlines Logo
7:50 pm - 1:45 pmORD-SXM
15h 55m1 stop
American Airlines Logo
5:33 pm - 9:05 amSXM-ORD
17h 32m1 stop
$354American Airlines
Find Deal
la, tammi 24 - ma, helmi 2
American Airlines Logo
7:50 pm - 1:45 pmORD-SXM
15h 55m1 stop
American Airlines Logo
5:33 pm - 9:05 amSXM-ORD
17h 32m1 stop
$359American Airlines
Find Deal
la, tammi 24 - su, helmi 1
Frontier Logo
5:05 am - 3:20 pmORD-SXM
8h 15m1 stop
Frontier Logo
4:30 pm - 11:35 pmSXM-ORD
9h 05m1 stop
$365Frontier
Find Deal
la, tammi 17 - la, tammi 24
Frontier Logo
6:00 am - 3:20 pmMDW-SXM
7h 20m1 stop
Frontier Logo
4:30 pm - 11:25 pmSXM-MDW
8h 55m1 stop
$400Frontier
Find Deal
la, tammi 24 - la, tammi 31
Multiple Airlines Logo
6:00 pm - 3:20 pmORD-SXM
19h 20m1 stop
Multiple Airlines Logo
4:28 pm - 11:42 pmSXM-ORD
9h 14m1 stop
$407Multiple Airlines
Find Deal
pe, helmi 20 - pe, helmi 27
Multiple Airlines Logo
5:05 am - 2:00 pmORD-SXM
7h 55m1 stop
Multiple Airlines Logo
8:57 pm - 1:26 pmSXM-ORD
18h 29m2 stops
$413Multiple Airlines
Find Deal
ma, loka 20 - ke, marras 5
United Airlines Logo
8:45 am - 3:57 pmORD-SXM
5h 12mnonstop
United Airlines Logo
3:00 pm - 7:00 pmSXM-ORD
6h 00mnonstop
$436United Airlines
Find Deal
su, marras 9 - su, marras 16
United Airlines Logo
9:10 pm - 1:50 pmORD-SXM
14h 40m1 stop
United Airlines Logo
3:00 pm - 7:00 pmSXM-ORD
6h 00mnonstop
$465United Airlines
Find Deal
pe, marras 7 - su, marras 16

Delta flights from Indiana to Simpson Bay

Our best Delta deals on Indiana to Simpson Bay flight tickets
Delta
Jan 28
ORD5:50 amChicago O'Hare Intl
7h 06m
1 stop
SXM2:56 pmSimpson Bay Princess Juliana
Feb 6
SXM1:45 pmSimpson Bay Princess Juliana
12h 09m
1 stop
ORD11:54 pmChicago O'Hare Intl
$329
Find similar
Delta
Nov 23
ORD8:02 pmChicago O'Hare Intl
16h 53m
1 stop
SXM2:55 pmSimpson Bay Princess Juliana
Nov 27
SXM4:20 pmSimpson Bay Princess Juliana
8h 10m
1 stop
ORD10:30 pmChicago O'Hare Intl
$375
Find similar
Delta
Nov 23
ORD8:02 pmChicago O'Hare Intl
16h 53m
1 stop
SXM2:55 pmSimpson Bay Princess Juliana
Nov 27
SXM4:20 pmSimpson Bay Princess Juliana
28h 16m
2 stops
ORD6:36 pmChicago O'Hare Intl
$380
Find similar

Spirit Airlines flights from Indiana to Simpson Bay

Our best Spirit Airlines deals on Indiana to Simpson Bay flight tickets
Spirit Airlines
Dec 6
ORD5:05 amChicago O'Hare Intl
8h 05m
1 stop
SXM3:10 pmSimpson Bay Princess Juliana
Dec 10
SXM4:28 pmSimpson Bay Princess Juliana
9h 14m
1 stop
ORD11:42 pmChicago O'Hare Intl
$331
Find similar
Spirit Airlines
Feb 4
ORD5:05 amChicago O'Hare Intl
8h 05m
1 stop
SXM3:10 pmSimpson Bay Princess Juliana
Feb 9
SXM4:28 pmSimpson Bay Princess Juliana
18h 55m
1 stop
ORD9:23 amChicago O'Hare Intl
$347
Find similar
Spirit Airlines
Oct 18
ORD5:05 amChicago O'Hare Intl
7h 55m
1 stop
SXM2:00 pmSimpson Bay Princess Juliana
Oct 25
SXM3:05 pmSimpson Bay Princess Juliana
9h 40m
1 stop
ORD11:45 pmChicago O'Hare Intl
$348
Find similar

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 lokakuu 6, 2025.
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

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

ke 1/28

5:50 am-2:56 pm

1 stop7h 06m

Simpson Bay Princess Juliana

pe 2/6

1:45 pm-11:54 pm

1 stop12h 09m

$329

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

la 12/6

5:05 am-3:10 pm

1 stop8h 05m

Simpson Bay Princess Juliana

ke 12/10

4:28 pm-11:42 pm

1 stop9h 14m

$331

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

la 1/24

7:50 pm-1:45 pm

1 stop15h 55m

Simpson Bay Princess Juliana

ma 2/2

5:33 pm-9:05 am

1 stop17h 32m

$354

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

la 1/24

7:50 pm-1:45 pm

1 stop15h 55m

Simpson Bay Princess Juliana

su 2/1

5:33 pm-9:05 am

1 stop17h 32m

$359

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

la 1/17

5:05 am-3:20 pm

1 stop8h 15m

Simpson Bay Princess Juliana

la 1/24

4:30 pm-11:35 pm

1 stop9h 05m

$365

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

la 1/24

6:00 am-3:20 pm

1 stop7h 20m

Simpson Bay Princess Juliana

la 1/31

4:30 pm-11:25 pm

1 stop8h 55m

$400

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

pe 2/20

6:00 pm-3:20 pm

1 stop19h 20m

Simpson Bay Princess Juliana

pe 2/27

4:28 pm-11:42 pm

1 stop9h 14m

$407

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

ma 10/20

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

ke 11/5

8:57 pm-1:26 pm

2 stops18h 29m

$413

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

su 11/9

8:45 am-3:57 pm

Nonstop5h 12m

Simpson Bay Princess Juliana

su 11/16

3:00 pm-7:00 pm

Nonstop6h 00m

$436

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

pe 11/7

9:10 pm-1:50 pm

1 stop14h 40m

Simpson Bay Princess Juliana

su 11/16

3:00 pm-7:00 pm

Nonstop6h 00m

$465

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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, September 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 $586. If you aren’t able to travel to Simpson Bay during the month of September, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $624.

What is the cheapest day to depart on your flight to Simpson Bay?

Our data shows that Monday is the least expensive day to fly to Simpson Bay. Tickets to fly out on this day can be as low as $538. Flights from Indiana to Simpson Bay on a Saturday will generally be more expensive and average around $751. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Simpson Bay?

According to our data, the cheapest time of day to fly to Simpson Bay is in the evening. momondo users have found flights departing from Indiana to Simpson Bay in the evening for as low as $467. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Simpson Bay is in the morning when prices are around $632.

How far in advance should I book a flight 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 $694 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 $568 on momondo.

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

You could potentially save up to 50% 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

4h 45m

Direct flights

Mon and Sun

Airports in Simpson Bay

1 airport
The fastest flight from Indiana to Simpson Bay takes 4h 45m
Direct flights go from Indiana to Simpson Bay on Monday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Simpson Bay: Simpson Bay Princess Juliana (SXM)
Search flight deals

  • 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
Spirit AirlinesPriceFrom $356Free CancellationRating
6.3
8,075 reviews
Search Spirit Airlines flights
DeltaPriceFrom $496Free CancellationRating
7.9
7,969 reviews
Search Delta flights
American AirlinesPriceFrom $548Free CancellationRating
7.2
10,000 reviews
Search American Airlines 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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