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Saint Martin Island

$70+ Cheap flights from Illinois to Saint Martin Island

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SXM
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap flight deals from Illinois to Saint Martin Island

Cheapest flights from Illinois to Saint Martin Island
Explore the most affordable flight options available from Illinois to Saint Martin Island. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 21, 2025.

This Expedia deal was found by Cheapflights users on 12/19. 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.
Sun 12/213:26 pmORD - SXM
1 stop20h 49mSpirit Airlines
Mon 12/293:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 12/19$449
This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:30 amORD - SXM
1 stop7h 20mDelta
Thu 12/251:45 pmSXM - ORD
1 stop12h 17mDelta
Deal found 12/19$501
This Air Canada deal was found by Cheapflights users on 12/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/223:35 pmORD - SXM
1 stop21h 05mAir Canada
Thu 12/253:40 pmSXM - ORD
2 stops29h 13mAir Canada
Deal found 12/19$521
This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/215:30 amORD - SXM
1 stop7h 20mDelta
Mon 12/291:45 pmSXM - ORD
1 stop12h 17mDelta
Deal found 12/19$531
This Air Canada deal was found by Cheapflights users on 12/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:30 pmORD - SXM
2 stops40h 10mAir Canada
Thu 12/253:40 pmSXM - ORD
2 stops29h 13mAir Canada
Deal found 12/19$550
This Kiwi.com deal was found by Cheapflights users on 12/19. 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 12/213:26 pmORD - SXM
1 stop20h 49mMultiple Airlines
Mon 12/293:20 pmSXM - ORD
2 stops22h 45mMultiple Airlines
Deal found 12/19$561
This United Airlines deal was found by Cheapflights users on 12/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:45 amORD - SXM
Nonstop5h 12mUnited Airlines
Thu 12/254:55 pmSXM - ORD
1 stop16h 52mUnited Airlines
Deal found 12/19$607
This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:30 amORD - SXM
1 stop7h 20mDelta
Mon 12/291:45 pmSXM - ORD
1 stop12h 17mDelta
Deal found 12/19$628
This Travelocity deal was found by Cheapflights users on 12/19. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/275:00 amORD - SXM
1 stop7h 15mMultiple Airlines
Sat 1/104:11 pmSXM - ORD
1 stop21h 24mMultiple Airlines
Deal found 12/19$664
This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:00 amMDW - SXM
1 stop6h 50mDelta
Thu 12/251:45 pmSXM - MDW
1 stop10h 37mDelta
Deal found 12/19$699
This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:45 amORD - SXM
1 stop7h 12mDelta
Sat 12/275:22 pmSXM - ORD
1 stop8h 40mDelta
Deal found 12/19$754
This Air Canada deal was found by Cheapflights users on 12/19. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/294:05 pmSTL - SXM
1 stop21h 55mAir Canada
Tue 1/65:00 pmSXM - STL
1 stop24h 29mAir Canada
Deal found 12/19$791

Find flight deals from Illinois to Saint Martin Island

Keep the following information in mind while searching for Illinois to Saint Martin Island flight deals. Data was last updated December 21, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$211
(FlightHub)

One-way from

$70
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$988
Provider with most accurate pricing for Chicago (CHI)-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Simpson Bay Princess Juliana flights.
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From Illinois to Saint Martin Island
Search Deals
One-way flight from Illinois to Saint Martin Island
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($52 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Saint Martin Island 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 December 21, 2025.
Use the filters below to find and compare flights from Illinois to Saint Martin Island that are best for you.

Fly from

Illinois

Fly to

Saint Martin Island

Route

Depart

Return

Price

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 3/2

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Tue 3/10

2:20 pm-11:47 pm

1 stop10h 27m

$303

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 1/16

8:43 pm-2:10 pm

1 stop15h 27m

Simpson Bay Princess Juliana

Tue 1/20

3:40 pm-8:05 am

1 stop18h 25m

$306

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 2/25

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Wed 3/4

3:20 pm-9:22 am

2 stops20h 02m

$306

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 2/24

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Mon 3/2

3:20 pm-4:52 pm

2 stops27h 32m

$310

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 1/18

1:13 pm-2:10 pm

1 stop22h 57m

Simpson Bay Princess Juliana

Sun 1/25

3:15 pm-10:41 am

2 stops21h 26m

$313

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 1/11

8:43 pm-2:10 pm

1 stop15h 27m

Simpson Bay Princess Juliana

Tue 1/13

3:40 pm-6:51 pm

1 stop29h 11m

$325

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 2/26

8:16 pm-2:15 pm

1 stop15h 59m

Simpson Bay Princess Juliana

Thu 3/5

3:20 pm-11:47 pm

1 stop10h 27m

$327

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 1/28

5:32 pm-2:10 pm

1 stop18h 38m

Simpson Bay Princess Juliana

Sat 1/31

3:15 pm-11:22 am

1 stop22h 07m

$339

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 1/10

12:44 pm-2:10 pm

3 stops23h 26m

Simpson Bay Princess Juliana

Sat 1/17

3:15 pm-9:12 am

2 stops19h 57m

$344

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 1/20

5:53 pm-8:30 am

2 stops12h 37m

Simpson Bay Princess Juliana

Mon 1/26

3:15 pm-9:03 pm

1 stop31h 48m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

Showing 1-10 of 50 results
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Best time to book a flight from Illinois to Saint Martin Island

Have a flexible travel schedule? Discover the best time to fly to Saint Martin Island from Illinois 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 Illinois to Saint Martin Island

What is the cheapest month to book a flight from Illinois to Saint Martin Island?

Currently, September is the cheapest month in which you can book a flight from Illinois to Saint Martin Island (average of $312). Flying from Illinois to Saint Martin Island in June is currently the most expensive (average of $595). 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.

What is the cheapest time of day to fly from IL to SCH?

Find hourly flight availability from Illinois to Saint Martin Island. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 21, 2025.

A simple way to save on the total cost of your ticket is to fly from Illinois to Saint Martin Island at noon. If you’re flexible enough to do this you can expect to save up to 27% on your trip compared to booking a flight in the afternoon.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Saint Martin Island. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Illinois to Saint Martin Island?

    There are many flights that can get you from Illinois to Saint Martin Island in 6h 55m. Fly via Spirit Airlines, Air Canada, or Delta to get the fastest option. The distance from Illinois to Saint Martin Island is about 2189 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Illinois to Saint Martin Island that include hotel bookings?

    Yes. In addition to deals on Illinois to Saint Martin Island flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Saint Martin Island?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to Saint Martin Island.

  • Can I find deals for business class flights from Illinois to Saint Martin Island?

    Yes. Cheapflights offers flight deals from Illinois to Saint Martin Island 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 Illinois to Saint Martin Island?

    Currently, September is the cheapest month in which you can book a flight from Illinois to Saint Martin Island (average of $312). Flying from Illinois to Saint Martin Island in June is currently the most expensive (average of $595). 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

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Alternative routes for Illinois to Saint Martin Island

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Illinois to Saint Martin Island

Discover the top 5 airlines that operate flights from Illinois to Saint Martin Island. 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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$687FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$312Average$399FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$410Average$790FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$535Average$731FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$536Average$695FlexibilityNo cancel feeOn-time71%

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