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Saint Martin Island

$113+ 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SXM
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Find 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 November 4, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/175:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Wed 12/243:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 11/3$309
This Mytrip deal was found by Cheapflights users on 11/4. 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 12/135:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Wed 12/173:20 pmSXM - ORD
1 stop10h 49mSpirit Airlines
Deal found 11/4$310
This Cheapflightsfares deal was found by Cheapflights users on 11/3. 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 Cheapflightsfares 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
Sat 12/203:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 11/3$328
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 12/116:15 amORD - SXM
1 stop30h 00mMultiple Airlines
Wed 12/173:20 pmSXM - ORD
1 stop10h 49mMultiple Airlines
Deal found 11/4$337
This Mytrip deal was found by Cheapflights users on 11/4. 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.
Thu 12/111:52 pmORD - SXM
2 stops22h 23mSpirit Airlines
Wed 12/173:20 pmSXM - ORD
1 stop10h 49mSpirit Airlines
Deal found 11/4$350
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Sat 12/138:45 amORD - SXM
Nonstop5h 12mUnited Airlines
Sat 12/202:40 pmSXM - ORD
Nonstop6h 00mUnited Airlines
Deal found 11/3$361
This Delta deal was found by Cheapflights users on 11/2. 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 11/298:02 pmORD - SXM
1 stop16h 53mDelta
Sat 12/63:25 pmSXM - ORD
2 stops24h 25mDelta
Deal found 11/2$365
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Wed 12/38:36 amORD - SXM
2 stops23h 49mMultiple Airlines
Wed 12/103:20 pmSXM - ORD
1 stop24h 37mMultiple Airlines
Deal found 11/3$367
This Delta deal was found by Cheapflights users on 11/3. 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 12/176:00 amMDW - SXM
1 stop6h 28mDelta
Wed 12/241:45 pmSXM - MDW
1 stop10h 37mDelta
Deal found 11/3$375
This Delta deal was found by Cheapflights users on 11/4. 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 12/75:30 amORD - SXM
1 stop6h 58mDelta
Tue 12/163:53 pmSXM - ORD
1 stop8h 50mDelta
Deal found 11/4$375
This American Airlines deal was found by Cheapflights users on 11/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/117:07 pmORD - SXM
1 stop17h 13mAmerican Airlines
Sun 12/211:39 pmSXM - ORD
1 stop13h 04mAmerican Airlines
Deal found 11/2$380
This Kiwi.com deal was found by Cheapflights users on 11/4. 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.
Wed 12/33:30 pmSTL - SXM
2 stops44h 45mMultiple Airlines
Wed 12/103:20 pmSXM - STL
1 stop24h 32mMultiple Airlines
Deal found 11/4$406

Cheap 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 November 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$309
(Cheapflightsfares)

One-way from

$113
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$682
Provider with most accurate pricing for Chicago (CHI)-Simpson Bay Princess Juliana flight deals.
Search Deals
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. 7% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
Search Deals

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 November 4, 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

Sat 1/31

5:05 am-3:20 pm

1 stop8h 15m

Simpson Bay Princess Juliana

Sat 2/7

3:09 pm-12:18 am

1 stop11h 09m

$345

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 1/3

5:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Sat 1/10

4:28 pm-11:42 pm

1 stop9h 14m

$351

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Sat 1/24

6:00 am-3:20 pm

1 stop7h 20m

Simpson Bay Princess Juliana

Sat 1/31

4:30 pm-11:25 pm

1 stop8h 55m

$369

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 1/17

2:13 pm-11:24 am

1 stop19h 11m

Simpson Bay Princess Juliana

Fri 1/23

12:25 pm-12:24 am

1 stop13h 59m

$369

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Wed 12/17

6:00 am-2:28 pm

1 stop6h 28m

Simpson Bay Princess Juliana

Wed 12/24

1:45 pm-10:22 pm

1 stop10h 37m

$375

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 12/7

5:30 am-2:28 pm

1 stop6h 58m

Simpson Bay Princess Juliana

Tue 12/16

3:53 pm-10:43 pm

1 stop8h 50m

$375

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

Tue 1/13

5:06 pm-3:10 pm

2 stops20h 04m

Simpson Bay Princess Juliana

Fri 1/23

4:28 pm-1:53 pm

1 stop23h 25m

$378

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 1/23

6:46 pm-2:17 pm

1 stop17h 31m

Simpson Bay Princess Juliana

Fri 1/30

4:20 pm-7:58 am

1 stop17h 38m

$381

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 1/22

6:25 pm-12:30 pm

1 stop16h 05m

Simpson Bay Princess Juliana

Thu 1/29

1:55 pm-11:57 pm

1 stop12h 02m

$381

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 1/18

5:20 pm-12:30 pm

1 stop17h 10m

Simpson Bay Princess Juliana

Fri 1/23

4:20 pm-7:58 am

1 stop17h 38m

$381

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Showing 1-10 of 46 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 November 4, 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 25% on your trip compared to booking a flight in the evening.

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 7h 15m. Fly via Spirit Airlines, Frontier, or Copa Airlines to get the fastest option. The distance from Illinois to Saint Martin Island is about 2204 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 November 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$316Average$399FlexibilityNo cancel feeOn-time65%
DeltaCheapest$318Average$706FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$420Average$877FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$535Average$711FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$585Average$711FlexibilityNo cancel feeOn-time71%

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