Saint Martin Island

$62+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SXM
Mar 4 — Mar 111
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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 February 2, 2026.

This Travelocity deal was found by Cheapflights users on 2/1. 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.
Wed 3/45:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Wed 3/112:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/1$210
This Travelocity deal was found by Cheapflights users on 2/1. 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.
Mon 2/238:16 pm
ORD
-
SXM
1 stop15h 59m
Spirit Airlines
Fri 2/273:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/1$215
This Orbitz deal was found by Cheapflights users on 1/31. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Sat 3/73:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 1/31$216
This Orbitz deal was found by Cheapflights users on 2/2. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:16 pm
ORD
-
SXM
1 stop15h 59m
Spirit Airlines
Mon 3/92:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/2$222
This Travelocity deal was found by Cheapflights users on 1/31. 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.
Mon 3/28:16 pm
ORD
-
SXM
1 stop15h 59m
Spirit Airlines
Mon 3/92:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 1/31$230
This Expedia deal was found by Cheapflights users on 2/1. 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.
Sat 2/75:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Wed 2/183:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/1$233
This FlightHub deal was found by Cheapflights users on 1/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/165:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Fri 2/203:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 1/31$241
This Orbitz deal was found by Cheapflights users on 2/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Sat 2/283:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/1$250
This Travelocity deal was found by Cheapflights users on 2/1. 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.
Sun 3/88:16 pm
ORD
-
SXM
1 stop15h 59m
Spirit Airlines
Wed 3/112:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/1$251
This Travelocity deal was found by Cheapflights users on 1/31. 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 2/215:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Wed 2/253:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 1/31$258
This Flightnetwork deal was found by Cheapflights users on 2/1. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/14:05 pm
STL
-
SXM
1 stop21h 55m
Air Canada
Tue 3/104:00 pm
SXM
-
STL
1 stop24h 29m
Air Canada
Deal found 2/1$355
This Air Canada deal was found by Cheapflights users on 2/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/34:05 pm
STL
-
SXM
1 stop21h 55m
Air Canada
Fri 3/134:00 pm
SXM
-
STL
1 stop24h 29m
Air Canada
Deal found 2/2$378

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 February 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$210
(Travelocity)

One-way from

$62
(Orbitz)

Popular in

December

Cheapest in

January

Average price

$600
Provider with most accurate pricing for Chicago (CHI)-Simpson Bay Princess Juliana flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Simpson Bay Princess Juliana flights.
From Illinois to Saint Martin Island
One-way flight from Illinois to Saint Martin Island
High demand for flights, 0% potential price rise
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in February 2026

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 February 2, 2026.
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 2/23

8:16 pm-2:15 pm

1 stop15h 59m

Simpson Bay Princess Juliana

Fri 2/27

3:20 pm-11:47 pm

1 stop10h 27m

$215

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 3/4

10:19 am-2:15 pm

2 stops25h 56m

Simpson Bay Princess Juliana

Wed 3/11

2:20 pm-11:47 pm

1 stop10h 27m

$282

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 2/20

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Tue 2/24

3:20 pm-11:47 pm

1 stop10h 27m

$304

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 2/21

7:15 am-4:00 pm

2 stops54h 45m

Simpson Bay Princess Juliana

Sat 2/28

3:20 pm-11:47 pm

1 stop10h 27m

$318

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 3/11

5:15 am-1:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Mon 3/16

2:20 pm-11:17 pm

1 stop9h 57m

$320

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 3/4

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Sun 3/8

2:20 pm-10:56 am

2 stops21h 36m

$330

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 2/22

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Sun 3/1

3:20 pm-11:22 am

1 stop22h 02m

$342

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 5/20

5:15 am-1:16 pm

1 stop7h 01m

Simpson Bay Princess Juliana

Wed 5/27

2:11 pm-11:41 pm

1 stop10h 30m

$345

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 4/15

1:35 pm-1:16 pm

2 stops22h 41m

Simpson Bay Princess Juliana

Mon 4/20

2:11 pm-11:27 am

1 stop22h 16m

$350

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 5/3

1:27 pm-1:16 pm

1 stop22h 49m

Simpson Bay Princess Juliana

Thu 5/7

12:25 pm-11:59 pm

2 stops12h 34m

$351

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

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, February is the cheapest month in which you can book a flight from Illinois to Saint Martin Island (average of $231). 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 February 2, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Saint Martin Island as you normally would.

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 05m. Fly via Spirit Airlines, Air Canada, or American Airlines to get the fastest option. The distance from Illinois to Saint Martin Island is about 2172 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, February is the cheapest month in which you can book a flight from Illinois to Saint Martin Island (average of $231). 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.

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 February 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$258Average$396FlexibilityNo cancel feeOn-time65%
DeltaCheapest$290Average$522FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$410Average$756FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$501Average$682FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$568Average$731FlexibilityNo cancel feeOn-time62%

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