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$200+ Cheap flights from St. Maarten to Illinois

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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
Aug 26 — Sep 21
Tue 8/26
Tue 9/2
1 adult, Economy
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Cheap flight deals from St. Maarten to Illinois

Keep the following information in mind while searching for St. Maarten to Illinois flight deals. Data was last updated August 21, 2025.

Round-trip from

$583
(United Airlines)

One-way from

$200
(Cheapflightsfares)

Good one-way deal

$389 or less
From St. Maarten to Illinois
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One-way flight from St. Maarten to Illinois
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Price to beat on a one-way flight from St. Maarten to Illinois.
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Find flight deals from St. Maarten to Illinois

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

This United Airlines deal was found by Cheapflights users on 8/20. 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.
Mon 12/222:52 pmSXM - ORD
1 stop10h 43mUnited Airlines
Sun 1/48:45 amORD - SXM
Nonstop5h 12mUnited Airlines
Deal found 8/20$583
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 12/2112:25 pmSXM - ORD
2 stops19h 00mMultiple Airlines
Mon 1/55:05 amORD - SXM
1 stop8h 05mMultiple Airlines
Deal found 8/20$593
This United Airlines deal was found by Cheapflights users on 8/20. 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 12/202:40 pmSXM - ORD
Nonstop6h 00mUnited Airlines
Sun 1/48:45 amORD - SXM
Nonstop5h 12mUnited Airlines
Deal found 8/20$598
This Delta deal was found by Cheapflights users on 8/20. 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.
Mon 12/221:45 pmSXM - MDW
1 stop10h 20mDelta
Mon 1/56:00 amMDW - SXM
1 stop6h 55mDelta
Deal found 8/20$603
This FlightHub deal was found by Cheapflights users on 8/20. 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 12/224:28 pmSXM - ORD
1 stop9h 14mSpirit Airlines
Mon 1/55:05 amORD - SXM
1 stop8h 05mSpirit Airlines
Deal found 8/20$606
This United Airlines deal was found by Cheapflights users on 8/20. 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.
Mon 12/224:55 pmSXM - ORD
1 stop8h 49mUnited Airlines
Sat 1/38:45 amORD - SXM
Nonstop5h 12mUnited Airlines
Deal found 8/20$608
This Delta deal was found by Cheapflights users on 8/20. 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 12/205:20 pmSXM - MDW
1 stop18h 01mDelta
Mon 1/56:00 amMDW - SXM
1 stop6h 55mDelta
Deal found 8/20$612
This Delta deal was found by Cheapflights users on 8/20. 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 12/203:40 pmSXM - ORD
1 stop19h 29mDelta
Sun 1/45:00 pmORD - SXM
1 stop17h 15mDelta
Deal found 8/20$612
This American Airlines deal was found by Cheapflights users on 8/20. 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 10/92:40 pmSXM - ORD
2 stops10h 13mAmerican Airlines
Wed 10/157:05 pmORD - SXM
1 stop19h 10mAmerican Airlines
Deal found 8/20$616
This Delta deal was found by Cheapflights users on 8/20. 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 12/205:20 pmSXM - MDW
1 stop18h 01mDelta
Sun 1/49:30 amMDW - SXM
2 stops24h 45mDelta
Deal found 8/20$617
This Delta deal was found by Cheapflights users on 8/20. 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 12/205:20 pmSXM - ORD
1 stop8h 38mDelta
Mon 1/52:45 pmORD - SXM
2 stops19h 30mDelta
Deal found 8/20$617
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Sun 12/211:20 pmSXM - ORD
2 stops12h 36mAmerican Airlines
Sun 1/45:16 pmORD - SXM
1 stop17h 14mAmerican Airlines
Deal found 8/20$622

Cheapflights Fare Finder

 
Customize your flight search to find flights from St. Maarten to Illinois 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 August 21, 2025.
Use the filters below to find and compare flights from St. Maarten to Illinois that are best for you.

Fly from

St. Maarten

Fly to

Illinois

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 10/3

3:05 pm-10:48 pm

1 stop8h 43m

Chicago O'Hare Intl

Fri 10/10

7:29 pm-1:59 pm

1 stop17h 30m

$372

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Mon 12/22

2:52 pm-11:35 pm

1 stop10h 43m

Chicago O'Hare Intl

Sun 1/4

8:45 am-3:57 pm

Nonstop5h 12m

$583

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Mon 12/22

2:52 pm-11:35 pm

1 stop10h 43m

Chicago O'Hare Intl

Mon 1/5

6:00 am-3:51 pm

1 stop7h 51m

$587

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 12/21

12:25 pm-5:25 am

2 stops19h 00m

Chicago O'Hare Intl

Mon 1/5

5:05 am-3:10 pm

1 stop8h 05m

$593

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 12/21

2:20 pm-6:21 pm

Nonstop6h 01m

Chicago O'Hare Intl

Sun 1/4

8:45 am-3:57 pm

Nonstop5h 12m

$598

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 12/20

2:40 pm-6:40 pm

Nonstop6h 00m

Chicago O'Hare Intl

Sun 1/4

8:45 am-3:57 pm

Nonstop5h 12m

$598

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 12/20

2:40 pm-6:40 pm

Nonstop6h 00m

Chicago O'Hare Intl

Mon 1/5

6:00 am-3:51 pm

1 stop7h 51m

$602

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Mon 12/22

1:45 pm-10:05 pm

1 stop10h 20m

Chicago Midway

Mon 1/5

6:00 am-2:55 pm

1 stop6h 55m

$603

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sat 12/20

5:20 pm-9:21 am

1 stop18h 01m

Chicago Midway

Mon 1/5

6:00 am-2:55 pm

1 stop6h 55m

$612

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 12/21

4:25 pm-4:23 pm

2 stops25h 58m

Chicago Midway

Mon 1/5

6:00 am-2:55 pm

1 stop6h 55m

$617

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/21

Showing 1-10 of 24 results
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Best time to book a flight from St. Maarten to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from St. Maarten 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 St. Maarten to Illinois
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from St. Maarten to Illinois. 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 St. Maarten to Illinois?

    Spirit Airlines, United Airlines, and Delta can get you from St. Maarten to Illinois in just under 8h 43m. Your travel time can differ by up to 2h. Airlines will cover a distance of 2204 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from St. Maarten to Illinois that include hotel bookings?

    Yes. In addition to deals on St. Maarten to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from St. Maarten to Illinois?

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

  • Can I find deals for business class flights from St. Maarten to Illinois?

    Yes. Cheapflights offers flight deals from St. Maarten to Illinois 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 St. Maarten to Illinois?

    Currently, August is the cheapest month in which you can book a flight from St. Maarten to Illinois (average of $245). Flying from St. Maarten to Illinois in March is currently the most expensive (average of $321). 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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