$185+ 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
Nov 30 — Dec 71
1 adult, Economy
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Cheapest flights from St. Maarten to IllinoisExplore 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 October 31, 2025.
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 October 31, 2025.
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 11/225:05 pmSXM - ORD
1 stop8h 35mAmerican Airlines
Sat 11/295:00 amORD - SXM
1 stop9h 22mAmerican Airlines
Deal found 10/29![American Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Mon 12/13:20 pmSXM - ORD
2 stops25h 52mMultiple Airlines
Sun 12/73:20 pmORD - SXM
1 stop20h 55mMultiple Airlines
Deal found 10/29![Multiple Airlines logo]()
$371
This Mytrip deal was found by Cheapflights users on 10/30. 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 11/223:20 pmSXM - ORD
2 stops19h 41mSpirit Airlines
Sat 11/295:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Deal found 10/30![Spirit Airlines logo]()
$398
This Kissandfly.com deal was found by Cheapflights users on 10/29. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/222:40 pmSXM - ORD
Nonstop6h 00mLufthansa
Sat 11/298:45 amORD - SXM
Nonstop5h 12mLufthansa
Deal found 10/29![Lufthansa logo]()
$410
This Mytrip deal was found by Cheapflights users on 10/29. 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.
Mon 12/153:20 pmSXM - ORD
3 stops30h 49mSpirit Airlines
Mon 12/225:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Deal found 10/29![Spirit Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 10/30. 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 11/224:30 pmSXM - ORD
1 stop19h 25mDelta
Sat 11/298:02 pmORD - SXM
1 stop16h 53mDelta
Deal found 10/30![Delta logo]()
$454
This Mytrip deal was found by Cheapflights users on 10/29. 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.
Mon 12/13:20 pmSXM - ORD
3 stops23h 36mSpirit Airlines
Sun 12/74:38 pmORD - SXM
2 stops19h 37mSpirit Airlines
Deal found 10/29![Spirit Airlines logo]()
$461
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Mon 12/14:20 pmSXM - MDW
1 stop19h 45mMultiple Airlines
Sun 12/76:37 pmMDW - SXM
2 stops17h 38mMultiple Airlines
Deal found 10/29![Multiple Airlines logo]()
$603
This Delta deal was found by Cheapflights users on 10/30. 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.
Thu 12/113:53 pmSXM - MDW
1 stop9h 54mDelta
Thu 12/186:00 amMDW - SXM
1 stop6h 50mDelta
Deal found 10/30![Delta logo]()
$627
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Mon 12/154:20 pmSXM - MDW
1 stop19h 45mMultiple Airlines
Mon 12/228:15 amMDW - SXM
2 stops52h 00mMultiple Airlines
Deal found 10/29![Multiple Airlines logo]()
$659
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/114:20 pmSXM - MDW
1 stop19h 45mMultiple Airlines
Thu 12/186:12 amMDW - SXM
2 stops30h 03mMultiple Airlines
Deal found 10/30![Multiple Airlines logo]()
$660
This Delta deal was found by Cheapflights users on 10/29. 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 12/14:20 pmSXM - MDW
1 stop19h 34mDelta
Sun 12/76:00 amMDW - SXM
1 stop6h 28mDelta
Deal found 10/29![Delta logo]()
$727
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 October 31, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $368 (American Airlines) |
One-way from | $185 (Cheapflightsfares) |
Good one-way deal | $444 or less |
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 October 31, 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
Sat 11/22
5:05 pm-11:40 pm
1 stop8h 35m
Chicago O'Hare Intl
Sat 11/29
5:00 am-4:22 pm
1 stop9h 22m
$368
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 1/17
4:30 pm-10:58 am
1 stop20h 28m
Chicago O'Hare Intl
Sat 1/24
5:05 am-3:10 pm
1 stop8h 05m
$381
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Mon 12/1
3:20 pm-9:17 am
1 stop19h 57m
Chicago O'Hare Intl
Sun 12/7
3:20 pm-2:15 pm
1 stop20h 55m
$390
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 1/17
2:03 pm-11:27 pm
2 stops11h 24m
Chicago O'Hare Intl
Sat 1/24
9:10 pm-1:45 pm
2 stops14h 35m
$396
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 11/22
2:40 pm-6:40 pm
Nonstop6h 00m
Chicago O'Hare Intl
Sat 11/29
8:45 am-3:57 pm
Nonstop5h 12m
$410
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 11/22
3:20 pm-9:01 am
2 stops19h 41m
Chicago O'Hare Intl
Sat 11/29
5:00 am-2:15 pm
1 stop7h 15m
$418
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Mon 12/15
3:20 pm-8:09 pm
3 stops30h 49m
Chicago O'Hare Intl
Mon 12/22
5:00 am-2:15 pm
1 stop7h 15m
$442
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 11/22
4:30 pm-9:55 am
1 stop19h 25m
Chicago O'Hare Intl
Sat 11/29
8:02 pm-2:55 pm
1 stop16h 53m
$454
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Mon 12/15
5:00 pm-9:13 am
1 stop18h 13m
Chicago O'Hare Intl
Mon 12/22
5:00 am-2:15 pm
1 stop7h 15m
$454
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Mon 12/1
3:20 pm-12:56 pm
3 stops23h 36m
Chicago O'Hare Intl
Sun 12/7
4:38 pm-2:15 pm
2 stops19h 37m
$461
Showing 1-10 of 36 results
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
What is the cheapest time of day to fly from SX to IL?
Find hourly flight availability from St. Maarten to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 31, 2025.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from St. Maarten to Illinois as you normally would.