$153+ 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 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
Jan 11 — Jan 181
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from St. Maarten to Illinois
Best flights from St. Maarten to IllinoisDiscover carefully curated flight deals from St. Maarten to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2025.
Discover carefully curated flight deals from St. Maarten to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 12, 2025.
This Cheapflightsfares deal was found by Cheapflights users on 12/10. 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 2/143:15 pmSXM - ORD
1 stop11h 03mSpirit Airlines
Sat 2/215:15 amORD - SXM
1 stop6h 55mSpirit Airlines
Deal found 12/10![Spirit Airlines logo]()
$370
This Air Canada deal was found by Cheapflights users on 12/9. 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.
Thu 1/223:40 pmSXM - ORD
1 stop25h 15mAir Canada
Sun 1/256:28 pmORD - SXM
2 stops42h 12mAir Canada
Deal found 12/9![Air Canada logo]()
$483
This American Airlines deal was found by Cheapflights users on 12/11. 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 2/141:41 pmSXM - ORD
1 stop12h 52mAmerican Airlines
Sat 2/218:10 amORD - SXM
Nonstop5h 04mAmerican Airlines
Deal found 12/11![American Airlines logo]()
$557
This WestJet deal was found by Cheapflights users on 12/10. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/234:20 pmSXM - MDW
2 stops22h 26mWestJet
Mon 1/261:26 pmMDW - SXM
2 stops23h 55mWestJet
Deal found 12/10![WestJet logo]()
$3,206
Find 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 December 12, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $370 (Cheapflightsfares) |
One-way from | $153 (Cheapflightsfares) |
Good one-way deal | $459 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 December 12, 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 2/14
3:15 pm-12:18 am
1 stop11h 03m
Chicago O'Hare Intl
Sat 2/21
5:15 am-2:10 pm
1 stop6h 55m
$370
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Thu 1/22
3:40 pm-2:55 pm
1 stop25h 15m
Chicago O'Hare Intl
Sun 1/25
6:28 pm-2:40 pm
2 stops42h 12m
$483
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 2/14
1:41 pm-12:33 am
1 stop12h 52m
Chicago O'Hare Intl
Sat 2/21
8:10 am-3:14 pm
Nonstop5h 04m
$557
Simpson BayChicago
SXM - MDW
SXMMDW
Simpson Bay Princess Juliana
Fri 1/23
4:20 pm-12:46 pm
2 stops22h 26m
Chicago Midway
Mon 1/26
1:26 pm-3:21 pm
2 stops23h 55m
$3,206
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Mon 2/2
3:15 pm-11:46 pm
1 stop10h 31m
$153
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Mon 1/12
3:15 pm-11:22 am
1 stop22h 07m
$177
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 3/7
4:40 pm-12:01 am
1 stop9h 21m
$185
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sun 2/8
3:15 pm-11:22 am
1 stop22h 07m
$185
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Mon 2/9
3:15 pm-11:22 am
1 stop22h 07m
$186
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Mon 1/12
3:15 pm-12:08 pm
2 stops22h 53m
$201
Showing 1-10 of 21 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 December 12, 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.