$171+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
Jan 3 — Jan 101
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 December 4, 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 December 4, 2025.
This Mytrip deal was found by Cheapflights users on 12/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/223:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Thu 1/158:43 pmORD - SXM
1 stop15h 27mSpirit Airlines
Deal found 12/1![Spirit Airlines logo]()
$292
This United Airlines deal was found by Cheapflights users on 12/3. 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.
Fri 12/122:52 pmSXM - ORD
1 stop10h 40mUnited Airlines
Sun 12/148:45 amORD - SXM
Nonstop5h 12mUnited Airlines
Deal found 12/3![United Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:45 pmSXM - ORD
2 stops10h 39mMultiple Airlines
Tue 1/63:26 pmORD - SXM
1 stop20h 49mMultiple Airlines
Deal found 12/2![Multiple Airlines logo]()
$531
This Gotogate deal was found by Cheapflights users on 12/3. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/283:40 pmSXM - ORD
1 stop21h 38mAir Canada
Sun 1/48:40 pmORD - SXM
2 stops40h 00mAir Canada
Deal found 12/3![Air Canada logo]()
$546
This Travelocity deal was found by Cheapflights users on 12/2. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:00 pmSXM - ORD
1 stop22h 01mAir Canada
Tue 1/68:45 pmORD - SXM
1 stop17h 15mAir Canada
Deal found 12/2![Air Canada logo]()
$555
This Mytrip deal was found by Cheapflights users on 12/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2811:30 amSXM - ORD
3 stops28h 51mMultiple Airlines
Sun 1/49:34 amORD - SXM
3 stops26h 41mMultiple Airlines
Deal found 12/3![Multiple Airlines logo]()
$572
This Copa Airlines deal was found by Cheapflights users on 12/3. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2812:24 pmSXM - ORD
1 stop13h 41mCopa Airlines
Sun 1/42:13 pmORD - SXM
1 stop19h 11mCopa Airlines
Deal found 12/3![Copa Airlines logo]()
$577
This Delta deal was found by Cheapflights users on 12/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/123:53 pmSXM - ORD
1 stop10h 08mDelta
Sun 12/145:30 amORD - SXM
1 stop6h 58mDelta
Deal found 12/1![Delta logo]()
$581
This Kiwi.com deal was found by Cheapflights users on 12/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:20 pmSXM - MDW
1 stop19h 45mMultiple Airlines
Tue 1/611:05 amMDW - SXM
2 stops22h 50mMultiple Airlines
Deal found 12/2![Multiple Airlines logo]()
$818
This Delta deal was found by Cheapflights users on 12/3. 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.
Sun 12/281:45 pmSXM - MDW
1 stop21h 20mDelta
Sun 1/46:00 amMDW - SXM
1 stop6h 50mDelta
Deal found 12/3![Delta logo]()
$846
This Mytrip deal was found by Cheapflights users on 12/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/283:40 pmSXM - MDW
2 stops25h 40mMultiple Airlines
Sun 1/411:05 amMDW - SXM
2 stops22h 50mMultiple Airlines
Deal found 12/3![Multiple Airlines logo]()
$1,265
This WestJet deal was found by Cheapflights users on 12/1. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/224:20 pmSXM - MDW
2 stops26h 59mWestJet
Thu 1/159:50 amMDW - SXM
2 stops27h 31mWestJet
Deal found 12/1![WestJet logo]()
$3,237
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 4, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $271 (Cheapflightsfares) |
One-way from | $171 (Kiwi.com) |
Good one-way deal | $389 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 4, 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
Thu 1/22
3:15 pm-11:46 pm
1 stop10h 31m
Chicago O'Hare Intl
Sun 1/25
5:15 am-2:10 pm
1 stop6h 55m
$271
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Mon 12/22
3:20 pm-12:30 am
1 stop11h 10m
Chicago O'Hare Intl
Thu 1/15
8:43 pm-2:10 pm
1 stop15h 27m
$292
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Fri 1/16
3:15 pm-11:46 pm
1 stop10h 31m
Chicago O'Hare Intl
Fri 1/23
8:43 pm-2:10 pm
1 stop15h 27m
$292
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
$294
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 1/24
3:10 pm-1:37 pm
1 stop24h 27m
Chicago O'Hare Intl
Fri 1/30
5:15 am-2:10 pm
1 stop6h 55m
$296
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Thu 1/22
3:15 pm-10:36 pm
1 stop9h 21m
Chicago O'Hare Intl
Sun 1/25
2:42 pm-2:10 pm
2 stops21h 28m
$300
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 1/17
3:15 pm-12:08 pm
2 stops22h 53m
Chicago O'Hare Intl
Sat 1/24
12:00 pm-2:10 pm
1 stop24h 10m
$311
Simpson BayChicago
SXM - ORD
SXMORD
Simpson Bay Princess Juliana
Sat 1/24
3:15 pm-11:46 pm
1 stop10h 31m
Chicago O'Hare Intl
Fri 1/30
3:22 pm-2:10 pm
2 stops20h 48m
$312
Simpson BayChicago
SXM - MDW
SXMMDW
Simpson Bay Princess Juliana
Sat 1/24
3:10 pm-11:45 am
1 stop22h 35m
Chicago Midway
Fri 1/30
6:20 am-1:59 pm
1 stop29h 39m
$314
Simpson BayChicago
SXM - MDW
SXMMDW
Simpson Bay Princess Juliana
Fri 1/23
1:55 pm-10:22 pm
1 stop10h 27m
Chicago Midway
Mon 1/26
6:00 am-2:55 pm
1 stop6h 55m
$501
Showing 1-10 of 33 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 4, 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.