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$225+ 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 5/16. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
Apr 27 — May 41
Sun 4/27
Sun 5/4
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 April 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$403
(Frontier)

One-way from

$225
(Cheapflightsfares)

Good one-way deal

$554 or less
Provider with most accurate pricing for Simpson Bay Princess Juliana-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-Chicago (CHI) flights.
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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 April 22, 2025.

This Frontier deal was found by Cheapflights users on 4/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/236:15 pmSXM - ORD
2 stops31h 02mFrontier
Fri 5/305:14 pmORD - SXM
1 stop17h 10mFrontier
Deal found 4/22$403
This Frontier deal was found by Cheapflights users on 4/22. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/236:15 pmSXM - MDW
2 stops39h 45mFrontier
Fri 5/309:12 pmMDW - SXM
1 stop13h 12mFrontier
Deal found 4/22$410
This SmartFares deal was found by Cheapflights users on 4/20. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/303:05 pmSXM - ORD
1 stop10h 15mSpirit Airlines
Fri 5/167:35 pmORD - SXM
1 stop17h 25mSpirit Airlines
Deal found 4/20$431
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Wed 4/303:05 pmSXM - ORD
1 stop19h 19mMultiple Airlines
Tue 5/139:55 amORD - SXM
2 stops21h 17mMultiple Airlines
Deal found 4/20$506
This Delta deal was found by Cheapflights users on 4/22. 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.
Tue 5/203:19 pmSXM - ORD
1 stop9h 39mDelta
Tue 5/275:30 amORD - SXM
1 stop7h 24mDelta
Deal found 4/22$613
This American Airlines deal was found by Cheapflights users on 4/21. 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 10/94:10 pmSXM - ORD
1 stop8h 47mAmerican Airlines
Wed 10/156:00 amORD - SXM
1 stop8h 10mAmerican Airlines
Deal found 4/21$623
This United Airlines deal was found by Cheapflights users on 4/22. 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.
Wed 4/303:55 pmSXM - ORD
1 stop16h 39mUnited Airlines
Tue 5/275:53 pmORD - SXM
1 stop17h 36mUnited Airlines
Deal found 4/22$755
This Delta deal was found by Cheapflights users on 4/22. 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.
Wed 4/301:46 pmSXM - MDW
1 stop9h 36mDelta
Tue 5/276:00 amMDW - SXM
1 stop6h 54mDelta
Deal found 4/22$783
This WestJet deal was found by Cheapflights users on 4/20. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/292:20 pmSXM - ORD
2 stops33h 03mWestJet
Sat 5/175:15 pmORD - SXM
2 stops19h 00mWestJet
Deal found 4/20$3,593

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 April 22, 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 5/23

6:15 pm-12:17 am

2 stops31h 02m

Chicago O'Hare Intl

Fri 5/30

5:14 pm-11:24 am

1 stop17h 10m

$403

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Fri 5/23

6:15 pm-9:00 am

2 stops39h 45m

Chicago Midway

Fri 5/30

9:12 pm-11:24 am

1 stop13h 12m

$410

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 5/23

3:05 pm-8:50 am

1 stop18h 45m

Chicago O'Hare Intl

Fri 5/30

12:41 pm-2:00 pm

1 stop24h 19m

$466

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 5/2

3:05 pm-12:58 am

1 stop10h 53m

Chicago O'Hare Intl

Tue 5/13

9:55 am-8:12 am

2 stops21h 17m

$528

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 5/20

3:19 pm-11:58 pm

1 stop9h 39m

Chicago O'Hare Intl

Tue 5/27

5:30 am-1:54 pm

1 stop7h 24m

$613

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 10/9

4:10 pm-11:57 pm

1 stop8h 47m

Chicago O'Hare Intl

Wed 10/15

6:00 am-3:10 pm

1 stop8h 10m

$623

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 5/3

1:35 pm-11:39 pm

1 stop11h 04m

Chicago O'Hare Intl

Tue 5/13

9:05 pm-12:29 pm

1 stop14h 24m

$822

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Fri 5/23

3:19 pm-3:20 pm

1 stop25h 01m

Chicago Midway

Fri 5/30

6:00 am-1:54 pm

1 stop6h 54m

$886

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 5/16

3:05 pm-12:05 am

1 stop10h 00m

$225

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 5/16

3:05 pm-11:32 pm

2 stops33h 27m

$246

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 17 results
1
2

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 April 22, 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.

Rainfall in Illinois by month

Plan your trip to Illinois by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

Plan your trip to Illinois by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Illinois, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated April 22, 2025.
See what other customers who have flown with Delta, United Airlines and JetBlue from St. Maarten to Illinois have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,683 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
JetBlue
7.3
Good
2,923 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
WestJet
7.2
Good
2,813 reviews
Delta
8.0
Very good
7,920 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

  • What are the cheapest airlines to fly from St. Maarten to Illinois one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $225. However, be on the lookout for offers from Frontier and JetBlue, as they are both options that can get you from St. Maarten to Illinois for a low price.

  • 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from St. Maarten to Illinois

Discover the top airline that operate flights from St. Maarten to Illinois. 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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$554Average$755FlexibilityNo cancel feeOn-time71%

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