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$178+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$362
(Booking.com)

One-way from

$178
(Kiwi.com)

Popular in

April

Cheapest in

February

Average price

$338

Good one-way deal

$459 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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Highest demand for flights based on searches. 4% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($39 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 February 20, 2025.

This Booking.com deal was found by Cheapflights users on 2/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/302:34 pmSXM - ORD
1 stop11h 07mSpirit Airlines
Fri 5/95:05 amORD - SXM
1 stop7h 56mSpirit Airlines
Deal found 2/18$362
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 4/302:34 pmSXM - ORD
1 stop11h 07mMultiple Airlines
Fri 5/94:15 pmORD - SXM
2 stops18h 05mMultiple Airlines
Deal found 2/18$421
This eDestinos deal was found by Cheapflights users on 2/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1212:18 pmSXM - ORD
2 stops24h 14mFrontier
Fri 8/16:00 amORD - SXM
2 stops27h 58mFrontier
Deal found 2/19$555
This American Airlines deal was found by Cheapflights users on 2/18. 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.
Tue 4/292:14 pmSXM - ORD
2 stops10h 35mAmerican Airlines
Fri 5/95:00 amORD - SXM
2 stops9h 31mAmerican Airlines
Deal found 2/18$662
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/303:55 pmSXM - MDW
2 stops25h 45mMultiple Airlines
Mon 4/75:35 pmMDW - SXM
1 stop19h 41mMultiple Airlines
Deal found 2/20$781
This United Airlines deal was found by Cheapflights users on 2/20. 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 4/191:25 pmSXM - ORD
Nonstop5h 43mUnited Airlines
Fri 4/254:15 pmORD - SXM
1 stop19h 14mUnited Airlines
Deal found 2/20$806
This Flysmarter deal was found by Cheapflights users on 2/20. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/91:16 pmSXM - ORD
Nonstop5h 54mLufthansa
Sun 3/167:40 pmORD - SXM
1 stop16h 11mLufthansa
Deal found 2/20$861
This Delta deal was found by Cheapflights users on 2/20. 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.
Sun 3/91:40 pmSXM - MDW
1 stop9h 43mDelta
Sun 3/164:59 pmMDW - SXM
1 stop20h 02mDelta
Deal found 2/20$1,016
This WestJet deal was found by Cheapflights users on 2/20. 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.
Sun 5/112:10 pmSXM - ORD
2 stops27h 34mWestJet
Sat 5/175:30 pmORD - SXM
2 stops18h 45mWestJet
Deal found 2/20$1,138
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/303:10 pmSXM - MDW
2 stops28h 08mWestJet
Mon 4/71:15 pmMDW - SXM
2 stops24h 01mWestJet
Deal found 2/20$1,202
This Gotogate deal was found by Cheapflights users on 2/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/93:55 pmSXM - ORD
2 stops28h 43mAir Canada
Sun 3/169:40 pmORD - SXM
2 stops16h 35mAir Canada
Deal found 2/20$1,754

Find flights from St. Maarten to Illinois within your budget

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 February 20, 2025.

Fly from

St. Maarten

Fly to

Illinois

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Wed 4/30

2:34 pm-12:41 am

1 stop11h 07m

Chicago O'Hare Intl

Fri 5/9

5:05 am-2:01 pm

1 stop7h 56m

$362

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Wed 4/30

2:34 pm-12:41 am

1 stop11h 07m

Chicago O'Hare Intl

Fri 5/9

4:15 pm-11:20 am

2 stops18h 05m

$421

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 7/12

12:18 pm-11:32 am

2 stops24h 14m

Chicago O'Hare Intl

Fri 8/1

6:00 am-10:58 am

2 stops27h 58m

$555

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 4/29

2:14 pm-11:49 pm

2 stops10h 35m

Chicago O'Hare Intl

Fri 5/9

5:00 am-3:31 pm

2 stops9h 31m

$662

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 3/30

3:55 pm-4:40 pm

2 stops25h 45m

Chicago Midway

Mon 4/7

5:35 pm-2:16 pm

1 stop19h 41m

$781

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 4/19

1:25 pm-6:08 pm

Nonstop5h 43m

Chicago O'Hare Intl

Fri 4/25

4:15 pm-12:29 pm

1 stop19h 14m

$806

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 3/9

1:16 pm-6:10 pm

Nonstop5h 54m

Chicago O'Hare Intl

Sun 3/16

7:40 pm-12:51 pm

1 stop16h 11m

$861

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 3/9

1:40 pm-10:23 pm

1 stop9h 43m

Chicago Midway

Sun 3/16

4:59 pm-2:01 pm

1 stop20h 02m

$1,016

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sun 5/11

2:10 pm-4:44 pm

2 stops27h 34m

Chicago O'Hare Intl

Sat 5/17

5:30 pm-1:15 pm

2 stops18h 45m

$1,138

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Sun 3/30

3:10 pm-6:18 pm

2 stops28h 08m

Chicago Midway

Mon 4/7

1:15 pm-2:16 pm

2 stops24h 01m

$1,202

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

Showing 1-10 of 20 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.

Travel insights for flights from St. Maarten to Illinois

Get recent, data-driven insights about flights from St. Maarten to Illinois including ideal travel times, pricing trends, and more.

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 February 20, 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 February 20, 2025.
See what other customers who have flown with Delta, United Airlines and American Airlines 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
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
8,220 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
8,766 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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
2,801 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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

Air Canada
7.0
Good
8,748 reviews
Delta
8.0
Very good
8,220 reviews

Food

7.3

Overall

8.0

Comfort

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

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 $239. However, be on the lookout for offers from Air Canada and American Airlines, 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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Alternative routes for St. Maarten to Illinois

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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$554Average$680FlexibilityNo cancel feeOn-time71%
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