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$220+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
May 26 — Jun 21
Mon 5/26
Mon 6/2
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 May 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$328
(Frontier)

One-way from

$220
(SmartFares)

Good one-way deal

$605 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 May 21, 2025.

This Frontier deal was found by Cheapflights users on 5/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1412:36 pmSXM - ORD
1 stop19h 33mFrontier
Fri 6/209:58 amORD - SXM
1 stop24h 28mFrontier
Deal found 5/20$328
This SmartFares deal was found by Cheapflights users on 5/20. 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.
Fri 6/63:05 pmSXM - ORD
1 stop10h 00mSpirit Airlines
Sat 6/145:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Deal found 5/20$358
This Booking.com deal was found by Cheapflights users on 5/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/712:33 pmSXM - ORD
1 stop12h 33mMultiple Airlines
Fri 6/137:39 pmORD - SXM
1 stop17h 21mMultiple Airlines
Deal found 5/20$396
This American Airlines deal was found by Cheapflights users on 5/20. 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 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 stop17h 52mAmerican Airlines
Wed 10/156:55 pmORD - SXM
1 stop17h 20mAmerican Airlines
Deal found 5/20$613
This United Airlines deal was found by Cheapflights users on 5/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/171:35 pmSXM - ORD
1 stop9h 37mUnited Airlines
Tue 6/246:00 pmORD - SXM
1 stop17h 29mUnited Airlines
Deal found 5/21$632

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 May 21, 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 6/14

12:36 pm-7:09 am

1 stop19h 33m

Chicago O'Hare Intl

Fri 6/20

9:58 am-11:26 am

1 stop24h 28m

$328

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 6/6

3:05 pm-12:05 am

1 stop10h 00m

Chicago O'Hare Intl

Sat 6/14

5:05 am-2:00 pm

1 stop7h 55m

$358

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 6/7

12:33 pm-12:06 am

1 stop12h 33m

Chicago O'Hare Intl

Fri 6/13

7:39 pm-2:00 pm

1 stop17h 21m

$396

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 10/9

4:10 pm-9:02 am

1 stop17h 52m

Chicago O'Hare Intl

Wed 10/15

6:55 pm-1:15 pm

1 stop17h 20m

$613

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 6/17

1:35 pm-10:12 pm

1 stop9h 37m

Chicago O'Hare Intl

Tue 6/24

6:00 pm-12:29 pm

1 stop17h 29m

$632

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 6/6

3:05 pm-12:05 am

1 stop10h 00m

$220

Simpson BayChicago

SXM - MDW

SXMMDW

Simpson Bay Princess Juliana

Mon 5/26

3:05 pm-3:31 pm

3 stops25h 26m

$743

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/20

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

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 May 21, 2025.
United Airlines
7.4
Good
8,745 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.0

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,745 reviews
United Airlines
7.4
Good
8,745 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.0

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,745 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.0

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Spirit Airlines
6.3
Okay
8,005 reviews
United Airlines
7.4
Good
8,745 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.0

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Frontier
6.0
Okay
3,289 reviews
United Airlines
7.4
Good
8,745 reviews

Crew

8.1

Comfort

7.3

Entertainment

7.0

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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.

  • 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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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 May 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$554Average$680FlexibilityNo cancel feeOn-time71%

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