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

For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $154. Users have also found prices from $305 and $308 on Copa Airlines and American Airlines, respectively.

How far in advance should I book a flight from Illinois to St. Maarten?

Find a great deal and save up to 74% by booking at least 26 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Illinois to St. Maarten within the next two weeks, with the cheapest ticket starting at $389.

What is the cheapest month to fly from Illinois to St. Maarten?

Flights from Illinois to St. Maarten lean towards being more expensive in March. Prices are generally better when you fly from Illinois to St. Maarten in September, with the cheapest ticket starting at $363.

Can I find deals for flights from Illinois to St. Maarten that include hotel bookings?

Yes. In addition to deals on Illinois to St. Maarten flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Illinois to St. Maarten?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to St. Maarten.

Can I find deals for business class flights from Illinois to St. Maarten?

Yes. Cheapflights offers flight deals from Illinois to St. Maarten by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$715+ Flights from Illinois to St. Maarten

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Cheap flight deals from Illinois to St. Maarten

Most accurate provider	AranGrant 3 stars
Most trusted provider	AranGrant 3 stars
Round-trip from	$377 (Cheapflightsfares)
One-way from	$154 (Cheapflightsfares)
Popular in	March
Cheapest in	September
Average price	$753
Good round-trip deal	$757 or less
Good one-way deal	$328 or less

Provider with most accurate pricing for Chicago (CHI)-Simpson Bay Princess Juliana flight deals.

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Provider most trusted by Cheapflights users for Chicago (CHI)-Simpson Bay Princess Juliana flights.

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From Illinois to St. Maarten

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One-way flight from Illinois to St. Maarten

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Highest demand for flights based on searches. 3% potential increase in price ($27 potential increase over avg. RT price).

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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).

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Average for round-trip flights in April 2025

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Price to beat on a round-trip flight from Illinois to St. Maarten.

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Price to beat on a one-way flight from Illinois to St. Maarten.

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Find flight deals from Illinois to St. Maarten

Cheapest flights from Illinois to St. Maarten
Explore the most affordable flight options available from Illinois to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 22, 2025.

lun. 6/165:05 amORD - SXM

1 stop7h 55mSpirit Airlines

lun. 6/233:05 pmSXM - ORD

1 stop18h 45mSpirit Airlines

Deal found 4/22

$377

vie. 6/65:08 pmORD - SXM

1 stop17h 15mMultiple Airlines

vie. 6/133:05 pmSXM - ORD

1 stop9h 40mMultiple Airlines

Deal found 4/22

$409

vie. 5/309:12 pmMDW - SXM

1 stop13h 12mFrontier

sáb. 6/1412:36 pmSXM - MDW

1 stop8h 41mFrontier

Deal found 4/22

$411

sáb. 7/195:01 amORD - SXM

2 stops11h 15mFrontier

sáb. 7/2612:36 pmSXM - ORD

1 stop19h 32mFrontier

Deal found 4/22

$435

dom. 10/265:29 amSTL - SXM

1 stop6h 31mAmerican Airlines

jue. 11/63:30 pmSXM - STL

1 stop9h 31mAmerican Airlines

Deal found 4/21

$573

mié. 8/206:00 amSTL - SXM

1 stop6h 48mDelta

dom. 8/243:10 pmSXM - STL

1 stop9h 29mDelta

Deal found 4/21

$598

mar. 11/116:00 amMDW - SXM

1 stop6h 35mDelta

mié. 11/194:00 pmSXM - MDW

1 stop7h 44mDelta

Deal found 4/21

$622

dom. 5/255:00 amORD - SXM

1 stop9h 31mAmerican Airlines

mar. 6/32:24 pmSXM - ORD

1 stop10h 32mAmerican Airlines

Deal found 4/21

$622

vie. 6/205:35 amORD - SXM

1 stop7h 25mDelta

jue. 6/263:25 pmSXM - ORD

1 stop9h 34mDelta

Deal found 4/22

$647

dom. 6/11:00 pmSTL - SXM

3 stops24h 00mMultiple Airlines

dom. 6/82:10 pmSXM - STL

2 stops30h 48mMultiple Airlines

Deal found 4/20

$741

vie. 11/149:20 amMDW - SXM

2 stops51h 57mWestJet

vie. 11/214:10 pmSXM - MDW

2 stops27h 57mWestJet

Deal found 4/21

$3,464

Best flights from Illinois to St. Maarten
Discover carefully curated flight deals from Illinois to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated abril 22, 2025.

lun. 6/165:05 amORD - SXM

1 stop7h 55mSpirit Airlines

lun. 6/233:05 pmSXM - ORD

1 stop18h 45mSpirit Airlines

Deal found 4/22

$377

vie. 6/65:08 pmORD - SXM

1 stop17h 15mMultiple Airlines

vie. 6/133:05 pmSXM - ORD

1 stop9h 40mMultiple Airlines

Deal found 4/22

$409

vie. 5/309:12 pmMDW - SXM

1 stop13h 12mFrontier

sáb. 6/1412:36 pmSXM - MDW

1 stop8h 41mFrontier

Deal found 4/22

$411

dom. 7/65:26 amSTL - SXM

1 stop6h 59mAmerican Airlines

dom. 7/134:05 pmSXM - STL

2 stops20h 53mAmerican Airlines

Deal found 4/22

$608

vie. 6/66:00 amSTL - SXM

1 stop6h 54mDelta

jue. 6/123:25 pmSXM - STL

1 stop9h 26mDelta

Deal found 4/21

$612

sáb. 7/195:01 amORD - SXM

2 stops11h 15mFrontier

sáb. 7/2612:36 pmSXM - ORD

1 stop19h 32mFrontier

Deal found 4/22

$435

dom. 5/255:00 amORD - SXM

1 stop9h 31mAmerican Airlines

mar. 6/32:24 pmSXM - ORD

1 stop10h 32mAmerican Airlines

Deal found 4/21

$622

dom. 6/155:35 amORD - SXM

1 stop7h 25mDelta

mar. 6/173:25 pmSXM - ORD

1 stop9h 34mDelta

Deal found 4/22

$694

dom. 6/11:00 pmSTL - SXM

3 stops24h 00mMultiple Airlines

dom. 6/82:10 pmSXM - STL

2 stops30h 48mMultiple Airlines

Deal found 4/20

$741

mar. 6/36:00 amMDW - SXM

1 stop6h 54mDelta

jue. 6/123:25 pmSXM - MDW

2 stops18h 16mDelta

Deal found 4/21

$827

Last-minute flights from Illinois to St. Maarten
Discover last-minute flight deals from Illinois to St. Maarten. Data last updated abril 22, 2025 and is based on user searches.

sáb. 4/2610:37 amORD - SXM

Nonstop5h 12mUnited Airlines

sáb. 5/31:35 pmSXM - ORD

1 stop11h 04mUnited Airlines

Deal found 4/22

$1,023

dom. 4/275:30 amORD - SXM

1 stop7h 35mDelta

jue. 5/11:46 pmSXM - ORD

1 stop8h 04mDelta

Deal found 4/21

$1,017

mar. 4/297:47 pmORD - SXM

1 stop17h 13mMultiple Airlines

mar. 5/66:45 pmSXM - ORD

3 stops23h 56mMultiple Airlines

Deal found 4/21

$634

mar. 4/297:17 pmORD - SXM

1 stop16h 57mAmerican Airlines

mar. 5/62:24 pmSXM - ORD

1 stop10h 32mAmerican Airlines

Deal found 4/21

$842

mié. 4/305:36 amORD - SXM

1 stop7h 24mSpirit Airlines

lun. 5/53:05 pmSXM - ORD

1 stop10h 53mSpirit Airlines

Deal found 4/22

$563

mié. 4/306:04 amMDW - SXM

1 stop7h 01mDelta

lun. 5/51:46 pmSXM - MDW

1 stop9h 36mDelta

Deal found 4/22

$952

mié. 4/306:45 amORD - SXM

2 stops29h 30mWestJet

jue. 5/82:10 pmSXM - ORD

2 stops51h 34mWestJet

Deal found 4/21

$3,623

jue. 5/17:03 pmSTL - SXM

2 stops18h 11mAmerican Airlines

mar. 5/62:24 pmSXM - STL

1 stop8h 55mAmerican Airlines

Deal found 4/21

$842

jue. 5/19:20 amSTL - SXM

3 stops27h 40mMultiple Airlines

mar. 5/611:40 amSXM - STL

2 stops33h 03mMultiple Airlines

Deal found 4/21

$1,800

vie. 5/97:35 pmORD - SXM

1 stop17h 25mSpirit Airlines

lun. 5/123:05 pmSXM - ORD

1 stop18h 45mSpirit Airlines

Deal found 4/21

$377

sáb. 5/244:52 pmSTL - SXM

2 stops19h 17mAmerican Airlines

jue. 5/293:24 pmSXM - STL

2 stops18h 35mAmerican Airlines

Deal found 4/20

$642

dom. 5/255:00 amORD - SXM

1 stop9h 31mAmerican Airlines

mar. 6/32:24 pmSXM - ORD

1 stop10h 32mAmerican Airlines

Deal found 4/21

$622

One-way flights from Illinois to St. Maarten
Search for one-way flight options from Illinois to St. Maarten. Find affordable one-way fares based on user searches. Data last updated abril 22, 2025.

sáb. 6/215:05 amORD - SXM

1 stop7h 55mSpirit Airlines

Deal found 4/22

$154

jue. 6/59:12 pmMDW - SXM

2 stops15h 48mMultiple Airlines

Deal found 4/21

$222

jue. 6/55:08 pmORD - SXM

2 stops19h 52mMultiple Airlines

Deal found 4/21

$222

jue. 7/173:07 pmORD - SXM

1 stop19h 17mCopa Airlines

Deal found 4/22

$305

mié. 6/255:29 amORD - SXM

2 stops8h 36mAmerican Airlines

Deal found 4/22

$308

jue. 6/56:00 amMDW - SXM

1 stop6h 54mDelta

Deal found 4/21

$333

mar. 5/67:00 pmMDW - SXM

2 stops41h 15mWestJet

Deal found 4/22

$375

Cheapflights Fare Finder

Use the filters below to find and compare flights from Illinois to St. Maarten that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

lun. 6/16

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

lun. 6/23

3:05 pm-8:50 am

1 stop18h 45m

$377

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

vie. 6/6

5:08 pm-11:23 am

1 stop17h 15m

Simpson Bay Princess Juliana

vie. 6/13

3:05 pm-11:45 pm

1 stop9h 40m

$409

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

vie. 5/30

9:12 pm-11:24 am

1 stop13h 12m

Simpson Bay Princess Juliana

sáb. 6/14

12:36 pm-8:17 pm

1 stop8h 41m

$411

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

sáb. 7/19

5:01 am-5:16 pm

2 stops11h 15m

Simpson Bay Princess Juliana

sáb. 7/26

12:36 pm-7:08 am

1 stop19h 32m

$435

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

dom. 7/6

5:26 am-1:25 pm

1 stop6h 59m

Simpson Bay Princess Juliana

dom. 7/13

4:05 pm-11:58 am

2 stops20h 53m

$608

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

vie. 6/6

6:00 am-1:54 pm

1 stop6h 54m

Simpson Bay Princess Juliana

jue. 6/12

3:25 pm-11:51 pm

1 stop9h 26m

$612

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

dom. 5/25

5:00 am-3:31 pm

1 stop9h 31m

Simpson Bay Princess Juliana

mar. 6/3

2:24 pm-11:56 pm

1 stop10h 32m

$622

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

vie. 6/20

5:35 am-2:00 pm

1 stop7h 25m

Simpson Bay Princess Juliana

jue. 6/26

3:25 pm-11:59 pm

1 stop9h 34m

$647

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

dom. 6/1

1:00 pm-2:00 pm

3 stops24h 00m

Simpson Bay Princess Juliana

dom. 6/8

2:10 pm-7:58 pm

2 stops30h 48m

$741

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

mar. 6/3

6:00 am-1:54 pm

1 stop6h 54m

Simpson Bay Princess Juliana

mar. 6/17

3:25 pm-12:29 pm

2 stops22h 04m

$827

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 18 results

Best time to book a flight from Illinois to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Illinois 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 Illinois to St. Maarten

What is the cheapest month to book a flight from Illinois to St. Maarten?

Currently, September is the cheapest month in which you can book a flight from Illinois to St. Maarten (average of $459). Flying from Illinois to St. Maarten in July is currently the most expensive (average of $675). 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.

What is the cheapest time of day to fly from IL to SX?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to St. Maarten as you normally would.

Reviews of airlines servicing St. Maarten

Peruse reviews from past customers who have flown with Delta, Copa Airlines and American Airlines from Illinois to St. Maarten to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,920 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta

8.0

Very good

7,920 reviews

Delta

8.0

Very good

7,920 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Copa Airlines

7.5

Good

1,408 reviews

Delta

8.0

Very good

7,920 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,920 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet

7.2

Good

2,813 reviews

Delta

8.0

Very good

7,920 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Spirit Airlines

6.3

Okay

7,940 reviews

Delta

8.0

Very good

7,920 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

What are the cheapest airlines to fly from Illinois to St. Maarten one-way?
For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $154. Users have also found prices from $305 and $308 on Copa Airlines and American Airlines, respectively.
Can I find deals for flights from Illinois to St. Maarten that include hotel bookings?
Yes. In addition to deals on Illinois to St. Maarten flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Illinois to St. Maarten?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Illinois to St. Maarten.
Can I find deals for business class flights from Illinois to St. Maarten?
Yes. Cheapflights offers flight deals from Illinois to St. Maarten 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 Illinois to St. Maarten?
Currently, September is the cheapest month in which you can book a flight from Illinois to St. Maarten (average of $459). Flying from Illinois to St. Maarten in July is currently the most expensive (average of $675). 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Illinois to St. Maarten

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Top 4 airlines flying from Illinois to St. Maarten

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$325	Average$400	FlexibilityNo cancel fee	On-time65%
Delta	Cheapest$494	Average$742	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$579	Average$729	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$647	Average$897	FlexibilityNo cancel fee	On-time69%

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$154+ Cheap flights from Illinois to St. Maarten

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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Illinois to St. Maarten with Cheapflights

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Cheap flight deals from Illinois to St. Maarten

Keep the following information in mind while searching for Illinois to St. Maarten flight deals. Data was last updated abril 22, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Illinois to St. Maarten

Cheapest flights from Illinois to St. MaartenExplore the most affordable flight options available from Illinois to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 22, 2025.

Explore the most affordable flight options available from Illinois to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 22, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Illinois to St. Maarten that are best for you.

Best time to book a flight from Illinois to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Illinois with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Illinois to St. Maarten

What is the cheapest month to book a flight from Illinois to St. Maarten?

What is the cheapest time of day to fly from IL to SX?

Find hourly flight availability from Illinois to St. Maarten. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated abril 22, 2025.

Reviews of airlines servicing St. Maarten

Related info for your journey

Find useful and relevant information for your journey from Illinois to St. Maarten. 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 Illinois to St. Maarten one-way?

Can I find deals for flights from Illinois to St. Maarten that include hotel bookings?

How can I find direct flights from Illinois to St. Maarten?

Can I find deals for business class flights from Illinois to St. Maarten?

What is the cheapest month to book a flight from Illinois to St. Maarten?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to St. Maarten

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Illinois to St. Maarten

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Cheapest flights from Illinois to St. Maarten
Explore the most affordable flight options available from Illinois to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 22, 2025.