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Cheap flights from Illinois to St. Maarten from $108

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to St. Maarten departing on 9/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Illinois to St. Maarten

Cheap round-trip flights

Spirit Airlines Logo
8:12 pm - 2:00 pmORD-SXM
16h 48m1 stop
Spirit Airlines Logo
3:05 pm - 10:48 pmSXM-ORD
8h 43m1 stop
$282Spirit Airlines
Find Deal
Tue, Sep 2 - Sat, Sep 6
Spirit Airlines Logo
8:12 pm - 2:00 pmORD-SXM
16h 48m1 stop
Spirit Airlines Logo
3:05 pm - 10:48 pmSXM-ORD
8h 43m1 stop
$285Spirit Airlines
Find Deal
Tue, Sep 2 - Sat, Sep 6
Spirit Airlines Logo
5:05 am - 2:00 pmORD-SXM
7h 55m1 stop
Spirit Airlines Logo
3:05 pm - 11:59 pmSXM-ORD
9h 54m1 stop
$311Spirit Airlines
Find Deal
Sat, Aug 30 - Wed, Sep 3
Logo
10:27 am - 8:12 amORD-SXM
20h 45m2 stops
Logo
3:05 pm - 10:48 pmSXM-ORD
8h 43m1 stop
$355
Find Deal
Tue, Sep 2 - Sat, Sep 6
Logo
10:27 am - 8:12 amORD-SXM
20h 45m2 stops
Logo
3:05 pm - 10:48 pmSXM-ORD
8h 43m1 stop
$404
Find Deal
Tue, Sep 16 - Sat, Sep 27
Air Canada Logo
8:15 pm - 2:40 pmORD-SXM
16h 25m2 stops
Air Canada Logo
3:40 pm - 9:13 amSXM-ORD
19h 33m2 stops
$476Air Canada
Find Deal
Wed, Nov 26 - Thu, Dec 4
Delta Logo
6:00 am - 1:56 pmSTL-SXM
6h 56m1 stop
Delta Logo
3:21 pm - 11:14 pmSXM-STL
8h 53m1 stop
$497Delta
Find Deal
Mon, Aug 18 - Fri, Aug 22
American Airlines Logo
5:52 pm - 3:09 pmSTL-SXM
20h 17m2 stops
American Airlines Logo
4:30 pm - 12:54 pmSXM-STL
21h 24m2 stops
$502American Airlines
Find Deal
Mon, Aug 18 - Mon, Aug 25
American Airlines Logo
9:56 am - 1:19 pmSTL-SXM
26h 23m2 stops
American Airlines Logo
2:20 pm - 9:16 amSXM-STL
19h 56m2 stops
$507American Airlines
Find Deal
Sat, Sep 13 - Sun, Sep 21
Delta Logo
6:00 am - 2:55 pmMDW-SXM
6h 55m1 stop
Delta Logo
1:45 pm - 9:46 pmSXM-MDW
10h 01m1 stop
$587Delta
Find Deal
Tue, Dec 30 - Thu, Jan 8

American Airlines flights from Illinois to St. Maarten

Our best American Airlines deals on Illinois to St. Maarten flight tickets
American Airlines
Aug 18
STL5:52 pmLambert-St Louis
20h 17m
2 stops
SXM3:09 pmSimpson Bay Princess Juliana
Aug 25
SXM4:30 pmSimpson Bay Princess Juliana
21h 24m
2 stops
STL12:54 pmLambert-St Louis
$502
Find similar
American Airlines
Sep 13
STL9:56 amLambert-St Louis
26h 23m
2 stops
SXM1:19 pmSimpson Bay Princess Juliana
Sep 21
SXM2:20 pmSimpson Bay Princess Juliana
19h 56m
2 stops
STL9:16 amLambert-St Louis
$507
Find similar
American Airlines
Sep 26
STL8:23 amLambert-St Louis
28h 17m
1 stop
SXM1:40 pmSimpson Bay Princess Juliana
Sep 30
SXM2:20 pmSimpson Bay Princess Juliana
21h 01m
2 stops
STL10:21 amLambert-St Louis
$510
Find similar

Delta flights from Illinois to St. Maarten

Our best Delta deals on Illinois to St. Maarten flight tickets
Delta
Aug 18
STL6:00 amLambert-St Louis
6h 56m
1 stop
SXM1:56 pmSimpson Bay Princess Juliana
Aug 22
SXM3:21 pmSimpson Bay Princess Juliana
8h 53m
1 stop
STL11:14 pmLambert-St Louis
$497
Find similar
Delta
Dec 30
MDW6:00 amChicago Midway
6h 55m
1 stop
SXM2:55 pmSimpson Bay Princess Juliana
Jan 8
SXM1:45 pmSimpson Bay Princess Juliana
10h 01m
1 stop
MDW9:46 pmChicago Midway
$587
Find similar
Delta
Dec 30
MDW6:00 amChicago Midway
6h 55m
1 stop
SXM2:55 pmSimpson Bay Princess Juliana
Jan 9
SXM4:26 pmSimpson Bay Princess Juliana
22h 09m
2 stops
MDW12:35 pmChicago Midway
$592
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to St. Maarten 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, momondo users made 832,500 searches. Data last updated August 5, 2025.
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

Tue 9/2

8:12 pm-2:00 pm

1 stop16h 48m

Simpson Bay Princess Juliana

Sat 9/6

3:05 pm-10:48 pm

1 stop8h 43m

$282

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 9/2

8:12 pm-2:00 pm

1 stop16h 48m

Simpson Bay Princess Juliana

Sat 9/6

3:05 pm-10:48 pm

1 stop8h 43m

$285

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 8/30

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Wed 9/3

3:05 pm-11:59 pm

1 stop9h 54m

$311

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 9/2

10:27 am-8:12 am

2 stops20h 45m

Simpson Bay Princess Juliana

Sat 9/6

3:05 pm-10:48 pm

1 stop8h 43m

$355

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 9/16

10:27 am-8:12 am

2 stops20h 45m

Simpson Bay Princess Juliana

Sat 9/27

3:05 pm-10:48 pm

1 stop8h 43m

$404

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 11/26

8:15 pm-2:40 pm

2 stops16h 25m

Simpson Bay Princess Juliana

Thu 12/4

3:40 pm-9:13 am

2 stops19h 33m

$476

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

Mon 8/18

6:00 am-1:56 pm

1 stop6h 56m

Simpson Bay Princess Juliana

Fri 8/22

3:21 pm-11:14 pm

1 stop8h 53m

$497

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

Mon 8/18

5:52 pm-3:09 pm

2 stops20h 17m

Simpson Bay Princess Juliana

Mon 8/25

4:30 pm-12:54 pm

2 stops21h 24m

$502

St. LouisSimpson Bay

STL - SXM

STLSXM

Lambert-St Louis

Sat 9/13

9:56 am-1:19 pm

2 stops26h 23m

Simpson Bay Princess Juliana

Sun 9/21

2:20 pm-9:16 am

2 stops19h 56m

$507

ChicagoSimpson Bay

MDW - SXM

MDWSXM

Chicago Midway

Tue 12/30

6:00 am-2:55 pm

1 stop6h 55m

Simpson Bay Princess Juliana

Thu 1/8

1:45 pm-9:46 pm

1 stop10h 01m

$587

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to St. Maarten from

How to get the cheapest flight ticket from Illinois to St. Maarten

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

The cheapest month to fly to St. Maarten from Illinois is in September. Flight prices, which tend to average around $612, are often lower during this time because this is during the off-season. If you’re not able to fly to St. Maarten in September, then August is your next best option. Flight prices from Illinois to St. Maarten during August average around $637.

What is the cheapest day to depart on your flight to St. Maarten?

According to our data, Tuesday is the cheapest day to fly to St. Maarten from Illinois. The lowest ticket price found for a Tuesday departure recently was $702. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. The most expensive day to fly to St. Maarten is Saturday, with ticket prices averaging around $907.

What is the cheapest time of day to depart on your flight to St. Maarten?

At noon is the cheapest time of day to fly from Illinois to St. Maarten when you can find flight prices for as low as $417. Flying to St. Maarten at noon is an ideal time because this is during off-peak travel hours. In contrast, the most expensive time of day to depart to St. Maarten is in the morning when prices are around $892.

What is the cheapest Illinois to St. Maarten flight route?

Fly from Chicago O'Hare Intl to Simpson Bay Princess Juliana for the best Illinois - St. Maarten flight prices

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

You are more likely to see cheaper flights to St. Maarten from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to St. Maarten for around $736 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to St. Maarten from Illinois for as low as $549 on momondo.

What cabin class options are available on Illinois to St. Maarten flights?

There are 2 cabin classes available to choose from on Illinois to St. Maarten flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Illinois to St. Maarten flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to St. Maarten

Best Price Found

$108

Fastest flight time

4h 45m

Direct flights

Mon and Sun

Airports in St. Maarten

1 airport
The best one-way flight to St. Maarten from Illinois in the past 72 hours is $108. The best round-trip flight deal from Illinois to St. Maarten found on momondo in the last 72 hours is $282.
The fastest flight from Illinois to St. Maarten takes 4h 45m
Direct flights go from Illinois to St. Maarten on Monday and Sunday. Airlines offering direct flights are: United Airlines and American Airlines.
There is 1 airport near St. Maarten: Simpson Bay Princess Juliana (SXM)
Search flight deals

  • When did momondo last update prices for flights from Illinois to St. Maarten?

    Prices for flights from Illinois to St. Maarten are updated daily.

  • How many operators does momondo search for flights from Illinois to St. Maarten?

  • How old do you have to be to fly from Illinois to St. Maarten?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to St. Maarten.

  • What documentation or ID do you need to fly to St. Maarten?

    The required travel and health documents for your St. Maarten trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at St. Maarten. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Illinois to St. Maarten?

Best airlines flying from Illinois to St. Maarten

Compare and see reviews for airlines that fly from Illinois to St. Maarten with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $335Free CancellationRating
6.3
8,053 reviews
Search Spirit Airlines flights
DeltaPriceFrom $425Free CancellationRating
8.0
7,987 reviews
Search Delta flights
American AirlinesPriceFrom $579Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $654Free CancellationRating
7.4
8,912 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to St. Maarten?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Illinois to St. Maarten. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Illinois to St. Maarten with flexible booking policies on momondo?

Flights from Illinois to St. Maarten with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Illinois to St. Maarten?

Once you have performed a search for Illinois to St. Maarten flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Illinois to St. Maarten right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Illinois to St. Maarten flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Popular cities in St. Maarten

Popular flights according to clicks in the last 7 days on momondo
Flights to Simpson Bayfrom $255