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Cheap flights from Chicago O'Hare Intl Airport to St. Maarten from $113

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to St. Maarten departing on 12/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago O'Hare Intl Airport to St. Maarten

Cheap round-trip flights

Enter your travel dates to find the best prices.
Spirit Airlines Logo
5:00 am - 2:15 pmORD-SXM
7h 15m1 stop
Spirit Airlines Logo
3:20 pm - 12:30 amSXM-ORD
11h 10m1 stop
$309Spirit Airlines
Find Deal
Wed, Dec 17 - Wed, Dec 24
Spirit Airlines Logo
5:00 am - 2:15 pmORD-SXM
7h 15m1 stop
Spirit Airlines Logo
3:20 pm - 12:09 amSXM-ORD
10h 49m1 stop
$310Spirit Airlines
Find Deal
Sat, Dec 13 - Wed, Dec 17
Multiple Airlines Logo
6:15 am - 2:15 pmORD-SXM
30h 00m1 stop
Multiple Airlines Logo
3:20 pm - 12:09 amSXM-ORD
10h 49m1 stop
$337Multiple Airlines
Find Deal
Thu, Dec 11 - Wed, Dec 17
Multiple Airlines Logo
5:05 am - 3:20 pmORD-SXM
8h 15m1 stop
Multiple Airlines Logo
3:09 pm - 12:18 amSXM-ORD
11h 09m1 stop
$345Multiple Airlines
Find Deal
Sat, Jan 31 - Sat, Feb 7
United Airlines Logo
8:45 am - 3:57 pmORD-SXM
5h 12mnonstop
United Airlines Logo
2:40 pm - 6:40 pmSXM-ORD
6h 00mnonstop
$361United Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 20
United Airlines Logo
8:45 am - 3:57 pmORD-SXM
5h 12mnonstop
United Airlines Logo
5:00 pm - 11:44 pmSXM-ORD
8h 44m1 stop
$371United Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 20
Delta Logo
5:30 am - 2:28 pmORD-SXM
6h 58m1 stop
Delta Logo
3:53 pm - 10:43 pmSXM-ORD
8h 50m1 stop
$375Delta
Find Deal
Sun, Dec 7 - Tue, Dec 16
Delta Logo
5:33 am - 2:55 pmORD-SXM
7h 22m1 stop
Delta Logo
4:20 pm - 7:58 amSXM-ORD
17h 38m1 stop
$381Delta
Find Deal
Tue, Jan 20 - Fri, Jan 23
American Airlines Logo
9:10 pm - 2:31 pmORD-SXM
15h 21m2 stops
American Airlines Logo
1:41 pm - 9:21 pmSXM-ORD
9h 40m1 stop
$386American Airlines
Find Deal
Mon, Feb 9 - Wed, Feb 18
American Airlines Logo
5:50 pm - 1:45 pmORD-SXM
17h 55m1 stop
American Airlines Logo
5:33 pm - 9:05 amSXM-ORD
17h 32m2 stops
$391American Airlines
Find Deal
Sat, Jan 24 - Sun, Feb 1

Spirit Airlines flights from Chicago O'Hare Intl Airport to St. Maarten

Our best Spirit Airlines deals on Chicago O'Hare Intl Airport to St. Maarten flight tickets
Spirit Airlines
Dec 17
ORD5:00 amChicago O'Hare Intl
7h 15m
1 stop
SXM2:15 pmSimpson Bay Princess Juliana
Dec 24
SXM3:20 pmSimpson Bay Princess Juliana
11h 10m
1 stop
ORD12:30 amChicago O'Hare Intl
$309
Find similar
Spirit Airlines
Dec 13
ORD5:00 amChicago O'Hare Intl
7h 15m
1 stop
SXM2:15 pmSimpson Bay Princess Juliana
Dec 17
SXM3:20 pmSimpson Bay Princess Juliana
10h 49m
1 stop
ORD12:09 amChicago O'Hare Intl
$310
Find similar
Spirit Airlines
Jan 28
ORD5:05 amChicago O'Hare Intl
8h 05m
1 stop
SXM3:10 pmSimpson Bay Princess Juliana
Feb 6
SXM4:28 pmSimpson Bay Princess Juliana
9h 14m
1 stop
ORD11:42 pmChicago O'Hare Intl
$313
Find similar

United Airlines flights from Chicago O'Hare Intl Airport to St. Maarten

Our best United Airlines deals on Chicago O'Hare Intl Airport to St. Maarten flight tickets
United Airlines
Dec 13
ORD8:45 amChicago O'Hare Intl
5h 12m
SXM3:57 pmSimpson Bay Princess Juliana
Dec 20
SXM2:40 pmSimpson Bay Princess Juliana
6h 00m
ORD6:40 pmChicago O'Hare Intl
$361
Find similar
United Airlines
Dec 13
ORD8:45 amChicago O'Hare Intl
5h 12m
SXM3:57 pmSimpson Bay Princess Juliana
Dec 20
SXM5:00 pmSimpson Bay Princess Juliana
8h 44m
1 stop
ORD11:44 pmChicago O'Hare Intl
$371
Find similar
United Airlines
Feb 7
ORD8:45 amChicago O'Hare Intl
5h 12m
SXM3:57 pmSimpson Bay Princess Juliana
Feb 11
SXM2:52 pmSimpson Bay Princess Juliana
10h 07m
1 stop
ORD10:59 pmChicago O'Hare Intl
$377
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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 November 5, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport 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

Wed 12/17

5:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Wed 12/24

3:20 pm-12:30 am

1 stop11h 10m

$309

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 12/13

5:00 am-2:15 pm

1 stop7h 15m

Simpson Bay Princess Juliana

Wed 12/17

3:20 pm-12:09 am

1 stop10h 49m

$310

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 12/11

6:15 am-2:15 pm

1 stop30h 00m

Simpson Bay Princess Juliana

Wed 12/17

3:20 pm-12:09 am

1 stop10h 49m

$337

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 1/31

5:05 am-3:20 pm

1 stop8h 15m

Simpson Bay Princess Juliana

Sat 2/7

3:09 pm-12:18 am

1 stop11h 09m

$345

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 12/13

8:45 am-3:57 pm

Nonstop5h 12m

Simpson Bay Princess Juliana

Sat 12/20

2:40 pm-6:40 pm

Nonstop6h 00m

$361

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 12/13

8:45 am-3:57 pm

Nonstop5h 12m

Simpson Bay Princess Juliana

Sat 12/20

5:00 pm-11:44 pm

1 stop8h 44m

$371

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 12/7

5:30 am-2:28 pm

1 stop6h 58m

Simpson Bay Princess Juliana

Tue 12/16

3:53 pm-10:43 pm

1 stop8h 50m

$375

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 1/20

5:33 am-2:55 pm

1 stop7h 22m

Simpson Bay Princess Juliana

Fri 1/23

4:20 pm-7:58 am

1 stop17h 38m

$381

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 2/9

9:10 pm-2:31 pm

2 stops15h 21m

Simpson Bay Princess Juliana

Wed 2/18

1:41 pm-9:21 pm

1 stop9h 40m

$386

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 1/24

5:50 pm-1:45 pm

1 stop17h 55m

Simpson Bay Princess Juliana

Sun 2/1

5:33 pm-9:05 am

2 stops17h 32m

$391

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 Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport is in September. Flight prices, which tend to average around $489, 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 Chicago O'Hare Intl Airport to St. Maarten during August average around $585.

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 Chicago O'Hare Intl Airport. 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 $892.

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 Chicago O'Hare Intl Airport 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 $876.

What is the cheapest Chicago O'Hare Intl to St. Maarten flight route?

Fly from Chicago O'Hare Intl to Simpson Bay Princess Juliana for the best Chicago O'Hare Intl - 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 Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to St. Maarten for around $698 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to St. Maarten from Chicago O'Hare Intl Airport for as low as $522 on momondo.

What cabin class options are available on Chicago O'Hare Intl to St. Maarten flights?

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

Can stopping save me money on Chicago O'Hare Intl Airport to St. Maarten flights?

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to St. Maarten.

Cheap Chicago O'Hare Intl Airport to St. Maarten flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to St. Maarten

Best Price Found

$420

Fastest flight time

5h 03m

Direct flights

Mon and Sun

Airports in St. Maarten

1 airport
The best flight deal from Chicago O'Hare Intl Airport to St. Maarten found on momondo in the last 72 hours is $420
The fastest flight from Chicago O'Hare Intl Airport to St. Maarten takes 5h 03m
Direct flights go from Chicago O'Hare Intl Airport to St. Maarten on Monday and Sunday. There are no airlines offering direct flights.
There is 1 airport near St. Maarten: Simpson Bay Princess Juliana (SXM)
Search flight deals

  • When did momondo last update prices for flights from Chicago O'Hare Intl Airport to St. Maarten?

    Prices for flights from Chicago O'Hare Intl Airport to St. Maarten are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago O'Hare Intl Airport to St. Maarten?

  • How old do you have to be to fly from Chicago O'Hare Intl Airport 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 Chicago O'Hare Intl Airport to St. Maarten.

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

    The travel and health documents required for your trip to St. Maarten can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at St. Maarten. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Chicago O'Hare Intl Airport to St. Maarten?

Best airlines flying from Chicago O'Hare Intl Airport to St. Maarten

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to St. Maarten with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $316Free CancellationRating
6.3
8,115 reviews
Search Spirit Airlines flights
DeltaPriceFrom $318Free CancellationRating
7.9
8,004 reviews
Search Delta flights
United AirlinesPriceFrom $420Free CancellationRating
7.4
9,002 reviews
Search United Airlines flights
JetBluePriceFrom $535Free CancellationRating
7.2
2,907 reviews
Search JetBlue flights
American AirlinesPriceFrom $585Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to St. Maarten. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Chicago to St. Maarten flights to just show those with flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to St. Maarten.

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

Yes. momondo can track prices for Chicago 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 flights according to clicks in the last 7 days on momondo
Flights to Simpson Bayfrom $220