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St. Maarten

$133+ Cheap flights from O'Hare Intl (ORD) 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SXM
Nov 15 — Nov 221
Sat 11/15
Sat 11/22
1 adult, Economy
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Find flight deals from O'Hare Intl to St. Maarten

Cheapest flights from O'Hare Intl to St. Maarten
Explore the most affordable flight options available from O'Hare Intl to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:05 amORD - SXM
1 stop7h 05mSpirit Airlines
Wed 12/103:15 pmSXM - ORD
1 stop10h 19mSpirit Airlines
Deal found 10/15$344
This Expedia deal was found by Cheapflights users on 10/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/285:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Fri 12/53:15 pmSXM - ORD
1 stop11h 04mSpirit Airlines
Deal found 10/14$372
This American Airlines deal was found by Cheapflights users on 10/15. 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.
Sat 12/67:07 pmORD - SXM
1 stop17h 13mAmerican Airlines
Wed 12/105:25 pmSXM - ORD
2 stops15h 54mAmerican Airlines
Deal found 10/15$380
This Mytrip deal was found by Cheapflights users on 10/15. 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.
Sat 11/291:59 pmORD - SXM
2 stops48h 01mMultiple Airlines
Sat 12/63:15 pmSXM - ORD
1 stop11h 04mMultiple Airlines
Deal found 10/15$386
This American Airlines deal was found by Cheapflights users on 10/15. 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.
Sat 11/296:35 pmORD - SXM
1 stop17h 25mAmerican Airlines
Sat 12/64:00 pmSXM - ORD
Nonstop5h 54mAmerican Airlines
Deal found 10/15$390
This Priceline deal was found by Cheapflights users on 10/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:19 pmORD - SXM
1 stop24h 41mMultiple Airlines
Mon 11/33:20 pmSXM - ORD
1 stop11h 07mMultiple Airlines
Deal found 10/15$403
This Mytrip deal was found by Cheapflights users on 10/14. 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.
Tue 10/287:43 pmORD - SXM
3 stops23h 09mMultiple Airlines
Fri 10/313:05 pmSXM - ORD
1 stop10h 58mMultiple Airlines
Deal found 10/14$408
This Expedia deal was found by Cheapflights users on 10/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:05 amORD - SXM
1 stop7h 05mMultiple Airlines
Sat 12/133:40 pmSXM - ORD
1 stop21h 38mMultiple Airlines
Deal found 10/15$411
This American Airlines deal was found by Cheapflights users on 10/14. 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.
Fri 11/285:34 pmORD - SXM
1 stop20h 37mAmerican Airlines
Fri 12/55:25 pmSXM - ORD
2 stops15h 54mAmerican Airlines
Deal found 10/14$413
This Cheapflightsfares deal was found by Cheapflights users on 10/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/255:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Sat 11/83:20 pmSXM - ORD
1 stop11h 07mSpirit Airlines
Deal found 10/14$414

Cheap flight deals from O'Hare Intl to St. Maarten

Keep the following information in mind while searching for O'Hare Intl to St. Maarten flight deals. Data was last updated October 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$317
(Copa Airlines)

One-way from

$133
(Cheapflightsfares)

Popular in

December

Cheapest in

August

Average price

$762

Good round-trip deal

$584 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 Chicago O'Hare Intl to St. Maarten
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One-way flight from Chicago O'Hare Intl to St. Maarten
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to St. Maarten.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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, Cheapflights users made 2,558,603 searches. Data last updated October 16, 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

O'Hare Intl

Fly to

St. Maarten

Route

Depart

Return

Price

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 1/24

2:13 pm-11:24 am

1 stop19h 11m

Simpson Bay Princess Juliana

Mon 2/2

12:25 pm-12:04 am

1 stop13h 39m

$317

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 1/25

6:05 am-3:51 pm

1 stop7h 46m

Simpson Bay Princess Juliana

Thu 1/29

2:52 pm-10:59 pm

1 stop10h 07m

$329

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 1/25

5:50 am-2:56 pm

1 stop7h 06m

Simpson Bay Princess Juliana

Fri 1/30

4:26 pm-9:19 am

1 stop18h 53m

$329

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 1/25

7:30 pm-12:15 pm

1 stop14h 45m

Simpson Bay Princess Juliana

Thu 1/29

4:26 pm-1:23 pm

2 stops22h 57m

$334

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 1/29

4:49 pm-12:58 pm

1 stop18h 09m

Simpson Bay Princess Juliana

Wed 2/4

5:33 pm-9:05 am

1 stop17h 32m

$354

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 1/22

6:10 pm-12:15 pm

1 stop16h 05m

Simpson Bay Princess Juliana

Fri 1/30

4:26 pm-9:19 am

1 stop18h 53m

$354

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 1/22

5:55 pm-12:15 pm

2 stops16h 20m

Simpson Bay Princess Juliana

Thu 1/29

4:26 pm-9:35 am

2 stops19h 09m

$359

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 1/22

6:10 pm-12:15 pm

1 stop16h 05m

Simpson Bay Princess Juliana

Sat 1/31

5:16 pm-10:06 am

1 stop18h 50m

$379

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 12/6

7:07 pm-2:20 pm

1 stop17h 13m

Simpson Bay Princess Juliana

Wed 12/10

5:25 pm-7:19 am

2 stops15h 54m

$380

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 11/15

5:10 am-2:15 pm

1 stop7h 05m

$134

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/16

Showing 1-10 of 19 results
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Best time to book a flight from O'Hare Intl to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from O'Hare Intl 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 Chicago O'Hare Intl Airport to St. Maarten

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to St. Maarten?

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to St. Maarten (average of $312). Flying from Chicago O'Hare Intl Airport to St. Maarten in June is currently the most expensive (average of $595). 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 ORD to SX?

Find hourly flight availability from O'Hare Intl 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 October 16, 2025.

One of the essential ways to save on airfare from Chicago O'Hare Intl Airport to St. Maarten is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 52% on airfare.

Reviews of airlines servicing St. Maarten

Get insights into the airlines that provide service to St. Maarten. 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 St. Maarten. Reviews last updated October 16, 2025.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to St. Maarten, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,984 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
8.0
Very good
7,984 reviews
Delta
8.0
Very good
7,984 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,982 reviews
Delta
8.0
Very good
7,984 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,043 reviews
Delta
8.0
Very good
7,984 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Spirit Airlines
6.3
Okay
8,097 reviews
Delta
8.0
Very good
7,984 reviews

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to St. Maarten. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago O'Hare Intl Airport to St. Maarten?

    Airlines like Copa Airlines, United Airlines, and Delta fly from Chicago O'Hare Intl Airport to St. Maarten in about 7h 06m. The time it takes to get you to your destination can typically vary by up to 12h 05m. The distance from Chicago O'Hare Intl Airport to St. Maarten is about 2204 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to St. Maarten?

    Looking for the cheapest flight from Chicago O'Hare Intl Airport to St. Maarten? While on average our users pay $713, our data indicates the cheapest price to be $480. The most popular route (Chicago O'Hare Intl - Simpson Bay Princess Juliana), is priced around $329.

  • Can I find deals for flights from O'Hare Intl to St. Maarten that include hotel bookings?

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

  • How can I find direct flights from O'Hare Intl to St. Maarten?

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

  • Can I find deals for business class flights from O'Hare Intl to St. Maarten?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 Chicago O'Hare Intl Airport to St. Maarten?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to St. Maarten (average of $312). Flying from Chicago O'Hare Intl Airport to St. Maarten in June is currently the most expensive (average of $595). 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 O'Hare Intl to St. Maarten

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from O'Hare Intl to St. Maarten

Discover the top 4 airlines that operate flights from O'Hare Intl to St. Maarten. 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 October 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$316Average$399FlexibilityNo cancel feeOn-time65%
DeltaCheapest$329Average$776FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$597Average$938FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$610Average$713FlexibilityNo cancel feeOn-time71%

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