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St. Maarten

$91+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SXM
Dec 24 — Dec 311
Wed 12/24
Wed 12/31
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 November 24, 2025.

This Super.com deal was found by Cheapflights users on 11/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/155:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Mon 12/223:20 pmSXM - ORD
1 stop11h 10mSpirit Airlines
Deal found 11/24$273
This Super.com deal was found by Cheapflights users on 11/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Fri 12/123:20 pmSXM - ORD
1 stop10h 49mSpirit Airlines
Deal found 11/23$312
This Priceline deal was found by Cheapflights users on 11/23. 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.
Wed 12/105:00 amORD - SXM
1 stop7h 15mMultiple Airlines
Tue 12/163:40 pmSXM - ORD
1 stop25h 15mMultiple Airlines
Deal found 11/23$338
This Mytrip deal was found by Cheapflights users on 11/22. 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.
Sun 12/712:09 pmORD - SXM
3 stops24h 06mSpirit Airlines
Sat 12/133:20 pmSXM - ORD
1 stop10h 49mSpirit Airlines
Deal found 11/22$339
This Kiwi.com deal was found by Cheapflights users on 11/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amORD - SXM
2 stops30h 15mMultiple Airlines
Mon 12/293:20 pmSXM - ORD
1 stop26h 22mMultiple Airlines
Deal found 11/23$376
This Kiwi.com deal was found by Cheapflights users on 11/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/236:00 amORD - SXM
2 stops30h 15mMultiple Airlines
Fri 12/263:20 pmSXM - ORD
1 stop11h 10mMultiple Airlines
Deal found 11/23$381

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 November 24, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$259
(Cheapflightsfares)

One-way from

$91
(Super.com)

Popular in

April

Cheapest in

August

Average price

$706

Good round-trip deal

$420 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. 5% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 24, 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

Thu 1/8

8:22 pm-2:14 pm

1 stop15h 52m

Simpson Bay Princess Juliana

Thu 1/15

3:09 pm-11:46 pm

1 stop10h 37m

$257

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 2/5

5:15 am-2:14 pm

1 stop6h 59m

Simpson Bay Princess Juliana

Mon 2/9

3:09 pm-11:46 pm

1 stop10h 37m

$264

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 1/25

5:15 am-2:14 pm

1 stop6h 59m

Simpson Bay Princess Juliana

Fri 1/30

3:09 pm-11:46 pm

1 stop10h 37m

$291

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sun 1/25

5:15 am-2:14 pm

1 stop6h 59m

Simpson Bay Princess Juliana

Thu 1/29

3:09 pm-11:46 pm

1 stop10h 37m

$299

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 1/12

6:25 pm-12:30 pm

1 stop16h 05m

Simpson Bay Princess Juliana

Tue 1/20

1:55 pm-11:56 pm

1 stop12h 01m

$355

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 1/5

6:25 pm-12:30 pm

1 stop16h 05m

Simpson Bay Princess Juliana

Tue 1/13

4:20 pm-9:49 am

1 stop19h 29m

$355

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 1/7

5:30 am-2:55 pm

1 stop7h 25m

Simpson Bay Princess Juliana

Thu 1/8

4:20 pm-9:49 am

1 stop19h 29m

$355

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 1/5

6:25 pm-12:30 pm

1 stop16h 05m

Simpson Bay Princess Juliana

Wed 1/14

1:55 pm-11:59 pm

1 stop12h 04m

$355

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 1/6

5:30 am-2:55 pm

1 stop7h 25m

Simpson Bay Princess Juliana

Tue 1/13

4:20 pm-9:49 am

1 stop19h 29m

$355

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 1/14

5:30 am-2:55 pm

1 stop7h 25m

Simpson Bay Princess Juliana

Wed 1/21

4:20 pm-9:44 am

1 stop19h 24m

$355

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/22

Showing 1-10 of 18 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 November 24, 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.

How often are flights from Chicago to St. Maarten delayed?

About 37% of weekly flights between Chicago and St. Maarten have experienced delays in the past year, with the average delay time being 129 minutes.

What is the most punctual flight time for Chicago to St. Maarten flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to St. Maarten flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 36% of flights being delayed.

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 November 24, 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
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,044 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,042 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,903 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,158 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 Spirit Airlines fly from Chicago O'Hare Intl Airport to St. Maarten in about 15h 52m. The time it takes to get you to your destination can typically vary by up to . The distance from Chicago O'Hare Intl Airport to St. Maarten is about 2204 mi.

  • 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 $530, our data indicates the cheapest price to be $366. The most popular route (Chicago O'Hare Intl - Simpson Bay Princess Juliana), is priced around $259.

  • 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 5 airlines flying from O'Hare Intl to St. Maarten

Discover the top 5 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 November 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$316Average$399FlexibilityNo cancel feeOn-time65%
DeltaCheapest$318Average$776FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$420Average$877FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$535Average$711FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$585Average$711FlexibilityNo cancel feeOn-time71%

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