HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
St. Maarten

$74+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SXM
Mar 13 — Mar 201
Fri 3/13
Fri 3/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from O'Hare Intl to St. Maarten with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 February 11, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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 2/288:16 pm
ORD
-
SXM
1 stop15h 59m
Spirit Airlines
Sat 3/73:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/9$223
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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.
Tue 3/105:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Tue 3/172:20 pm
SXM
-
ORD
1 stop9h 57m
Spirit Airlines
Deal found 2/9$237
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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.
Fri 2/278:16 pm
ORD
-
SXM
1 stop15h 59m
Spirit Airlines
Sat 3/73:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/9$253
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Mon 3/162:20 pm
SXM
-
ORD
1 stop27h 55m
Spirit Airlines
Deal found 2/9$262
This Mytrip deal was found by Cheapflights users on 2/10. 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 2/175:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Thu 2/193:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/10$268
This Cheapflightsfares deal was found by Cheapflights users on 2/7. 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.
Mon 3/95:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Mon 3/162:20 pm
SXM
-
ORD
1 stop9h 57m
Spirit Airlines
Deal found 2/7$269
This Priceline deal was found by Cheapflights users on 2/8. 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.
Sun 2/225:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Wed 2/253:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/8$270
This Cheapflightsfares deal was found by Cheapflights users on 2/9. 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.
Mon 2/165:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Thu 2/263:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/9$273
This Mytrip deal was found by Cheapflights users on 2/9. 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.
Wed 3/410:19 am
ORD
-
SXM
2 stops25h 56m
Spirit Airlines
Sat 3/73:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Deal found 2/9$277

Find 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 February 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$223
(Cheapflightsfares)

One-way from

$74
(Super.com)

Popular in

December

Cheapest in

January

Average price

$607

Good round-trip deal

$612 or less
Provider with most accurate pricing for Chicago (CHI)-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Simpson Bay Princess Juliana flights.
Search Deals
From Chicago O'Hare Intl to St. Maarten
Search Deals
One-way flight from Chicago O'Hare Intl to St. Maarten
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to St. Maarten.
Search Deals

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 February 11, 2026.
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 2/28

8:16 pm-2:15 pm

1 stop15h 59m

Simpson Bay Princess Juliana

Sat 3/7

3:20 pm-11:47 pm

1 stop10h 27m

$237

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 3/11

5:15 am-1:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Mon 3/16

2:20 pm-11:17 pm

1 stop9h 57m

$254

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 3/4

8:16 pm-2:15 pm

1 stop15h 59m

Simpson Bay Princess Juliana

Mon 3/9

2:20 pm-11:47 pm

1 stop10h 27m

$292

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 2/28

8:16 pm-2:15 pm

1 stop15h 59m

Simpson Bay Princess Juliana

Sat 3/7

3:20 pm-9:52 am

2 stops20h 32m

$309

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Wed 2/18

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Fri 2/20

3:20 pm-11:47 pm

1 stop10h 27m

$317

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 4/10

5:05 am-1:30 pm

1 stop7h 25m

Simpson Bay Princess Juliana

Sat 4/18

2:11 pm-11:41 pm

1 stop10h 30m

$323

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 4/10

4:34 pm-2:35 pm

1 stop21h 01m

Simpson Bay Princess Juliana

Wed 4/15

2:11 pm-11:41 pm

1 stop10h 30m

$329

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 3/5

5:15 am-2:15 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Fri 3/13

2:20 pm-11:17 pm

1 stop9h 57m

$329

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Thu 4/9

6:10 pm-1:30 pm

1 stop18h 20m

Simpson Bay Princess Juliana

Wed 4/15

2:11 pm-12:14 am

1 stop11h 03m

$332

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Mon 2/16

10:19 am-2:15 pm

2 stops25h 56m

Simpson Bay Princess Juliana

Thu 2/26

3:20 pm-11:47 pm

1 stop10h 27m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/9

Showing 1-10 of 18 results
1
2

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, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to St. Maarten (average of $231). Flying from Chicago O'Hare Intl Airport to St. Maarten in June is currently the most expensive (average of $597). 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 February 11, 2026.

When flying from Chicago O'Hare Intl Airport to St. Maarten, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

About 32% of weekly flights between Chicago and St. Maarten have experienced delays in the past year, with the average delay time being 97 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, American Airlines have had the lowest number of delays on this route, with just 20% 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 February 11, 2026.
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
8,180 reviews

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

Entertainment

7.8

Comfort

7.9

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
8,180 reviews
Delta
7.9
Good
8,180 reviews

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

Entertainment

7.8

Comfort

7.9

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
9,273 reviews
Delta
7.9
Good
8,180 reviews

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

Entertainment

7.8

Comfort

7.9

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
11,265 reviews
Delta
7.9
Good
8,180 reviews

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

Entertainment

7.8

Comfort

7.9

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
2,894 reviews
Delta
7.9
Good
8,180 reviews

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

Entertainment

7.8

Comfort

7.9

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
8,442 reviews
Delta
7.9
Good
8,180 reviews

Boarding

8.1

Food

7.2

Crew

8.5

Overall

7.9

Entertainment

7.8

Comfort

7.9

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 59m. 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 $726, our data indicates the cheapest price to be $554. The most popular route (Chicago O'Hare Intl - Simpson Bay Princess Juliana), is priced around $237.

  • 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, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to St. Maarten (average of $231). Flying from Chicago O'Hare Intl Airport to St. Maarten in June is currently the most expensive (average of $597). 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

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

Alternative routes for O'Hare Intl to St. Maarten

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Luis Munoz Marin Intl flights
Midway to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
O'Hare Intl to Oranjestad flights
O'Hare Intl to Nassau flights
O'Hare Intl to Montego Bay flights
O'Hare Intl to Saint Thomas Island flights
Midway to Punta Cana flights
O'Hare Intl to Providenciales flights
O'Hare Intl to George Town flights
O'Hare Intl to Simpson Bay flights
Midway to Montego Bay flights
Midway to Nassau flights
Midway to Oranjestad flights
O'Hare Intl to Santo Domingo flights
O'Hare Intl to Willemstad flights
Midway to Saint Thomas Island flights
O'Hare Intl to Castries flights
Midway to Providenciales flights
O'Hare Intl to Bridgetown flights
O'Hare Intl to Christiansted flights
O'Hare Intl to St. John's flights
O'Hare Intl to Aguadilla flights
Midway to Santo Domingo flights
Midway to Simpson Bay flights
Midway to George Town flights
O'Hare Intl to Road Town flights
O'Hare Intl to Santiago de los Caballeros flights
O'Hare Intl to Puerto Plata flights
O'Hare Intl to Kralendijk flights
O'Hare Intl to Kingston flights
O'Hare Intl to Port of Spain flights
O'Hare Intl to Georgetown flights
O'Hare Intl to The Valley flights
O'Hare Intl to St. George's flights
O'Hare Intl to Marsh Harbour flights
O'Hare Intl to Freeport flights
O'Hare Intl to Havana flights
O'Hare Intl to Castries flights
O'Hare Intl to Ponce flights
Midway to Castries flights
O'Hare Intl to Gregory Town flights
O'Hare Intl to Fort-de-France flights
O'Hare Intl to Basseterre flights
Midway to Kingston flights
O'Hare Intl to Kingstown flights
Midway to St. John's flights
Midway to Georgetown flights

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 February 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$231Average$393FlexibilityNo cancel feeOn-time65%
DeltaCheapest$290Average$408FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$410Average$752FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$501Average$681FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$568Average$731FlexibilityNo cancel feeOn-time62%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights