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

$199+ 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 6/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SXM
May 4 — May 111
Sun 5/4
Sun 5/11
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

Keep the following information in mind while searching for O'Hare Intl to St. Maarten flight deals. Data was last updated April 29, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$338
(Priceline)

One-way from

$199
(Cheapflightsfares)

Popular in

March

Cheapest in

September

Average price

$753

Good round-trip deal

$1,125 or less

Good one-way deal

$560 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
Highest demand for flights based on searches. 4% potential increase in price ($31 potential increase over avg. RT price).
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 April 2025
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to St. Maarten.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to St. Maarten.
Search Deals

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 April 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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 6/25:05 amORD - SXM
1 stop7h 55mSpirit Airlines
Mon 6/93:05 pmSXM - ORD
1 stop18h 45mSpirit Airlines
Deal found 4/29$333
This CheapOair deal was found by Cheapflights users on 4/29. 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.
Fri 6/65:08 pmORD - SXM
1 stop17h 15mMultiple Airlines
Sat 6/143:05 pmSXM - ORD
1 stop18h 45mMultiple Airlines
Deal found 4/29$383
This CheapOair deal was found by Cheapflights users on 4/29. 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.
Fri 6/65:08 pmORD - SXM
1 stop17h 15mFrontier
Sat 6/1412:36 pmSXM - ORD
2 stops22h 46mFrontier
Deal found 4/29$428
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Tue 6/106:00 amORD - SXM
1 stop8h 05mAmerican Airlines
Tue 6/172:34 pmSXM - ORD
1 stop8h 55mAmerican Airlines
Deal found 4/29$622
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/166:00 amORD - SXM
1 stop7h 41mJetBlue
Sat 8/2312:15 pmSXM - ORD
1 stop12h 10mJetBlue
Deal found 4/29$635
This Justfly.com deal was found by Cheapflights users on 4/29. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:25 pmORD - SXM
2 stops17h 30mAir Canada
Sun 12/144:55 pmSXM - ORD
2 stops20h 03mAir Canada
Deal found 4/29$679
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/295:35 amORD - SXM
1 stop7h 21mDelta
Sat 8/23:21 pmSXM - ORD
1 stop9h 48mDelta
Deal found 4/29$722
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:45 amORD - SXM
Nonstop5h 07mUnited Airlines
Sun 12/282:46 pmSXM - ORD
Nonstop5h 54mUnited Airlines
Deal found 4/28$1,402

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 April 29, 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

Mon 6/2

5:05 am-2:00 pm

1 stop7h 55m

Simpson Bay Princess Juliana

Mon 6/9

3:05 pm-8:50 am

1 stop18h 45m

$333

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 6/6

5:08 pm-11:23 am

1 stop17h 15m

Simpson Bay Princess Juliana

Sat 6/14

3:05 pm-8:50 am

1 stop18h 45m

$383

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Fri 6/6

5:08 pm-11:23 am

1 stop17h 15m

Simpson Bay Princess Juliana

Sat 6/14

12:36 pm-10:22 am

2 stops22h 46m

$428

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 6/10

6:00 am-3:05 pm

1 stop8h 05m

Simpson Bay Princess Juliana

Tue 6/17

2:34 pm-10:29 pm

1 stop8h 55m

$622

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 8/16

6:00 am-2:41 pm

1 stop7h 41m

Simpson Bay Princess Juliana

Sat 8/23

12:15 pm-11:25 pm

1 stop12h 10m

$635

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Tue 7/29

5:35 am-1:56 pm

1 stop7h 21m

Simpson Bay Princess Juliana

Sat 8/2

3:21 pm-12:09 am

1 stop9h 48m

$722

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 10/18

8:52 am-11:20 am

1 stop25h 28m

Simpson Bay Princess Juliana

Sat 11/1

1:16 pm-6:10 pm

Nonstop5h 54m

$2,716

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 6/21

5:05 am-2:00 pm

1 stop7h 55m

$199

ChicagoSimpson Bay

ORD - SXM

ORDSXM

Chicago O'Hare Intl

Sat 6/21

5:29 am-3:05 pm

2 stops8h 36m

$333

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 $459). Flying from Chicago O'Hare Intl Airport to St. Maarten in July is currently the most expensive (average of $675). 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 April 29, 2025.

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.

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 April 29, 2025.
Read through reviews of airlines operating flights from Chicago to St. Maarten, such as Delta, United Airlines and JetBlue. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,936 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,936 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
JetBlue
7.3
Good
2,922 reviews
Delta
8.0
Very good
7,936 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,936 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Spirit Airlines
6.3
Okay
7,961 reviews
Delta
8.0
Very good
7,936 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • 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 $879, our data indicates the cheapest price to be $328. The most popular route (Chicago O'Hare Intl - Simpson Bay Princess Juliana), is priced around $368.

  • 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 $459). Flying from Chicago O'Hare Intl Airport to St. Maarten in July is currently the most expensive (average of $675). 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
O'Hare Intl to Punta Cana flights
Midway to Luis Munoz Marin Intl flights
O'Hare Intl to Montego Bay flights
Midway to Punta Cana flights
O'Hare Intl to Oranjestad flights
Midway to Montego Bay flights
O'Hare Intl to Saint Thomas Island flights
O'Hare Intl to Nassau flights
O'Hare Intl to Castries flights
O'Hare Intl to Simpson Bay flights
O'Hare Intl to Willemstad flights
O'Hare Intl to Santo Domingo flights
O'Hare Intl to Christiansted flights
O'Hare Intl to Bridgetown flights
Midway to Saint Thomas Island flights
Midway to Oranjestad flights
O'Hare Intl to George Town flights
O'Hare Intl to Providenciales flights
O'Hare Intl to Puerto Plata flights
Midway to Nassau flights
O'Hare Intl to Kingston flights
O'Hare Intl to Santiago de los Caballeros flights
Midway to Providenciales flights
O'Hare Intl to Ponce flights
Midway to Santo Domingo flights
O'Hare Intl to St. John's flights
O'Hare Intl to Road Town flights
Midway to Santiago de los Caballeros flights
Midway to George Town flights
O'Hare Intl to Castries flights
O'Hare Intl to Havana flights
O'Hare Intl to The Valley flights
O'Hare Intl to Port of Spain flights
O'Hare Intl to Gustavia flights
Midway to Kingston flights
O'Hare Intl to Kralendijk flights
O'Hare Intl to Freeport flights
O'Hare Intl to Basseterre flights
O'Hare Intl to St. George's flights
Midway to Simpson Bay flights
O'Hare Intl to Pointe-à-Pitre flights
O'Hare Intl to Aguadilla flights
O'Hare Intl to Marsh Harbour flights
O'Hare Intl to Kingstown flights
O'Hare Intl to Port Royal flights
O'Hare Intl to Gregory Town flights
Midway to Castries flights
O'Hare Intl to Georgetown flights

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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$325Average$400FlexibilityNo cancel feeOn-time65%
DeltaCheapest$554Average$775FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$606Average$715FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$647Average$896FlexibilityNo cancel feeOn-time69%

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.