HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
O'Hare Intl

$166+ Cheap flights from St. Maarten to O'Hare Intl (ORD)

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 12/22. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
Dec 24 — Dec 311
Wed 12/24
Wed 12/31
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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

Keep the following information in mind while searching for St. Maarten to O'Hare Intl flight deals. Data was last updated November 24, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$293
(Kiwi.com)

One-way from

$166
(Cheapflightsfares)

Good one-way deal

$389 or less
Provider with most accurate pricing for Simpson Bay Princess Juliana-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-Chicago (CHI) flights.
Search Deals
From St. Maarten to Chicago O'Hare Intl
Search Deals
One-way flight from St. Maarten to Chicago O'Hare Intl
Search Deals
Price to beat on a one-way flight from St. Maarten to Chicago O'Hare Intl.
Search Deals

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

Cheapest flights from St. Maarten to O'Hare Intl
Explore the most affordable flight options available from St. Maarten to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 24, 2025.

This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:00 pmSXM - ORD
1 stop22h 01mMultiple Airlines
Mon 12/85:00 amORD - SXM
1 stop7h 15mMultiple Airlines
Deal found 11/24$363
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/122:52 pmSXM - ORD
1 stop10h 40mUnited Airlines
Sun 12/148:45 amORD - SXM
Nonstop5h 12mUnited Airlines
Deal found 11/22$497
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/123:53 pmSXM - ORD
1 stop10h 08mDelta
Sun 12/145:30 amORD - SXM
1 stop6h 58mDelta
Deal found 11/22$501
This Gotogate 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/283:40 pmSXM - ORD
1 stop21h 38mAir Canada
Sun 1/48:40 pmORD - SXM
2 stops40h 00mAir Canada
Deal found 11/22$520
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:00 pmSXM - ORD
1 stop22h 01mAir Canada
Tue 12/308:15 pmORD - SXM
1 stop17h 45mAir Canada
Deal found 11/22$543
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/13:20 pmSXM - ORD
3 stops23h 36mSpirit Airlines
Mon 12/85:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Deal found 11/24$551
This Copa Airlines 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2812:24 pmSXM - ORD
1 stop13h 41mCopa Airlines
Sun 1/42:13 pmORD - SXM
1 stop19h 11mCopa Airlines
Deal found 11/24$575
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/125:25 pmSXM - ORD
1 stop17h 24mAmerican Airlines
Sun 12/148:55 pmORD - SXM
2 stops17h 30mAmerican Airlines
Deal found 11/22$592

Cheapflights Fare Finder

 
Customize your flight search to find flights from St. Maarten to O'Hare Intl 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 St. Maarten to Chicago O'Hare Intl Airport that are best for you.

Fly from

St. Maarten

Fly to

O'Hare Intl

Route

Depart

Return

Price

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Wed 1/7

3:20 pm-8:30 pm

1 stop31h 10m

Chicago O'Hare Intl

Wed 1/14

5:32 pm-2:14 pm

1 stop18h 42m

$293

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 3/6

4:15 pm-7:58 am

1 stop17h 43m

Chicago O'Hare Intl

Tue 3/10

5:40 am-1:53 pm

1 stop7h 13m

$493

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Wed 3/4

4:15 pm-7:58 am

1 stop17h 43m

Chicago O'Hare Intl

Sun 3/15

7:56 pm-1:53 pm

1 stop16h 57m

$493

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Wed 3/4

4:15 pm-9:41 am

2 stops19h 26m

Chicago O'Hare Intl

Tue 3/10

5:39 pm-11:15 am

2 stops16h 36m

$493

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 3/6

4:15 pm-7:58 am

1 stop17h 43m

Chicago O'Hare Intl

Mon 3/9

5:50 pm-11:15 am

1 stop16h 25m

$493

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 3/3

4:15 pm-9:27 am

1 stop19h 12m

Chicago O'Hare Intl

Tue 3/10

7:30 pm-11:15 am

1 stop14h 45m

$493

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 3/5

4:15 pm-9:27 am

1 stop19h 12m

Chicago O'Hare Intl

Mon 3/9

5:39 pm-11:15 am

2 stops16h 36m

$493

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 3/3

4:15 pm-7:58 am

1 stop17h 43m

Chicago O'Hare Intl

Mon 3/9

5:50 pm-11:15 am

1 stop16h 25m

$493

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Wed 3/4

4:15 pm-9:27 am

1 stop19h 12m

Chicago O'Hare Intl

Wed 3/11

5:50 pm-11:15 am

1 stop16h 25m

$493

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 3/5

4:15 pm-9:27 am

1 stop19h 12m

Chicago O'Hare Intl

Sun 3/15

7:56 pm-1:53 pm

1 stop16h 57m

$493

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/22

Showing 1-10 of 22 results
1
2
3

Best time to book a flight from St. Maarten to O'Hare Intl

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

What is the cheapest time of day to fly from SX to ORD?

Find hourly flight availability from St. Maarten to O'Hare Intl. 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.

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

Related info for your journey

Find useful and relevant information for your journey from St. Maarten to O'Hare Intl. 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 St. Maarten to Chicago O'Hare Intl Airport?

    A quick flight from St. Maarten to Chicago O'Hare Intl Airport can take about 17h 43m. Delta provides one of the quickest options available for as low as $493. St. Maarten and Chicago O'Hare Intl Airport are separated by a distance of 2204 mi.

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

    Looking at all options, your cheapest flight can be booked for $381. While the most popular route (Simpson Bay Princess Juliana - Chicago O'Hare Intl) can be booked for $293 on average, our data indicates $515 when flying from St. Maarten to Chicago O'Hare Intl Airport.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from St. Maarten to O'Hare Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Des Plaines
Gurnee
Hoffman Estates
Beloit
Delavan
Elgin
Oak Brook
Elk Grove Village
Downers Grove
Rockford
Naperville
Orland Park
Bridgeview
Warrenville
Waukegan
Aurora
Racine

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 St. Maarten to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
Punta Cana to O'Hare Intl flights
Punta Cana to Midway flights
Luis Munoz Marin Intl to O'Hare Intl flights
Luis Munoz Marin Intl to Midway flights
Santo Domingo to O'Hare Intl flights
Santo Domingo to Midway flights
Montego Bay to O'Hare Intl flights
Oranjestad to O'Hare Intl flights
Nassau to O'Hare Intl flights
Saint Thomas Island to O'Hare Intl flights
George Town to O'Hare Intl flights
Kingston to O'Hare Intl flights
Santiago de los Caballeros to O'Hare Intl flights
Willemstad to O'Hare Intl flights
Port of Spain to O'Hare Intl flights
Simpson Bay to O'Hare Intl flights
Nassau to Midway flights
Christiansted to O'Hare Intl flights
Bridgetown to O'Hare Intl flights
Montego Bay to Midway flights
Simpson Bay to Midway flights
Road Town to O'Hare Intl flights
Culebra to O'Hare Intl flights
Aguadilla to O'Hare Intl flights
St. John's to O'Hare Intl flights
Port Au Prince to Midway flights
Port Au Prince to O'Hare Intl flights
Roseau to O'Hare Intl flights
Aguadilla to Midway flights
Vieques to O'Hare Intl flights

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.