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O'Hare Intl

$212+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
Nov 9 — Nov 161
Sun 11/9
Sun 11/16
1 adult, Economy
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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 October 10, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$411
(United Airlines)

One-way from

$212
(Kiwi.com)

Good one-way deal

$389 or less
Provider with most accurate pricing for Simpson Bay Princess Juliana-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Simpson Bay Princess Juliana-Chicago (CHI) flights.
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From St. Maarten to Chicago O'Hare Intl
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One-way flight from St. Maarten to Chicago O'Hare Intl
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Price to beat on a one-way flight from St. Maarten to Chicago O'Hare Intl.
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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 October 10, 2025.

This United Airlines deal was found by Cheapflights users on 10/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/222:40 pmSXM - ORD
Nonstop6h 00mUnited Airlines
Sat 11/298:45 amORD - SXM
Nonstop5h 12mUnited Airlines
Deal found 10/8$411
This American Airlines deal was found by Cheapflights users on 10/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/55:24 pmSXM - ORD
2 stops15h 40mAmerican Airlines
Wed 11/125:00 amORD - SXM
2 stops9h 22mAmerican Airlines
Deal found 10/8$438
This American Airlines deal was found by Cheapflights users on 10/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/225:05 pmSXM - ORD
1 stop8h 35mAmerican Airlines
Sat 11/297:11 amORD - SXM
1 stop7h 00mAmerican Airlines
Deal found 10/8$452
This Kiwi.com deal was found by Cheapflights users on 10/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/223:20 pmSXM - ORD
1 stop10h 09mMultiple Airlines
Sat 11/298:41 amORD - SXM
2 stops24h 47mMultiple Airlines
Deal found 10/8$492
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/58:57 pmSXM - ORD
2 stops18h 29mMultiple Airlines
Wed 11/127:34 pmORD - SXM
3 stops40h 41mMultiple Airlines
Deal found 10/8$497
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/61:05 pmSXM - ORD
2 stops28h 05mMultiple Airlines
Wed 11/127:34 pmORD - SXM
3 stops40h 41mMultiple Airlines
Deal found 10/8$650
This American Airlines deal was found by Cheapflights users on 10/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/272:16 pmSXM - ORD
Nonstop5h 54mAmerican Airlines
Fri 1/24:11 pmORD - SXM
1 stop18h 01mAmerican Airlines
Deal found 10/8$656
This Mytrip deal was found by Cheapflights users on 10/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/223:20 pmSXM - ORD
3 stops23h 36mSpirit Airlines
Sat 11/295:00 amORD - SXM
1 stop7h 15mSpirit Airlines
Deal found 10/8$675

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 October 10, 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

Sat 11/22

2:40 pm-6:40 pm

Nonstop6h 00m

Chicago O'Hare Intl

Sat 11/29

8:45 am-3:57 pm

Nonstop5h 12m

$411

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 11/6

3:20 pm-12:37 am

1 stop11h 17m

Chicago O'Hare Intl

Wed 11/12

5:00 am-4:22 pm

2 stops9h 22m

$438

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Wed 11/5

2:51 pm-11:37 pm

1 stop10h 46m

Chicago O'Hare Intl

Wed 11/12

5:00 am-4:22 pm

2 stops9h 22m

$438

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 11/22

5:05 pm-11:40 pm

1 stop8h 35m

Chicago O'Hare Intl

Sat 11/29

7:11 am-4:11 pm

1 stop7h 00m

$452

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 2/14

4:28 pm-11:42 pm

1 stop9h 14m

Chicago O'Hare Intl

Sat 2/21

5:05 am-3:10 pm

1 stop8h 05m

$525

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 3/6

4:55 pm-7:23 am

1 stop16h 28m

Chicago O'Hare Intl

Tue 3/10

6:00 am-2:51 pm

1 stop7h 51m

$587

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 2/14

2:40 pm-6:40 pm

Nonstop6h 00m

Chicago O'Hare Intl

Sat 2/21

8:45 am-1:50 pm

1 stop27h 05m

$594

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Fri 11/7

3:20 pm-11:12 am

1 stop21h 52m

$212

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Mon 11/10

3:20 pm-9:47 am

1 stop20h 27m

$217

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 11/8

3:20 pm-12:27 am

1 stop11h 07m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/9

Showing 1-10 of 16 results
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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
No data available for this route at this time. Please check back soon.

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 6h. United Airlines provides one of the quickest options available for as low as $411. St. Maarten and Chicago O'Hare Intl Airport are separated by a distance of 2204 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $226. While the most popular route (Simpson Bay Princess Juliana - Chicago O'Hare Intl) can be booked for $411 on average, our data indicates $434 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
Elgin
Racine
Rockford
Oak Brook
Elk Grove Village
Beloit
Naperville
Downers Grove
Orland Park
Merrillville
Bridgeview
Warrenville
Joliet
Waukegan

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Alternative routes for St. Maarten to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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