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O'Hare Intl

$149+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
SXM — ORD
Mar 4 — Mar 111
Wed 3/4
Wed 3/11
1 adult, Economy
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Cheap 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 February 2, 2026.

This Orbitz deal was found by Cheapflights users on 1/31. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/183:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Thu 2/265:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Deal found 1/31$251
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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 2/143:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Sat 2/215:15 am
ORD
-
SXM
1 stop7h 00m
Spirit Airlines
Deal found 1/31$273
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 2/173:20 pm
SXM
-
ORD
1 stop22h 02m
Spirit Airlines
Fri 2/278:16 pm
ORD
-
SXM
1 stop15h 59m
Spirit Airlines
Deal found 1/31$282
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 2/173:20 pm
SXM
-
ORD
2 stops27h 32m
Multiple Airlines
Fri 2/278:16 pm
ORD
-
SXM
1 stop15h 59m
Multiple Airlines
Deal found 1/31$292
This Priceline deal was found by Cheapflights users on 1/31. 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.
Tue 3/172:20 pm
SXM
-
ORD
1 stop9h 57m
Spirit Airlines
Tue 3/245:05 am
ORD
-
SXM
1 stop7h 10m
Spirit Airlines
Deal found 1/31$314
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 2/73:20 pm
SXM
-
ORD
1 stop10h 27m
Multiple Airlines
Sat 2/145:05 am
ORD
-
SXM
2 stops31h 10m
Multiple Airlines
Deal found 1/31$321
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 2/73:20 pm
SXM
-
ORD
1 stop10h 27m
Spirit Airlines
Sat 2/144:43 pm
ORD
-
SXM
1 stop19h 32m
Spirit Airlines
Deal found 1/31$329
This Kiwi.com deal was found by Cheapflights users on 1/31. 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 2/173:20 pm
SXM
-
ORD
1 stop22h 02m
Multiple Airlines
Thu 2/263:21 pm
ORD
-
SXM
1 stop20h 54m
Multiple Airlines
Deal found 1/31$334
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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.
Wed 5/62:11 pm
SXM
-
ORD
1 stop10h 30m
Spirit Airlines
Sun 5/105:15 am
ORD
-
SXM
1 stop7h 01m
Spirit Airlines
Deal found 2/1$349
This Cheapflightsfares deal was found by Cheapflights users on 1/31. 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.
Thu 5/72:11 pm
SXM
-
ORD
1 stop10h 30m
Spirit Airlines
Sun 5/105:15 am
ORD
-
SXM
1 stop7h 01m
Spirit Airlines
Deal found 1/31$350
This Kiwi.com deal was found by Cheapflights users on 1/31. 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.
Wed 2/183:20 pm
SXM
-
ORD
2 stops21h 31m
Multiple Airlines
Thu 2/268:16 pm
ORD
-
SXM
1 stop15h 59m
Multiple Airlines
Deal found 1/31$352

Find 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 February 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$251
(Orbitz)

One-way from

$149
(Orbitz)

Good one-way deal

$582 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.
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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.
Search Deals

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 February 2, 2026.
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 2/18

3:20 pm-11:47 pm

1 stop10h 27m

Chicago O'Hare Intl

Thu 2/26

5:15 am-2:15 pm

1 stop7h 00m

$251

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Sat 2/14

3:20 pm-11:47 pm

1 stop10h 27m

Chicago O'Hare Intl

Sat 2/21

5:15 am-2:15 pm

1 stop7h 00m

$273

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 2/17

3:20 pm-11:22 am

1 stop22h 02m

Chicago O'Hare Intl

Fri 2/27

8:16 pm-2:15 pm

1 stop15h 59m

$282

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 2/17

3:20 pm-4:52 pm

2 stops27h 32m

Chicago O'Hare Intl

Fri 2/27

8:16 pm-2:15 pm

1 stop15h 59m

$292

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 3/17

2:20 pm-11:17 pm

1 stop9h 57m

Chicago O'Hare Intl

Tue 3/24

5:05 am-1:15 pm

1 stop7h 10m

$314

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Tue 2/17

3:20 pm-10:39 am

2 stops21h 19m

Chicago O'Hare Intl

Thu 2/26

3:21 pm-2:15 pm

1 stop20h 54m

$345

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Wed 5/6

2:11 pm-11:41 pm

1 stop10h 30m

Chicago O'Hare Intl

Sun 5/10

5:15 am-1:16 pm

1 stop7h 01m

$349

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Thu 5/7

2:11 pm-11:41 pm

1 stop10h 30m

Chicago O'Hare Intl

Sun 5/10

5:15 am-1:16 pm

1 stop7h 01m

$350

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Wed 2/18

3:20 pm-10:51 am

2 stops21h 31m

Chicago O'Hare Intl

Thu 2/26

8:16 pm-2:15 pm

1 stop15h 59m

$352

Simpson BayChicago

SXM - ORD

SXMORD

Simpson Bay Princess Juliana

Mon 2/16

3:20 pm-11:47 pm

1 stop10h 27m

Chicago O'Hare Intl

Thu 2/26

5:15 am-2:15 pm

1 stop7h 00m

$429

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 20 results
1
2

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 February 2, 2026.

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 10h 27m. Spirit Airlines provides one of the quickest options available for as low as $251. 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 $288. While the most popular route (Simpson Bay Princess Juliana - Chicago O'Hare Intl) can be booked for $285 on average, our data indicates $592 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
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
Aurora

Browse thousands of different options on Cheapflights for your next trip

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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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Port Au Prince to Midway flights
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