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Flights from Sint Maarten to Chicago – Direct & connecting routes

Non-stop airlines Connecting flights Show map Price search

SXM to ORD flights and routes map SXM to ORD – All flight route options from Princess Juliana International, Sint Maarten to Chicago O Hare International, Illinois, USA. These routes are operated by 6 airlines. Fly non-stop with United Airlines or American Airlines, or choose from 10 different stopover flights. The shortest flight time is 5 hours and 54 minutes. See the full flight schedule and time table, including departure times, airlines and stopover details to find the best option for you.

From
To
Sint Maarten SXM Princess Juliana Sint Maarten, Sint Maarten
USA ORD Chicago O Hare , IL, USA
SXM
Princess Juliana
Sint MaartenSint Maarten, Sint Maarten
Chicago O Hare
USAChicago, IL, USA
ORD
2 direct routes found »
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11 routes with 1 stop found »
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Non-stop route options:

Duration

United Airlines
Non-stop with United Airlines. 0-1 flights per day.
Begins in 26/10

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5h 54m

Begins in 26/10
United Airlines
Non-stop with United Airlines.
5h 54m
0-1 flights per day.
Begins in 26/10
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American Airlines
Non-stop with American Airlines.
Begins in 6/12

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5h 54m

Begins in 6/12
American Airlines
Non-stop with American Airlines.
5h 54m
Begins in 6/12
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1 stop route options with the same airline:

Duration

Via Dulles IAD
1 stop with United Airlines. 0-1 flights per day.
Wed,Sat & Sun

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8h 35m

Wed,Sat & Sun
Via Dulles IAD
1 stop with United Airlines.
8h 35m
0-1 flights per day.
Wed,Sat & Sun
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Via Miami MIA
1 stop with American Airlines. 2 flights per day.

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8h 55m

Via Miami MIA
1 stop with American Airlines.
8h 55m
2 flights per day.
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Via Charlotte CLT
1 stop with American Airlines. 1-2 flights per day.

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9h 37m

Via Charlotte CLT
1 stop with American Airlines.
9h 37m
1-2 flights per day.
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Via Atlanta ATL
1 stop with Delta Air Lines. 0-1 flights per day.

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9h 38m

Via Atlanta ATL
1 stop with Delta Air Lines.
9h 38m
0-1 flights per day.
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Via Fort Lauderdale FLL
1 stop with Spirit Airlines. 0-1 flights per day.

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9h 40m

Via Fort Lauderdale FLL
1 stop with Spirit Airlines.
9h 40m
0-1 flights per day.
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Via Philadelphia PHL
1 stop with American Airlines. 0-1 flights per day.
Only saturdays

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10h 30m

Only saturdays
Via Philadelphia PHL
1 stop with American Airlines.
10h 30m
0-1 flights per day.
Only saturdays
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Via New York EWR
1 stop with United Airlines. 1-2 flights per day.

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10h 42m

Via New York EWR
1 stop with United Airlines.
10h 42m
1-2 flights per day.
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Via New York JFK
1 stop with JetBlue Airways. 2 flights per day.

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11h 03m

Via New York JFK
1 stop with JetBlue Airways.
11h 03m
2 flights per day.
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Via New York JFK
1 stop with American Airlines.
Begins in 6/12

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11h 20m

Begins in 6/12
Via New York JFK
1 stop with American Airlines.
11h 20m
Begins in 6/12
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1 stop route options with codeshare or different airlines:

Duration

Via San Juan SJU With Silver Airways & American Airlines 0-1 flights per day.
Tue,Thu & Sun

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8h 30m

Tue,Thu & Sun
Via San Juan SJU
8h 30m
With Silver Airways & American Airlines 0-1 flights per day.
Tue,Thu & Sun
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Via Boston BOS With JetBlue Airways & American Airlines 0-1 flights per day.
Begins in 4/10

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9h 18m

Begins in 4/10
Via Boston BOS
9h 18m
With JetBlue Airways & American Airlines 0-1 flights per day.
Begins in 4/10
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Sint Maarten to Chicago flights

There are over 12 airlines and as many as 78 flights every week to this destination. You can fly non-stop to Chicago (ORD) from Sint Maarten (SXM) with United Airlines or American Airlines but if a stopover option suits you better you can choose to fly via San Juan, Dulles or any other of the 10 alternatives with connectiing airports.

Sint Maarten to Chicago with United Airlines

United Airlines has non-stop every Saturday or Sunday at 13 or 14 in the afternoon. You can also take a connecting flight via Dulles or New York. United Airlines is a Star Alliance member.

Note Non-stop flights with United Airlines will begin in Oct 2025.

With American Airlines

You can fly non-stop with American Airlines every Saturday at 13:30 or 14:30. You can also catch a transit flight via Miami or Charlotte. American Airlines is a member of the air alliance OneWorld.

Note Non-stop flights with American Airlines will begin in Dec 2025.

Distance & flight times: Princess Juliana International to Chicago O'Hare

The shortest flight time between SXM and ORD is 5 hours and 54 minutes.

ViaTotal flight timeLayover timeDistance
Direct5h 54m-2217 miles (3567 km)
SJU San Juan8h 30m1h 55m2277 miles (3664 km)
IAD Dulles8h 35m1h 58m2281 miles (3670 km)
MIA Miami8h 55m2h 5m2434 miles (3916 km)
BOS Boston9h 18m2h 1m2622 miles (4219 km)
CLT Charlotte9h 37m4h 10m2224 miles (3578 km)
ATL Atlanta9h 38m3h 22m2321 miles (3734 km)
FLL Fort Lauderdale9h 40m2h 52m2419 miles (3892 km)
PHL Philadelphia10h 30m3h 45m2362 miles (3800 km)
EWR New York10h 42m2h 3m2428 miles (3907 km)
JFK New York11h 3m3h 29m2436 miles (3920 km)
The flight times and layover times in the table above are approximate and may vary depending on flight number, aircraft, airline, weather, and time of day.SXM-ORD flight routesSint Maarten to Chicago flight routes illustrated on a map.
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Sint Maarten - Chicago route map and flight paths
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From Sint Maarten to USA

Below is a list of other destinations to USA from Princess Juliana International with either direct flights or 1 stop connections.

You can fly non-stop from Sint Maarten (SXM) to Chicago (ORD) with United Airlines or American Airlines. The flight takes approximately 5 hours and 54 minutes. If you travel with a connecting flight instead, for example via San Juan, the total flight time will be 8 hours and 30 minutes.

If you're interested in direct flights, United Airlines or American Airlines is available. For flights with stopovers, Silver Airways, American Airlines, United Airlines, JetBlue Airways, Delta Air Lines or Spirit Airlines is also an option.

The flight time between Princess Juliana (SXM) and Chicago O Hare International (ORD) is approximately 5 hours and 54 minutes. The distance between the two airports is 2277 miles (or 3664 kilometers).

Yes, you can fly non-stop to ORD from SXM with United Airlines or American Airlines.

A codeshare agreement means that cooperating airlines are able to sell seats on each other’s flights. This means that you are able to travel to more destinations than your airline of choice normally offers. Codeshare flights are also beneficial because of the seamless transits you can get with connecting flights from the same airline. The downside of choosing a codeshare flight can be that you in some cases can’t upgrade codeshare flights or use elite benefits.

A connecting or transit flight means that you reach your final destination through two or more flights – in other words a non-direct flight. You will change to a new aircraft after your first flight, this may include moving to another terminal at the airport aswell. The time required to transfer passengers and luggage between flights is called Minimum Connecting Time (MCT) and are always taken into account here on Flightroutes.com.

If you bought your whole flight on a single ticket, the airline will book you on the next available connecting flight.

With connecting flights, checked in luggage is most commonly forwarded to your final destination when buying a single ticket for both flights.

If you miss your connecting flight due to circumstances outside your control such as your first flight being delayed, you should turn to your airline who will provide you with a seat on the next available flight. This is usually done free of charge, and only applies if you purchased your trip as one ticket. If the next connecting flight is the following day, the airline usually provides accommodation and meals.
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