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Flights from Chicago to Westchester County – Direct & connecting routes

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ORD to HPN flights and routes map ORD to HPN – All flight route options from Chicago O Hare International, Illinois, USA to Westchester Co, New York, USA. These flights are operated by 3 airlines. Fly non-stop with American Airlines or choose from 5 different transit flights. The shortest flight time is 2 hours and 17 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
USA ORD Chicago O Hare Chicago, IL, USA
USA HPN Westchester Co, NY, USA
ORD
Chicago O Hare
USAChicago, IL, USA
Westchester Co
USAWestchester County, NY, USA
HPN
1 direct route found »
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8 routes with 1 stop found »
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Non-stop route options:

Duration

American Airlines
Non-stop with American Airlines. 4 flights per day.

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2h 17m

American Airlines
Non-stop with American Airlines.
2h 17m
4 flights per day.
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1 stop route options with the same airline:

Duration

Via Detroit DTW
1 stop with Delta Air Lines. 2-3 flights per day.

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3h 46m

Via Detroit DTW
1 stop with Delta Air Lines.
3h 46m
2-3 flights per day.
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Via Washington DCA
1 stop with American Airlines. 1-5 flights per day.

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5h 31m

Via Washington DCA
1 stop with American Airlines.
5h 31m
1-5 flights per day.
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Via Charlotte CLT
1 stop with American Airlines. 2-4 flights per day.

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6h 24m

Via Charlotte CLT
1 stop with American Airlines.
6h 24m
2-4 flights per day.
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1 stop route options with codeshare or different airlines:

Duration

Via Washington DCA With United Airlines & American Airlines 1-6 flights per day.

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4h 39m

Via Washington DCA
4h 39m
With United Airlines & American Airlines 1-6 flights per day.
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Via Martha's Vineyard MVY With American Airlines & Tradewind Aviation 0-1 flights per day.
Only saturdays

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4h 42m

Only saturdays
Via Martha's Vineyard MVY
4h 42m
With American Airlines & Tradewind Aviation 0-1 flights per day.
Only saturdays
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Via Nantucket ACK With American Airlines & Tradewind Aviation 0-1 flights per day.
Only saturdays

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4h 47m

Only saturdays
Via Nantucket ACK
4h 47m
With American Airlines & Tradewind Aviation 0-1 flights per day.
Only saturdays
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Via Charlotte CLT With United Airlines & American Airlines 1-2 flights per day.

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5h 21m

Via Charlotte CLT
5h 21m
With United Airlines & American Airlines 1-2 flights per day.
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Via Detroit DTW With American Airlines & Delta Air Lines 0-1 flights per day.
Begins in 3/9

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5h 26m

Begins in 3/9
Via Detroit DTW
5h 26m
With American Airlines & Delta Air Lines 0-1 flights per day.
Begins in 3/9
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Chicago to Westchester County flights

With over 135 flights every week and 6 different airlines you have a wide range of options. You can fly non-stop to Westchester County (HPN) from Chicago (ORD) with American Airlines but if a stopover option suits you better you can choose to fly via Martha's Vineyard, Nantucket or any other of the 5 alternatives with connectiing airports.

Chicago to Westchester County with American Airlines

You can fly non-stop every weekday with flights departing between 8:00 am and 7:00 pm. You can also take a connecting flight via Washington or Charlotte. American Airlines is a member of the air alliance OneWorld.

With Delta Air Lines

If you fly from Chicago with Delta Air Lines you will do a stopover in Detroit, DTW before reaching Westchester County. This flight trip will take 3 hours and 46 minutes and you can fly every weekday with departures between 7:00 am and 11:00 am. Delta Air Lines is a member of SkyTeam.

Distance & flight times: Chicago O'Hare to Westchester Co

The shortest flight time between ORD and HPN is 2 hours and 17 minutes.

ViaTotal flight timeLayover timeDistance
Direct2h 17m-740 miles (1191 km)
MVY Martha's Vineyard4h 42m1h 23m1059 miles (1704 km)
ACK Nantucket4h 47m55m1117 miles (1797 km)
DTW Detroit5h 26m2h 42m741 miles (1192 km)
DCA Washington5h 31m1h 9m848 miles (1364 km)
CLT Charlotte6h 24m1h 7m1168 miles (1879 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.ORD-HPN flight routesChicago to Westchester County flight routes illustrated on a map.
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Chicago - Westchester County route map and flight paths
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You can fly non-stop from Chicago (ORD) to Westchester County (HPN) with American Airlines. The flight takes approximately 2 hours and 17 minutes. If you travel with a connecting flight instead, for example via Martha's Vineyard, the total flight time will be 4 hours and 42 minutes.

If you're interested in direct flights, American Airlines is available. For flights with stopovers, American Airlines, Tradewind Aviation or Delta Air Lines is also an option.

The flight time between Chicago O Hare (ORD) and Westchester Co (HPN) is approximately 2 hours and 17 minutes. The distance between the two airports is 848 miles (or 1364 kilometers).

Yes, you can fly non-stop to HPN from ORD with 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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