Cheap Flights from Chicago O'Hare International to Westchester County (ORD - HPN)
Top last minute flight deals
- Wed 6 NovORDHPNSun 10 NovHPNORDUnitedDirectfrom £208
- Fri 25 OctORDHPNMon 28 OctHPNORDUnitedDirectfrom £320
- Fri 18 OctORDHPNMon 21 OctHPNORDUnitedDirectfrom £344
Flight information Chicago O'Hare International to Westchester County
Cheapest return price last month
Flights per week
Average flight time, total distance 736 miles
Most popular airline last month
Explore Port Chester
Frequently asked questions
Compare flights from Chicago to Westchester County and find cheap tickets with Skyscanner
Skyscanner is a fast and simple travel search engine that compares hundreds of flights from all major airlines and travel agents, finding you the best deal on cheap plane tickets to Westchester County from Chicago.
Best of all, Skyscanner is free to use!
When is the best time to book from Chicago to Westchester County?
- Make sure you’re getting the best price for your flight tickets. Find the best time to book from Chicago to Westchester County by checking our best time to book tool.
- Track the price of your plane tickets to Westchester County by signing up to Skyscanner Price Alerts.
- If you’re flexible on when to travel, use Skyscanner’s 'whole month' search tool to find the cheapest day to travel.
- Looking for last minute flights? Learn how to find last minute deals for your trip to Westchester County.
Useful information before booking your travel from Chicago to Westchester County
Check the travel information panel above to get exact information about:
- Distance from Chicago to Westchester County
- Flight time to Chicago from Westchester County
- Which airlines provide the cheapest tickets from Chicago to Westchester County
- Which airlines fly direct to Westchester County from Chicago.
Know your cabin luggage size and weight restrictions thanks to our guide to hand baggage.
Track your flight status by checking arrival and departure times from Chicago to Westchester County
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Book a hotel or car hire for your stay in Westchester County
Need to book a hotel or car hire for your stay in Westchester County? For the best hotel & car hire deals in Westchester County, why not try Skyscanner?
Prices shown on this page are estimated lowest prices only. Found in the last 45 days.