How much should you expect to spend for a flight from Westchester to Chicago O'Hare?

Flight prices from Westchester County to Chicago change depending on demand and time of booking.

Pick a travel date to see today’s available fares.

Studies show that flying midweek — like on a Tuesday or Wednesday — can be cheaper than weekend flights. Still, airfares change frequently, so check updated prices on Jetcost.

Which airports serve Westchester County and Chicago?

When planning a trip of about 1185 km, it's a good idea to check flights from surrounding airports too.

• Airports in Westchester County: Westchester County is the only operational airport in the area.
• Airports in Chicago: Chicago offers flights from 3 airports - Midway, O'Hare, Rockford.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

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