Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 590,000 properties worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


How Much Does It Cost To Fly To Westchester?

The cheapest tickets to Westchester available within the past 7 days were $102.80. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Westchester Flights

How Much Does a Flight to Westchester, Chicago Cost?

Today, a Westchester plane ticket is $102.80 one way. After scoping out ticket prices and destinations around the world, we've determined the cost of flying to Westchester to be one of the least expensive, a real advantage for people who need to get there.

This doesn't mean that $102.80 is the cheapest deal you will find from Expedia, but it's probably a good starting point. That price is based on a lot of different factors like the airline, the city you leave from, and others.

That is, we have seen that people who reserve their flight and hotel accommodations together might save as much as $570!* Likewise, just by combining the flight and rental car together, some have saved as much as 60 percent.**

Whether you are just touring the local neighborhood or expect to experience all of the greater Chicago area, we wish you well on your Chicago adventure.

.

Westchester Flight + Hotel Deals

Reviews from verified customers

Jun 23, 2018

Thank you!!!

Jun 23, 2018

The line was a bit long at security for that time of the morning (4 am).

Jun 23, 2018

Staff was so friendly!

Jun 22, 2018

Pilot was great - there was a bit of turbulence due to weather but it never came as a surprise as the pilot always gave us plenty of warning.

Jun 22, 2018

The trip went well but I didn't like that we could't bring on a carry on and had to pay $25 to check it.

Jun 22, 2018

Be nice to have power points

Jun 22, 2018

Unevental - which is good

Jun 22, 2018

Your food selection are terrible for someone who is gluten free.

Jun 22, 2018

Seats are not comfortable. 2 hour flight and my back hurt.

Jun 22, 2018

I wasn't able to get assigned seats in advance and my 3 year old and I were placed together in the last row... which didn't recline. that made it hard for him to nap. Kind of a challenge.