Cheap flights from Westchester County to Chicago (HPN - CHI)

Flight FAQs

From Westchester County to Chicago

Are flight prices decreasing from Bridgeport to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Bridgeport and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from White Plains Westchester County to Chicago to control the spread of COVID-19?

New policies can now be found on Delta to help keep travelers safe while flying. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from White Plains Westchester County to Chicago. Policies will vary by airline.

Which airlines flying from White Plains Westchester County to Chicago have flexible cancellations due to COVID-19?

Some of our airline partners flying from White Plains Westchester County to Chicago have new flexible policies in place due to COVID-19. American Airlines, United Airlines, and Delta are some of the carriers where you may find flexible cancellation policies. You can use our site to filter for airlines like American Airlines with this kind of flexibility.

Can I find flights from Westchester County to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Westchester County to Chicago for under $200. The cheapest flight booked recently is on United Airlines for just $187, but on average you can expect to pay $228.

Are there nonstop flights from Westchester County to Chicago for under $200 on Cheapflights?

Cheapflights has at least 5 direct flights from Westchester County to Chicago under $200. A good price for a nonstop flight from Westchester County to Chicago is less than $288.

Are there last-minute flights available from Westchester County to Chicago for under $300?

There are currently 18+ open flights from Westchester County to Chicago within the next 7 days for less than $300.

Is Bridgeport weather warmer or cooler than Chicago?

With an average temperature of 84 °F, peak weather can be found in July. As a traveler, expect to see changes in flight prices during that period. The temperatures in Chicago are the same as in Bridgeport.

How long is the flight from Westchester County to Chicago?

For as low as $235, American Airlines can have you in Chicago from Westchester County in 2h 31m. Both multi-stop and nonstop flights can be found to your destination and back.

What are the cheapest airlines flying from Westchester County to Chicago round-trip?

Our cheapest airline available from Westchester County to Chicago is United Airlines. Our recent data shows that you can find tickets from as low as $187 on this airline. Additional options worth looking into are American Airlines and Delta, starting at $195 and $209 round-trip. United Airlines is currently priced 35% below the average price you’ll pay for this route.

What are the cheapest airlines to fly from Westchester County to Chicago one-way?

The cheapest airlines for a one-way flight from Westchester County to Chicago are United Airlines ($94), American Airlines ($101), and Delta ($103).