Cheap flights from Chicago, IL to Westchester County, New York, NY
Flights starting at $299. Choose between American Airlines, United Airlines, or Cape Air to find the best price.
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How much do flights to Westchester County, New York cost?
Cheapest one-way trip | $299 |
|---|---|
Cheapest nonstop round-trip | $434 |
Cheapest round-trip | $582 |
Nonstop flights in January | $176 – $465 |
Most popular airline | American Airlines |
Key info about flying to Westchester County, New York
Great deals from Chicago to Westchester County, New York
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Weekly direct flights
Discover the top airlines offering direct flights from Chicago to Westchester County in the next month. You’ll find the number of daily direct flights per airline in the chart.
| Airline | Sun 12.01 | Mon 13.01 | Tue 14.01 | Wed 15.01 | Thu 16.01 | Fri 17.01 | Sat 18.01 |
|---|---|---|---|---|---|---|---|
| 3 | 3 | 3 | 3 | 3 | 3 | 3 | |
| Weekly flights: 21 total | Daily flights: 3 average | Most flights: Sunday 3 flights |
| Airline | Sun 19.01 | Mon 20.01 | Tue 21.01 | Wed 22.01 | Thu 23.01 | Fri 24.01 | Sat 25.01 |
|---|---|---|---|---|---|---|---|
| 3 | 3 | 3 | 3 | 3 | 3 | 3 | |
| Weekly flights: 21 total | Daily flights: 3 average | Most flights: Sunday 3 flights |
| Airline | Sun 26.01 | Mon 27.01 | Tue 28.01 | Wed 29.01 | Thu 30.01 | Fri 31.01 | Sat 01.02 |
|---|---|---|---|---|---|---|---|
| 3 | 3 | 3 | 3 | 3 | 3 | 3 | |
| Weekly flights: 21 total | Daily flights: 3 average | Most flights: Sunday 3 flights |
| Airline | Sun 02.02 | Mon 03.02 | Tue 04.02 | Wed 05.02 | Thu 06.02 | Fri 07.02 | Sat 08.02 |
|---|---|---|---|---|---|---|---|
| 3 | 3 | 3 | 3 | 3 | 3 | 3 | |
| Weekly flights: 21 total | Daily flights: 3 average | Most flights: Sunday 3 flights |
Check-in for a flight from Chicago to Westchester County
| Name | Carrier code | IATA Code | Passport needed during booking |
|---|---|---|---|
| American Airlines | AAL | AA | No |
| United Airlines | UAL | UA | Yes |
| Cape Air | KAP | 9K | Yes |
Online check-in is not available for these airlines.
Weather in Westchester County
Average Weather
| Month | Average monthly max temperature | Average monthly min temperature |
| January | 2°C | -4°C |
| February | 3°C | -3°C |
| March | 8°C | 0°C |
| April | 14°C | 5°C |
| May | 20°C | 11°C |
| June | 25°C | 15°C |
| July | 29°C | 19°C |
| August | 28°C | 19°C |
| September | 24°C | 15°C |
| October | 17°C | 9°C |
| November | 10°C | 3°C |
| December | 5°C | 0°C |
14 day forecast
Travel tips & how to get from Chicago to Westchester County
The cheapest price of a one-way ticket from Chicago to Westchester County is $176. Round trip fares cost between $434 at the lowest and $565 at most.Frequently asked questions
Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.
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