To save on the cost of your flight from Westchester County to Chicago Midway Airport, book at least 48 days before your planned departure. Booking around this time can save you about 76% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $302 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $415.
The best pricing can be found in the month of February. Prices to Chicago Midway Airport from Westchester County average $268. You can even find prices in February for less than $268, as users have found deals to Chicago Midway Airport from as low as $107. The month of June appears to be one of the more expensive times to travel to Chicago Midway Airport from Westchester County. Flying in the targeted month can save you up to 34%.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Westchester County to Chicago Midway Airport as you normally would.
Fly from
Fly to
Budget
$344 - $1,175
Route
Depart
Return
Price
White Plains Westchester CountyChicago Midway
HPN - MDW
HPNMDW
White Plains Westchester County
Wed 5/1
1 stop17h 04m
Chicago Midway
Sat 5/4
1 stop14h 29m
White Plains Westchester CountyChicago Midway
HPN - MDW
HPNMDW
White Plains Westchester County
Wed 5/1
1 stop17h 04m
Chicago Midway
Sat 5/4
1 stop14h 29m
White Plains Westchester CountyChicago Midway
HPN - MDW
HPNMDW
White Plains Westchester County
Wed 5/1
2 stops17h 24m
Chicago Midway
Sat 5/4
1 stop14h 29m
White Plains Westchester CountyChicago Midway
HPN - MDW
HPNMDW
White Plains Westchester County
Sat 5/18
1 stop21h 46m
Chicago Midway
Mon 5/20
2 stops40h 15m
White Plains Westchester CountyChicago Midway
HPN - MDW
HPNMDW
White Plains Westchester County
Wed 5/1
2 stops17h 24m
Chicago Midway
Sat 5/4
1 stop14h 29m
White Plains Westchester CountyChicago Midway
HPN - MDW
HPNMDW
White Plains Westchester County
Wed 5/1
2 stops11h 20m
Chicago Midway
Sat 5/4
2 stops10h 59m
White Plains Westchester CountyChicago Midway
HPN - MDW
HPNMDW
White Plains Westchester County
Wed 5/1
2 stops12h 30m
Chicago Midway
Sat 5/4
2 stops10h 59m
White Plains Westchester CountyChicago Midway
HPN - MDW
HPNMDW
White Plains Westchester County
Tue 5/14
1 stop5h 21m
Chicago Midway
Sat 5/18
1 stop7h 06m
White Plains Westchester CountyChicago Midway
HPN - MDW
HPNMDW
White Plains Westchester County
Tue 4/16
3 stops18h 08m
Chicago Midway
Wed 4/17
3 stops17h 46m
No data available for this route at this time. Please check back soon.
Crew
Food
Boarding
Comfort
Overall
Entertainment
Reviews
In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.
Crew
Food
Boarding
Comfort
Overall
Entertainment
Reviews
In the boarding area at La Guardia, there are charging stations for electronics but the electric outlets do not work on many of the stations.
Cheapflights makes it easy to find Westchester County to Midway flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
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Yes, you can often find last-minute deals on Westchester County to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.
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Cancellation policies vary by airline and fare type. After entering your flight details, you can view the cancellation policies for each deal in the search results. Some deals may offer flexibility in terms of cancellation and changes.