Cheap Flights from Chicago to White Plains
Cheap Flights from Chicago to White Plains
Looking for cheap flights from Chicago to White Plains? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to White Plains vary by season, cabin, and date, but available award flights can start around 7,500 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to White Plains for specific travel dates.
2026-11-05
ORD - HPN
Economy | Non stop | 3 left
From 7,500 Pts + $25.6
2026-11-06
ORD - HPN
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-07
ORD - HPN
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-09
ORD - HPN
Economy | Non stop | 4 left
From 7,500 Pts + $25.6
2026-11-10
ORD - HPN
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-11
ORD - HPN
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
Chicago to White Plains flight facts
Distance
740 mi
1,190 km in a straight line
Estimated flight time
about 2h
In the air, for the straight-line distance
Time difference
+1h
White Plains is 1 hour ahead of Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in White Plains
HPN · Westchester County
Nearby airport alternatives
Flights Chicago - New York · New York is 28 mi from White Plains
Flights Milwaukee - White Plains · Milwaukee is 73 mi from Chicago
Flights Chicago - Trenton · Trenton is 80 mi from White Plains
Flights Chicago - Windsor Locks · Windsor Locks is 80 mi from White Plains
Flights Chicago - Allentown · Allentown is 95 mi from White Plains
Flights Chicago - Scranton · Scranton is 106 mi from White Plains
Premium cabin flights from Chicago to White Plains
Premium cabin
2026-11-13
ORD - HPN
First | Non stop | 8 left
From 15,000 Pts + $25.6
Premium cabin
2026-11-14
ORD - HPN
First | Non stop | 1 left
From 15,000 Pts + $25.6
Premium cabin
2026-11-17
ORD - HPN
First | Non stop | 6 left
From 15,000 Pts + $25.6
Premium cabin
2026-11-26
ORD - HPN
First | Non stop | 6 left
From 15,000 Pts + $25.6
Premium cabin
2026-11-27
ORD - HPN
First | Non stop | 5 left
From 15,000 Pts + $25.6
Premium cabin
2026-11-12
ORD - HPN
First | 1 Stop | 4 left
From 25,000 Pts + $25.6
Selected hotels for your next stay
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Frequently Asked Questions
The cheapest route from Chicago to White Plains depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to White Plains.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to White Plains.
Chicago and White Plains are about 740 miles (1,190 km) apart in a straight line.
Flying the 740-mile straight-line distance takes about 2h in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
White Plains is 1 hour ahead of Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in White Plains: Westchester County (HPN).
Travelers searching this route also look at other popular routes into White Plains, plus the return trip when we track it. Fares and award space change daily.
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points travel planning experience. Yeah!
