White Plains to Chicago (HPN-ORD): nonstop upgrade & award space

American Airlines flies nonstop between White Plains (HPN) and Chicago (ORD), roughly 33 times a week. With American Airlines running most of the schedule, the shape of a week is predictable, which makes an open premium seat on a given date easy to spot and quick to lose. 2LNR tracks confirmed upgrade and award space on American Airlines, on every HPN to ORD departure, so you know which flights have space before you book.

Schedule last confirmed . Departure times come from 2LNR's schedule data; confirm with the airline before you book.

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33
Nonstop flights a week
736 mi
Nonstop distance
Free
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White Plains to Chicago flight schedule

Scheduled nonstop departures for HPN to ORD, last checked against our schedule feed on September 6, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Schedule data dated .

Scheduled nonstop departures from White Plains (HPN) to Chicago (ORD)
Date Flight Airline Departs HPN Arrives ORD Duration Aircraft
AA 3751American Airlines06:0007:402h 40mE75
AA 3496American Airlines07:1208:522h 40mE70
AA 3812American Airlines12:2213:582h 36mE70
AA 3808American Airlines16:3018:192h 49mE70
AA 3964American Airlines17:4519:382h 53mE70
AA 3751American Airlines06:0007:442h 44mE75
AA 3496American Airlines07:0608:502h 44mE70
AA 3812American Airlines12:2413:592h 35mE70
AA 3808American Airlines16:3018:172h 47mE70
AA 4112American Airlines17:3619:302h 54mE70
AA 3751American Airlines06:0007:442h 44mE75
AA 3496American Airlines07:0608:502h 44mE70
AA 3812American Airlines12:2413:592h 35mE70
AA 3808American Airlines16:3018:172h 47mE70
AA 4112American Airlines17:3619:302h 54mE70
AA 3751American Airlines06:0007:442h 44mE75
AA 3496American Airlines07:0608:502h 44mE70
AA 3812American Airlines12:2413:592h 35mE70
AA 3808American Airlines16:3018:172h 47mE70
AA 4112American Airlines17:3519:292h 54mE70
AA 3751American Airlines06:0007:442h 44mE75
AA 3496American Airlines07:0608:502h 44mE70
AA 3812American Airlines12:2413:592h 35mE70
AA 3808American Airlines16:3018:172h 47mE70
AA 4112American Airlines17:3519:292h 54mE70
AA 3751American Airlines06:0007:442h 44mE75
AA 3496American Airlines07:0608:502h 44mE70
AA 3812American Airlines12:2413:592h 35mE70
AA 3808American Airlines16:3018:172h 47mE70
AA 4112American Airlines17:3519:292h 54mE70
AA 3751American Airlines06:0007:442h 44mE75
AA 3496American Airlines07:0608:502h 44mE70
AA 3812American Airlines12:2413:592h 35mE70
AA 3808American Airlines16:3018:172h 47mE70
AA 4112American Airlines17:3519:292h 54mE70

Showing all 35 scheduled HPN to ORD departures across the next 7 days with service. Later dates are on the interactive map.

Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline has not filed that value in the schedule data we hold. Aircraft are IATA equipment codes as filed, and can change up to departure.

See every HPN to ORD date on the interactive map

Confirmed upgrade & award space on HPN to ORD departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for White Plains to Chicago to see which departures have space, the next 14 days free on every product and the full horizon on Pro.

See real availability

Confirmed upgrade and award seats on each HPN to ORD departure, checked against live inventory so you know what is open before you book.

Set an alert

Premium inventory turns over fast. Watch this route and 2LNR notifies you when space appears on a date you are tracking.

Plan on the map

See HPN to ORD on the interactive route map, with schedules, connections, and route statistics.

Airlines flying White Plains to Chicago nonstop

Carriers operating HPN to ORD nonstop in the current schedule. 2LNR tracks confirmed upgrade and award space on each of them.

See HPN to ORD on the interactive map →

Frequently asked questions about HPN to ORD

How far is Chicago from White Plains?
HPN to ORD covers about 736 miles nonstop. Flight times vary by aircraft and season; the schedule table on this page lists each scheduled departure with its own times.
Which airlines fly nonstop from HPN to ORD?
American Airlines is currently the only airline flying HPN to ORD nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from HPN to ORD?
About 33 nonstop flights a week run between White Plains and Chicago in the current schedule, operated by American Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from HPN to ORD depart?
Scheduled HPN to ORD nonstops in the next 7 days with service leave between 06:00 and 17:45, local time at White Plains. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
How do I check upgrade or award availability on HPN to ORD?
Open the HPN to ORD route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens.

Never miss HPN to ORD upgrade or award space

See what is open by date on this route, the next 14 days free on every product and the full horizon on Pro.

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