--- title: "White Plains to Chicago flights: who flies HPN-ORD" description: "American Airlines flies nonstop from HPN to ORD, about 40 flights a week. See confirmed upgrade and award space by date on 2LNR, the next 14 days free." canonical: "https://2lnr.com/routes/hpn-ord" url: "https://2lnr.com/routes/hpn-ord.md" date_modified: "2026-10-18T05:10:47Z" --- # White Plains to Chicago (HPN-ORD): nonstop upgrade & award space American Airlines flies nonstop between White Plains (HPN) and Chicago (ORD), roughly 40 times a week. The timetable below shows the nonstop scheduled at 2h 40m to 2h 52m for the 736 miles. 2LNR checks confirmed upgrade and award space on American Airlines flights on this route, so you can see which departures have space before you book. Schedule last confirmed October 18, 2026. Departure times come from 2LNR's schedule data; confirm with the airline before you book. Updated October 24, 2026. See HPN to ORD on the interactive map [Get started free](https://2lnr.com/login) 40 Flights a week, 4-week average 2h 40m to 2h 52m Scheduled flight time 736 mi Nonstop distance Free To get started ## White Plains to Chicago flight schedule Scheduled nonstop departures for HPN to ORD starting October 23, 2026, last checked against our schedule feed on October 18, 2026. Airlines retime and cancel flights, so confirm with the airline before you book. Scheduled nonstop departures from White Plains (HPN) to Chicago (ORD) | Date | Flight | Airline | Departs HPN | Arrives ORD | Duration | Aircraft | | :--- | :--- | :--- | :--- | :--- | :--- | :--- | | Fri, Oct 23 | AA 3751 | American Airlines | 06:16 | 08:00 | 2h 44m | [Embraer E175](https://2lnr.com/seatmaps/aa/e175.md) | | Fri, Oct 23 | AA 3496 | American Airlines | 07:21 | 09:05 | 2h 44m | Embraer E175 | | Fri, Oct 23 | AA 3812 | American Airlines | 12:19 | 13:59 | 2h 40m | [Embraer E170](https://2lnr.com/seatmaps/aa/e170.md) | | Fri, Oct 23 | AA 3808 | American Airlines | 16:30 | 18:22 | 2h 52m | Embraer E170 | | Fri, Oct 23 | AA 4294 | American Airlines | 17:54 | 19:46 | 2h 52m | Embraer E170 | | Sat, Oct 24 | AA 3751 | American Airlines | 06:16 | 08:00 | 2h 44m | Embraer E175 | | Sat, Oct 24 | AA 3496 | American Airlines | 07:21 | 09:05 | 2h 44m | Embraer E170 | | Sat, Oct 24 | AA 3812 | American Airlines | 12:19 | 13:59 | 2h 40m | Embraer E170 | | Sat, Oct 24 | AA 3808 | American Airlines | 16:30 | 18:22 | 2h 52m | Embraer E170 | | Sat, Oct 24 | AA 4294 | American Airlines | 17:54 | 19:46 | 2h 52m | Embraer E170 | | Sun, Oct 25 | AA 3751 | American Airlines | 06:16 | 08:00 | 2h 44m | Embraer E175 | | Sun, Oct 25 | AA 3496 | American Airlines | 07:21 | 09:05 | 2h 44m | Embraer E170 | | Sun, Oct 25 | AA 3812 | American Airlines | 12:19 | 13:59 | 2h 40m | Embraer E175 | | Sun, Oct 25 | AA 3808 | American Airlines | 16:30 | 18:22 | 2h 52m | Embraer E170 | | Sun, Oct 25 | AA 4294 | American Airlines | 17:54 | 19:46 | 2h 52m | Embraer E170 | | Mon, Oct 26 | AA 3751 | American Airlines | 06:16 | 08:00 | 2h 44m | Embraer E175 | | Mon, Oct 26 | AA 3496 | American Airlines | 07:21 | 09:05 | 2h 44m | Embraer E170 | | Mon, Oct 26 | AA 3812 | American Airlines | 12:19 | 13:59 | 2h 40m | Embraer E170 | | Mon, Oct 26 | AA 3808 | American Airlines | 16:30 | 18:22 | 2h 52m | Embraer E170 | | Mon, Oct 26 | AA 4294 | American Airlines | 17:54 | 19:46 | 2h 52m | Embraer E170 | | Tue, Oct 27 | AA 3751 | American Airlines | 06:16 | 08:00 | 2h 44m | Embraer E175 | | Tue, Oct 27 | AA 3496 | American Airlines | 07:21 | 09:05 | 2h 44m | Embraer E175 | | Tue, Oct 27 | AA 3812 | American Airlines | 12:19 | 13:59 | 2h 40m | Embraer E170 | | Tue, Oct 27 | AA 3808 | American Airlines | 16:30 | 18:22 | 2h 52m | Embraer E170 | | Tue, Oct 27 | AA 4294 | American Airlines | 17:54 | 19:46 | 2h 52m | Embraer E170 | | Wed, Oct 28 | AA 3751 | American Airlines | 06:16 | 08:00 | 2h 44m | Embraer E175 | | Wed, Oct 28 | AA 3496 | American Airlines | 07:21 | 09:05 | 2h 44m | Embraer E170 | | Wed, Oct 28 | AA 3812 | American Airlines | 12:19 | 13:59 | 2h 40m | Embraer E170 | | Wed, Oct 28 | AA 3808 | American Airlines | 16:30 | 18:22 | 2h 52m | Embraer E170 | | Wed, Oct 28 | AA 4294 | American Airlines | 17:54 | 19:46 | 2h 52m | Embraer E170 | | Thu, Oct 29 | AA 3751 | American Airlines | 06:16 | 08:00 | 2h 44m | Embraer E175 | | Thu, Oct 29 | AA 3496 | American Airlines | 07:21 | 09:05 | 2h 44m | Embraer E175 | | Thu, Oct 29 | AA 3812 | American Airlines | 12:19 | 13:59 | 2h 40m | Embraer E170 | | Thu, Oct 29 | AA 3808 | American Airlines | 16:30 | 18:22 | 2h 52m | Embraer E170 | | Thu, Oct 29 | AA 4294 | American Airlines | 17:54 | 19:46 | 2h 52m | Embraer E170 | Showing all 35 scheduled HPN to ORD departures across 7 days with service, starting October 23, 2026. 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 hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure. See every HPN to ORD date on the interactive map ## Aircraft on the White Plains to Chicago nonstop American Airlines flies the departures in the schedule table on this page with the [Embraer E170](https://2lnr.com/seatmaps/aa/e170.md) and the [Embraer E175](https://2lnr.com/seatmaps/aa/e175.md). Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure. ## 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. American Airlines award space was open on 11 of the 14 White Plains to Chicago departure dates from October 19 to November 1 that 2LNR checked in the 7 days to October 19, 2026. ### See real availability Confirmed upgrade or award seats by date on the HPN to ORD departures 2LNR tracks, checked against live inventory so you know what's open before you book. ### Set an alert Premium inventory turns over fast. Watch this route on Pro and 2LNR notifies you when space appears on a date you're 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. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date. - [American Airlines (AA) route map](https://2lnr.com/routes/airlines/aa.md)\ [The aircraft AA flies](https://2lnr.com/seatmaps/aa.md) See HPN to ORD on the interactive map → ## Frequently asked questions about HPN to ORD **How long is the flight from White Plains (HPN) to Chicago (ORD)?** Scheduled flight times from White Plains (HPN) to Chicago (ORD) run from 2h 40m to 2h 52m across the departures in the schedule table on this page. The nonstop covers about 736 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book. **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 40 nonstop flights a week run between White Plains (HPN) and Chicago (ORD) 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 06:16 and 17:54, local time at White Plains. The schedule table on this page lists every departure by date, with its arrival time and aircraft. **Which flights operate HPN to ORD nonstop?** In the schedule table on this page, HPN to ORD nonstops fly as AA 3496, AA 3751, AA 3808, AA 3812, and AA 4294 on American Airlines. The table lists each departure by date with its times 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. Flying the other way? See [ORD to HPN upgrade and award space](https://2lnr.com/routes/ord-hpn.md). Award seats rather than schedules? See [American Airlines award availability](https://2lnr.com/awards/aa.md). Looking beyond this route? See [every route from White Plains (HPN)](https://2lnr.com/routes/hpn.md), or [every route from Chicago (ORD)](https://2lnr.com/routes/ord.md). Nonstops to Chicago (ORD) from other airports within 150 miles of White Plains (HPN): - [New York (LGA) to Chicago (ORD)](https://2lnr.com/routes/lga-ord.md), 22 miles from HPN - [New York (JFK) to Chicago (ORD)](https://2lnr.com/routes/jfk-ord.md), 30 miles from HPN - [Newark (EWR) to Chicago (ORD)](https://2lnr.com/routes/ewr-ord.md), 36 miles from HPN - [Hartford (BDL) to Chicago (ORD)](https://2lnr.com/routes/bdl-ord.md), 80 miles from HPN - [Allentown (ABE) to Chicago (ORD)](https://2lnr.com/routes/abe-ord.md), 95 miles from HPN Distances are great-circle between the airports, not driving distance. - [How American upgrades clear](https://2lnr.com/about/aa/upgrades.md) - [How to read award availability by date](https://2lnr.com/guides/award-availability.md) ## Never miss HPN to ORD upgrade or award space See what's open by date on this route, the next 14 days free on every product and the full horizon on Pro. [Get started free](https://2lnr.com/login)