Compare live prices for HPN to ORD on
Tue, 14 Apr 2026. Use the search panel
to change origin, destination, passengers, cabin and trip type instantly.
HPN → ORD14 Apr 2026Live inventory
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Showing 25
of 108
live flights
JetBlue Airways
B6-1447
07:00
04/14/2026
HPN
14h 39m
2 Stops
⏱ TPA · 3h 39m⏱ BOS · 3h 2m
21:39
04/14/2026
ORD
₹24,197
per person
✕ Non-refundable5 fare options
JetBlue Airways
B6-213
10:48
04/14/2026
HPN
10h 51m
2 Stops
⏱ FLL · 1h 1m⏱ BOS · 1h 31m
21:39
04/14/2026
ORD
₹29,351
per person
✕ Non-refundable5 fare options
Cape Air
9K-1081
09:23
04/14/2026
HPN
9h 28m
2 Stops
⏱ LEB · 3h 11m⏱ BOS · 1h 16m
18:51
04/14/2026
ORD
₹30,605
per person
✓ Refundable🔥 Last 1 seats
Cape Air
9K-1081
09:23
04/14/2026
HPN
10h 29m
2 Stops
⏱ LEB · 3h 11m⏱ BOS · 2h 17m
19:52
04/14/2026
ORD
₹30,605
per person
✓ Refundable🔥 Last 1 seats
Cape Air
9K-1081
09:23
04/14/2026
HPN
11h 37m
2 Stops
⏱ LEB · 3h 11m⏱ BOS · 3h 30m
21:00
04/14/2026
ORD
₹30,605
per person
✓ Refundable🔥 Last 1 seats
JetBlue Airways
B6-395
07:35
04/14/2026
HPN
14h 4m
2 Stops
⏱ MCO · 1h 40m⏱ BOS · 4h 29m
21:39
04/14/2026
ORD
₹30,906
per person
✕ Non-refundable🔥 Last 1 seats5 fare options
American Airlines
AA-5282
11:00
04/14/2026
HPN
10h 34m
2 Stops
⏱ DCA · 1h 27m⏱ CLE · 5h 25m
21:34
04/14/2026
ORD
₹31,657
per person
✕ Non-refundable
American Airlines
AA-5678
06:30
04/14/2026
HPN
11h 5m
2 Stops
⏱ DCA · 2h 40m⏱ CLE · 4h 50m
17:35
04/14/2026
ORD
₹31,657
per person
✕ Non-refundable
American Airlines
AA-5678
06:30
04/14/2026
HPN
13h 35m
2 Stops
⏱ DCA · 2h 40m⏱ CLE · 7h 11m
20:05
04/14/2026
ORD
₹31,657
per person
✕ Non-refundable
American Airlines
AA-5401
17:16
04/14/2026
HPN
13h 4m
2 Stops
⏱ DCA · 3h 41m⏱ CLE · 5h 52m
06:20
04/15/2026
+1
ORD
₹31,657
per person
✕ Non-refundable
JetBlue Airways
B6-395
07:35
04/14/2026
HPN
14h 4m
2 Stops
⏱ MCO · 3h 20m⏱ BOS · 2h 50m
21:39
04/14/2026
ORD
₹32,067
per person
✕ Non-refundable🔥 Last 5 seats5 fare options
Cape Air
9K-1081
09:23
04/14/2026
HPN
12h 16m
2 Stops
⏱ LEB · 3h 11m⏱ BOS · 4h 17m
21:39
04/14/2026
ORD
₹32,067
per person
✕ Non-refundable🔥 Last 1 seats
American Airlines
AA-5401
17:16
04/14/2026
HPN
13h 9m
2 Stops
⏱ DCA · 3h 26m⏱ MKE · 5h 41m
06:25
04/15/2026
+1
ORD
₹34,377
per person
✕ Non-refundable
American Airlines
AA-5403
07:30
04/14/2026
HPN
12h 36m
2 Stops
⏱ CLT · 3h 8m⏱ PIT · 5h 1m
20:06
04/14/2026
ORD
₹36,067
per person
✕ Non-refundable
American Airlines
AA-5678
06:30
04/14/2026
HPN
13h 36m
2 Stops
⏱ DCA · 3h 56m⏱ PIT · 6h 12m
20:06
04/14/2026
ORD
₹36,067
per person
✕ Non-refundable
American Airlines
AA-5678
06:30
04/14/2026
HPN
10h 56m
2 Stops
⏱ DCA · 0h 40m⏱ RDU · 6h 6m
17:26
04/14/2026
ORD
₹38,789
per person
✕ Non-refundable
American Airlines
AA-5678
06:30
04/14/2026
HPN
12h 47m
2 Stops
⏱ DCA · 2h 41m⏱ BUF · 6h 2m
19:17
04/14/2026
ORD
₹39,163
per person
✕ Non-refundable🔥 Last 5 seats
American Airlines
AA-3496
07:00
04/14/2026
HPN
1h 49m
Non-stop
08:49
04/14/2026
ORD
₹39,337
per person
✕ Non-refundable23 fare options
American Airlines
AA-3812
12:00
04/14/2026
HPN
1h 43m
Non-stop
13:43
04/14/2026
ORD
₹39,337
per person
✕ Non-refundable23 fare options
American Airlines
AA-3808
16:30
04/14/2026
HPN
1h 55m
Non-stop
18:25
04/14/2026
ORD
₹39,337
per person
✕ Non-refundable23 fare options
American Airlines
AA-3985
17:59
04/14/2026
HPN
1h 55m
Non-stop
19:54
04/14/2026
ORD
₹39,337
per person
✕ Non-refundable23 fare options
American Airlines
AA-5678
06:30
04/14/2026
HPN
4h 24m
1 Stop
⏱ DCA · 1h 42m
10:54
04/14/2026
ORD
₹40,430
per person
✕ Non-refundable21 fare options
American Airlines
AA-5678
06:30
04/14/2026
HPN
6h 28m
1 Stop
⏱ DCA · 3h 46m
12:58
04/14/2026
ORD
₹40,430
per person
✕ Non-refundable22 fare options
American Airlines
AA-5401
17:16
04/14/2026
HPN
4h 5m
1 Stop
⏱ DCA · 1h 6m
21:21
04/14/2026
ORD
₹40,430
per person
✕ Non-refundable22 fare options
American Airlines
AA-5254
15:01
04/14/2026
HPN
4h 7m
1 Stop
⏱ DCA · 1h 1m
19:08
04/14/2026
ORD
₹40,430
per person
✕ Non-refundable22 fare options
😕 No flights match your filters.
White Plains (HPN)
Chicago (ORD)
📅 Results on this page are loaded for 14 Apr 2026. Click View all flights for the complete live search.
White Plains to Chicago — what to expect when booking
The HPN–ORD route is served by multiple carriers throughout the year.
Fares on this route can move quickly — a price available now may not be there 30 minutes later.
If your dates are flexible, try shifting your departure by a day or two using the date strip above.
Mid-week departures often show lower base fares compared to weekend starts on many routes.
Before you book
Compare nearby dates
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❓ Frequently asked questions — White Plains to Chicago flights
Generally yes — fares on most routes are most competitive around 4–6 weeks before departure. Booking earlier usually means better availability and a lower base fare when your dates are fixed.
The straight-line distance between White Plains,USA (HPN) and Chicago,USA (ORD) is approximately shown in the route details above. Actual flying distance may vary slightly depending on routing.
Non-stop availability on this route varies by airline schedule and season. Use the filters below to quickly check whether direct options are available on your selected date.
Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.