American Airlines Flight AA3499 Deals & Information (2025/2026)

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American Airlines Flight 3499 Route Deals From $138

The cheapest prices found with in the last 7 days for return flights were $273 and $138 for one-way flights to Westchester County for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Oct 27 - Thu, Oct 30
ORD
O'Hare Intl.
HPN
Westchester County
$273 Roundtrip, found 1 day ago
$273
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Oct 27 from O'Hare Intl. to Westchester County, returning Thu, Oct 30, priced at $273 found 1 day ago
Wed, Oct 1 - Wed, Oct 8
ORD
O'Hare Intl.
HPN
Westchester County
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Oct 1 from O'Hare Intl. to Westchester County, returning Wed, Oct 8, priced at $297 found 1 day ago
Tue, Dec 23 - Wed, Dec 24
ORD
O'Hare Intl.
HPN
Westchester County
$299 Roundtrip, found 3 days ago
$299
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Dec 23 from O'Hare Intl. to Westchester County, returning Wed, Dec 24, priced at $299 found 3 days ago
Wed, Oct 1 - Wed, Oct 8
ORD
O'Hare Intl.
HPN
Westchester County
$302 Roundtrip, found 1 day ago
$302
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Oct 1 from O'Hare Intl. to Westchester County, returning Wed, Oct 8, priced at $302 found 1 day ago
Fri, Oct 10 - Tue, Oct 14
ORD
O'Hare Intl.
HPN
Westchester County
$310 Roundtrip, found 1 day ago
$310
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 10 from O'Hare Intl. to Westchester County, returning Tue, Oct 14, priced at $310 found 1 day ago
Sat, Nov 8 - Mon, Nov 10
ORD
O'Hare Intl.
HPN
Westchester County
$316 Roundtrip, found 1 day ago
$316
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Nov 8 from O'Hare Intl. to Westchester County, returning Mon, Nov 10, priced at $316 found 1 day ago
Sat, Nov 8 - Mon, Nov 10
ORD
O'Hare Intl.
HPN
Westchester County
$321 Roundtrip, found 1 day ago
$321
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Nov 8 from O'Hare Intl. to Westchester County, returning Mon, Nov 10, priced at $321 found 1 day ago
Thu, Oct 16 - Sat, Oct 18
ORD
O'Hare Intl.
HPN
Westchester County
$326 Roundtrip, found 1 day ago
$326
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to Westchester County, returning Sat, Oct 18, priced at $326 found 1 day ago
Wed, Oct 1 - Wed, Oct 8
ORD
O'Hare Intl.
HPN
Westchester County
$328 Roundtrip, found 1 day ago
$328
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Oct 1 from O'Hare Intl. to Westchester County, returning Wed, Oct 8, priced at $328 found 1 day ago
Thu, Sep 25 - Mon, Sep 29
ORD
O'Hare Intl.
HPN
Westchester County
$330 Roundtrip, found 4 days ago
$330
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Sep 25 from O'Hare Intl. to Westchester County, returning Mon, Sep 29, priced at $330 found 4 days ago