American Airlines Flight AA4499 Deals & Information (2025/2026)

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American Airlines Flight 4499 Route Deals From $67

The cheapest prices found with in the last 7 days for return flights were $197 and $67 for one-way flights to Pearson Intl. for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Aug 17 - Wed, Sep 3
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sun, Aug 17 from O'Hare Intl. to Pearson Intl., returning Wed, Sep 3, priced at $197 found 6 days ago
Wed, Oct 15 - Sat, Oct 18
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Pearson Intl., returning Sat, Oct 18, priced at $197 found 1 hour ago
Wed, Aug 20 - Fri, Aug 29
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$199 Roundtrip, found 6 days ago
$199
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Aug 20 from O'Hare Intl. to Pearson Intl., returning Fri, Aug 29, priced at $199 found 6 days ago
Wed, Oct 15 - Sat, Oct 18
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$210 Roundtrip, found 1 hour ago
$210
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Pearson Intl., returning Sat, Oct 18, priced at $210 found 1 hour ago
Wed, Oct 15 - Sat, Oct 18
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$215 Roundtrip, found 1 hour ago
$215
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Oct 15 from O'Hare Intl. to Pearson Intl., returning Sat, Oct 18, priced at $215 found 1 hour ago
Thu, Aug 28 - Thu, Sep 4
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$231 Roundtrip, just found
$231
Roundtrip
just found
Select American Airlines flight, departing Thu, Aug 28 from O'Hare Intl. to Pearson Intl., returning Thu, Sep 4, priced at $231 just found
Wed, Aug 27 - Mon, Sep 1
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$252 Roundtrip, found 11 hours ago
$252
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, Aug 27 from O'Hare Intl. to Pearson Intl., returning Mon, Sep 1, priced at $252 found 11 hours ago
Thu, Oct 16 - Sun, Oct 19
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$254 Roundtrip, found 1 hour ago
$254
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to Pearson Intl., returning Sun, Oct 19, priced at $254 found 1 hour ago