American Airlines Flight 4499 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 $175 and $67 for one-way flights to Pearson Intl. for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Sep 8 - Tue, Sep 9
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$175 Roundtrip, found 1 day ago
$175
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Sep 8 from O'Hare Intl. to Pearson Intl., returning Tue, Sep 9, priced at $175 found 1 day ago
Tue, Sep 30 - Thu, Oct 2
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$184 Roundtrip, found 3 days ago
$184
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Sep 30 from O'Hare Intl. to Pearson Intl., returning Thu, Oct 2, priced at $184 found 3 days ago
Mon, Aug 11 - Wed, Sep 3
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$201 Roundtrip, found 3 days ago
$201
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Aug 11 from O'Hare Intl. to Pearson Intl., returning Wed, Sep 3, priced at $201 found 3 days ago
Sun, Jun 29 - Wed, Jul 16
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$220 Roundtrip, just found
$220
Roundtrip
just found
Select American Airlines flight, departing Sun, Jun 29 from O'Hare Intl. to Pearson Intl., returning Wed, Jul 16, priced at $220 just found
Wed, Jul 9 - Thu, Jul 17
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$227 Roundtrip, just found
$227
Roundtrip
just found
Select American Airlines flight, departing Wed, Jul 9 from O'Hare Intl. to Pearson Intl., returning Thu, Jul 17, priced at $227 just found
Mon, Jun 30 - Wed, Jul 16
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$229 Roundtrip, just found
$229
Roundtrip
just found
Select American Airlines flight, departing Mon, Jun 30 from O'Hare Intl. to Pearson Intl., returning Wed, Jul 16, priced at $229 just found
Sun, Jun 29 - Tue, Jul 15
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$235 Roundtrip, just found
$235
Roundtrip
just found
Select American Airlines flight, departing Sun, Jun 29 from O'Hare Intl. to Pearson Intl., returning Tue, Jul 15, priced at $235 just found
Thu, Jun 26 - Sun, Jun 29
ORD
O'Hare Intl.
YYZ
Pearson Intl.
$247 Roundtrip, found 2 hours ago
$247
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Thu, Jun 26 from O'Hare Intl. to Pearson Intl., returning Sun, Jun 29, priced at $247 found 2 hours ago