Book United Toronto to Chicago flight deals from $265

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Cruise ships and tour boats docked by a ferris wheel and urban buildings at Navy Pier in Chicago

Plan ahead for flights from Toronto to Chicago

Toronto (YYZ)
to Chicago (ORD)
Depart Fri 27 Jul 2018
Return Mon 30 Jul 2018
from$ 265*Viewed: 8 hours ago
Toronto (YYZ)
to Chicago (ORD)
Depart Thu 30 Aug 2018
Return Mon 3 Sep 2018
from$ 292*Viewed: 1 day ago
Toronto (YYZ)
to Chicago (ORD)
Depart Fri 13 Jul 2018
Return Wed 18 Jul 2018
from$ 344*Viewed: 5 hours ago
*Prices have been available for round trips within the last 48 hours and may not be currently available. Fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions. Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.

Weather in Chicago

71 °FSaturday06/23/2018
68 °FSunday06/24/2018
70 °FMonday06/25/2018
76 °FTuesday06/26/2018
85 °FWednesday06/27/2018
87 °FThursday06/28/2018
90 °FFriday06/29/2018
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