Book United Toronto to Chicago flight deals from $224

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Search flights from Toronto to Chicago (YYZ - ORD)

November

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Friday 16th

Return Monday 26th
from$ 247*Viewed: 1 day ago

Tuesday 20th

Return Monday 26th
from$ 247*Viewed: 11 hours ago

December

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Monday 17th

Return Monday 24th
from$ 224*Viewed: 9 hours ago

Friday 21st

Return Tuesday 1st
from$ 267*Viewed: 12 hours ago

Sunday 23rd

Return Thursday 27th
from$ 338*Viewed: 4 hours ago

January

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Tuesday 1st

Return Saturday 12th
from$ 319*Viewed: 12 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.

Plan ahead for flights from Toronto to Chicago

from
to
Type
Dates
Price*
Toronto (YYZ)
to Chicago (ORD)
Roundtrip
Depart Mon 17 Dec 2018
Return Mon 24 Dec 2018
from$ 224*Viewed: 9 hours ago
Toronto (YYZ)
to Chicago (ORD)
Roundtrip
Depart Fri 1 Feb 2019
Return Mon 4 Feb 2019
from$ 246*Viewed: 1 day ago
Toronto (YYZ)
to Chicago (ORD)
Roundtrip
Depart Thu 21 Mar 2019
Return Sun 31 Mar 2019
from$ 246*Viewed: 12 hours ago
Toronto (YYZ)
to Chicago (ORD)
Roundtrip
Depart Fri 16 Nov 2018
Return Mon 26 Nov 2018
from$ 247*Viewed: 1 day ago
Toronto (YYZ)
to Chicago (ORD)
Roundtrip
Depart Tue 20 Nov 2018
Return Mon 26 Nov 2018
from$ 247*Viewed: 11 hours ago
Toronto (YYZ)
to Chicago (ORD)
Roundtrip
Depart Fri 21 Dec 2018
Return Tue 1 Jan 2019
from$ 267*Viewed: 12 hours ago
Toronto (YYZ)
to Chicago (ORD)
Roundtrip
Depart Tue 1 Jan 2019
Return Sat 12 Jan 2019
from$ 319*Viewed: 12 hours ago
Toronto (YYZ)
to Chicago (ORD)
Roundtrip
Depart Sun 23 Dec 2018
Return Thu 27 Dec 2018
from$ 338*Viewed: 4 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

38 °FTuesday10/23/2018
51 °FWednesday10/24/2018
48 °FThursday10/25/2018
47 °FFriday10/26/2018
49 °FSaturday10/27/2018
46 °FSunday10/28/2018
49 °FMonday10/29/2018
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