Book United Calgary to Chicago flight deals from $332

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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 Calgary to Chicago

from
to
Type
Dates
Price*
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Thu 13 Sep 2018
Return Tue 18 Sep 2018
from$ 332*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Tue 18 Sep 2018
Return Sun 23 Sep 2018
from$ 332*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Fri 31 Aug 2018
Return Tue 4 Sep 2018
from$ 420*Viewed: 7 hours ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Tue 11 Sep 2018
Return Mon 17 Sep 2018
from$ 439*Viewed: 29 minutes ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Thu 26 Jul 2018
Return Sun 29 Jul 2018
from$ 440*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Wed 15 Aug 2018
Return Mon 20 Aug 2018
from$ 488*Viewed: 13 minutes ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Thu 2 Aug 2018
Return Tue 7 Aug 2018
from$ 538*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Thu 9 Aug 2018
Return Sun 12 Aug 2018
from$ 539*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Fri 3 Aug 2018
Return Mon 6 Aug 2018
from$ 561*Viewed: 1 day 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

85 °FThursday07/19/2018
71 °FFriday07/20/2018
74 °FSaturday07/21/2018
73 °FSunday07/22/2018
77 °FMonday07/23/2018
81 °FTuesday07/24/2018
86 °FWednesday07/25/2018
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