Book United Calgary to Chicago flight deals from CA $381

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Search flights from Calgary to Chicago (YYC - ORD)

October

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Tuesday 23rd

Return Wednesday 7th
fromCA $381*Viewed: 1 day ago

Tuesday 30th

Return Wednesday 14th
fromCA $381*Viewed: 1 day ago

Wednesday 31st

Return Thursday 15th
fromCA $404*Viewed: 1 day ago

November

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Tuesday 6th

Return Wednesday 21st
fromCA $381*Viewed: 1 day ago

Tuesday 20th

Return Wednesday 5th
fromCA $381*Viewed: 1 day ago

Tuesday 27th

Return Wednesday 12th
fromCA $381*Viewed: 1 day ago

December

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Saturday 1st

Return Sunday 16th
fromCA $428*Viewed: 1 day ago

Sunday 2nd

Return Monday 17th
fromCA $455*Viewed: 1 day ago

Friday 7th

Return Tuesday 11th
fromCA $404*Viewed: 15 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..
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 Tue 23 Oct 2018
Return Wed 7 Nov 2018
fromCA $ 381*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Tue 30 Oct 2018
Return Wed 14 Nov 2018
fromCA $ 381*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Tue 6 Nov 2018
Return Wed 21 Nov 2018
fromCA $ 381*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Tue 13 Nov 2018
Return Wed 28 Nov 2018
fromCA $ 381*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Tue 20 Nov 2018
Return Wed 5 Dec 2018
fromCA $ 381*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Tue 27 Nov 2018
Return Wed 12 Dec 2018
fromCA $ 381*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Mon 8 Oct 2018
Return Tue 23 Oct 2018
fromCA $ 404*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Wed 24 Oct 2018
Return Thu 8 Nov 2018
fromCA $ 404*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Wed 31 Oct 2018
Return Thu 15 Nov 2018
fromCA $ 404*Viewed: 1 day ago
Calgary (YYC)
to Chicago (ORD)
Roundtrip
Depart Wed 14 Nov 2018
Return Thu 29 Nov 2018
fromCA $ 404*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.