Book United San Diego to Chicago flight deals from $240

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Search flights from San Diego to Chicago (SAN - ORD)

November

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Friday 2nd

Return Saturday 17th
from$ 278*Viewed: 2 hours ago

Saturday 3rd

Return Sunday 18th
from$ 278*Viewed: 2 hours ago

Monday 5th

Return Tuesday 20th
from$ 278*Viewed: 2 hours ago

December

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Saturday 1st

Return Sunday 16th
from$ 271*Viewed: 2 hours ago

Tuesday 25th

Return Wednesday 9th
from$ 316*Viewed: 2 hours ago

Wednesday 26th

Return Thursday 10th
from$ 271*Viewed: 2 hours ago

January

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Tuesday 8th

Return Wednesday 23rd
from$ 281*Viewed: 2 hours ago

Monday 14th

Return Tuesday 29th
from$ 240*Viewed: 2 hours ago

Tuesday 15th

Return Wednesday 30th
from$ 281*Viewed: 2 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 San Diego to Chicago

from
to
Type
Dates
Price*
San Diego (SAN)
to Chicago (ORD)
Roundtrip
Depart Mon 14 Jan 2019
Return Tue 29 Jan 2019
from$ 240*Viewed: 2 hours ago
San Diego (SAN)
to Chicago (ORD)
Roundtrip
Depart Sat 1 Dec 2018
Return Sun 16 Dec 2018
from$ 271*Viewed: 2 hours ago
San Diego (SAN)
to Chicago (ORD)
Roundtrip
Depart Wed 26 Dec 2018
Return Thu 10 Jan 2019
from$ 271*Viewed: 2 hours ago
San Diego (SAN)
to Chicago (ORD)
Roundtrip
Depart Fri 2 Nov 2018
Return Sat 17 Nov 2018
from$ 278*Viewed: 2 hours ago
San Diego (SAN)
to Chicago (ORD)
Roundtrip
Depart Sat 3 Nov 2018
Return Sun 18 Nov 2018
from$ 278*Viewed: 2 hours ago
San Diego (SAN)
to Chicago (ORD)
Roundtrip
Depart Mon 5 Nov 2018
Return Tue 20 Nov 2018
from$ 278*Viewed: 2 hours ago
San Diego (SAN)
to Chicago (ORD)
Roundtrip
Depart Thu 29 Nov 2018
Return Fri 14 Dec 2018
from$ 278*Viewed: 2 hours ago
San Diego (SAN)
to Chicago (ORD)
Roundtrip
Depart Thu 2 May 2019
Return Mon 6 May 2019
from$ 277*Viewed: 11 hours ago
San Diego (SAN)
to Chicago (ORD)
Roundtrip
Depart Tue 8 Jan 2019
Return Wed 23 Jan 2019
from$ 281*Viewed: 2 hours ago
San Diego (SAN)
to Chicago (ORD)
Roundtrip
Depart Tue 15 Jan 2019
Return Wed 30 Jan 2019
from$ 281*Viewed: 2 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

47 °FSaturday10/20/2018
44 °FSunday10/21/2018
53 °FMonday10/22/2018
55 °FTuesday10/23/2018
57 °FWednesday10/24/2018
51 °FThursday10/25/2018
58 °FFriday10/26/2018
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