
Popular airlines from San Francisco to Historic Route 66
Delta
American Airlines
United
Hawaiian Airlines
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Cheap Flights from San Francisco to Historic Route 66 (SJC-CHI)
Prices were available within the past 7 days and start at ¥14,400 for one-way flights and ¥28,910 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Aug 19 - Wed, Sep 3
SFO
San Francisco
ORD
Chicago
¥28,910 Roundtrip, found 5 days ago
¥28,910
Roundtrip
found 5 days ago

Fri, Oct 3 - Mon, Oct 20
SJC
San Jose
ORD
Chicago
¥29,190 Roundtrip, found 5 days ago
¥29,190
Roundtrip
found 5 days ago

Sat, Sep 6 - Sat, Sep 13
SFO
San Francisco
ORD
Chicago
¥29,420 Roundtrip, found 5 hours ago
¥29,420
Roundtrip
found 5 hours ago

Tue, Aug 12 - Wed, Aug 13
SFO
San Francisco
ORD
Chicago
¥32,260 Roundtrip, found 22 hours ago
¥32,260
Roundtrip
found 22 hours ago

Sat, Aug 16 - Wed, Sep 3
SFO
San Francisco
ORD
Chicago
¥33,240 Roundtrip, found 4 days ago
¥33,240
Roundtrip
found 4 days ago

Sat, Sep 13 - Tue, Sep 16
SFO
San Francisco
ABQ
Albuquerque
¥42,640 Roundtrip, found 5 hours ago
¥42,640
Roundtrip
found 5 hours ago
Find the cheapest month to fly from San Francisco (SFO) to Chicago (ORD)
September is typically the cheapest month to fly
From ¥15,630 - ¥30,760 per traveler.
Graph displaying average flight prices per month
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