Find a great deal and save up to 431% by booking at least 60 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from San Jose to Illinois within the next two weeks, with the cheapest ticket starting at $201.
October can be a great time to fly to Illinois from San Jose with a flight ticket averaging about $414. Cheapflights users have found deals in the month of October for as cheap as $126. The most expensive prices can be found in the month of March.
When flying from San Jose to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$180 - $301
Route
Depart
Return
Price
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Wed 9/4
1 stop6h 13m
Chicago Midway
Sat 9/7
1 stop8h 34m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Sat 8/17
1 stop6h 13m
Chicago Midway
Sat 8/24
1 stop20h 51m
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Sat 8/17
1 stop28h 27m
Chicago O'Hare Intl
Sat 8/24
1 stop25h 29m
San JoseLambert-St Louis
SJC - STL
SJCSTL
San Jose
Thu 6/13
1 stop20h 24m
Lambert-St Louis
Wed 6/19
1 stop7h 19m
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Tue 6/11
1 stop7h 23m
Chicago O'Hare Intl
Thu 6/13
1 stop9h 36m
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Wed 9/4
1 stop28h 27m
Chicago O'Hare Intl
Mon 9/9
1 stop15h 23m
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Wed 8/7
1 stop16h 32m
Chicago O'Hare Intl
Wed 8/14
1 stop23h 21m
San JoseLambert-St Louis
SJC - STL
SJCSTL
San Jose
Mon 6/10
1 stop8h 56m
Lambert-St Louis
Mon 6/17
1 stop6h 24m
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Tue 10/8
1 stop15h 58m
Chicago O'Hare Intl
Tue 10/15
1 stop12h 01m
No data available for this route at this time. Please check back soon.
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Food
Overall
Comfort
Crew
Entertainment
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
45%of flight departures | Early morningMidnight to 6 am |
---|---|
55%of flight departures | Morning6 am to noon |
0%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
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