Popular in | January |
---|---|
Cheapest in | October |
Round-trip from | $223 |
One-way from | $110 |
Travelers have found that booking a Monday departure is the best way to save up to 32% on the cost of booking your flights compared to booking on days of the week where this route is of high demand.
Travelers have found it’s best to book a flight 17 days in advance to save up to 314% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 17 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from San Jose to Chicago 1-2 weeks in advance for as low as $373, or $781 for flights within the next 24 hours.
Due to multiple factors, expect to potentially pay more when booking in January. For low rates, October can be a great choice for travel to Chicago. Flights to Chicago from San Jose in October are about $458 on average during October, but can be found for as low as $126.
A simple way to save on the total cost of your ticket is to fly from San Jose to Chicago in the afternoon. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight in the morning.
Fly from
Fly to
Budget
$143 - $236
Route
Depart
Return
Price
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Mon 4/22
1 stop7h 36m
Chicago O'Hare Intl
Tue 4/23
1 stop11h 41m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Tue 4/16
1 stop24h 21m
Chicago Midway
Tue 4/30
1 stop10h 16m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Mon 4/15
1 stop12h 43m
Chicago Midway
Tue 4/30
1 stop10h 16m
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Wed 5/1
1 stop7h 59m
Chicago O'Hare Intl
Mon 5/6
1 stop13h 23m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Tue 4/16
2 stops10h 50m
Chicago Midway
Tue 4/30
1 stop10h 16m
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Tue 4/16
2 stops21h 33m
Chicago O'Hare Intl
Tue 4/30
1 stop11h 41m
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Mon 4/22
1 stop8h 45m
Chicago O'Hare Intl
Tue 4/23
Nonstop4h 51m
San JoseChicago O'Hare Intl
SJC - ORD
SJCORD
San Jose
Tue 4/30
1 stop9h 25m
Chicago O'Hare Intl
Wed 5/1
1 stop8h 50m
San JoseChicago Midway
SJC - MDW
SJCMDW
San Jose
Wed 5/1
1 stop8h 50m
Chicago Midway
Sat 5/11
1 stop9h 00m
Currently, February is the cheapest month in which you can book a flight from San Jose to Chicago (average of $245). Flying from San Jose to Chicago in June is currently the most expensive (average of $361). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
January
$248
February
$245
March
$280
April
$288
May
$292
June
$361
July
$338
August
$276
September
$258
October
$248
November
$271
December
$248
CHI Temperature | 23 - 73.4 °F |
---|
Entertainment
Comfort
Crew
Food
Overall
Boarding
Reviews
We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.
Entertainment
Comfort
Crew
Food
Overall
Boarding
Reviews
We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.
Entertainment
Comfort
Crew
Food
Overall
Boarding
Reviews
We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.
Entertainment
Comfort
Crew
Food
Overall
Boarding
Reviews
We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.
Entertainment
Comfort
Crew
Food
Overall
Boarding
Reviews
We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.
Entertainment
Comfort
Crew
Food
Overall
Boarding
Reviews
We would prefer paper boarding pass. First time using baggage kiosks and found it confusing but should do better next time. Not much people contact in the terminal. The flight itself was good.
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 |
Sunday | 2daily flights |
---|---|
Monday | 8daily flights |
Tuesday | 7daily flights |
Wednesday | 7daily flights |
Thursday | 8daily flights |
Friday | 8daily flights |
Saturday | 2daily flights |
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