
| Most accurate provider | Justfly.com 3 stars | 
|---|---|
| Most trusted provider | Justfly.com 3 stars | 
| Round-trip from | $158 (eDestinos) | 
| One-way from | $57 (Cheapflightsfares) | 
| Popular in | December | 
| Cheapest in | September | 
| Average price | $303 | 
| Good round-trip deal | $268 or less | 
| Good one-way deal | $139 or less | 
Fly from
Fly to
Route
Depart
Return
Price
San DiegoChicago
SAN - ORD
SANORD
San Diego
Tue 3/3
8:05 am-1:59 pm
Nonstop3h 54m
Chicago O'Hare Intl
Wed 3/4
9:00 am-11:25 am
Nonstop4h 25m
San DiegoChicago
SAN - ORD
SANORD
San Diego
Fri 1/16
8:00 am-2:29 pm
Nonstop4h 29m
Chicago O'Hare Intl
Wed 1/21
3:49 pm-6:31 pm
Nonstop4h 42m
San DiegoChicago
SAN - ORD
SANORD
San Diego
Mon 11/24
5:31 pm-11:32 pm
Nonstop4h 01m
Chicago O'Hare Intl
Wed 11/26
3:51 pm-6:15 pm
Nonstop4h 24m
BurbankChicago
BUR - ORD
BURORD
Burbank Bob Hope
Thu 12/4
6:01 pm-11:42 am
1 stop15h 41m
Chicago O'Hare Intl
Sun 12/7
12:59 pm-5:53 pm
1 stop6h 54m
Los AngelesChicago
LAX - ORD
LAXORD
Los Angeles
Tue 11/18
1:20 am-7:28 am
Nonstop4h 08m
Chicago O'Hare Intl
Fri 11/21
8:18 pm-10:57 pm
Nonstop4h 39m
San DiegoChicago
SAN - ORD
SANORD
San Diego
Tue 3/3
5:25 pm-5:04 am
1 stop9h 39m
Chicago O'Hare Intl
Wed 3/4
9:00 am-11:25 am
Nonstop4h 25m
San DiegoChicago
SAN - ORD
SANORD
San Diego
Tue 12/30
5:31 pm-11:59 pm
Nonstop4h 28m
Chicago O'Hare Intl
Tue 1/6
8:00 am-4:31 pm
1 stop10h 31m
San DiegoChicago
SAN - ORD
SANORD
San Diego
Fri 11/21
5:21 pm-11:30 pm
Nonstop4h 09m
Chicago O'Hare Intl
Mon 11/24
4:20 pm-6:50 pm
Nonstop4h 30m
San DiegoChicago
SAN - ORD
SANORD
San Diego
Tue 11/18
1:41 pm-7:55 pm
Nonstop4h 14m
Chicago O'Hare Intl
Thu 11/20
2:54 pm-5:19 pm
Nonstop4h 25m
San DiegoChicago
SAN - ORD
SANORD
San Diego
Sat 11/22
5:31 pm-11:32 pm
Nonstop4h 01m
Chicago O'Hare Intl
Wed 12/3
3:05 pm-5:33 pm
Nonstop4h 28m
Currently, March is the cheapest month in which you can book a flight from California to Illinois (average of $77). Flying from California to Illinois in July is currently the most expensive (average of $136). 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.
It’s typically best to fly out from California to Illinois in the afternoon. Doing so could potentially save you 24% on the flight price compared to flying at noon, which is usually more expensive.
Travelers seeking maximum savings on their California to Illinois flight should consider departing on Wednesday mornings when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Comfort
Entertainment
Food
Crew
Boarding
Overall
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Entertainment
Food
Crew
Boarding
Overall
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Entertainment
Food
Crew
Boarding
Overall
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Entertainment
Food
Crew
Boarding
Overall
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Entertainment
Food
Crew
Boarding
Overall
Reviews
Walter,Aug 2025
OAK - SAN
Comfort
Entertainment
Food
Crew
Boarding
Overall
Reviews
Walter,Aug 2025
OAK - SAN
| Airline | Cheapest | Average | Flexibility | On-time | 
|---|---|---|---|---|
| Cheapest$93 | Average$233 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$103 | Average$223 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$108 | Average$243 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$128 | Average$365 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$130 | Average$330 | FlexibilityNo cancel fee | On-time83% | |
| Cheapest$133 | Average$466 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$149 | Average$363 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$168 | Average$481 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$179 | Average$420 | FlexibilityNo cancel fee | On-time63% |