Find a great deal and save up to 62% by booking at least 45 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 Chicago to California within the next two weeks, with the cheapest ticket starting at $323.
September is one of the best times of the year to fly to California from Chicago. Prices for September average $304 per person but you can even find prices for as low as $64. The most expensive prices can be found in the month of March. Opting for a September flight can save you 31% on your journey compared to booking in March
When flying from Chicago to California, 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
$88 - $191
Route
Depart
Return
Price
Chicago MidwayLas Vegas Harry Reid Intl
MDW - LAS
MDWLAS
Chicago Midway
Wed 5/29
Nonstop4h 10m
Las Vegas Harry Reid Intl
Tue 6/4
Nonstop3h 35m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 6/4
1 stop13h 10m
San Diego
Tue 6/11
1 stop12h 10m
Chicago O'Hare IntlLos Angeles
ORD - LAX
ORDLAX
Chicago O'Hare Intl
Fri 5/31
Nonstop4h 31m
Los Angeles
Sat 6/1
1 stop8h 23m
Chicago O'Hare IntlSan Diego
ORD - SAN
ORDSAN
Chicago O'Hare Intl
Tue 6/4
1 stop13h 10m
San Diego
Wed 6/5
1 stop7h 02m
Chicago MidwayLas Vegas Harry Reid Intl
MDW - LAS
MDWLAS
Chicago Midway
Sat 5/25
Nonstop4h 10m
Las Vegas Harry Reid Intl
Sat 5/25
Nonstop3h 35m
Chicago O'Hare IntlSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Tue 10/1
Nonstop4h 36m
San Francisco
Sat 10/5
Nonstop4h 25m
Chicago O'Hare IntlSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Wed 7/31
Nonstop4h 40m
San Francisco
Tue 8/6
Nonstop4h 17m
Chicago O'Hare IntlSan Francisco
ORD - SFO
ORDSFO
Chicago O'Hare Intl
Sat 6/1
Nonstop4h 37m
San Francisco
Mon 6/3
Nonstop4h 23m
Chicago O'Hare IntlOakland
ORD - OAK
ORDOAK
Chicago O'Hare Intl
Thu 7/18
1 stop12h 07m
Oakland
Sun 7/21
1 stop16h 20m
No data available for this route at this time. Please check back soon.
Boarding
Comfort
Crew
Entertainment
Overall
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Comfort
Crew
Entertainment
Overall
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Comfort
Crew
Entertainment
Overall
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Comfort
Crew
Entertainment
Overall
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Comfort
Crew
Entertainment
Overall
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Boarding
Comfort
Crew
Entertainment
Overall
Food
Reviews
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
When you're looking to get out of Chicago for a few days or weeks, a California vacation could be just what you need. The state has some of the nation's best outdoor areas, including national parks, hiking trails and beaches, giving you the opportunity to enjoy that fantastic California weather. If you want to visit another big city like Chicago, Los Angeles and San Francisco are two of the best options, or you can check out one of California's charming smaller towns. There are plenty of daily direct flights from Chicago to California, and it only takes about four hours.
Which direct flight route between Chicago and California is cheapest?
There's no single route between Chicago and California that's consistently the cheapest, as it depends on the airline deals available. Since O'Hare International Airport and Los Angeles International Airport are the two options with the most flights available, that route sometimes has the cheapest routes. The best way to book your flight is to first figure out which part of California you want to visit and then look for deals to that area.
Most travelers visit California either to check out one of its cities or focus on one of its theme parks, such as Disneyland in Anaheim or Universal Studios in Los Angeles. If you go during the summer, make sure you spend an afternoon at one of the state's many beautiful beaches, which include Coronado in San Diego and El Matador in Malibu. Since California is known for having delicious fresh fruits and vegetables, you may also want to stop by a farmers market while you're there.
There's always plenty to do when you go on a California vacation. Use our smart search engine to find yourself the cheapest flights from Chicago to California.
10%of flight departures | Early morningMidnight to 6 am |
---|---|
28%of flight departures | Morning6 am to noon |
38%of flight departures | AfternoonNoon to 6 pm |
24%of flight departures | Evening6 pm to midnight |
Cheapflights helps you search for flights from Chicago to California via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.
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