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$44 Find cheap flights from California to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 9/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sun 6/9
Sun 6/16

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In the last 7 days travelers have searched 43,895,468 times on KAYAK, and here is why:

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Good to know

Low season

February

High season

June

Cheapest flight

$44
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from San Francisco to Chicago Midway Airport

FAQs for booking flights from California to Chicago

  • How does KAYAK find such low prices on flights from California to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from California to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from California to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from California is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from California to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to California with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from California to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from California up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from California to Chicago?

Find which airlines fly direct from California to Chicago, which days they fly and book direct flights.

Nonstop departures

California to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights

Nonstop returns

Chicago to California

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Book cheap flights from California to Chicago

Recent round-trip flight deals

6/3Mon
nonstopSpirit Airlines
4h 05mLAX-ORD
6/4Tue
1 stopSpirit Airlines
9h 34mORD-LAX
$75
5/29Wed
nonstopSpirit Airlines
4h 07mLAX-ORD
5/29Wed
1 stopSpirit Airlines
6h 02mORD-LAX
$82
5/28Tue
1 stopSpirit Airlines
25h 13mLAX-ORD
5/29Wed
nonstopSpirit Airlines
4h 31mORD-LAX
$83
9/11Wed
nonstopFrontier
4h 11mSFO-MDW
9/14Sat
nonstopFrontier
4h 38mMDW-SFO
$88
9/18Wed
nonstopFrontier
4h 11mSFO-MDW
10/2Wed
nonstopFrontier
4h 38mMDW-SFO
$89
5/30Thu
1 stop
6h 39mSAN-ORD
6/4Tue
1 stop
13h 10mORD-SAN
$115
5/30Thu
2 stops
13h 40mSAN-ORD
6/4Tue
1 stop
13h 10mORD-SAN
$117
10/26Sat
nonstopAlaska Airlines
4h 20mSFO-ORD
10/29Tue
nonstopAlaska Airlines
4h 44mORD-SFO
$171
8/14Wed
nonstopUndisclosed Carrier
4h 21mSFO-ORD
8/17Sat
nonstopUndisclosed Carrier
4h 37mORD-SFO
$175
8/10Sat
nonstopAlaska Airlines
4h 21mSFO-ORD
8/17Sat
nonstopAlaska Airlines
4h 37mORD-SFO
$179

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Recent one-way flight deals

9/18Wed
nonstopFrontier
4h 11mSFO-MDW
$44
5/22Wed
1 stopSpirit Airlines
12h 48mSAN-ORD
$46
6/3Mon
1 stop
27h 57mLAX-MDW
$68
5/30Thu
1 stopSun Country Air
9h 39mOAK-ORD
$76
7/2Tue
1 stop
12h 50mLAX-MDW
$76
5/30Thu
1 stopSun Country Air
15h 43mSFO-ORD
$86
8/14Wed
nonstopAlaska Airlines
4h 21mSFO-ORD
$90
7/5Fri
nonstopAmerican Airlines
4h 18mLAX-ORD
$95
6/4Tue
nonstopAmerican Airlines
4h 22mSFO-ORD
$95
8/6Tue
1 stopAlaska Airlines
7h 20mSFO-ORD
$99

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Search by price

Last minute flights from California to Chicago

Last minute flight, train and bus deals

5/15Wed
nonstop
4h 05mLAX-ORD
5/18Sat
multi-stop
13h 20mORD-LAX
$151
5/15Wed
multi-stopFrontier
8h 14mONT-MDW
5/18Sat
multi-stopFrontier
12h 24mMDW-ONT
$152
5/11Sat
multi-stopSpirit Airlines
6h 29mLAX-ORD
5/18Sat
nonstopSpirit Airlines
4h 31mORD-LAX
$220
5/15Wed
multi-stopSpirit Airlines
10h 22mBUR-ORD
5/18Sat
multi-stopSpirit Airlines
6h 41mORD-BUR
$224
5/11Sat
multi-stopAlaska Airlines
9h 19mONT-ORD
5/13Mon
multi-stopAlaska Airlines
9h 00mORD-ONT
$322
5/14Tue
multi-stopAmerican Airlines
6h 40mLAX-ORD
5/22Wed
nonstopAmerican Airlines
4h 25mORD-LAX
$326
5/11Sat
multi-stopDelta
12h 05mONT-MDW
6/13Thu
multi-stopDelta
9h 15mMDW-ONT
$327
5/11Sat
multi-stopDelta
5h 51mONT-ORD
6/13Thu
multi-stopDelta
13h 07mORD-ONT
$327
5/15Wed
nonstopAmerican Airlines
4h 17mSFO-ORD
6/4Tue
nonstopAmerican Airlines
4h 44mORD-SFO
$359
5/13Mon
multi-stopAlaska Airlines
7h 46mONT-ORD
5/14Tue
multi-stopAlaska Airlines
9h 00mORD-ONT
$380

Search by stops

Search by airline

Search by price