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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 5/11. 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
Wed 5/29
Wed 6/5

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In the last 7 days travelers have searched 43,983,279 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$44
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 21% 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, +78 more

ANA, Aer Lingus, +79 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, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 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, +78 more

ANA, Aer Lingus, +79 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, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

See more direct flights
See more direct flights

Book cheap flights from California to Chicago

Recent round-trip flight deals

5/11Sat
nonstopFrontier
4h 11mSFO-MDW
5/18Sat
nonstopFrontier
4h 29mMDW-SFO
$88
5/15Wed
1 stopSpirit Airlines
12h 48mSAN-ORD
5/21Tue
1 stopSpirit Airlines
26h 43mORD-SAN
$88
5/15Wed
1 stop
12h 48mSAN-ORD
5/22Wed
1 stop
14h 19mORD-SAN
$98
5/30Thu
2 stops
28h 08mOAK-ORD
6/4Tue
1 stop
10h 27mORD-OAK
$135
6/1Sat
nonstopAlaska Airlines
4h 23mSFO-ORD
6/12Wed
nonstopAlaska Airlines
4h 37mORD-SFO
$179
5/21Tue
nonstopAlaska Airlines
4h 23mSFO-ORD
5/29Wed
1 stopAlaska Airlines
8h 41mORD-SFO
$188
5/28Tue
nonstopAmerican Airlines
4h 08mLAX-ORD
5/31Fri
nonstopAmerican Airlines
4h 27mORD-LAX
$190
5/21Tue
nonstopUnited Airlines
4h 21mSFO-ORD
5/25Sat
nonstopUnited Airlines
4h 44mORD-SFO
$192
5/20Mon
nonstopUnited Airlines
4h 21mSFO-ORD
5/25Sat
1 stopUnited Airlines
6h 52mORD-SFO
$201
5/28Tue
1 stopAmerican Airlines
9h 10mSFO-ORD
5/31Fri
nonstopAmerican Airlines
4h 44mORD-SFO
$208

Search by stops

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Recent one-way flight deals

5/11Sat
nonstopFrontier
4h 11mSFO-MDW
$44
6/4Tue
1 stopSpirit Airlines
13h 58mSAN-ORD
$49
6/1Sat
nonstopFrontier
4h 12mSFO-MDW
$51
6/1Sat
nonstopCitizenPlane
4h 12mSFO-MDW
$64
6/2Sun
1 stopSun Country Air
15h 19mOAK-ORD
$76
5/30Thu
2 stops
28h 08mOAK-ORD
$86
6/1Sat
nonstopAlaska Airlines
4h 23mSFO-ORD
$90
5/29Wed
1 stop
7h 20mLAX-MDW
$95
5/29Wed
1 stopAlaska Airlines
9h 29mSFO-ORD
$99
6/2Sun
1 stopSun Country Air
15h 19mLAX-ORD
$106

Search by stops

Search by airline

Search by price

Last minute flights from California to Chicago

Last minute flight, train and bus deals

5/4Sat
multi-stopFrontier
5h 59mSAN-ORD
5/11Sat
multi-stopFrontier
15h 06mORD-SAN
$153
5/4Sat
multi-stopSpirit Airlines
6h 54mLAX-ORD
5/7Tue
multi-stopSpirit Airlines
8h 25mORD-LAX
$153
5/2Thu
multi-stop
8h 26mSNA-ORD
5/7Tue
multi-stop
9h 44mORD-SNA
$189
5/3Fri
multi-stop
8h 50mSNA-ORD
5/7Tue
multi-stop
9h 44mORD-SNA
$197
5/3Fri
nonstopAmerican Airlines
3h 58mLAX-ORD
5/11Sat
nonstopAmerican Airlines
4h 25mORD-LAX
$251
5/3Fri
nonstopAmerican Airlines
3h 58mLAX-ORD
5/7Tue
nonstopAmerican Airlines
4h 22mORD-LAX
$301
5/1Wed
multi-stopDelta
9h 17mONT-ORD
5/8Wed
multi-stopDelta
6h 28mORD-ONT
$312
5/1Wed
multi-stopDelta
9h 17mONT-ORD
5/8Wed
multi-stopDelta
10h 53mORD-ONT
$317
4/30Tue
nonstopAlaska Airlines
4h 30mSFO-ORD
5/14Tue
multi-stopAlaska Airlines
7h 29mORD-SFO
$357
4/30Tue
nonstopAlaska Airlines
4h 30mSFO-ORD
5/8Wed
multi-stopAlaska Airlines
7h 34mORD-SFO
$393

Search by stops

Search by airline

Search by price