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$41 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 5/22. 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
Mon 5/27
Mon 6/3

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In the last 7 days travelers have searched 44,335,567 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$41
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 Diego to Chicago O'Hare 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

5/15Wed
1 stopSpirit Airlines
12h 48mSAN-ORD
5/21Tue
1 stopSpirit Airlines
18h 55mORD-SAN
$88
5/18Sat
1 stopFrontier
12h 34mONT-MDW
5/22Wed
1 stopFrontier
10h 33mMDW-ONT
$89
5/8Wed
1 stop
12h 48mSAN-ORD
5/13Mon
1 stop
14h 33mORD-SAN
$128
5/21Tue
1 stop
27h 21mSNA-ORD
5/28Tue
2 stops
21h 07mORD-SNA
$143
7/16Tue
nonstopAlaska Airlines
4h 21mSFO-ORD
8/7Wed
nonstopAlaska Airlines
4h 40mORD-SFO
$179
5/21Tue
1 stopAlaska Airlines
9h 45mSFO-ORD
6/11Tue
nonstopAlaska Airlines
4h 37mORD-SFO
$188
5/11Sat
1 stopUnited Airlines
6h 08mSFO-ORD
5/18Sat
nonstopUnited Airlines
4h 46mORD-SFO
$201
5/11Sat
nonstopUnited Airlines
4h 23mSFO-ORD
5/14Tue
nonstopUnited Airlines
4h 53mORD-SFO
$205
6/16Sun
1 stopSun Country Air
17h 07mOAK-ORD
7/8Mon
1 stopSun Country Air
11h 24mORD-OAK
$226
6/30Sun
1 stopSun Country Air
17h 44mOAK-ORD
7/10Wed
1 stopSun Country Air
25h 47mORD-OAK
$259

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Recent one-way flight deals

5/22Wed
1 stopSpirit Airlines
12h 48mSAN-ORD
$41
6/5Wed
1 stopSpirit Airlines
13h 36mSAN-ORD
$42
5/11Sat
nonstopFrontier
4h 11mSFO-MDW
$44
5/18Sat
1 stopFrontier
6h 39mSAN-ORD
$45
5/7Tue
1 stop
16h 41mLAX-MDW
$53
5/6Mon
2 stops
18h 25mLAX-MDW
$58
6/2Sun
1 stopSun Country Air
15h 19mOAK-ORD
$76
5/26Sun
1 stopSun Country Air
17h 04mOAK-ORD
$81
5/31Fri
nonstopUnited Airlines
4h 07mLAX-ORD
$90
6/8Sat
nonstopUnited Airlines
4h 20mSFO-ORD
$110

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Last minute flights from California to Chicago

Last minute flight, train and bus deals

4/29Mon
multi-stopFrontier
8h 39mONT-MDW
5/18Sat
multi-stopFrontier
12h 24mMDW-ONT
$152
4/29Mon
multi-stopFrontier
8h 39mONT-MDW
5/20Mon
multi-stopFrontier
17h 44mMDW-ONT
$156
4/30Tue
multi-stopSpirit Airlines
13h 35mLAX-ORD
5/14Tue
multi-stopSpirit Airlines
9h 13mORD-LAX
$168
4/30Tue
multi-stopSpirit Airlines
13h 35mLAX-ORD
5/14Tue
nonstopSpirit Airlines
4h 31mORD-LAX
$176
5/1Wed
multi-stop
6h 49mSAN-ORD
5/7Tue
multi-stop
13h 40mORD-SAN
$186
5/1Wed
multi-stop
13h 59mLAX-ORD
5/6Mon
multi-stop
28h 06mORD-LAX
$223
5/2Thu
nonstopAmerican Airlines
3h 58mLAX-ORD
5/31Fri
nonstopAmerican Airlines
4h 27mORD-LAX
$289
4/30Tue
multi-stopAmerican Airlines
6h 16mBUR-ORD
5/4Sat
multi-stopAmerican Airlines
7h 40mORD-BUR
$307
5/1Wed
multi-stopDelta
9h 17mONT-ORD
5/8Wed
multi-stopDelta
6h 28mORD-ONT
$312
4/28Sun
multi-stopDelta
12h 45mONT-MDW
5/4Sat
multi-stopDelta
7h 32mMDW-ONT
$317

Search by stops

Search by airline

Search by price