Find flights
When to book
FAQs & Tips
Direct Flights
Deals

$48 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 5/29. 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 6/12
Wed 6/19

Search hundreds of travel sites at once for deals on flights to Chicago

In the last 7 days travelers have searched 41,771,603 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Good to know

Low season

February

High season

June

Cheapest flight

$48
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 17% 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

9/4Wed
nonstopFrontier
4h 11mSFO-MDW
9/11Wed
nonstopFrontier
4h 38mMDW-SFO
$98
6/11Tue
1 stopSpirit Airlines
13h 21mSAN-ORD
6/18Tue
1 stopSpirit Airlines
12h 33mORD-SAN
$103
6/8Sat
1 stop
7h 13mSAN-ORD
6/11Tue
1 stop
12h 53mORD-SAN
$125
5/30Thu
2 stops
13h 40mSAN-ORD
6/4Tue
1 stop
13h 10mORD-SAN
$134
9/4Wed
nonstopAmerican Airlines
4h 20mSFO-ORD
9/11Wed
nonstopAmerican Airlines
4h 39mORD-SFO
$179
9/6Fri
nonstopUnited Airlines
4h 14mSFO-ORD
9/17Tue
nonstopUnited Airlines
4h 36mORD-SFO
$184
6/3Mon
nonstopAlaska Airlines
4h 23mSFO-ORD
6/18Tue
nonstopAlaska Airlines
4h 37mORD-SFO
$189
5/29Wed
nonstopAlaska Airlines
4h 23mSFO-ORD
6/5Wed
nonstopAlaska Airlines
4h 37mORD-SFO
$202
7/5Fri
nonstopAmerican Airlines
4h 09mLAX-ORD
7/9Tue
nonstopAmerican Airlines
4h 23mORD-LAX
$203
9/6Fri
nonstopUnited Airlines
4h 15mSFO-ORD
9/17Tue
1 stopUnited Airlines
6h 32mORD-SFO
$208

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/29Wed
nonstopFrontier
4h 12mSFO-MDW
$48
5/29Wed
nonstopFrontier
4h 12mSFO-MDW
$49
6/11Tue
1 stopSpirit Airlines
13h 21mSAN-ORD
$51
5/28Tue
nonstopSpirit Airlines
4h 07mLAX-ORD
$54
6/12Wed
1 stop
11h 45mLAX-ORD
$63
5/20Mon
1 stop
28h 17mLAX-ORD
$64
6/6Thu
1 stopSun Country Air
17h 07mOAK-ORD
$76
5/30Thu
1 stopSun Country Air
15h 43mSFO-ORD
$86
8/17Sat
nonstopUnited Airlines
4h 21mSFO-ORD
$90
8/16Fri
nonstopUnited Airlines
4h 18mSFO-ORD
$104

Search by stops

Search by airline

Search by price

Last minute flights from California to Chicago

Last minute flight, train and bus deals

5/18Sat
multi-stopSpirit Airlines
5h 57mLAX-ORD
5/29Wed
nonstopSpirit Airlines
4h 31mORD-LAX
$115
5/18Sat
multi-stopSpirit Airlines
5h 57mLAX-ORD
5/21Tue
nonstopSpirit Airlines
4h 31mORD-LAX
$130
5/18Sat
multi-stop
5h 57mLAX-ORD
5/21Tue
multi-stop
13h 20mORD-LAX
$140
5/18Sat
multi-stop
5h 57mLAX-ORD
5/25Sat
multi-stop
13h 20mORD-LAX
$145
5/18Sat
multi-stopFrontier
5h 40mONT-MDW
5/29Wed
multi-stopFrontier
14h 24mMDW-ONT
$159
5/16Thu
multi-stopFrontier
12h 35mSAN-ORD
5/25Sat
multi-stopFrontier
15h 08mORD-SAN
$163
5/18Sat
multi-stopDelta
8h 46mLAX-ORD
6/1Sat
multi-stopDelta
7h 17mORD-LAX
$283
5/14Tue
multi-stopAmerican Airlines
5h 55mONT-ORD
5/18Sat
multi-stopAmerican Airlines
8h 47mORD-ONT
$321
5/14Tue
multi-stopDelta
12h 05mONT-ORD
5/18Sat
multi-stopDelta
6h 24mORD-ONT
$327
5/18Sat
multi-stopAmerican Airlines
7h 46mLAX-ORD
6/1Sat
nonstopAmerican Airlines
4h 27mORD-LAX
$382

Search by stops

Search by airline

Search by price