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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$45 CHEAP FLIGHTS from California to Chicago

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

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Flights Deals

Cheap Flights from California to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from California to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from California to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from California to Chicago.

Discover the best prices for you by selecting your travel dates on KAYAK.

8:48 pm - 10:55 amSAN-ORD

12h 07m1 stop

9:02 pm - 7:13 amORD-SAN

12h 11m1 stop

$85Spirit Airlines

Find Deal

Thu, May 29 - Mon, Jun 2

4:46 pm - 11:05 pmLAX-ORD

4h 19mnonstop

9:02 pm - 9:56 amORD-LAX

14h 54m1 stop

$90

Find Deal

Wed, May 28 - Fri, May 30

4:46 pm - 11:05 pmLAX-ORD

4h 19mnonstop

6:10 am - 8:44 amORD-LAX

4h 34mnonstop

$109Frontier

Find Deal

Wed, May 28 - Sat, May 31

4:46 pm - 11:05 pmLAX-ORD

4h 19mnonstop

6:10 am - 8:44 amORD-LAX

4h 34mnonstop

$110Frontier

Find Deal

Sat, May 24 - Tue, May 27

12:33 pm - 6:59 pmSFO-ORD

4h 26mnonstop

7:59 pm - 10:49 pmORD-SFO

4h 50mnonstop

$160Alaska Airlines

Find Deal

Sat, May 17 - Sat, May 24

12:33 pm - 6:59 pmSFO-ORD

4h 26mnonstop

7:59 pm - 10:49 pmORD-SFO

4h 50mnonstop

$177Hawaiian Airlines

Find Deal

Sat, May 17 - Sat, May 24

12:33 pm - 6:59 pmSFO-ORD

4h 26mnonstop

7:59 pm - 10:49 pmORD-SFO

4h 50mnonstop

$179Hawaiian Airlines

Find Deal

Tue, May 20 - Sat, May 24

8:00 am - 2:22 pmSFO-ORD

4h 22mnonstop

9:00 pm - 11:49 pmORD-SFO

4h 49mnonstop

$181American Airlines

Find Deal

Sun, May 25 - Sat, May 31

2:50 pm - 9:23 pmSFO-ORD

4h 33mnonstop

10:00 am - 12:41 pmORD-SFO

4h 41mnonstop

$188American Airlines

Find Deal

Sat, May 31 - Wed, Jun 11

12:33 pm - 6:59 pmSFO-ORD

4h 26mnonstop

7:59 pm - 10:49 pmORD-SFO

4h 50mnonstop

$207Alaska Airlines

Find Deal

Tue, Jun 3 - Wed, Jun 4

Useful Info

Low season	January
High season	May
Cheapest flight	$45

Best time to beat the crowds with an average 8% drop in price.

Most popular time to fly and prices are also 0% lower on average.

Flight from San Diego to Chicago O'Hare Airport

DinaFlew with United AirlinesSFO-ORDDec 2024

Choose an airline that will accommodate your needs

RodFlew with United AirlinesSAN-ORDSep 2024

Yes! Don’t reserve a flight with less than 1 1/2 hour connection time or you have a good possibility of missing your connection.

GeraldFlew with Alaska AirlinesSFO-ORDOct 2024

Book a flight as early in the day as possible to avoid incoming flight delays.

DonFlew with American AirlinesSFO-ORDJun 2024

United offers the best service from SFO to ORD. Great capacity and several redundant flights in the event of a cancellation or delay.

ShirleyFlew with United AirlinesLAX-ORDMay 2024

Check-in using the United AirLines app to access your boarding pass. Arrive at least two hours early at LAX airport.

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.

Everything you need to know for your flight to Chicago

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to California

First Class flights to Chicagofrom $699

Business Class flights to Chicagofrom $518

Prem Econ Class flights to Chicagofrom $570

Economy Class flights to Chicagofrom $152

$45 Find Cheap Flights from California to Chicago

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

Cheap Flights from California to Chicago

Recent round-trip flight deals from California to Chicago

Recent one-way flight deals from California to Chicago

Recent last minute flight deals from California to Chicago

Recent direct flight deals from California to Chicago

Good to know

Flights from California to Chicago: the best tips from KAYAK users

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.

Everything you need to know for your flight to Chicago

Cabin class types available on flights to California

Complete your trip to Chicago with a hotel stay or car rental

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight