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>

$77 CHEAP FLIGHTS from California to Chicago

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

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Flight 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.

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

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from California to Chicago

Mon, Oct 6 - Tue, Oct 14

1:34 pm - 12:17 amBUR-ORD

8h 43m1 stop

6:40 am - 3:45 pmORD-BUR

11h 05m1 stop

$142Spirit Airlines

Find Deal

Fri, Oct 17 - Sat, Oct 18

2:15 pm - 12:44 amLAX-ORD

8h 29m1 stop

7:25 am - 9:51 amORD-LAX

4h 26mnonstop

$144Frontier

Find Deal

Mon, Oct 6 - Wed, Oct 8

2:31 pm - 10:40 pmSAN-ORD

6h 09m1 stop

8:20 am - 11:20 amORD-SAN

5h 00mnonstop

$145Multiple Airlines

Find Deal

Wed, Oct 8 - Sat, Oct 11

9:22 am - 8:48 pmLAX-ORD

9h 26m1 stop

7:05 am - 12:25 amORD-LAX

19h 20m1 stop

$146Multiple Airlines

Find Deal

Tue, Nov 4 - Tue, Nov 4

8:00 am - 1:54 pmSAN-ORD

3h 54mnonstop

2:54 pm - 5:19 pmORD-SAN

4h 25mnonstop

$147Alaska Airlines

Find Deal

Wed, Oct 22 - Sat, Oct 25

8:40 am - 4:45 pmSAN-ORD

6h 05m1 stop

6:15 am - 10:25 amORD-SAN

6h 10m1 stop

$152Southwest

Find Deal

Tue, Oct 21 - Wed, Oct 22

12:20 pm - 6:59 pmSAN-ORD

4h 39mnonstop

7:59 pm - 10:59 pmORD-SAN

5h 00mnonstop

$153Hawaiian Airlines

Find Deal

Mon, Oct 20 - Wed, Oct 22

5:19 pm - 11:59 pmSAN-ORD

4h 40mnonstop

3:50 pm - 6:50 pmORD-SAN

5h 00mnonstop

$159Alaska Airlines

Find Deal

Tue, Oct 14 - Sat, Oct 18

5:19 pm - 11:59 pmSAN-ORD

4h 40mnonstop

3:50 pm - 6:50 pmORD-SAN

5h 00mnonstop

$163Hawaiian Airlines

Find Deal

Wed, Oct 15 - Wed, Oct 15

7:05 am - 4:25 pmSAN-ORD

7h 20m1 stop

6:55 pm - 11:20 pmORD-SAN

6h 25m1 stop

$196Southwest

Find Deal

Cheapest round-trip

$142

Typical prices: $241-415

Spirit Airlines

Mon 10/6Tue 10/14

BUR - ORD • 1 stop

Cheapest non-stop

$147

Typical prices: $346-539

Alaska Airlines

Tue 11/4Tue 11/4

SAN - ORD • Non-stop

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Chicago!

Useful Info

Low season	January
High season	October
Cheapest flight	$77

Best time to beat the crowds with an average 12% drop in price.

Most popular time to fly and prices are also 4% lower on average.

Flight from San Diego to Chicago O'Hare Airport

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.

KimFlew with American AirlinesSNA-ORDNov 2024

Bring extra foods and buy extra drinks bring your meds

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.

Merrillville

Saint Joseph

Hammond

Portage

Valparaiso

Lansing

Munster

Chesterton

Schererville

Porter

Monticello

Saint John

Griffith

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 $492

Business Class flights to Chicagofrom $373

Prem Econ Class flights to Chicagofrom $432

Economy Class flights to Chicagofrom $137

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.

$77 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

Everything you should know

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.

Traveling to a place near Chicago?

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