$61 Find Cheap Flights from California to Chicago - Compare and Save

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 9/29. 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
1 adult, Economy, 0 bags

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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.

Recent round-trip flight deals from California to Chicago

Fri, Sep 4 - Fri, Sep 11
Frontier Logo
1:40 pm - 12:49 amLAS  Las Vegas Harry Reid Intl-ORD Chicago O'Hare Intl
9h 09m1 stop Houston George Bush Intcntl
Frontier Logo
8:55 pm - 11:05 pmORD  Chicago O'Hare Intl-LAS Las Vegas Harry Reid Intl
4h 10mnonstop
$181Frontier
Fri, Sep 4 - Fri, Sep 11
Frontier Logo
1:40 pm - 12:49 amLAS  Las Vegas Harry Reid Intl-ORD Chicago O'Hare Intl
9h 09m1 stop Houston George Bush Intcntl
Frontier Logo
1:01 pm - 11:53 pmORD  Chicago O'Hare Intl-LAS Las Vegas Harry Reid Intl
12h 52m1 stop Dallas/Fort Worth
$182Frontier
Sat, Sep 12 - Sat, Sep 19
United Airlines Logo
1:15 pm - 7:04 pmLAS  Las Vegas Harry Reid Intl-ORD Chicago O'Hare Intl
3h 49mnonstop
United Airlines Logo
3:35 pm - 5:46 pmORD  Chicago O'Hare Intl-LAS Las Vegas Harry Reid Intl
4h 11mnonstop
$185United Airlines
Tue, Sep 1 - Sat, Sep 5
United Airlines Logo
11:55 pm - 5:25 amLAS  Las Vegas Harry Reid Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
United Airlines Logo
4:30 pm - 6:39 pmORD  Chicago O'Hare Intl-LAS Las Vegas Harry Reid Intl
4h 09mnonstop
$185United Airlines
Wed, Oct 7 - Sat, Oct 17
American Airlines Logo
7:04 am - 12:56 pmLAS  Las Vegas Harry Reid Intl-ORD Chicago O'Hare Intl
3h 52mnonstop
American Airlines Logo
4:59 pm - 7:15 pmORD  Chicago O'Hare Intl-LAS Las Vegas Harry Reid Intl
4h 16mnonstop
$185American Airlines
Sat, Sep 5 - Sat, Sep 12
American Airlines Logo
11:57 pm - 5:43 amLAS  Las Vegas Harry Reid Intl-ORD Chicago O'Hare Intl
3h 46mnonstop
American Airlines Logo
9:00 pm - 11:00 pmORD  Chicago O'Hare Intl-LAS Las Vegas Harry Reid Intl
4h 00mnonstop
$185American Airlines
Tue, Nov 3 - Sun, Nov 8
Multiple Airlines Logo
11:48 pm - 5:35 amLAS  Las Vegas Harry Reid Intl-ORD Chicago O'Hare Intl
3h 47mnonstop
Multiple Airlines Logo
7:20 am - 12:12 pmORD  Chicago O'Hare Intl-LAS Las Vegas Harry Reid Intl
6h 52m1 stop San Diego
$189Multiple Airlines
Tue, Nov 3 - Sun, Nov 8
Multiple Airlines Logo
11:48 pm - 5:35 amLAS  Las Vegas Harry Reid Intl-ORD Chicago O'Hare Intl
3h 47mnonstop
Multiple Airlines Logo
7:20 am - 12:12 pmORD  Chicago O'Hare Intl-LAS Las Vegas Harry Reid Intl
6h 52m1 stop San Diego
$189Multiple Airlines
Fri, Oct 30 - Mon, Nov 2
Southwest Logo
4:00 pm - 9:50 pmLAX  Los Angeles Los Angeles-MDW Chicago Midway
3h 50mnonstop
Southwest Logo
12:20 pm - 4:25 pmMDW  Chicago Midway-LAX Los Angeles Los Angeles
6h 05m1 stop Tucson
$203Southwest
Sun, Oct 11 - Wed, Oct 14
Southwest Logo
6:15 am - 12:05 pmLAX  Los Angeles Los Angeles-MDW Chicago Midway
3h 50mnonstop
Southwest Logo
6:05 am - 11:15 amMDW  Chicago Midway-LAX Los Angeles Los Angeles
7h 10m1 stop Las Vegas Harry Reid Intl
$207Southwest
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Good to know

Low season

January

Cheapest flight

$61
Best time to beat the crowds but there is an average 3% increase in price.
Most popular time to fly with an average 13% increase in price.
Flight from Ontario to Chicago O'Hare Airport

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

Insights shared by verified travelers who flew the route from California to Chicago 
Learn how KAYAK collects reviews and tips from users.
CupcakeFlew with Alaska Airlines-Apr 2026
Please bring a water bottle for hydration during the flight.
StephenFlew with United Airlines-Jan 2026
If you're trying to make a connecting flight make sure you allow PLENTY of time between flights or be prepared to miss the next flight. Make sure to use the restroom at the last possible moment before landing because you could be sitting on the taxiway for 5 more minutes... 5 more minutes... 5 more minutes... until it's been nearly 2 hours. Don't trust the airline provided ETA provided by apps they don't update it until long after you're delayed. If someone is showing up to give you a ride, make sure they have hours to wait for you.
RodFlew with United Airlines-Sep 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.
FrancisFlew with United Airlines-Sep 2024
Check the weather, or bring a. Raincoat! Being from sunny California, I forget it isn’t always sunshine in other states!
GeraldFlew with Alaska Airlines-Oct 2024
Book a flight as early in the day as possible to avoid incoming flight delays.
KimFlew with American Airlines-Nov 2024
Bring extra foods and buy extra drinks bring your meds
ShirleyFlew with United Airlines-May 2024
Check-in using the United AirLines app to access your boarding pass. Arrive at least two hours early at LAX 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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Munster
Schererville
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to California

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $564
Business Class flights to Chicagofrom $832
Premium Economy Class flights to Chicagofrom $877
Economy Class flights to Chicagofrom $197