Find cheap flights from California to Chicago

Find cheap flights from California to Chicago

Round-trip
Economy
Boston (BOS)
Chicago All airports
Fri 7/31
Fri 8/7
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago

Good to know

Low season

February Best time to beat the crowds with an average 2% drop in price.

High season

December Most popular time to fly with an average 7% increase in price.

Average price of a round-trip

$235 (avg. price over the last 2 weeks)

Good deal for a round-trip

$133 or less

FAQs for booking California to Chicago flights

How does KAYAK find such low prices 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?

What is the Hacker Fare option on flights from California to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from California to Chicago?

Top airlines flying from California to Chicago

Scores according to KAYAK customer reviews

8.0
Qantas Airways
Overall score based on 4,855 reviews
8.2
Boarding
7.8
Comfort
8.5
Crew
7.9
Entertainment
7.6
Food
Airline reviews
Read more about Qantas Airways

Book cheap flights from California to Chicago (round-trip)

Airports
Origin
San Diego
$49
only
$49
Los Angeles
$48
only
$48
Oakland
$53
only
$53
Destination
Chicago
$48
only
$48
$218
only
$218
Thu, Jul 30
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
4h 11m
Mon, Aug 3
ORD
Chicago O'Hare Airport
LAX
Los Angeles Airport
4h 30m
Trip: 5 days
Based on null reviews
Fri, Aug 14
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
9h 13m
Mon, Aug 24
ORD
Chicago O'Hare Airport
LAX
Los Angeles Airport
4h 27m
Trip: 11 days
Based on null reviews
Tue, Jan 12
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
3h 55m
Tue, Jan 19
ORD
Chicago O'Hare Airport
SAN
San Diego Airport
4h 22m
Trip: 8 days
Based on null reviews
Mon, Jul 27
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
7h 25m
Thu, Jul 30
ORD
Chicago O'Hare Airport
SAN
San Diego Airport
6h 32m
Trip: 4 days
Based on null reviews
Mon, Aug 10
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
4h 12m
Mon, Aug 24
ORD
Chicago O'Hare Airport
SAN
San Diego Airport
4h 08m
Trip: 15 days
Based on null reviews
Sat, Aug 1
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
4h 06m
Sat, Aug 8
ORD
Chicago O'Hare Airport
LAX
Los Angeles Airport
4h 27m
Trip: 8 days
Based on null reviews
Mon, Aug 10
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
7h 34m
Thu, Aug 13
ORD
Chicago O'Hare Airport
SAN
San Diego Airport
4h 08m
Trip: 4 days
Based on null reviews
Fri, Jul 31
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
4h 12m
Thu, Aug 6
ORD
Chicago O'Hare Airport
SAN
San Diego Airport
4h 08m
Trip: 7 days
Based on null reviews
Fri, Jul 31
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
8h 11m
Fri, Aug 7
ORD
Chicago O'Hare Airport
LAX
Los Angeles Airport
4h 30m
Trip: 8 days
Based on null reviews
Fri, Aug 14
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
4h 11m
Sun, Aug 16
ORD
Chicago O'Hare Airport
LAX
Los Angeles Airport
4h 27m
Trip: 3 days
Based on null reviews
Fri, Aug 14
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
4h 11m
Tue, Aug 18
ORD
Chicago O'Hare Airport
LAX
Los Angeles Airport
9h 54m
Trip: 5 days
Based on null reviews
Fri, Aug 14
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
4h 12m
Sun, Aug 16
ORD
Chicago O'Hare Airport
SAN
San Diego Airport
4h 08m
Trip: 3 days
Based on null reviews
Thu, Jul 30
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
4h 11m
Thu, Sep 3
ORD
Chicago O'Hare Airport
LAX
Los Angeles Airport
4h 30m
Trip: 36 days
Based on null reviews
Fri, Aug 21
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
4h 10m
Wed, Aug 26
ORD
Chicago O'Hare Airport
SAN
San Diego Airport
4h 08m
Trip: 6 days
Based on null reviews
Mon, Aug 3
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
12h 49m
Fri, Aug 7
ORD
Chicago O'Hare Airport
LAX
Los Angeles Airport
4h 27m
Trip: 5 days
Based on null reviews
Fri, Jul 31
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
4h 12m
Wed, Aug 5
ORD
Chicago O'Hare Airport
SAN
San Diego Airport
4h 16m
Trip: 6 days
Based on null reviews
Fri, Jul 31
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
6h 49m
Thu, Aug 6
ORD
Chicago O'Hare Airport
SAN
San Diego Airport
4h 08m
Trip: 7 days
Based on null reviews
Fri, Aug 14
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
7h 31m
Wed, Aug 19
ORD
Chicago O'Hare Airport
SAN
San Diego Airport
4h 08m
Trip: 6 days
Based on null reviews
Thu, Sep 24
LAX
Los Angeles Airport
MDW
Chicago Midway Airport
7h 12m
Mon, Sep 28
MDW
Chicago Midway Airport
LAX
Los Angeles Airport
6h 39m
Trip: 5 days
Based on null reviews
Thu, Aug 6
OAK
Oakland Airport
ORD
Chicago O'Hare Airport
6h 40m
Mon, Aug 10
ORD
Chicago O'Hare Airport
OAK
Oakland Airport
14h 18m
Trip: 5 days
Based on null reviews

Book cheap flights from California to Chicago (one-way)

Airports
Origin
San Diego
$24
only
$24
Sacramento
$27
only
$27
Los Angeles
$24
only
$24
Burbank
$27
only
$27
Destination
Chicago
$24
only
$24
$109
only
$109
Thu, Aug 13
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
4h 12m
Based on null reviews
Tue, Aug 11
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
14h 40m
Based on null reviews
Sun, Aug 16
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
4h 16m
Based on null reviews
Sun, Aug 9
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
6h 21m
Based on null reviews
Sun, Sep 13
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
8h 20m
Based on null reviews
Wed, Aug 12
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
4h 07m
Based on null reviews
Tue, Aug 11
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
4h 08m
Based on null reviews
Fri, Jul 24
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
4h 12m
Based on null reviews
Fri, Aug 14
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
4h 11m
Based on null reviews
Mon, Jul 27
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
4h 01m
Based on null reviews
Sun, Aug 2
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
4h 12m
Based on null reviews
Mon, Aug 17
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
7h 42m
Based on null reviews
Tue, Aug 4
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
4h 06m
Based on null reviews
Fri, Jul 31
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
8h 03m
Based on null reviews
Sun, Aug 30
SAN
San Diego Airport
ORD
Chicago O'Hare Airport
4h 12m
Based on null reviews
Thu, Aug 13
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
10h 27m
Based on null reviews
Sat, Aug 1
SMF
Sacramento Airport
ORD
Chicago O'Hare Airport
11h 52m
Based on null reviews
Thu, Aug 6
LAX
Los Angeles Airport
ORD
Chicago O'Hare Airport
10h 27m
Based on null reviews
Sat, Aug 1
BUR
Bob Hope Airport
ORD
Chicago O'Hare Airport
10h 09m
Based on null reviews
Fri, Sep 11
LAX
Los Angeles Airport
MDW
Chicago Midway Airport
9h 09m
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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