Cheap Flight Tickets from San Diego (SAN) to Chicago (CHI), Starting at $347

Good to Know: Cheapest and Fastest SAN - CHI Flights

Useful information for finding best airline tickets from San Diego International to Chicago All Airport on your next trip.

Cheapest Round Trip Flight

$366

WN Southwest Airlines • 1 stop • 20h 45m

Jul 03 – Jul 20

The cheapest round trip flight from San Diego to Chicago (SAN-CHI-SAN) is currently $366

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Cheapest Direct Flight

$347

AS Alaska Airlines • nonstop • 6h 53m

Jul 03

The cheapest nonstop flight from San Diego to Chicago (SAN-CHI) is currently $347

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Fastest Flight

6h 51m

The fastest nonstop flight from San Diego to Chicago (SAN-CHI) takes 6h 51m

Top Airlines Flying from San Diego to Chicago

Southwest Airlines-WN

Southwest Airlines

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Copa Airlines (CM)

Copa Airlines

Alaska Airlines -AS

Alaska Airlines

Sun Country Airlines (SY)

Sun Country Airlines

Latest Flight Deals from San Diego (SAN) to Chicago (CHI)

Compare and book low fare round-trip air tickets from San Diego to Chicago. Ideal for travelers with confirmed return itineraries.

Jul 03 - Jul 20, Economy
WN
San Diego → Chicago
20h 45m
3:00 PM - 5:45 AM • 1 stop
WN
San Diego → Chicago
18h 50m
10:20 AM - 7:50 PM • 1 stop
$366
Southwest Airlines
Jul 03 - Jul 19, Economy
F9
San Diego → Chicago
6h 53m
6:25 AM - 3:53 PM • 1 stop
F9
San Diego → Chicago
7h 14m
9:57 PM - 9:05 AM • 1 stop
$473
Frontier Airlines
Jul 03 - Jul 19, Economy
AA
San Diego → Chicago
7h 27m
1:11 PM - 7:58 PM • nonstop
AA
San Diego → Chicago
9h 11m
5:00 AM - 8:51 AM • 1 stop
$517
American Airlines
Jul 03 - Jul 19, Economy
AA
San Diego → Chicago
13h 54m
10:28 PM - 9:02 AM • 1 stop
AA
San Diego → Chicago
6h 55m
6:49 AM - 9:04 AM • nonstop
$537
American Airlines
Jul 03 - Jul 19, Economy
AS
San Diego → Chicago
13h 40m
7:18 AM - 5:38 PM • 1 stop
F9
San Diego → Chicago
21h 48m
9:57 PM - 9:05 AM • 1 stop
$632
Alaska Airlines
Jul 03 - Jul 19, Economy
AS
San Diego → Chicago
38h 51m
10:24 PM - 11:55 PM • 2 stops
AS
San Diego → Chicago
7h 14m
6:20 AM - 8:54 AM • nonstop
$900
Alaska Airlines

Fly from San Diego to Chicago with the Best Airfare Deals on FareLeaders

Looking for a cheap last-minute deal or the best round-trip flight from San Diego to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

FAQs on San Diego to Chicago Flights

What are the airports in San Diego?
SAN
What’s the most popular airline flying from SAN to CHI?
The most popular airline flying from San Diego to Chicago are
Can I fly from SAN to CHI non-stop?
Yes, you can fly SAN to CHI non-stop on
Which airlines fly nonstop between San Diego and Chicago?
The non-stop flights between San Diego and Chicago are .
What’s the earliest departure time from SAN to CHI Airport?
The earliest flight leaves SAN at 6:25 am and lands in CHI - Chicago All Airport
What are the airports in Chicago?
ORD,MDW
Can I make changes to my San Diego to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from SAN to CHI?
Read the fare rules of the San Diego to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from San Diego and Chicago?
operate flights between San Diego and Chicago
How long does a flight from San Diego to Chicago take?
It takes approximately 4 hour to fly non-stop from SAN to CHI, which is 1723.04 miles by air.
Which airlines provide the cheapest flights from San Diego (SAN) to Chicago (CHI) ?
In the past couple of days, the cheapest tickets to CHI from SAN were found on AA : USD 517
Do I need a passport to fly between SAN and CHI?
No
What’s the latest departure time from SAN to CHI ?
The last flight leaves SAN at 10:4500 pm

San Diego (SAN) to Chicago (CHI): Airport Information

Origin Airport San Diego International , San Diego, US
Destination Airport Chicago All Airport, Chicago, US
Distance 1723 miles

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