Cheap Flight Tickets from San Diego (SAN) to Chicago (ORD), Starting at $417

Good to Know: Cheapest and Fastest SAN - ORD Flights

Useful information for finding best airline tickets from San Diego International to Chicago O'Hare International on your next trip.

Cheapest Round Trip Flight

$436

DL Delta Airlines • 1 stop • 12h 37m

Aug 19 – Aug 23

The cheapest round trip flight from San Diego to Chicago (SAN-ORD-SAN) is currently $436

🔍 Search Flights

Cheapest Direct Flight

$417

AS Alaska Airlines • nonstop • 6h 59m

Aug 19

The cheapest nonstop flight from San Diego to Chicago (SAN-ORD) is currently $417

🔍 Search Flights

Fastest Flight

6h 43m

The fastest nonstop flight from San Diego to Chicago (SAN-ORD) takes 6h 43m

Top Airlines Flying from San Diego to Chicago

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

Sun Country Airlines (SY)

Sun Country Airlines

Alaska Airlines -AS

Alaska Airlines

American Airlines, AA

American Airlines

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

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

Aug 19 - Aug 23, Economy
DL
San Diego → Chicago
12h 37m
2:00 PM - 11:57 PM • 1 stop
DL
San Diego → Chicago
12h 17m
5:30 AM - 11:07 AM • 1 stop
$436
Delta Airlines
Aug 19 - Aug 23, Economy
UA
San Diego → Chicago
6h 59m
10:40 AM - 4:59 PM • nonstop
UA
San Diego → Chicago
7h 5m
8:12 PM - 10:37 PM • nonstop
$517
United Airlines
Aug 19 - Aug 23, Economy
AS
San Diego → Chicago
30h 17m
3:50 PM - 12:07 PM • 1 stop
AS
San Diego → Chicago
7h 23m
8:17 PM - 11:00 PM • nonstop
$673
Alaska Airlines
Aug 19 - Aug 23, Economy
AS
San Diego → Chicago
30h 12m
6:35 PM - 2:47 PM • 1 stop
AS
San Diego → Chicago
7h 23m
8:17 PM - 11:00 PM • nonstop
$723
Alaska Airlines
Aug 19 - Aug 23, Economy
AS
San Diego → Chicago
28h 37m
4:50 PM - 12:07 PM • 1 stop
AS
San Diego → Chicago
27h 34m
6:00 AM - 8:54 PM • 1 stop
$890
Alaska Airlines
Aug 19 - Aug 23, Economy
B6
San Diego → Chicago
16h 53m
8:30 PM - 8:43 AM • 1 stop
B6
San Diego → Chicago
18h 44m
9:42 AM - 7:06 PM • 1 stop
$24872
JetBlue Airways

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 ORD?
The most popular airline flying from San Diego to Chicago are
Can I fly from SAN to ORD non-stop?
Yes, you can fly SAN to ORD 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 ORD Airport?
The earliest flight leaves SAN at 7:03 am and lands in ORD - Chicago O'Hare International
What are the airports in Chicago?
MDW,ORD
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 ORD?
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 ORD, which is 1723.04 miles by air.
Which airlines provide the cheapest flights from San Diego (SAN) to Chicago (ORD) ?
In the past couple of days, the cheapest tickets to ORD from SAN were found on UA : USD 517
Do I need a passport to fly between SAN and ORD?
No
What’s the latest departure time from SAN to ORD ?
The last flight leaves SAN at 10:40 pm

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

Origin Airport San Diego International , San Diego, US
Destination Airport Chicago O'Hare International , Chicago, US
Distance 1723 miles

More Flight Options for San Diego (SAN) and Chicago (ORD)

Why Fareleaders for SAN to ORD Plane Tickets

Lowest Prices
Lowest Prices
Uncover the best deals on San Diego to Chicago flights by comparing fares from hundreds of airlines and agencies.
New Deals
New Deals Everyday
Get the best prices on SAN to ORD flights—we update our fares daily so you never miss a saving.
Best Travel Options
No Service Fees
Compare hundreds of San Diego to Chicago flights and secure the best deals—we never add any service fees.
Get Fare Drop Alert
Be the first to know when fares drop for the San Diego (SAN) to Chicago (ORD)
Terms and Conditions*