Cheap Flight Tickets from San Jose (SJC) to Chicago (ORD), Starting at $256

Good to Know: Cheapest and Fastest SJC - ORD Flights

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

Cheapest Round Trip Flight

$256

AA American Airlines • 1 stop • 10h 20m

Jul 24 – Jul 26

The cheapest round trip flight from San Jose to Chicago (SJC-ORD-SJC) is currently $256

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Cheapest Direct Flight

$340

UA United Airlines • nonstop • 7h 4m

Jul 24

The cheapest nonstop flight from San Jose to Chicago (SJC-ORD) is currently $340

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Fastest Flight

7h 4m

The fastest nonstop flight from San Jose to Chicago (SJC-ORD) takes 7h 4m

Top Airlines Flying from San Jose to Chicago

Delta Airline, DL

Delta Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American Airlines

Alaska Airlines -AS

Alaska Airlines

Latest Flight Deals from San Jose (SJC) to Chicago (ORD)

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

Jul 24 - Jul 26, Economy
AA
San Jose → Chicago
10h 20m
2:23 PM - 11:39 PM • 1 stop
AA
San Jose → Chicago
10h 4m
5:00 AM - 10:49 AM • 1 stop
$256
American Airlines
Jul 24 - Jul 26, Economy
AA
San Jose → Chicago
8h 50m
7:23 PM - 6:25 AM • 1 stop
AA
San Jose → Chicago
10h 4m
5:00 AM - 10:49 AM • 1 stop
$256
American Airlines
Jul 24 - Jul 26, Economy
AA
San Jose → Chicago
9h 15m
6:01 AM - 2:21 PM • 1 stop
AA
San Jose → Chicago
10h 4m
5:00 AM - 10:49 AM • 1 stop
$359
American Airlines
Jul 24 - Jul 26, Economy
F9
San Jose → Chicago
12h 34m
2:12 PM - 5:37 AM • 1 stop
AS
San Jose → Chicago
13h 23m
7:20 AM - 1:23 PM • 1 stop
$514
Frontier Airlines
Jul 24 - Jul 26, Economy
AS
San Jose → Chicago
12h 34m
10:03 AM - 6:57 PM • 1 stop
AS
San Jose → Chicago
13h 23m
7:20 AM - 1:23 PM • 1 stop
$557
Alaska Airlines
Jul 24 - Jul 26, Economy
AS
San Jose → Chicago
12h 34m
5:28 PM - 6:20 AM • 1 stop
AS
San Jose → Chicago
13h 23m
7:20 AM - 1:23 PM • 1 stop
$839
Alaska Airlines

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

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

FAQs on San Jose to Chicago Flights

What are the airports in San Jose?
SJC
What’s the most popular airline flying from SJC to ORD?
The most popular airline flying from San Jose to Chicago are
Can I fly from SJC to ORD non-stop?
Yes, you can fly SJC to ORD non-stop on
Which airlines fly nonstop between San Jose and Chicago?
The non-stop flights between San Jose and Chicago are .
What’s the earliest departure time from SJC to ORD Airport?
The earliest flight leaves SJC at 6:01 am and lands in ORD - Chicago O'Hare International
What are the airports in Chicago?
MDW,ORD
Can I make changes to my San Jose 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 SJC to ORD?
Read the fare rules of the San Jose 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 Jose and Chicago?
operate flights between San Jose and Chicago
How long does a flight from San Jose to Chicago take?
It takes approximately 4 hour to fly non-stop from SJC to ORD, which is 1829.35 miles by air.
Which airlines provide the cheapest flights from San Jose (SJC) to Chicago (ORD) ?
In the past couple of days, the cheapest tickets to ORD from SJC were found on AA : USD 256
Do I need a passport to fly between SJC and ORD?
No
What’s the latest departure time from SJC to ORD ?
The last flight leaves SJC at 7:23 pm

San Jose (SJC) to Chicago (ORD): Airport Information

Origin Airport Norman Y. Mineta San Jose International , San Jose, US
Destination Airport Chicago O'Hare International , Chicago, US
Distance 1829 miles

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