Cheap Flight Tickets from San Jose (SJC) to Chicago (ORD), Starting at $252

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

$252

AS Alaska Airlines • 1 stop • 19h 7m

Sep 18 – Sep 26

The cheapest round trip flight from San Jose to Chicago (SJC-ORD-SJC) is currently $252

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Cheapest Direct Flight

$483

UA United Airlines • nonstop • 7h 5m

Sep 18

The cheapest nonstop flight from San Jose to Chicago (SJC-ORD) is currently $483

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Fastest Flight

7h 5m

The fastest nonstop flight from San Jose to Chicago (SJC-ORD) takes 7h 5m

Top Airlines Flying from San Jose to Chicago

Delta Airline, DL

Delta Airlines

Alaska Airlines -AS

Alaska Airlines

United Airlines, UA

United Airlines

American Airlines, AA

American 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.

Sep 18 - Sep 26, Economy
AS
San Jose → Chicago
19h 7m
10:12 AM - 11:59 PM • 1 stop
AS
San Jose → Chicago
13h 45m
7:20 AM - 1:45 PM • 1 stop
$252
Alaska Airlines
Sep 18 - Sep 26, Economy
AS
San Jose → Chicago
15h 44m
6:17 AM - 6:01 PM • 1 stop
AS
San Jose → Chicago
14h 17m
1:03 PM - 8:00 PM • 1 stop
$254
Alaska Airlines
Sep 18 - Sep 26, Economy
AS
San Jose → Chicago
22h 10m
8:29 AM - 11:59 PM • 1 stop
AS
San Jose → Chicago
31h 55m
4:08 PM - 9:23 AM • 2 stops
$291
Alaska Airlines
Sep 18 - Sep 26, Economy
AS
San Jose → Chicago
19h 7m
10:12 AM - 11:59 PM • 1 stop
AS
San Jose → Chicago
35h 1m
2:22 PM - 9:23 AM • 2 stops
$291
Alaska Airlines
Sep 18 - Sep 26, Economy
DL
San Jose → Chicago
13h 56m
7:25 AM - 6:01 PM • 1 stop
DL
San Jose → Chicago
11h 44m
7:45 AM - 12:49 PM • 1 stop
$433
Delta Airlines
Sep 18 - Sep 26, Economy
DL
San Jose → Chicago
13h 56m
7:25 AM - 6:01 PM • 1 stop
DL
San Jose → Chicago
15h 18m
8:55 AM - 4:13 PM • 2 stops
$435
Delta 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 6:17 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 AS : USD 254
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 2:10 pm

Essential Information for Booking Flights from San Jose (SJC) - AI Insights

What's the cheapest airline from sjc to ord?
You can find the cheapest flights from San Jose International Airport (sjc) to Chicago O'Hare International Airport (ord) on budget-friendly airlines like Frontier Airlines (F9), which offers affordable fares. For a one-way trip with 5 passengers, booking in advance is recommended, ideally 14 days prior to your desired travel date. This will help you secure the best available airfares. You can search for these flights on websites specializing in cheap airline tickets and airfares.
What's the popular airline to fly from sjc to ord?
You can fly from San Jose International Airport (sjc) to Chicago O'Hare International Airport (ord) on Alaska Airlines, which offers budget-friendly flights with one stop. Please book your ticket at least 14 days in advance to get the best deals on airfares. You can find affordable flights on our website for your July trip.
What's the cheapest day of the week to fly from sjc to ord?
The cheapest day to fly from San Jose International Airport (sjc) to Chicago O'Hare International Airport (ord) is Saturday. Flying on Saturdays can result in lower fares, making it a budget-friendly option for your one-way trip.
What's the cheapest month to fly from sjc to ord?
The cheapest month to fly from San Jose International Airport (sjc) to Chicago O'Hare International Airport (ord) is June, as it typically offers the lowest airfares.
Which airline/airlines fly from sjc to ord?
The airlines that fly from Norman Y. Mineta San Jose International Airport (sjc) to Chicago O'Hare International Airport (ord) include American Airlines (AA), Southwest Airlines (WN), Delta Airlines (DL), Alaska Airlines (AS), Volaris Airline (Y4), Frontier Airlines (F9), and United Airlines (UA). You can find more information on these airlines and their flight schedules on their official websites or through a flight comparison website.
What is the cheapest flight from San Jose to Chicago O'Hare International Airport?
You can find affordable airfares on FareLeaders for your flight from San Jose to Chicago O'Hare International Airport. Frontier Airlines is the cheapest airline for this route.
How far in advance should I book my flight from Milwaukee to Chicago?
It is recommended to book your flight from Milwaukee to Chicago at least 14 days in advance to get the best fares.
Can I find affordable airfares on your website for July travel?
Yes, you can find affordable airfares on FareLeaders for your July travel. Our website offers a wide range of flights for July travel.
What is the best way to look for busco flights to Rico?
We do not offer busco flights to Rico. However, you can use our website to find flights to Rico and explore other options.
How many stops are there on this one-way trip from San to Chicago?
There is one stop on this one-way trip from San to Chicago.
Can I book a ticket with airlines on your website?
Yes, you can book a ticket with airlines on our website. We offer a wide range of airlines to choose from.

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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