Cheap Flights from San Jose International (SJC) to Chicago O'Hare International (ORD)

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Flight deals from San Jose International to Chicago O'Hare International

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Find the cheapest month to fly from San Jose International to Chicago O'Hare International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like San Jose International to Chicago O'Hare International flights are currently cheapest in May.

Direct flights from San Jose International to Chicago O'Hare International

San Jose International to Chicago O'Hare International: Alternative routes

Compare routes from San Jose International to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago O'Hare International.

San Jose to Chicago: Flight information

The things to know before you go.
Cheapest flight found$201
Cheapest month to flyMay
Average flight time4 hrs, 14 mins
Most popular airlineUnited
Average flights per week10

Finding cheap flights from San Jose International to Chicago O'Hare International: Frequently asked questions

The best price we found for a round-trip flight from San Jose International to Chicago O'Hare International is $201. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 14 minutes is the average flight time from San Jose International to Chicago O'Hare International.
United flies direct from San Jose International to Chicago O'Hare International.
There are 10 flights per week flying from San Jose International to Chicago O'Hare International, as of April 2024.
The cheapest month to fly from San Jose International to Chicago O'Hare International is usually May.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from San Jose International Airport to Chicago O'Hare International Airport on Friday, May 10, 2024.
Yes – the average flight time is 4 hours and 14 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago O'Hare International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Chicago O'Hare International is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Spirit Airlines and United offer the cheapest flight tickets to Chicago O'Hare International.

Chicago, Illinois is historic city in which blue collar industrialism meets white collar entrepreneurialism. It is home to some of the most famous brewing companies in the country, as well as folklore about infamous mob gangsters of times past. Chicago is a city that is split in half by the Chicago River and offers stunning parks, sculptures, and brilliant buildings to explore. If you are planning to take the route from sunny San Jose, California to Chicago, be sure to check out the amazing flight deals that Skyscanner has to offer.

Cheap Flights from San Jose International Airport to Chicago O'Hare Airport

Skyscanner can help you find the best possible airfare for this route. If your travel plans are flexible, make the trip between January and May, and you can find cheap tickets for less than $200. Night flights and flights during the middle of the work week also come deep discounts. You can fly directly to Chicago O'Hare International airport with American Airlines and United.

Departing from San Jose International Airport

San Jose International Airport (SJC) is the major international airport of the south San Francisco Bay Area. This airport has two main terminals and is located less than 35 miles from downtown San Francisco. This airport offers services and amenities that make traveling easy. Instead of waiting in a long line to check in for your flight, head over to the kiosk check in. There is even a CLEAR airport security checkpoint where you can register and breeze through airport security. While you are waiting for your flight, grab a bite to eat at Access Point, Euro Cafe, or Flames. You can also purchase gifts and other fun items at Authors Book Store, CNN News, or San Jose Market Place.

Arriving at Chicago O'Hare International Airport

Chicago O'Hare International Airport (ORD) is the largest airport in Illinois and is located 17 miles from downtown Chicago. This airport has four different terminals and is considered to be one of the busiest airports in the world. Once you land, be sure to check out the Urban Garden for a few minutes of natural tranquility or one of the lounges located throughout the airport. Dining options at this airport include Argo Tea, America's Dog, Bubbles Wine Bar, and Macaroni Grill.

Ground Transportation Options

Getting to Chicago and the surrounding communities is easy thanks to the transportation options available at Chicago O'Hare International Airport. Once you arrive to the airport, you can connect with the CTA Blue Line transit and train system, arrange for an Uber, hire a limo and driver, hail a taxi, or rent a car.

Attractions in Chicago

Chicago is an exciting hub for people with all kinds of budgets. Sports and history fans will have an awesome time checking out the historic Wrigley Field. You can also cruise down the Chicago River with an expert guide who will narrate stories and maybe even provide you with a hot meal. Chicago has great museums that are worth checking out. Keep Charnley-Persky House, The Field Museum, and Glessner House Museum on your radar.


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Prices shown on this page are estimated lowest prices only. Found in the last 45 days.