How much is a flight from San Jose to Chicago O'Hare?

There’s no fixed price — fares between San Jose and Chicago can vary a lot by day or time.

Pick a travel date to see today’s available fares.

Flying during the week can be more affordable, as weekend flights tend to be pricier. Also consider demand and availability: the last remaining seats often come at higher fares!

Flying from or to San Jose and Chicago? Here are your airport options

Knowing your full list of nearby airports can make flight planning easier, especially when routes vary.

• Airports in San Jose: Only San Jose is available for departures.
• Airports in Chicago: Arrivals into Chicago are possible from 3 airports - Midway, O'Hare, Rockford.

For families or those traveling with assistance, smaller airports can be easier to navigate. Cities served by multiple airports often allow for more flexible travel planning.

Compare flights from San Jose to Chicago O'Hare with advanced filters

Find your ideal flight using Jetcost. Select whether you want nonstop or connecting flights, round-trip or one-way, and filter by airline, price, or booking site.

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If you have a preferred time to leave or arrive, filters can help you show only the matching flights. You can also filter by your favorite airline and see only those deals.