- Cheapest roundtrip flight
- from€368
- Fastest outbound flight
- Fastest inbound flight
- non-stop flights
- 34x / week
- Flight distance
- 2,963 km
- Time difference
- Airports in Chicago
- O'Hare International Airport, IL
- Midway International Airport, IL
- Rockford, IL
- Most popular airlines
- Southwest Airlines
- United Airlines
- Southwest Airlines
Flight schedule from Chicago (CHI) to San Jose (SJC)
Select a travel date in the flight schedule for the route from Chicago (CHI) to San Jose (SJC) and compare affordable flight deals.
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Matching outbound flightsCHI–SJC · 11 of 11
fromto
dep.arr.
durationstopovers
- Sep 27 – Oct 3, 2026
- October 4 – 10, 2026
- October 11 – 17, 2026
- ORDSJCnonstop
- MDWSJCnonstop
- MDWSJCnonstop
- MDWSJCnonstop
- MDWSJCnonstop
- MDWSJCnonstop
- MDWSJCnonstop
- MDWSJCnonstop
- ORDSJCnonstop
- MDWSJCnonstop
- MDWSJCnonstop
Important flight information
Frequently Asked Questions (FAQ)
How long is the flight from Chicago to San Jose?
A nonstop flight from Chicago to San Jose typically takes around 4 hours 45 minutes. This makes the nonstop service the fastest and most convenient way to travel between Chicago and San Jose. It is worth checking flight times when searching, as they can vary by airline and travel date.
Are there nonstop flights from Chicago to San Jose?
Yes, there are nonstop flights from Chicago to San Jose, averaging around 4 to 5 flights per day, operated by, among others, Southwest and United Airlines. If you want to fly without a layover, it is worth filtering specifically for nonstop flights when searching.
Which airlines fly from Chicago to San Jose?
Direct flights from Chicago to San Jose are operated by, among others, Southwest and United Airlines. These flights take you to San Jose nonstop, making them especially practical for short trips or weekend getaways. It is still worth comparing departure times and airline policies, as baggage rules and fees can vary.
On which days are there nonstop flights from Chicago to San Jose?
Nonstop flights from Chicago to San Jose operate daily. The schedule may vary by season, so it is worth comparing several travel dates. If your preferred day does not have a nonstop flight, nearby departure days or short connecting flights may be a good alternative.
How many flights are there per day from Chicago to San Jose?
On the route from Chicago to San Jose, there are on average around 4 to 5 flights per day. The number of flights can vary by day of the week and season. If you are flexible with your dates, it is worth comparing several departure days.
How many flights per week are there from Chicago to San Jose?
From Chicago to San Jose, there are around 33 to 34 flights per week. This means you usually have connections available on several days and at various times. Beyond the price, it is worth comparing flight duration, airline, and any potential additional fees.
When does the first flight from Chicago to San Jose depart?
The earliest nonstop flight from Chicago to San Jose usually departs at 9:01 AM. The exact departure time may vary by day of the week and airline. Early flights are especially useful if you want to make the most of your arrival day in San Jose.
When does the last flight from Chicago to San Jose depart?
The last nonstop flight from Chicago to San Jose usually departs at 9:20 PM. Late flights can be convenient if you want to travel after work or in the evening. Do check whether it is a nonstop flight, as a connecting itinerary could push the arrival time significantly later.