Direct (nonstop) flights from Chicago to San Jose
1 airline flys nonstop from Chicago Midway International (MDW) to Norman Y Mineta San Jose International (SJC). It's 1,837 miles (2,957 km), about 4h 33m in the air. Operated by Southwest Airlines.
Southwest Airlines
Route data last updated: May 29, 2026
Airlines with non-stop flights
WN
Southwest Airlines
Alternative Routes
Other ways to fly from Chicago to San Jose with one stop · direct emits 310 kg CO₂ per passenger
Looking for the return flight?
SJC → MDW: Flights from San Jose to ChicagoOther direct flights from Chicago
Direct flights from San Jose (SJC)
Frequently Asked Questions
How long is the direct flight from Chicago to San Jose?
A nonstop flight from Chicago (MDW) to San Jose (SJC) takes approximately 4 hours and 33 minutes. The distance is 1,837 miles (2,957 km).
Which airlines fly nonstop from Chicago to San Jose?
Just Southwest Airlines.
Is there a nonstop flight from Chicago to San Jose?
Yes. 1 airline: Southwest Airlines.
How far is Chicago from San Jose?
The flight distance from Chicago to San Jose is 1,837 miles (2,957 km), measured as the great-circle (shortest air) distance.
What type of aircraft flies from Chicago to San Jose?
At 4h 33m, this route typically uses narrow-body or mid-range jets — Boeing 737 MAX or Airbus A320neo. Varies by airline.
What is the carbon footprint of a flight from Chicago to San Jose?
Roughly 310 kg CO2 per passenger one-way. That's about the same as driving 1,550 km.
Is the return flight from San Jose to Chicago also nonstop?
Yes — nonstop flights run both ways. Flight time may differ slightly due to wind patterns.
When is the cheapest time to fly from Chicago to San Jose?
Midweek flights (Tue/Wed) outside holiday peaks are usually cheapest. 3-6 weeks ahead is a good window for this route. Use "Check Prices" above to compare.
How early should I arrive at Chicago Midway International for this flight?
1.5-2 hours for domestic. Add more time during holidays or busy travel weekends.