Direct (nonstop) flights from San Jose to Chicago
1 airline flys nonstop from Norman Y Mineta San Jose International (SJC) to Chicago Midway International (MDW). It's 1,837 miles (2,957 km), about 4h 5m 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 San Jose to Chicago with one stop · direct emits 310 kg CO₂ per passenger
Looking for the return flight?
MDW → SJC: Flights from Chicago to San JoseOther direct flights from San Jose
Direct flights from Chicago (MDW)
Frequently Asked Questions
How long is the direct flight from San Jose to Chicago?
A nonstop flight from San Jose (SJC) to Chicago (MDW) takes approximately 4 hours and 5 minutes. The distance is 1,837 miles (2,957 km).
Which airlines fly nonstop from San Jose to Chicago?
Just Southwest Airlines.
Is there a nonstop flight from San Jose to Chicago?
Yes. 1 airline: Southwest Airlines.
How far is San Jose from Chicago?
The flight distance from San Jose to Chicago is 1,837 miles (2,957 km), measured as the great-circle (shortest air) distance.
What type of aircraft flies from San Jose to Chicago?
At 4h 5m, 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 San Jose to Chicago?
Roughly 310 kg CO2 per passenger one-way. That's about the same as driving 1,550 km.
Is the return flight from Chicago to San Jose 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 San Jose to Chicago?
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 Norman Y Mineta San Jose International for this flight?
1.5-2 hours for domestic. Add more time during holidays or busy travel weekends.