A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.
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Did you mean Flights from San Jose to Chicago?
Chicago
United StatesMDW
Chicago Midway International Airport
San Jose
United StatesSJC
Norman Y. Mineta San Jose International Airport
Chicago Midway International Airport (MDW) serves Chicago; Norman Y. Mineta San Jose International Airport (SJC) serves San Jose.
The airports are 1,833 miles apart by great-circle distance.
Roame's current schedule feed shows nonstop service from MDW to SJC.
Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.
Published schedule dates span Oct 1, 2026 – Jun 2, 2027.
These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.
Chicago Midway International Airport (MDW) is the origin airport and Norman Y. Mineta San Jose International Airport (SJC) is the destination airport.
MDW and SJC are approximately 1,833 miles apart by great-circle distance.
Yes. Roame's current schedule feed shows nonstop service from MDW to SJC.
Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.
Aircraft listed in the current schedule include Boeing 737 MAX 8 (7M8), 7S7 and JET.