Direct flights from Chicago to San Jose (MDW → SJC)

Distance 2,951 km (1,834 mi)
Est. duration 3h 28m
MDW
Chicago
Chicago Midway International, USA
SJC
San Jose
Norman Y Mineta San Jose International, USA
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Live fares · MDW → SJC

Available flights

Southwest AirlinesNon-stop
from$394
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Frequently asked questions

How far is the flight from Chicago to San Jose? The flight distance from MDW to SJC is approximately 2,951 km (1,834 miles).
How long is the flight from MDW to SJC? The estimated flight time from Chicago to San Jose is approximately 3h 28m.
What airlines fly from MDW to SJC? Airlines operating direct flights from Chicago to San Jose include: WN.

Cheapest fares Chicago → San Jose

Chicago MDW
San Jose SJC
May — June — July — August — September — October —

Related guides for this route

Sibling pages from across Flightmaps — fares, visa rules, country aggregations, and per-airline routes for Chicago → San Jose.

Cheap flights from Chicago to San Jose Cheapest month to fly to San Jose Flights from USA Flights to USA Visa-free with USA passport All airports in USA WN routes & destinations All routes by this carrier

Try a nearby airport to Chicago

Flights to San Jose (SJC) from other airports within 350 km of Chicago. Often unlocks cheaper fares or better times.

ORD → SJC 25 km from MDW Chicago → San Jose USA · 282 destinations SBN → SJC 119 km from MDW South Bend → San Jose USA · 22 destinations RFD → SJC 121 km from MDW Rockford → San Jose USA · 8 destinations MKE → SJC 130 km from MDW Milwaukee → San Jose USA · 34 destinations BMI → SJC 175 km from MDW Bloomington → San Jose USA · 6 destinations

Or try a nearby airport to San Jose

Flights from Chicago (MDW) to other airports within 350 km of San Jose.

MDW → OAK 46 km from SJC Chicago → Oakland USA · 34 destinations MDW → SFO 49 km from SJC Chicago → San Francisco USA · 147 destinations MDW → MRY 87 km from SJC Chicago → Monterey USA · 9 destinations MDW → STS 149 km from SJC Chicago → Santa Rosa USA · 13 destinations MDW → SMF 150 km from SJC Chicago → Sacramento USA · 50 destinations

Other flights from Chicago (MDW)

Aguascalientes (AGU) Albany (ALB) Albuquerque (ABQ) Asheville (AVL) Atlanta (ATL) Austin (AUS) Baltimore (BWI) Birmingham (BHM) All 97 destinations →

Other flights from San Jose (SJC)

Atlanta (ATL) Austin (AUS) Baltimore (BWI) Boise (BOI) Burbank (BUR) Chicago (ORD) Dallas (DAL) Dallas (DFW) All 39 destinations →