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

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

Available flights

Southwest AirlinesNon-stop
from$224
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Frequently asked questions

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

Cheapest fares San Jose → Chicago

San Jose SJC
Chicago MDW
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 San Jose → Chicago.

Cheap flights from San Jose to Chicago Cheapest month to fly to Chicago 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 San Jose

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

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

Or try a nearby airport to Chicago

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

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

Other flights from Chicago (MDW)

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