€201 Cheap Flights from Chicago (MDW) to San Jose (SJC)

    Plan, book, fly with confidence
  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 10% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

Cheap Flights from Chicago (MDW) to San Jose (SJC)

Prices were available within the past 7 days and start at €201 for one-way flights and €372 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 9 Jul - Mon, 15 Jul
MDW
Chicago
SJC
San Jose
€372 Return, found 3 days ago
€372
Return
found 3 days ago
Select Delta flight, departing Tue, 9 Jul from Chicago to San Jose, returning Mon, 15 Jul, priced at €372 found 3 days ago
Delta
Tue, 9 Jul - Mon, 15 Jul
MDW
Chicago
SJC
San Jose
€518 Return, found 3 days ago
€518
Return
found 3 days ago
Select Delta flight, departing Tue, 9 Jul from Chicago to San Jose, returning Mon, 15 Jul, priced at €518 found 3 days ago
Delta
Tue, 9 Jul - Mon, 15 Jul
MDW
Chicago
SJC
San Jose
€546 Return, found 3 days ago
€546
Return
found 3 days ago
Select Delta flight, departing Tue, 9 Jul from Chicago to San Jose, returning Mon, 15 Jul, priced at €546 found 3 days ago
Delta
Tue, 9 Jul - Mon, 15 Jul
MDW
Chicago
SJC
San Jose
€608 Return, found 3 days ago
€608
Return
found 3 days ago
Select Delta flight, departing Tue, 9 Jul from Chicago to San Jose, returning Mon, 15 Jul, priced at €608 found 3 days ago
Delta
Thu, 18 Jul - Wed, 24 Jul
MDW
Chicago
SJC
San Jose
€675 Return, found 2 hours ago
€675
Return
found 2 hours ago
Select Delta flight, departing Thu, 18 Jul from Chicago to San Jose, returning Wed, 24 Jul, priced at €675 found 2 hours ago
Delta
Thu, 18 Jul - Wed, 24 Jul
MDW
Chicago
SJC
San Jose
€705 Return, found 2 hours ago
€705
Return
found 2 hours ago
Select Delta flight, departing Thu, 18 Jul from Chicago to San Jose, returning Wed, 24 Jul, priced at €705 found 2 hours ago
Delta
Thu, 18 Jul - Wed, 24 Jul
MDW
Chicago
SJC
San Jose
€711 Return, found 2 hours ago
€711
Return
found 2 hours ago
Select Delta flight, departing Thu, 18 Jul from Chicago to San Jose, returning Wed, 24 Jul, priced at €711 found 2 hours ago
Delta
Tue, 9 Jul - Mon, 15 Jul
MDW
Chicago
SJC
San Jose
€772 Return, found 3 days ago
€772
Return
found 3 days ago
Select Delta flight, departing Tue, 9 Jul from Chicago to San Jose, returning Mon, 15 Jul, priced at €772 found 3 days ago
Delta
Thu, 18 Jul - Wed, 24 Jul
MDW
Chicago
SJC
San Jose
€816 Return, found 2 hours ago
€816
Return
found 2 hours ago
Select Delta flight, departing Thu, 18 Jul from Chicago to San Jose, returning Wed, 24 Jul, priced at €816 found 2 hours ago
Delta
Tue, 9 Jul - Mon, 15 Jul
MDW
Chicago
SJC
San Jose
€834 Return, found 3 days ago
€834
Return
found 3 days ago
Select Delta flight, departing Tue, 9 Jul from Chicago to San Jose, returning Mon, 15 Jul, priced at €834 found 3 days ago
Flight from Chicago to San Jose route information
Origin airport
Midway Intl.
Destination airport
Norman Y. Mineta San Jose Intl.
Return price
€371
Distance
2933 km
San Jose Airports

San Francisco

Oakland

Chicago Airports

Chicago

O'Hare Intl. to San Jose
€311.01
*Available to Expedia members.