Use the Orange Line train for a quick, cost-effective way to reach MDW, taking less than 30 minutes from downtown Chicago.
Round-trip from | $257 (Delta) |
---|---|
One-way from | $125 (FlightHub) |
Popular in | September |
Cheapest in | November |
Average price | $452 |
Good round-trip deal | $396 or less |
Good one-way deal | $564 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Sat 8/16
4:25 pm-10:18 pm
1 stop7h 53m
San Jose
Sat 8/23
10:25 pm-8:35 am
1 stop8h 10m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Thu 9/18
1:53 pm-5:55 pm
2 stops30h 02m
San Jose
Sun 9/21
2:09 pm-3:53 pm
1 stop23h 44m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Tue 10/21
5:25 pm-7:55 pm
Nonstop4h 30m
San Jose
Tue 10/28
7:30 am-1:35 pm
Nonstop4h 05m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Sat 8/9
2:44 pm-11:22 am
1 stop22h 38m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Tue 8/12
1:43 pm-8:35 pm
1 stop8h 52m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Mon 9/29
7:55 pm-10:25 pm
Nonstop4h 30m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Fri 9/26
9:42 pm-7:20 am
1 stop11h 38m
Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to San Jose (average of $255). Flying from Chicago Midway Airport to San Jose in June is currently the most expensive (average of $358). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
One of the essential ways to save on airfare from Chicago Midway Airport to San Jose is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 12% on airfare.
Entertainment
Overall
Comfort
Crew
Boarding
Food
Reviews
Merlyn,Feb 2025
LAX - SMF
Entertainment
Overall
Comfort
Crew
Boarding
Food
Reviews
Merlyn,Feb 2025
LAX - SMF
Entertainment
Overall
Comfort
Crew
Boarding
Food
Reviews
Merlyn,Feb 2025
LAX - SMF
Entertainment
Overall
Comfort
Crew
Boarding
Food
Reviews
Merlyn,Feb 2025
LAX - SMF
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$138 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$376 | Average$459 | FlexibilityNo cancel fee | On-time63% |