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 | $236 (Southwest) |
---|---|
One-way from | $116 (Southwest) |
Popular in | September |
Cheapest in | November |
Average price | $452 |
Good round-trip deal | $331 or less |
Good one-way deal | $186 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Wed 8/27
5:40 pm-8:10 pm
Nonstop4h 30m
San Jose
Mon 9/1
8:55 pm-5:10 am
1 stop6h 15m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Sun 8/31
6:00 am-5:04 pm
2 stops13h 04m
San Jose
Sat 9/13
2:25 pm-8:53 am
2 stops16h 28m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Thu 7/31
8:38 pm-1:17 pm
2 stops18h 39m
San Jose
Sun 8/3
7:00 pm-11:41 am
2 stops14h 41m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Mon 7/28
6:20 am-11:54 pm
2 stops19h 34m
San Jose
Thu 7/31
12:18 pm-8:54 pm
1 stop6h 36m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Thu 8/7
7:55 pm-10:25 pm
Nonstop4h 30m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Tue 10/7
2:00 pm-10:53 am
2 stops22h 53m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Mon 8/11
9:12 am-10:36 am
2 stops27h 24m
ChicagoSan Jose
MDW - SJC
MDWSJC
Chicago Midway
Sat 8/2
2:44 pm-11:22 am
1 stop22h 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 $359). 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.
Overall
Boarding
Comfort
Food
Crew
Entertainment
Reviews
Merlyn,Feb 2025
LAX - SMF
Overall
Boarding
Comfort
Food
Crew
Entertainment
Reviews
Merlyn,Feb 2025
LAX - SMF
Overall
Boarding
Comfort
Food
Crew
Entertainment
Reviews
Merlyn,Feb 2025
LAX - SMF
Overall
Boarding
Comfort
Food
Crew
Entertainment
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% |