
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $332 (Kiwi.com) |
One-way from | $161 (Trip.com) |
Popular in | December |
Cheapest in | March |
Average price | $489 |
Fly from
Fly to
Route
Depart
Return
Price
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
jue. 4/23
9:00 am-10:45 pm
2 stops12h 45m
Chicago Midway
dom. 4/26
6:50 am-1:00 pm
1 stop7h 10m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
lun. 2/2
9:40 am-10:55 pm
1 stop13h 15m
Chicago Midway
dom. 2/22
7:55 am-7:30 pm
2 stops11h 35m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
mié. 3/11
8:45 am-7:20 pm
1 stop9h 35m
Chicago Midway
mié. 3/18
6:00 am-12:55 pm
1 stop7h 55m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
mié. 2/25
9:40 am-8:15 pm
2 stops10h 35m
Chicago Midway
mar. 3/3
5:00 am-12:50 pm
1 stop7h 50m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
jue. 2/19
2:25 pm-10:31 pm
1 stop8h 06m
Chicago Midway
mar. 2/24
9:34 am-10:02 pm
2 stops12h 28m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
vie. 2/13
7:00 am-10:31 pm
1 stop15h 31m
Chicago Midway
mar. 2/17
10:49 am-10:02 pm
1 stop11h 13m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
jue. 2/12
9:40 am-8:25 pm
1 stop10h 45m
Chicago Midway
dom. 2/15
10:30 am-7:30 pm
1 stop9h 00m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
mié. 3/4
7:00 am-10:31 pm
1 stop15h 31m
Chicago Midway
mar. 3/10
9:35 am-9:15 pm
2 stops12h 40m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
vie. 3/20
1:29 pm-3:25 pm
2 stops24h 56m
Chicago Midway
mar. 3/24
7:30 am-10:38 am
2 stops28h 08m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
jue. 2/5
7:00 am-10:22 pm
1 stop15h 22m
Chicago Midway
dom. 2/22
10:49 am-10:02 pm
1 stop11h 13m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
About 0% of weekly flights between San José and Chicago have experienced delays in the past year, with the average delay time being 0 minutes.
Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.
Food
Boarding
Entertainment
Comfort
Overall
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
Food
Boarding
Entertainment
Comfort
Overall
Crew
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$463 | Average$507 | FlexibilityNo cancel fee | On-time63% |