
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $527 (eDestinos) |
One-way from | $262 (Kiwi.com) |
Popular in | March |
Cheapest in | January |
Average price | $488 |
Fly from
Fly to
Route
Depart
Return
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Fri 7/24
8:45 am-8:30 pm
2 stops10h 45m
Chicago Midway
Fri 8/7
10:05 am-6:40 pm
2 stops9h 35m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Thu 7/23
1:40 pm-1:00 am
2 stops10h 20m
Chicago Midway
Sat 8/1
5:05 am-11:00 am
1 stop6h 55m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Thu 5/28
9:35 am-10:02 pm
2 stops11h 27m
Chicago Midway
Wed 6/3
3:07 pm-8:19 am
2 stops18h 12m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Fri 7/17
1:16 pm-10:15 pm
1 stop7h 59m
Chicago Midway
Fri 7/31
6:00 am-11:51 am
1 stop6h 51m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Wed 7/15
1:16 pm-10:15 pm
1 stop7h 59m
Chicago Midway
Tue 7/21
6:00 am-11:51 am
1 stop6h 51m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Sat 8/1
1:16 pm-10:15 pm
1 stop7h 59m
Chicago Midway
Sat 8/8
6:05 am-1:03 pm
1 stop7h 58m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Sat 7/18
8:45 am-11:40 pm
1 stop13h 55m
Chicago Midway
Sun 7/26
5:05 am-11:35 am
1 stop7h 30m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Wed 6/24
8:45 am-10:00 pm
2 stops12h 15m
Chicago Midway
Tue 6/30
1:10 pm-7:40 pm
1 stop7h 30m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Sun 7/19
12:00 pm-11:40 pm
1 stop10h 40m
Chicago Midway
Wed 7/22
10:15 am-7:40 pm
1 stop10h 25m
San JoséChicago
SJO - MDW
SJOMDW
San José Juan Santamaria Intl
Sat 7/25
7:07 am-10:08 pm
2 stops14h 01m
Food
Boarding
Crew
Entertainment
Overall
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
Food
Boarding
Crew
Entertainment
Overall
Comfort
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$463 | Average$507 | FlexibilityNo cancel fee | On-time63% |