
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $385 (Delta) |
One-way from | $154 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $614 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Tue 12/16
6:40 pm-12:10 pm
2 stops18h 30m
San José del Cabo Los Cabos
Tue 12/23
1:52 pm-10:22 pm
1 stop7h 30m
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Sun 3/1
6:00 am-5:37 pm
2 stops12h 37m
San José del Cabo Los Cabos
Fri 3/6
6:05 am-10:44 pm
2 stops15h 39m
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Mon 4/20
6:00 am-11:08 am
1 stop7h 08m
San José del Cabo Los Cabos
Tue 4/21
12:15 pm-9:45 pm
1 stop7h 30m
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Sun 4/19
6:00 am-11:08 am
1 stop7h 08m
San José del Cabo Los Cabos
Tue 4/21
12:15 pm-9:45 pm
1 stop7h 30m
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Sat 1/10
5:31 pm-8:40 am
2 stops16h 09m
San José del Cabo Los Cabos
Wed 1/14
9:35 am-10:07 pm
2 stops11h 32m
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Fri 12/12
5:30 am-2:50 pm
1 stop10h 20m
San José del Cabo Los Cabos
Fri 12/19
4:30 pm-1:10 am
1 stop7h 40m
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Tue 12/9
8:15 am-2:50 pm
1 stop7h 35m
San José del Cabo Los Cabos
Tue 12/16
2:40 pm-5:05 am
2 stops13h 25m
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Thu 1/29
5:05 am-11:40 am
1 stop7h 35m
San José del Cabo Los Cabos
Tue 2/3
2:35 pm-10:55 pm
1 stop7h 20m
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Mon 1/26
6:00 am-2:09 pm
1 stop9h 09m
San José del Cabo Los Cabos
Sat 1/31
1:45 pm-10:22 pm
1 stop7h 37m
ChicagoSan José del Cabo
MDW - SJD
MDWSJD
Chicago Midway
Sun 1/18
5:59 pm-8:40 am
2 stops15h 41m
San José del Cabo Los Cabos
Sun 1/25
4:32 pm-8:52 am
2 stops15h 20m
Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Los Cabos (average of $393). Flying from Chicago Midway Airport to Los Cabos in February is currently the most expensive (average of $793). 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.
Boarding
Entertainment
Crew
Overall
Comfort
Food
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Entertainment
Crew
Overall
Comfort
Food
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$545 | Average$720 | FlexibilityNo cancel fee | On-time63% |