Round-trip from | $207 (Priceline) |
---|---|
One-way from | $123 (FlightHub) |
Popular in | December |
Cheapest in | August |
Average price | $481 |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Thu 8/21
6:15 am-2:26 pm
1 stop7h 11m
San Juan Luis Munoz Marin Intl
Wed 8/27
12:59 am-1:10 pm
1 stop13h 11m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Thu 9/25
6:00 am-3:10 pm
1 stop8h 10m
San Juan Luis Munoz Marin Intl
Tue 9/30
7:20 am-2:20 pm
1 stop8h 00m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Thu 9/18
1:59 pm-9:52 am
2 stops18h 53m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Fri 8/22
9:32 am-4:21 pm
3 stops29h 49m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Tue 8/12
8:35 am-10:30 pm
1 stop12h 55m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Tue 9/2
6:00 am-4:36 pm
1 stop9h 36m
The best time to book flights from Chicago Midway Airport to San Juan is 29 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to San Juan (average of $254). Flying from Chicago Midway Airport to San Juan in June is currently the most expensive (average of $339). 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.
It’s typically best to fly out from Chicago Midway Airport to San Juan in the evening. Doing so could potentially save you 29% on the flight price compared to flying in the morning, which is usually more expensive.
Travelers seeking maximum savings on their Chicago Midway Airport to San Juan flight should consider departing on Tuesday mornings when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
John,May 2025
PVD - BNA
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
John,May 2025
PVD - BNA
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
John,May 2025
PVD - BNA
Boarding
Food
Comfort
Entertainment
Overall
Crew
Reviews
John,May 2025
PVD - BNA
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$133 | Average$280 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$149 | Average$327 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$299 | Average$443 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$325 | Average$428 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$354 | Average$491 | FlexibilityNo cancel fee | On-time63% |