
Round-trip from | $230 (Kiwi.com) |
|---|---|
One-way from | $112 (Trip.com) |
Popular in | December |
Cheapest in | November |
Average price | $330 |
Good round-trip deal | $476 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Mon 9/22
5:15 pm-9:56 am
2 stops15h 41m
San Juan Luis Munoz Marin Intl
Fri 9/26
3:39 am-9:51 am
1 stop7h 12m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sat 10/18
1:45 pm-11:45 pm
2 stops9h 00m
San Juan Luis Munoz Marin Intl
Fri 10/31
5:40 am-1:00 pm
2 stops8h 20m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Wed 10/1
6:15 am-5:25 pm
1 stop10h 10m
San Juan Luis Munoz Marin Intl
Wed 10/8
2:45 pm-10:45 pm
1 stop9h 00m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sat 10/25
12:50 pm-11:25 pm
2 stops9h 35m
San Juan Luis Munoz Marin Intl
Fri 10/31
5:40 am-1:00 pm
2 stops8h 20m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Mon 11/3
2:10 pm-12:35 am
2 stops8h 25m
San Juan Luis Munoz Marin Intl
Wed 11/12
6:40 am-1:45 pm
1 stop9h 05m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sat 11/1
1:45 pm-11:45 pm
2 stops9h 00m
San Juan Luis Munoz Marin Intl
Fri 11/7
6:40 am-2:10 pm
2 stops9h 30m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Wed 10/8
6:55 am-5:15 pm
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Wed 10/15
6:10 am-2:25 pm
1 stop9h 15m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sun 11/9
1:25 pm-12:35 am
2 stops9h 10m
San Juan Luis Munoz Marin Intl
Sat 11/15
8:10 am-2:35 pm
2 stops8h 25m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Fri 10/24
12:55 pm-11:50 pm
2 stops9h 55m
San Juan Luis Munoz Marin Intl
Fri 10/31
5:40 am-1:00 pm
2 stops8h 20m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Wed 9/24
1:30 pm-10:45 pm
1 stop8h 15m
San Juan Luis Munoz Marin Intl
Wed 10/1
7:20 am-2:40 pm
2 stops8h 20m
Booking 51 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport (average of $254). Flying from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport 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 Luis Munoz Marin Intl Airport in the evening. Doing so could potentially save you 34% 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 Luis Munoz Marin Intl Airport 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.
Atlanta (ATL) – chosen by Cheapflights users on 60% of 1-stop itineraries from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport on Cheapflights.
Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 7h 00m.
Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 7h 00m.
Flights via Atlanta (ATL) offer the fastest connection on this route, with an average layover time of 2h 02m.
Crew
Overall
Entertainment
Comfort
Food
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Entertainment
Comfort
Food
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Entertainment
Comfort
Food
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Entertainment
Comfort
Food
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Entertainment
Comfort
Food
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
Crew
Overall
Entertainment
Comfort
Food
Boarding
Reviews
Mike,Aug 2025
OKC - AUS
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$133 | Average$283 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$149 | Average$365 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$299 | Average$443 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$325 | Average$412 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$360 | Average$492 | FlexibilityNo cancel fee | On-time63% |