Popular in | March |
---|---|
Cheapest in | September |
Round-trip from | $248 |
One-way from | $172 |
Flights from Chicago Midway Airport to San Juan are found to be more expensive on Wednesday. This shouldn't discourage you from searching as you can still find great deals by being flexible with your options. Use our search form to find deals on tickets to San Juan.
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 57 days in advance, which can save you up to 25% on flights from Chicago Midway Airport to San Juan compared to booking the week you need them. Waiting 57 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $258. For sooner than that we have options available in the next 3 days from $283.
Due to multiple factors, expect to potentially pay more when booking in March. For low rates, October can be a great choice for travel to San Juan. Flights to San Juan from Chicago Midway Airport in October are about $319 on average during October, but can be found for as low as $90.
It’s typically best to fly out from Chicago Midway Airport to San Juan in the evening. Doing so could potentially save you 38% on the flight price compared to flying in the afternoon, which is usually more expensive.
Fly from
Fly to
Budget
$258 - $492
Route
Depart
Return
Price
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Mon 9/16
1 stop10h 47m
San Juan Luis Munoz Marin Intl
Thu 10/3
1 stop13h 08m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Thu 9/5
1 stop10h 47m
San Juan Luis Munoz Marin Intl
Mon 9/9
1 stop13h 08m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Fri 9/20
1 stop10h 47m
San Juan Luis Munoz Marin Intl
Sat 10/5
1 stop13h 37m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Sat 6/8
1 stop16h 37m
San Juan Luis Munoz Marin Intl
Wed 6/12
1 stop7h 23m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Fri 8/30
1 stop8h 57m
San Juan Luis Munoz Marin Intl
Fri 9/6
1 stop9h 44m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Fri 6/7
1 stop14h 11m
San Juan Luis Munoz Marin Intl
Fri 6/14
1 stop12h 58m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Mon 8/26
1 stop8h 32m
San Juan Luis Munoz Marin Intl
Wed 8/28
1 stop9h 50m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Sat 10/19
1 stop10h 52m
San Juan Luis Munoz Marin Intl
Sun 10/27
1 stop8h 19m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Mon 7/1
2 stops10h 31m
San Juan Luis Munoz Marin Intl
Mon 7/8
2 stops16h 27m
SJU Temperature | 77 - 82.4 °F |
---|
Overall
Comfort
Food
Boarding
Entertainment
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Overall
Comfort
Food
Boarding
Entertainment
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Overall
Comfort
Food
Boarding
Entertainment
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Overall
Comfort
Food
Boarding
Entertainment
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
0%of flight departures | Early morningMidnight to 6 am |
---|---|
100%of flight departures | Morning6 am to noon |
0%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
Sunday | 2daily flights |
---|---|
Monday | 1daily flight |
Tuesday | 1daily flight |
Wednesday | 1daily flight |
Thursday | 1daily flight |
Friday | 1daily flight |
Saturday | 1daily flight |
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Yes, we can. To see specific flights from Midway to San Juan with no change fees, users can toggle flexible booking options after using the search form above to find flights.
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