Popular in | March |
---|---|
Cheapest in | September |
Round-trip from | $245 |
One-way from | $99 |
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 39% on the flight price compared to flying in the afternoon, which is usually more expensive.
Fly from
Fly to
Budget
$257 - $433
Route
Depart
Return
Price
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Wed 9/11
1 stop10h 47m
San Juan Luis Munoz Marin Intl
Wed 9/18
1 stop13h 08m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Thu 9/12
1 stop10h 47m
San Juan Luis Munoz Marin Intl
Mon 9/16
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
Wed 9/25
1 stop13h 08m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Tue 8/27
1 stop12h 11m
San Juan Luis Munoz Marin Intl
Fri 9/6
1 stop9h 44m
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
Wed 8/14
1 stop13h 20m
San Juan Luis Munoz Marin Intl
Thu 8/15
1 stop7h 59m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Sat 8/31
1 stop11h 34m
San Juan Luis Munoz Marin Intl
Thu 9/5
1 stop11h 09m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Tue 10/8
1 stop7h 58m
San Juan Luis Munoz Marin Intl
Wed 10/16
1 stop10h 44m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Mon 6/17
2 stops10h 31m
San Juan Luis Munoz Marin Intl
Sun 6/23
2 stops17h 45m
SJU Temperature | 77 - 82.4 °F |
---|
If weather is an important factor for your trip to San Juan, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).
Entertainment
Boarding
Crew
Food
Overall
Comfort
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.
Entertainment
Boarding
Crew
Food
Overall
Comfort
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.
Entertainment
Boarding
Crew
Food
Overall
Comfort
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.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Frontier | Cheapest$120 | Average$254 | FlexibilityNo cancel fee | On-time62% |
Spirit Airlines | Cheapest$167 | Average$267 | FlexibilityNo cancel fee | On-time65% |
Delta | Cheapest$361 | Average$754 | FlexibilityNo cancel fee | On-timeN/A |
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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