Popular in | March |
---|---|
Cheapest in | January |
Round-trip from | $252 |
One-way from | $61 |
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 17% 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 $270. For sooner than that we have options available in the next 3 days from $335.
Due to multiple factors, expect to potentially pay more when booking in March. For low rates, September can be a great choice for travel to San Juan. Flights to San Juan from Chicago Midway Airport in September are about $370 on average during September, but can be found for as low as $111.
It’s typically best to fly out from Chicago Midway Airport to San Juan in the evening. Doing so could potentially save you 31% on the flight price compared to flying in the afternoon, which is usually more expensive.
Fly from
Fly to
Budget
$166 - $228
Route
Depart
Return
Price
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Wed 5/15
1 stop28h 58m
San Juan Luis Munoz Marin Intl
Wed 5/29
1 stop10h 08m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Tue 9/17
1 stop10h 47m
San Juan Luis Munoz Marin Intl
Mon 9/23
1 stop9h 44m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Wed 5/15
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Wed 5/22
1 stop10h 08m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Tue 5/14
1 stop11h 39m
San Juan Luis Munoz Marin Intl
Mon 5/20
1 stop29h 06m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Wed 5/15
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Mon 5/20
1 stop29h 06m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Tue 8/20
1 stop20h 11m
San Juan Luis Munoz Marin Intl
Tue 8/27
1 stop8h 58m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Thu 5/16
1 stop8h 10m
San Juan Luis Munoz Marin Intl
Mon 5/20
1 stop11h 50m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Thu 5/16
1 stop17h 25m
San Juan Luis Munoz Marin Intl
Sun 5/19
1 stop15h 00m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Wed 5/15
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Sun 5/19
1 stop15h 00m
Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to San Juan (average of $252). Flying from Chicago Midway Airport to San Juan in March 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.
January
$278
February
$286
March
$339
April
$303
May
$282
June
$317
July
$333
August
$278
September
$252
October
$265
November
$300
December
$302
SJU Temperature | 77 - 82.4 °F |
---|
Entertainment
Overall
Food
Boarding
Crew
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
Overall
Food
Boarding
Crew
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
Overall
Food
Boarding
Crew
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.
Sunday | 2daily flights |
---|---|
Monday | 1daily flight |
Tuesday | 1daily flight |
Wednesday | 1daily flight |
Thursday | 1daily flight |
Friday | 1daily flight |
Saturday | 1daily flight |
Deals for Midway to San Juan flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Midway to San Juan.
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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