Popular in | March |
---|---|
Cheapest in | September |
Round-trip from | $251 |
One-way from | $74 |
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 20% 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 $280.
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 $318 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 30% on the flight price compared to flying in the afternoon, which is usually more expensive.
Fly from
Fly to
Budget
$180 - $225
Route
Depart
Return
Price
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Tue 5/21
1 stop11h 49m
San Juan Luis Munoz Marin Intl
Wed 5/22
1 stop16h 05m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Fri 5/17
1 stop15h 38m
San Juan Luis Munoz Marin Intl
Wed 5/22
1 stop16h 05m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Wed 5/22
1 stop12h 21m
San Juan Luis Munoz Marin Intl
Thu 6/6
1 stop15h 35m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Fri 5/17
1 stop7h 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
Wed 5/22
1 stop12h 21m
San Juan Luis Munoz Marin Intl
Thu 5/30
1 stop29h 30m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Wed 5/22
1 stop12h 21m
San Juan Luis Munoz Marin Intl
Thu 5/30
1 stop10h 16m
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
Fri 5/17
1 stop15h 38m
San Juan Luis Munoz Marin Intl
Tue 5/21
1 stop28h 54m
Chicago MidwaySan Juan Luis Munoz Marin Intl
MDW - SJU
MDWSJU
Chicago Midway
Tue 5/21
1 stop11h 49m
San Juan Luis Munoz Marin Intl
Tue 5/21
1 stop28h 54m
Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to San Juan (average of $251). Flying from Chicago Midway Airport to San Juan in March is currently the most expensive (average of $338). 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
$338
April
$298
May
$279
June
$316
July
$332
August
$278
September
$251
October
$266
November
$301
December
$301
SJU Temperature | 77 - 82.4 °F |
---|
Overall
Crew
Entertainment
Food
Boarding
Comfort
Reviews
Check-in experience left a LOT to be desired. I had tried to check in online but couldn't figure out how to navigate the required steps. So, we got to the airport in plenty of time to check in at the counter. But once there (and my friend and I were the ONLY people at the counter at that time) the counter agents--all four of them--seemed to have difficulty in getting us our boarding passes. AND, they charged us $25 apiece for doing it. We were not at all happy about this.
Overall
Crew
Entertainment
Food
Boarding
Comfort
Reviews
Check-in experience left a LOT to be desired. I had tried to check in online but couldn't figure out how to navigate the required steps. So, we got to the airport in plenty of time to check in at the counter. But once there (and my friend and I were the ONLY people at the counter at that time) the counter agents--all four of them--seemed to have difficulty in getting us our boarding passes. AND, they charged us $25 apiece for doing it. We were not at all happy about this.
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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