$109+ Cheap flights from Midway (MDW) to Luis Munoz Marin Intl (SJU)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Midway to Luis Munoz Marin Intl with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago Midway to San Juan Luis Munoz Marin Intl are usually found in May or November, booked 51 days in advance, depart on a Monday or Tuesday and return on a Tuesday
Cheap flight deals from Midway to Luis Munoz Marin Intl
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Luis Munoz Marin Intl (SJU). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 28, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $209 (Booking.com) |
One-way from | $109 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $394 |
Good round-trip deal | $686 or less |
Find flight deals from Midway to Luis Munoz Marin Intl
Cheapest flights from Midway to Luis Munoz Marin IntlExplore the most affordable flight options available from Midway to Luis Munoz Marin Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.
Explore the most affordable flight options available from Midway to Luis Munoz Marin Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Booking.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Booking.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Frontier deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Booking.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Use the filters below to find and compare flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sat 1/31
8:20 am-2:55 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Tue 2/3
5:40 am-11:15 am
1 stop7h 35m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sat 1/31
8:20 am-2:55 pm
Nonstop4h 35m
San Juan Luis Munoz Marin Intl
Wed 2/4
5:40 am-12:30 pm
2 stops8h 50m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sun 1/18
9:43 pm-9:54 am
1 stop10h 11m
San Juan Luis Munoz Marin Intl
Thu 1/22
4:11 pm-11:25 pm
1 stop9h 14m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sat 11/15
2:05 pm-8:45 am
1 stop16h 40m
San Juan Luis Munoz Marin Intl
Sat 11/22
7:10 am-5:15 pm
1 stop12h 05m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Tue 11/18
1:56 pm-9:40 am
2 stops41h 44m
San Juan Luis Munoz Marin Intl
Sun 11/23
5:38 pm-5:15 pm
1 stop25h 37m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Tue 3/3
8:25 am-5:05 pm
1 stop6h 40m
San Juan Luis Munoz Marin Intl
Sat 3/7
3:35 pm-6:55 pm
Nonstop5h 20m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Fri 1/30
1:50 pm-12:35 am
2 stops8h 45m
San Juan Luis Munoz Marin Intl
Tue 2/3
6:10 am-1:55 pm
2 stops9h 45m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Mon 11/17
9:20 am-11:20 pm
1 stop12h 00m
San Juan Luis Munoz Marin Intl
Fri 11/21
6:40 am-2:10 pm
2 stops9h 30m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Mon 2/9
6:10 am-9:50 pm
1 stop13h 40m
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Wed 1/28
3:15 pm-12:35 am
1 stop7h 20m
Compare providers for flights from Midway to Luis Munoz Marin Intl
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Luis Munoz Marin Intl in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-San Juan Luis Munoz Marin Intl Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-San Juan Luis Munoz Marin Intl Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-San Juan Luis Munoz Marin Intl Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-San Juan Luis Munoz Marin Intl Airport flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-San Juan Luis Munoz Marin Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to Luis Munoz Marin Intl
Have a flexible travel schedule? Discover the best time to fly to Luis Munoz Marin Intl from Midway with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport
How far ahead should I book a flight from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
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.
What is the cheapest month to book a flight from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
Currently, January 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 $133). Flying from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport in June is currently the most expensive (average of $298). 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.
What is the cheapest time of day to fly from MDW to SJU?
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 38% on the flight price compared to flying in the morning, which is usually more expensive.
What is the cheapest day to fly from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
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. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Chicago to San Juan delayed?
About 20% of weekly flights between Chicago and San Juan have experienced delays in the past year, with the average delay time being 94 minutes.
What is the most punctual flight time for Chicago to San Juan flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas Tuesday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to San Juan flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 20% of flights being delayed.
What’s the top layover airport for flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
Atlanta (ATL) – chosen by Cheapflights users on 75% of 1-stop itineraries from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport on Cheapflights.
What’s the fastest layover option from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 7h 00m.
What’s the fastest layover option from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
Flights via Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 7h 00m.
Which airport typically offers the quickest layover for flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
Flights via Atlanta (ATL) offer the fastest connection on this route, with an average layover time of 2h 02m.
Reviews of airlines servicing Luis Munoz Marin Intl
Get insights into the airlines that provide service to Luis Munoz Marin Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Luis Munoz Marin Intl. Reviews last updated October 28, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
Crew
Overall
Food
Entertainment
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Crew
Overall
Food
Entertainment
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Crew
Overall
Food
Entertainment
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Crew
Overall
Food
Entertainment
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Crew
Overall
Food
Entertainment
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Boarding
Crew
Overall
Food
Entertainment
Comfort
Reviews
Mike,Aug 2025
OKC - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to Luis Munoz Marin Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San Juan Luis Munoz Marin Intl Airport?
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Alternative routes for Midway to Luis Munoz Marin Intl
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Midway to Luis Munoz Marin Intl
Discover the top 5 airlines that operate flights from Midway to Luis Munoz Marin Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$144 | Average$286 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$149 | Average$327 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$299 | Average$443 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$325 | Average$405 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$380 | Average$503 | FlexibilityNo cancel fee | On-time63% |