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Luis Munoz Marin Intl

$112+ 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 11/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to San Juan Luis Munoz Marin Intl are usually found in November or May, 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 September 11, 2025.

Round-trip from

$230
(Kiwi.com)

One-way from

$112
(Trip.com)

Popular in

December

Cheapest in

November

Average price

$330

Good round-trip deal

$476 or less
From Chicago Midway to San Juan Luis Munoz Marin Intl
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One-way flight from Chicago Midway to San Juan Luis Munoz Marin Intl
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Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago Midway to San Juan Luis Munoz Marin Intl.
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Find flight deals from Midway to Luis Munoz Marin Intl

Cheapest flights from Midway to Luis Munoz Marin Intl
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 September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 11/136:30 amMDW - SJU
1 stop12h 14mMultiple Airlines
Sun 11/162:11 amSJU - MDW
1 stop14h 22mMultiple Airlines
Deal found 9/9$230
This Frontier deal was found by Cheapflights users on 9/11. 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.
Fri 10/35:15 pmMDW - SJU
2 stops15h 41mFrontier
Sat 10/412:28 amSJU - MDW
1 stop7h 43mFrontier
Deal found 9/11$235
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/912:30 pmMDW - SJU
1 stop11h 06mMultiple Airlines
Tue 10/141:59 amSJU - MDW
1 stop30h 26mMultiple Airlines
Deal found 9/9$239
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Thu 10/235:56 pmMDW - SJU
1 stop31h 06mFrontier
Sun 10/262:12 amSJU - MDW
1 stop21h 51mFrontier
Deal found 9/9$240
This Frontier deal was found by Cheapflights users on 9/10. 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.
Fri 10/1710:33 amMDW - SJU
1 stop8h 23mFrontier
Fri 10/246:22 amSJU - MDW
2 stops18h 24mFrontier
Deal found 9/10$244
This Frontier deal was found by Cheapflights users on 9/10. 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.
Wed 10/158:05 amMDW - SJU
2 stops17h 25mFrontier
Thu 10/169:06 pmSJU - MDW
1 stop13h 27mFrontier
Deal found 9/10$251
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Tue 10/75:56 pmMDW - SJU
1 stop20h 28mFrontier
Tue 10/146:22 amSJU - MDW
1 stop18h 03mFrontier
Deal found 9/9$253
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 10/28:15 amMDW - SJU
1 stop14h 08mFrontier
Sat 10/412:28 amSJU - MDW
1 stop7h 43mFrontier
Deal found 9/11$254
This Frontier deal was found by Cheapflights users on 9/11. 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.
Fri 10/36:21 amMDW - SJU
1 stop8h 01mFrontier
Tue 10/76:22 amSJU - MDW
2 stops17h 58mFrontier
Deal found 9/11$256
This Frontier deal was found by Cheapflights users on 9/10. 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.
Sat 10/186:15 amMDW - SJU
1 stop7h 13mFrontier
Sat 10/256:22 amSJU - MDW
2 stops17h 25mFrontier
Deal found 9/10$259
This Frontier deal was found by Cheapflights users on 9/10. 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.
Sun 10/196:20 amMDW - SJU
1 stop6h 49mFrontier
Fri 10/246:22 amSJU - MDW
2 stops18h 24mFrontier
Deal found 9/10$261

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Luis Munoz Marin Intl that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 11, 2025.
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

Midway

Fly to

Luis Munoz Marin Intl

Route

Depart

Return

Price

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Mon 9/22

5:15 pm-9:56 am

2 stops15h 41m

San Juan Luis Munoz Marin Intl

Fri 9/26

3:39 am-9:51 am

1 stop7h 12m

$280

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sat 10/18

1:45 pm-11:45 pm

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Fri 10/31

5:40 am-1:00 pm

2 stops8h 20m

$331

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Wed 10/1

6:15 am-5:25 pm

1 stop10h 10m

San Juan Luis Munoz Marin Intl

Wed 10/8

2:45 pm-10:45 pm

1 stop9h 00m

$331

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sat 10/25

12:50 pm-11:25 pm

2 stops9h 35m

San Juan Luis Munoz Marin Intl

Fri 10/31

5:40 am-1:00 pm

2 stops8h 20m

$331

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Mon 11/3

2:10 pm-12:35 am

2 stops8h 25m

San Juan Luis Munoz Marin Intl

Wed 11/12

6:40 am-1:45 pm

1 stop9h 05m

$347

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sat 11/1

1:45 pm-11:45 pm

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Fri 11/7

6:40 am-2:10 pm

2 stops9h 30m

$371

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Wed 10/8

6:55 am-5:15 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

Wed 10/15

6:10 am-2:25 pm

1 stop9h 15m

$371

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Sun 11/9

1:25 pm-12:35 am

2 stops9h 10m

San Juan Luis Munoz Marin Intl

Sat 11/15

8:10 am-2:35 pm

2 stops8h 25m

$379

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Fri 10/24

12:55 pm-11:50 pm

2 stops9h 55m

San Juan Luis Munoz Marin Intl

Fri 10/31

5:40 am-1:00 pm

2 stops8h 20m

$385

ChicagoSan Juan

MDW - SJU

MDWSJU

Chicago Midway

Wed 9/24

1:30 pm-10:45 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Wed 10/1

7:20 am-2:40 pm

2 stops8h 20m

$400

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 20 results
1
2

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.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

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?

Use this chart to determine the optimal time to book a round-trip flight from Midway to Luis Munoz Marin Intl. Price data was last updated on August 29, 2025.

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, September 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 $254). Flying from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport in June 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.

What is the cheapest time of day to fly from MDW to SJU?

Find hourly flight availability from Midway to Luis Munoz Marin Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

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 34% 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?

Use this chart to determine the cheapest time to fly round-trip from Midway to Luis Munoz Marin Intl. Price data was last updated on February 10, 2025.

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. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 September 11, 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.
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Entertainment

7.5

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?

    Airlines like Frontier and Southwest fly from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport in about 9h. The time it takes to get you to your destination can typically vary by up to 6h 41m. There are 2057 mi between Chicago Midway Airport and San Juan Luis Munoz Marin Intl Airport. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport round-trip?

    Flying on Frontier is currently your cheapest option to San Juan Luis Munoz Marin Intl Airport, with prices starting at $133. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and United Airlines, with the lowest prices starting at $149 and $299, respectively. Frontier is currently priced 68% below the average price you’ll pay for this route.

  • What are the cheapest flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?

    The cheapest flight price from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport is $464. On average you can expect to pay $573. The most popular route, (Chicago Midway - San Juan Luis Munoz Marin Intl), can usually be booked for $261.

  • Can I find deals for flights from Midway to Luis Munoz Marin Intl that include hotel bookings?

    Yes. In addition to deals on Midway to Luis Munoz Marin Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Luis Munoz Marin Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Luis Munoz Marin Intl.

  • Can I find deals for business class flights from Midway to Luis Munoz Marin Intl?

    Yes. Cheapflights offers flight deals from Midway to Luis Munoz Marin Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?

    Currently, September 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 $254). Flying from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport in June 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.

See more FAQs

Traveling to a place near San Juan Luis Munoz Marin Intl Airport?

Book flights to San Juan Luis Munoz Marin Intl Airport if you plan to visit one of these locations
Dorado
Fajardo
Rio Grande
Luquillo
Humacao

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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.
O'Hare Intl to Luis Munoz Marin Intl flights

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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$133Average$283FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$149Average$365FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$299Average$443FlexibilityNo cancel feeOn-time69%
DeltaCheapest$325Average$412FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$360Average$492FlexibilityNo cancel feeOn-time63%

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