$128+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJU
Aug 25 — Sep 11
Round-trip
1 adult, Economy
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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 February or April, booked 26 days in advance, depart on a Tuesday or Monday and return on a Monday
Cheap flight deals from Midway to Luis Munoz Marin Intl
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Best
Last-minute
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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 July 26, 2026.
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 July 26, 2026.
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:10 am
MDW
- SJU
1 stop6h 45m
Southwest
Mon 8/318:55 pm
SJU
- MDW
1 stop13h 30m
Southwest
Deal found 7/21![Southwest logo]()
$251
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/213:10 pm
MDW
- SJU
2 stops7h 40m
Southwest
Fri 8/286:30 am
SJU
- MDW
1 stop10h 05m
Southwest
Deal found 7/22![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:45 pm
MDW
- SJU
2 stops8h 15m
Southwest
Wed 8/268:20 am
SJU
- MDW
2 stops9h 30m
Southwest
Deal found 7/21![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:50 pm
MDW
- SJU
1 stop12h 35m
Southwest
Mon 9/78:55 pm
SJU
- MDW
1 stop13h 30m
Southwest
Deal found 7/21![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:50 pm
MDW
- SJU
1 stop12h 20m
Southwest
Thu 9/108:55 pm
SJU
- MDW
1 stop12h 50m
Southwest
Deal found 7/22![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:45 pm
MDW
- SJU
2 stops8h 15m
Southwest
Tue 8/2511:50 am
SJU
- MDW
1 stop8h 25m
Southwest
Deal found 7/21![Southwest logo]()
$311
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:30 am
MDW
- SJU
1 stop10h 35m
Southwest
Tue 9/1510:30 am
SJU
- MDW
1 stop8h 10m
Southwest
Deal found 7/24![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:50 pm
MDW
- SJU
1 stop12h 20m
Southwest
Wed 9/28:20 am
SJU
- MDW
1 stop7h 25m
Southwest
Deal found 7/24![Southwest logo]()
$326
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:45 pm
MDW
- SJU
2 stops8h 15m
Southwest
Tue 8/2511:50 am
SJU
- MDW
1 stop6h 50m
Southwest
Deal found 7/21![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/43:10 pm
MDW
- SJU
2 stops7h 40m
Southwest
Fri 9/116:00 am
SJU
- MDW
2 stops9h 30m
Southwest
Deal found 7/22![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:15 pm
MDW
- SJU
1 stop9h 05m
Southwest
Sat 11/71:30 pm
SJU
- MDW
Nonstop4h 55m
Southwest
Deal found 7/21![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/24:15 pm
MDW
- SJU
1 stop8h 05m
Southwest
Sat 10/107:55 pm
SJU
- MDW
1 stop13h 40m
Southwest
Deal found 7/21![Southwest logo]()
$336
Best flights from Midway to Luis Munoz Marin IntlDiscover carefully curated flight deals from Midway to Luis Munoz Marin Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 26, 2026.
Discover carefully curated flight deals from Midway to Luis Munoz Marin Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 26, 2026.
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:45 pm
MDW
- SJU
2 stops8h 15m
Southwest
Sun 8/309:25 pm
SJU
- MDW
1 stop12h 20m
Southwest
Deal found 7/21![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2511:15 am
MDW
- SJU
1 stop7h 50m
Southwest
Sun 9/279:25 pm
SJU
- MDW
1 stop12h 20m
Southwest
Deal found 7/22![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/61:45 pm
MDW
- SJU
2 stops8h 35m
Southwest
Wed 9/92:25 pm
SJU
- MDW
1 stop7h 20m
Southwest
Deal found 7/21![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/32:40 pm
MDW
- SJU
1 stop6h 30m
Southwest
Sat 10/105:00 am
SJU
- MDW
2 stops9h 55m
Southwest
Deal found 7/21![Southwest logo]()
$336
This Southwest deal was found by Cheapflights users on 7/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/111:20 pm
MDW
- SJU
2 stops8h 50m
Southwest
Mon 9/146:00 am
SJU
- MDW
2 stops9h 30m
Southwest
Deal found 7/23![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:00 pm
MDW
- SJU
1 stop8h 50m
Southwest
Mon 8/248:55 pm
SJU
- MDW
1 stop13h 30m
Southwest
Deal found 7/24![Southwest logo]()
$351
This Southwest deal was found by Cheapflights users on 7/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/285:00 am
MDW
- SJU
1 stop7h 45m
Southwest
Sun 10/46:00 am
SJU
- MDW
1 stop13h 25m
Southwest
Deal found 7/25![Southwest logo]()
$356
This Southwest deal was found by Cheapflights users on 7/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/173:10 pm
MDW
- SJU
2 stops7h 45m
Southwest
Tue 9/225:15 am
SJU
- MDW
2 stops7h 50m
Southwest
Deal found 7/23![Southwest logo]()
$358
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/271:10 pm
MDW
- SJU
2 stops8h 40m
Southwest
Wed 9/306:00 am
SJU
- MDW
2 stops8h 05m
Southwest
Deal found 7/24![Southwest logo]()
$401
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1012:20 pm
MDW
- SJU
2 stops9h 45m
Southwest
Thu 8/136:30 am
SJU
- MDW
1 stop10h 05m
Southwest
Deal found 7/24![Southwest logo]()
$431
This Southwest deal was found by Cheapflights users on 7/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2912:00 pm
MDW
- SJU
1 stop9h 05m
Southwest
Mon 8/310:20 pm
SJU
- MDW
1 stop12h 05m
Southwest
Deal found 7/25![Southwest logo]()
$446
Last-minute flights from Midway to Luis Munoz Marin IntlDiscover last-minute flight deals from Midway to Luis Munoz Marin Intl. Data last updated July 26, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Luis Munoz Marin Intl. Data last updated July 26, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2910:15 am
MDW
- SJU
2 stops13h 35m
Southwest
Wed 8/261:20 pm
SJU
- MDW
1 stop6h 50m
Southwest
Deal found 7/22![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/143:15 pm
MDW
- SJU
1 stop6h 50m
Southwest
Sun 8/239:25 pm
SJU
- MDW
1 stop13h 35m
Southwest
Deal found 7/21![Southwest logo]()
$341
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/168:20 am
MDW
- SJU
1 stop13h 25m
Southwest
Thu 8/208:55 pm
SJU
- MDW
2 stops15h 30m
Southwest
Deal found 7/22![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:10 pm
MDW
- SJU
2 stops7h 40m
Southwest
Mon 8/248:55 pm
SJU
- MDW
1 stop13h 30m
Southwest
Deal found 7/21![Southwest logo]()
$336
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1812:45 pm
MDW
- SJU
2 stops8h 15m
Southwest
Tue 8/2511:50 am
SJU
- MDW
1 stop6h 50m
Southwest
Deal found 7/21![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:45 pm
MDW
- SJU
2 stops8h 15m
Southwest
Tue 8/2511:50 am
SJU
- MDW
1 stop8h 25m
Southwest
Deal found 7/21![Southwest logo]()
$311
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/213:10 pm
MDW
- SJU
2 stops7h 40m
Southwest
Thu 8/278:55 pm
SJU
- MDW
1 stop12h 50m
Southwest
Deal found 7/22![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:05 am
MDW
- SJU
1 stop8h 00m
Southwest
Tue 9/12:25 pm
SJU
- MDW
1 stop7h 20m
Southwest
Deal found 7/24![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:45 pm
MDW
- SJU
2 stops8h 15m
Southwest
Wed 8/268:20 am
SJU
- MDW
2 stops9h 30m
Southwest
Deal found 7/21![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:45 pm
MDW
- SJU
2 stops8h 15m
Southwest
Sat 8/296:25 am
SJU
- MDW
2 stops11h 40m
Southwest
Deal found 7/22![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 7/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2711:15 am
MDW
- SJU
1 stop9h 55m
Southwest
Wed 9/211:50 am
SJU
- MDW
1 stop6h 50m
Southwest
Deal found 7/23![Southwest logo]()
$326
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/319:10 am
MDW
- SJU
1 stop6h 45m
Southwest
Mon 8/318:55 pm
SJU
- MDW
1 stop13h 30m
Southwest
Deal found 7/21![Southwest logo]()
$251
One-way flights from Midway to Luis Munoz Marin IntlSearch for one-way flight options from Midway to Luis Munoz Marin Intl. Find affordable one-way fares based on user searches. Data last updated July 26, 2026.
Search for one-way flight options from Midway to Luis Munoz Marin Intl. Find affordable one-way fares based on user searches. Data last updated July 26, 2026.
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:00 pm
MDW
- SJU
2 stops8h 50m
Southwest
Deal found 7/22![Southwest logo]()
$128
This Delta deal was found by Cheapflights users on 7/24. 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.
Tue 8/2512:46 pm
MDW
- SJU
1 stop8h 43m
Delta
Deal found 7/24![Delta logo]()
$158
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:20 pm
MDW
- SJU
1 stop7h 50m
Southwest
Deal found 7/24![Southwest logo]()
$163
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:05 am
MDW
- SJU
1 stop10h 10m
Southwest
Deal found 7/21![Southwest logo]()
$168
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/311:55 am
MDW
- SJU
1 stop8h 20m
Southwest
Deal found 7/21![Southwest logo]()
$170
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Wed 8/1211:06 am
MDW
- SJU
2 stops12h 35m
Frontier
Deal found 7/22![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/2011:50 am
MDW
- SJU
2 stops11h 44m
Frontier
Deal found 7/23![Frontier logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 7/21. 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.
Mon 8/2411:50 am
MDW
- SJU
2 stops36h 06m
Frontier
Deal found 7/21![Frontier logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 9/1712:03 pm
MDW
- SJU
2 stops34h 54m
Frontier
Deal found 7/23![Frontier logo]()
$175
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/211:00 pm
MDW
- SJU
2 stops9h 45m
Southwest
Deal found 7/22![Southwest logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 10/206:40 am
MDW
- SJU
2 stops16h 36m
Frontier
Deal found 7/22![Frontier logo]()
$181
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/294:40 pm
MDW
- SJU
1 stop6h 40m
Southwest
Deal found 7/22![Southwest logo]()
$183
Find 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 July 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $251 (Southwest) |
One-way from | $128 (Southwest) |
Popular in | June |
Cheapest in | February |
Average price | $410 |
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 July 26, 2026.
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
Cheapest round-trip
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Wed 8/19
12:45 pm-10:00 pm
2 stops8h 15m
San Juan Luis Munoz Marin Intl
Sun 8/30
9:25 pm-8:45 am
1 stop12h 20m
$256
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Fri 9/25
11:15 am-8:05 pm
1 stop7h 50m
San Juan Luis Munoz Marin Intl
Sun 9/27
9:25 pm-8:45 am
1 stop12h 20m
$286
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sun 9/6
1:45 pm-11:20 pm
2 stops8h 35m
San Juan Luis Munoz Marin Intl
Wed 9/9
2:25 pm-8:45 pm
1 stop7h 20m
$296
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sat 10/3
2:40 pm-10:10 pm
1 stop6h 30m
San Juan Luis Munoz Marin Intl
Sat 10/10
5:00 am-1:55 pm
2 stops9h 55m
$336
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Fri 9/11
1:20 pm-11:10 pm
2 stops8h 50m
San Juan Luis Munoz Marin Intl
Mon 9/14
6:00 am-2:30 pm
2 stops9h 30m
$346
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Thu 8/20
1:00 pm-10:50 pm
1 stop8h 50m
San Juan Luis Munoz Marin Intl
Mon 8/24
8:55 pm-9:25 am
1 stop13h 30m
$351
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Mon 9/28
5:00 am-1:45 pm
1 stop7h 45m
San Juan Luis Munoz Marin Intl
Sun 10/4
6:00 am-6:25 pm
1 stop13h 25m
$356
Quickest round-trip
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Thu 9/17
3:10 pm-11:55 pm
2 stops7h 45m
San Juan Luis Munoz Marin Intl
Tue 9/22
5:15 am-12:05 pm
2 stops7h 50m
$358
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sun 9/27
1:10 pm-10:50 pm
2 stops8h 40m
San Juan Luis Munoz Marin Intl
Wed 9/30
6:00 am-1:05 pm
2 stops8h 05m
$401
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Mon 8/10
12:20 pm-11:05 pm
2 stops9h 45m
San Juan Luis Munoz Marin Intl
Thu 8/13
6:30 am-3:35 pm
1 stop10h 05m
$431
Showing 1-10 of 22 resultsSorted by cheapest first
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 July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-San Juan Luis Munoz Marin Intl Airport flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.
MDW-SJU
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
Prices
Delays
More
How far ahead should I book a flight from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
Booking 24 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, February 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 $243). Flying from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport in June is currently the most expensive (average of $556). 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 July 26, 2026.
When flying from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
How often are flights from Chicago to San Juan delayed?
About 28% of weekly flights between Chicago and San Juan have experienced delays in the past year, with the average delay time being 128 minutes.
What is the most punctual flight time for Chicago to San Juan flights?
Historically, flights departing in the early afternoon 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?
Wednesday tends to have the lowest number of delays on this route, whereas Saturday 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 27% of flights being delayed.
What’s the top layover airport for flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
Share of 1-stop round-trip flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport chosen by Cheapflights users in the past 12 months, using the same layover each way.
Orlando (MCO) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport on Cheapflights.
What’s the cheapest layover airport for flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
Average round-trip fare for 1-stop flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Orlando (MCO) is the most affordable 1-stop option, with an average round-trip price of $391.
What’s the fastest layover option from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
Shortest average travel time for 1-stop one-way flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Orlando (MCO) have the shortest average one-way travel time for 1-stop routes: 6h 20m.
Which airport typically offers the quickest layover for flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport?
Average layover duration for 1-stop one-way flights from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Atlanta (ATL) offer the fastest connection on this route, with an average layover time of 1h 10m.
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 July 26, 2026.
Read reviews from past customers who have flown Southwest,Delta, andFrontier 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.
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - 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?
Book flights to San Juan Luis Munoz Marin Intl Airport if you plan to visit one of these locationsFajardo
Luquillo
Dorado
Rio Grande
Humacao
Bayamón
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Top 3 airlines flying from Midway to Luis Munoz Marin Intl
Discover the top 3 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 July 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$91 | Average$294 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$132 | Average$531 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$346 | Average$490 | FlexibilityNo cancel fee | On-time63% |