$124+ Cheap flights from Chicago (CHI) 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SJU
Aug 12 — Aug 191
Round-trip
1 adult, Economy
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Find cheap flights from Chicago 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 to San Juan Luis Munoz Marin Intl are usually found in August or January, booked 82 days in advance, depart on a Monday or Tuesday and return on a Thursday
Cheap flight deals from Chicago to Luis Munoz Marin Intl
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Best
Last-minute
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Cheapest flights from Chicago to Luis Munoz Marin IntlExplore the most affordable flight options available from Chicago to Luis Munoz Marin Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 13, 2026.
Explore the most affordable flight options available from Chicago to Luis Munoz Marin Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 13, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Wed 8/268:05 am
ORD
- SJU
1 stop31h 06m
Frontier
Sun 9/67:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/9![Frontier logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sun 8/236:44 am
SJU
- ORD
1 stop25h 45m
Frontier
Deal found 7/10![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Mon 8/1712:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Fri 8/288:57 pm
SJU
- ORD
1 stop27h 11m
Frontier
Deal found 7/9![Frontier logo]()
$241
This Super.com deal was found by Cheapflights users on 7/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1112:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Fri 8/217:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/8![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Sat 8/2912:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sat 9/512:11 pm
SJU
- ORD
1 stop11h 57m
Frontier
Deal found 7/11![Frontier logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Wed 8/1212:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sat 8/2212:11 pm
SJU
- ORD
1 stop11h 57m
Frontier
Deal found 7/11![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 7/10. 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.
Thu 8/1312:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Wed 8/197:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/10![Frontier logo]()
$245
This Delta deal was found by Cheapflights users on 7/8. 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.
Wed 8/2610:33 am
ORD
- SJU
1 stop10h 56m
Delta
Fri 9/42:59 pm
SJU
- ORD
1 stop9h 58m
Delta
Deal found 7/8![Delta logo]()
$246
This Southwest deal was found by Cheapflights users on 7/8. 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 pm
MDW
- SJU
1 stop12h 05m
Southwest
Wed 8/261:20 pm
SJU
- MDW
1 stop6h 50m
Southwest
Deal found 7/8![Southwest logo]()
$246
This United Airlines deal was found by Cheapflights users on 7/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:55 am
ORD
- SJU
Nonstop4h 49m
United Airlines
Thu 9/173:56 pm
SJU
- ORD
Nonstop5h 09m
United Airlines
Deal found 7/8![United Airlines logo]()
$247
This Expedia deal was found by Cheapflights users on 7/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1712:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Tue 7/217:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/8![Frontier logo]()
$248
This Super.com deal was found by Cheapflights users on 7/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1012:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sat 8/297:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/12![Frontier logo]()
$249
Best flights from Chicago to Luis Munoz Marin IntlDiscover carefully curated flight deals from Chicago 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 13, 2026.
Discover carefully curated flight deals from Chicago 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 13, 2026.
This Southwest deal was found by Cheapflights users on 7/12. 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
Fri 9/46:00 am
SJU
- MDW
2 stops9h 30m
Southwest
Deal found 7/12![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 7/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:54 am
ORD
- SJU
1 stop11h 35m
Delta
Thu 9/35:49 pm
SJU
- ORD
1 stop7h 08m
Delta
Deal found 7/10![Delta logo]()
$336
This United Airlines deal was found by Cheapflights users on 7/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/272:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Thu 7/302:05 am
SJU
- ORD
1 stop9h 56m
United Airlines
Deal found 7/11![United Airlines logo]()
$341
This JetBlue deal was found by Cheapflights users on 7/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:35 pm
ORD
- SJU
1 stop7h 45m
JetBlue
Mon 8/317:00 am
SJU
- ORD
1 stop7h 39m
JetBlue
Deal found 7/9![JetBlue logo]()
$400
This Southwest deal was found by Cheapflights users on 7/12. 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 8/282:55 pm
MDW
- SJU
1 stop6h 15m
Southwest
Sat 9/55:55 am
SJU
- MDW
1 stop11h 45m
Southwest
Deal found 7/12![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 7/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:45 am
MDW
- SJU
1 stop9h 20m
Southwest
Fri 8/2811:35 am
SJU
- MDW
1 stop7h 25m
Southwest
Deal found 7/10![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/301:30 pm
MDW
- SJU
2 stops8h 55m
Southwest
Tue 9/11:20 pm
SJU
- MDW
1 stop6h 50m
Southwest
Deal found 7/9![Southwest logo]()
$301
This United Airlines deal was found by Cheapflights users on 7/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:55 am
ORD
- SJU
Nonstop4h 49m
United Airlines
Wed 9/237:00 am
SJU
- ORD
1 stop10h 41m
United Airlines
Deal found 7/12![United Airlines logo]()
$382
This United Airlines deal was found by Cheapflights users on 7/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/48:55 am
ORD
- SJU
Nonstop4h 49m
United Airlines
Fri 9/113:56 pm
SJU
- ORD
Nonstop5h 09m
United Airlines
Deal found 7/12![United Airlines logo]()
$386
This Delta deal was found by Cheapflights users on 7/8. 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.
Thu 11/195:30 am
ORD
- SJU
1 stop6h 50m
Delta
Tue 11/243:10 pm
SJU
- ORD
1 stop7h 14m
Delta
Deal found 7/8![Delta logo]()
$446
This United Airlines deal was found by Cheapflights users on 7/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/258:55 am
ORD
- SJU
Nonstop4h 49m
United Airlines
Thu 10/153:56 pm
SJU
- ORD
Nonstop5h 09m
United Airlines
Deal found 7/12![United Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 7/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:00 am
MDW
- SJU
1 stop9h 20m
Southwest
Thu 10/295:30 am
SJU
- MDW
2 stops8h 55m
Southwest
Deal found 7/11![Southwest logo]()
$376
This United Airlines deal was found by Cheapflights users on 7/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3010:32 am
ORD
- SJU
1 stop9h 06m
United Airlines
Tue 10/63:56 pm
SJU
- ORD
Nonstop5h 09m
United Airlines
Deal found 7/12![United Airlines logo]()
$402
This Delta deal was found by Cheapflights users on 7/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1111:35 am
MDW
- SJU
1 stop9h 44m
Delta
Thu 9/172:59 pm
SJU
- MDW
1 stop8h 46m
Delta
Deal found 7/11![Delta logo]()
$488
This Southwest deal was found by Cheapflights users on 7/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/284:40 pm
MDW
- SJU
1 stop6h 40m
Southwest
Wed 8/195:15 am
SJU
- MDW
1 stop7h 50m
Southwest
Deal found 7/10![Southwest logo]()
$391
This United Airlines deal was found by Cheapflights users on 7/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/108:52 am
ORD
- SJU
Nonstop4h 48m
United Airlines
Sat 11/142:05 am
SJU
- ORD
1 stop8h 42m
United Airlines
Deal found 7/11![United Airlines logo]()
$417
This United Airlines deal was found by Cheapflights users on 7/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:30 am
ORD
- SJU
1 stop9h 12m
United Airlines
Mon 9/143:56 pm
SJU
- ORD
Nonstop5h 09m
United Airlines
Deal found 7/10![United Airlines logo]()
$422
This Southwest deal was found by Cheapflights users on 7/12. 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 7/302:30 pm
MDW
- SJU
1 stop8h 50m
Southwest
Mon 8/310:20 pm
SJU
- MDW
1 stop12h 05m
Southwest
Deal found 7/12![Southwest logo]()
$438
This Southwest deal was found by Cheapflights users on 7/12. 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 8/101:20 pm
MDW
- SJU
2 stops9h 30m
Southwest
Mon 8/175:00 am
SJU
- MDW
2 stops8h 25m
Southwest
Deal found 7/12![Southwest logo]()
$463
This United Airlines deal was found by Cheapflights users on 7/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/302:16 pm
ORD
- SJU
Nonstop4h 44m
United Airlines
Wed 11/48:25 am
SJU
- ORD
Nonstop5h 24m
United Airlines
Deal found 7/12![United Airlines logo]()
$502
This Southwest deal was found by Cheapflights users on 7/8. 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
Fri 8/78:55 pm
SJU
- MDW
1 stop13h 00m
Southwest
Deal found 7/8![Southwest logo]()
$465
This United Airlines deal was found by Cheapflights users on 7/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/178:55 am
ORD
- SJU
Nonstop4h 49m
United Airlines
Sun 10/252:46 pm
SJU
- ORD
1 stop9h 40m
United Airlines
Deal found 7/10![United Airlines logo]()
$512
Last-minute flights from Chicago to Luis Munoz Marin IntlDiscover last-minute flight deals from Chicago to Luis Munoz Marin Intl. Data last updated July 13, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Luis Munoz Marin Intl. Data last updated July 13, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 7/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1712:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Tue 7/217:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/8![Frontier logo]()
$248
This Super.com deal was found by Cheapflights users on 7/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1012:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sat 8/297:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/12![Frontier logo]()
$249
This Super.com deal was found by Cheapflights users on 7/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1112:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Fri 8/217:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/8![Frontier logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Wed 8/1212:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Thu 8/209:16 am
SJU
- ORD
1 stop14h 52m
Frontier
Deal found 7/11![Frontier logo]()
$244
This Frontier deal was found by Cheapflights users on 7/10. 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.
Thu 8/1312:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Wed 8/197:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/10![Frontier logo]()
$245
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Mon 8/1712:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Fri 8/288:57 pm
SJU
- ORD
1 stop27h 11m
Frontier
Deal found 7/9![Frontier logo]()
$241
This Priceline deal was found by Cheapflights users on 7/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2012:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Wed 8/267:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/10![Frontier logo]()
$240
This Southwest deal was found by Cheapflights users on 7/8. 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 pm
MDW
- SJU
1 stop12h 05m
Southwest
Wed 8/261:20 pm
SJU
- MDW
1 stop6h 50m
Southwest
Deal found 7/8![Southwest logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Wed 8/268:05 am
ORD
- SJU
1 stop31h 06m
Frontier
Sun 9/67:14 pm
SJU
- ORD
Nonstop5h 13m
Frontier
Deal found 7/9![Frontier logo]()
$239
This Delta deal was found by Cheapflights users on 7/8. 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.
Wed 8/2610:33 am
ORD
- SJU
1 stop10h 56m
Delta
Fri 9/42:59 pm
SJU
- ORD
1 stop9h 58m
Delta
Deal found 7/8![Delta logo]()
$246
This American Airlines deal was found by Cheapflights users on 7/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:20 pm
ORD
- SJU
Nonstop4h 55m
American Airlines
Sun 8/3012:55 am
SJU
- ORD
Nonstop5h 05m
American Airlines
Deal found 7/9![American Airlines logo]()
$247
This Kiwi.com deal was found by Cheapflights users on 7/11. 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.
Sat 8/2912:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Sat 9/512:11 pm
SJU
- ORD
1 stop11h 57m
Frontier
Deal found 7/11![Frontier logo]()
$243
One-way flights from Chicago to Luis Munoz Marin IntlSearch for one-way flight options from Chicago to Luis Munoz Marin Intl. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
Search for one-way flight options from Chicago to Luis Munoz Marin Intl. Find affordable one-way fares based on user searches. Data last updated July 13, 2026.
This United Airlines deal was found by Cheapflights users on 7/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/102:38 pm
ORD
- SJU
Nonstop4h 56m
United Airlines
Deal found 7/11![United Airlines logo]()
$124
This Frontier deal was found by Cheapflights users on 7/12. 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 7/1812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/12![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 8/208:05 am
ORD
- SJU
1 stop31h 06m
Frontier
Deal found 7/12![Frontier logo]()
$127
This Trip.com deal was found by Cheapflights users on 7/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1712:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/9![Frontier logo]()
$128
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:55 pm
MDW
- SJU
1 stop7h 55m
Southwest
Deal found 7/9![Southwest logo]()
$128
This Travelocity deal was found by Cheapflights users on 7/9. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/812:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/9![Frontier logo]()
$129
This Frontier deal was found by Cheapflights users on 7/10. 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.
Tue 7/2112:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/10![Frontier logo]()
$131
This eDestinos deal was found by Cheapflights users on 7/12. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2912:44 am
ORD
- SJU
Nonstop5h 00m
Frontier
Deal found 7/12![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 8/138:05 am
ORD
- SJU
1 stop31h 06m
Frontier
Deal found 7/11![Frontier logo]()
$133
This Southwest deal was found by Cheapflights users on 7/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1511:00 am
MDW
- SJU
1 stop6h 15m
Southwest
Deal found 7/9![Southwest logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Wed 8/128:05 am
ORD
- SJU
1 stop31h 06m
Frontier
Deal found 7/9![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 7/9. 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.
Mon 10/57:25 am
MDW
- SJU
2 stops39h 13m
Frontier
Deal found 7/9![Frontier logo]()
$134
Find flight deals from Chicago to Luis Munoz Marin Intl
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $239 (Kiwi.com) |
One-way from | $124 (United Airlines) |
Popular in | December |
Cheapest in | August |
Average price | $386 |
Good round-trip deal | $331 or less |
Good one-way deal | $179 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago 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 13, 2026.
Use the filters below to find and compare flights from Chicago 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
Thu 8/27
11:15 am-10:10 pm
1 stop9h 55m
San Juan Luis Munoz Marin Intl
Fri 9/4
6:00 am-2:30 pm
2 stops9h 30m
$256
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Fri 8/28
2:55 pm-10:10 pm
1 stop6h 15m
San Juan Luis Munoz Marin Intl
Sat 9/5
5:55 am-4:40 pm
1 stop11h 45m
$286
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sat 8/22
7:45 am-6:05 pm
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Fri 8/28
11:35 am-6:00 pm
1 stop7h 25m
$286
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sun 8/30
1:30 pm-11:25 pm
2 stops8h 55m
San Juan Luis Munoz Marin Intl
Tue 9/1
1:20 pm-7:10 pm
1 stop6h 50m
$301
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Thu 8/27
9:54 am-10:29 pm
1 stop11h 35m
San Juan Luis Munoz Marin Intl
Thu 9/3
5:49 pm-11:57 pm
1 stop7h 08m
$336
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Mon 7/27
2:38 pm-8:34 pm
Nonstop4h 56m
San Juan Luis Munoz Marin Intl
Thu 7/30
2:05 am-11:01 am
1 stop9h 56m
$341
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Mon 10/19
5:00 am-3:20 pm
1 stop9h 20m
San Juan Luis Munoz Marin Intl
Thu 10/29
5:30 am-1:25 pm
2 stops8h 55m
$376
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Thu 9/10
8:55 am-2:44 pm
Nonstop4h 49m
San Juan Luis Munoz Marin Intl
Wed 9/23
7:00 am-4:41 pm
1 stop10h 41m
$382
Quickest round-trip
ChicagoSan Juan
ORD - SJU
ORDSJU
Chicago O'Hare Intl
Fri 9/4
8:55 am-2:44 pm
Nonstop4h 49m
San Juan Luis Munoz Marin Intl
Fri 9/11
3:56 pm-8:05 pm
Nonstop5h 09m
$386
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Tue 7/28
4:40 pm-12:20 am
1 stop6h 40m
San Juan Luis Munoz Marin Intl
Wed 8/19
5:15 am-12:05 pm
1 stop7h 50m
$391
Showing 1-10 of 41 resultsSorted by cheapest first
Compare providers for flights from Chicago 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 Chicago 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 Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-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-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-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-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-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 Chicago to Luis Munoz Marin Intl
Have a flexible travel schedule? Discover the best time to fly to Luis Munoz Marin Intl from Chicago with our price prediction graph.
CHI-SJU
MDW-SJU
ORD-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 to San Juan Luis Munoz Marin Intl Airport
CHI-SJU
MDW-SJU
ORD-SJU
What is the cheapest month to book a flight from Chicago to San Juan Luis Munoz Marin Intl Airport?
Currently, April is the cheapest month in which you can book a flight from Chicago to San Juan Luis Munoz Marin Intl Airport (average of $315). Flying from Chicago to San Juan Luis Munoz Marin Intl Airport in December is currently the most expensive (average of $629). 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 CHI to SJU?
Find hourly flight availability from Chicago 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 13, 2026.
It’s typically best to fly out from Chicago to San Juan Luis Munoz Marin Intl Airport in the evening. Doing so could potentially save you 37% on the flight price compared to flying in the morning, which is usually more expensive.
Weekly flight availability from Chicago to San Juan Luis Munoz Marin Intl Airport
Explore weekly flight availability from Chicago to Luis Munoz Marin Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 13, 2026.
The most flights from CHI to SJU are scheduled on a Saturday (11 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Chicago to San Juan Luis Munoz Marin Intl Airport?
What’s the top layover airport for flights from Chicago to San Juan Luis Munoz Marin Intl Airport?
Share of 1-stop round-trip flights from Chicago 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 39% of 1-stop itineraries from Chicago to San Juan Luis Munoz Marin Intl Airport on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to San Juan Luis Munoz Marin Intl Airport?
Average round-trip fare for 1-stop flights from Chicago to San Juan Luis Munoz Marin Intl Airport, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Boston (BOS) is the most affordable 1-stop option, with an average round-trip price of $132.
What’s the fastest layover option from Chicago to San Juan Luis Munoz Marin Intl Airport?
Shortest average travel time for 1-stop one-way flights from Chicago 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 to San Juan Luis Munoz Marin Intl Airport?
Average layover duration for 1-stop one-way flights from Chicago to San Juan Luis Munoz Marin Intl Airport, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Fort Lauderdale (FLL) offer the fastest connection on this route, with an average layover time of 0h 55m.
How often are flights from Chicago to San Juan delayed?
About 22% of weekly flights between Chicago and San Juan have experienced delays in the past year, with the average delay time being 140 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 evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Sunday 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, United Airlines have had the lowest number of delays on this route, with just 19% of flights being delayed.
How far ahead should I book a flight from Chicago to San Juan Luis Munoz Marin Intl Airport?
Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago 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 day to fly from Chicago to San Juan Luis Munoz Marin Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Luis Munoz Marin Intl. Price data was last updated on July 11, 2026.
Travelers seeking maximum savings on their Chicago to San Juan Luis Munoz Marin Intl Airport flight should consider departing on Saturday evenings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago to San Juan Luis Munoz Marin Intl Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to San Juan Luis Munoz Marin Intl Airport trip
Our travel experts
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 13, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican Airlines from Chicago 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.
Food
7.0
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Food
7.0
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
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 Chicago 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
Rio Grande
Dorado
Humacao
Bayamón
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Top 6 airlines flying from Chicago to Luis Munoz Marin Intl
Discover the top 6 airlines that operate flights from Chicago 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$91 | Average$315 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$448 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$119 | Average$234 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$260 | Average$508 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$300 | Average$499 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$352 | Average$487 | FlexibilityNo cancel fee | On-time63% |