$101+ 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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SJU
Apr 12 — Apr 191
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
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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 March 13, 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 March 13, 2026.
This Priceline deal was found by Cheapflights users on 3/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/82:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Tue 4/143:08 am
SJU
- MDW
1 stop29h 56m
Frontier
Deal found 3/9![Frontier logo]()
$202
This Mytrip deal was found by Cheapflights users on 3/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:30 am
MDW
- SJU
1 stop17h 31m
Frontier
Tue 4/143:08 am
SJU
- MDW
1 stop29h 56m
Frontier
Deal found 3/9![Frontier logo]()
$208
This Frontier deal was found by Cheapflights users on 3/10. 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 4/82:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Thu 4/163:03 pm
SJU
- MDW
1 stop8h 16m
Frontier
Deal found 3/10![Frontier logo]()
$222
This Priceline deal was found by Cheapflights users on 3/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Thu 5/73:18 pm
SJU
- MDW
1 stop8h 01m
Frontier
Deal found 3/8![Frontier logo]()
$223
This Booking.com deal was found by Cheapflights users on 3/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:30 am
MDW
- SJU
1 stop17h 31m
Frontier
Fri 4/173:23 pm
SJU
- MDW
1 stop8h 03m
Frontier
Deal found 3/11![Frontier logo]()
$224
This Priceline deal was found by Cheapflights users on 3/10. 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 4/25:01 am
MDW
- SJU
1 stop20h 00m
Frontier
Thu 4/163:19 pm
SJU
- MDW
1 stop17h 40m
Frontier
Deal found 3/10![Frontier logo]()
$231
This Mytrip deal was found by Cheapflights users on 3/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Thu 4/163:19 pm
SJU
- MDW
1 stop17h 40m
Frontier
Deal found 3/12![Frontier logo]()
$232
This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:00 am
MDW
- SJU
1 stop13h 49m
Frontier
Fri 4/243:23 pm
SJU
- MDW
1 stop8h 03m
Frontier
Deal found 3/10![Frontier logo]()
$233
This Mytrip deal was found by Cheapflights users on 3/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/199:04 am
MDW
- SJU
1 stop15h 57m
Frontier
Tue 4/283:08 am
SJU
- MDW
1 stop29h 13m
Frontier
Deal found 3/10![Frontier logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Tue 4/146:10 am
MDW
- SJU
1 stop12h 40m
Multiple Airlines
Tue 4/143:08 am
SJU
- MDW
2 stops17h 23m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$235
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 March 13, 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 March 13, 2026.
This Southwest deal was found by Cheapflights users on 3/7. 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 4/197:35 am
MDW
- SJU
1 stop6h 05m
Southwest
Wed 4/222:00 pm
SJU
- MDW
2 stops9h 15m
Southwest
Deal found 3/7![Southwest logo]()
$336
This Southwest deal was found by Cheapflights users on 3/8. 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.
Tue 6/304:35 pm
MDW
- SJU
1 stop6h 40m
Southwest
Sun 7/54:15 pm
SJU
- MDW
1 stop8h 30m
Southwest
Deal found 3/8![Southwest logo]()
$336
This Southwest deal was found by Cheapflights users on 3/11. 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.
Sun 5/101:25 pm
MDW
- SJU
1 stop9h 10m
Southwest
Sun 5/179:45 pm
SJU
- MDW
2 stops15h 05m
Southwest
Deal found 3/11![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 3/8. 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.
Fri 7/311:35 am
MDW
- SJU
1 stop11h 50m
Southwest
Fri 7/105:30 am
SJU
- MDW
2 stops9h 35m
Southwest
Deal found 3/8![Southwest logo]()
$386
This Southwest deal was found by Cheapflights users on 3/9. 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.
Tue 7/2812:00 pm
MDW
- SJU
1 stop11h 45m
Southwest
Mon 8/310:20 am
SJU
- MDW
2 stops8h 35m
Southwest
Deal found 3/9![Southwest logo]()
$406
This Southwest deal was found by Cheapflights users on 3/8. 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.
Sat 9/57:50 am
MDW
- SJU
2 stops9h 15m
Southwest
Sat 9/125:05 am
SJU
- MDW
1 stop6h 55m
Southwest
Deal found 3/8![Southwest logo]()
$416
This Southwest deal was found by Cheapflights users on 3/10. 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.
Thu 6/411:35 am
MDW
- SJU
1 stop11h 50m
Southwest
Sat 6/65:30 am
SJU
- MDW
Nonstop4h 50m
Southwest
Deal found 3/10![Southwest logo]()
$432
This Southwest deal was found by Cheapflights users on 3/10. 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.
Thu 8/207:15 am
MDW
- SJU
1 stop8h 40m
Southwest
Mon 8/245:00 am
SJU
- MDW
2 stops8h 20m
Southwest
Deal found 3/10![Southwest logo]()
$436
This Southwest deal was found by Cheapflights users on 3/7. 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 6/11:00 pm
MDW
- SJU
1 stop9h 25m
Southwest
Sat 6/65:30 am
SJU
- MDW
Nonstop4h 50m
Southwest
Deal found 3/7![Southwest logo]()
$442
This Southwest deal was found by Cheapflights users on 3/9. 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.
Mon 6/291:00 pm
MDW
- SJU
2 stops10h 15m
Southwest
Sat 7/45:30 am
SJU
- MDW
2 stops10h 05m
Southwest
Deal found 3/9![Southwest logo]()
$481
Last-minute flights from Midway to Luis Munoz Marin IntlDiscover last-minute flight deals from Midway to Luis Munoz Marin Intl. Data last updated March 13, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Luis Munoz Marin Intl. Data last updated March 13, 2026 and is based on user searches.
This Priceline deal was found by Cheapflights users on 3/10. 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 4/25:01 am
MDW
- SJU
1 stop20h 00m
Frontier
Thu 4/163:19 pm
SJU
- MDW
1 stop17h 40m
Frontier
Deal found 3/10![Frontier logo]()
$231
This Priceline deal was found by Cheapflights users on 3/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/82:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Tue 4/143:08 am
SJU
- MDW
1 stop29h 56m
Frontier
Deal found 3/9![Frontier logo]()
$202
This Frontier deal was found by Cheapflights users on 3/10. 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 4/82:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Thu 4/163:03 pm
SJU
- MDW
1 stop8h 16m
Frontier
Deal found 3/10![Frontier logo]()
$222
This Priceline deal was found by Cheapflights users on 3/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Thu 5/73:18 pm
SJU
- MDW
1 stop8h 01m
Frontier
Deal found 3/8![Frontier logo]()
$223
This Mytrip deal was found by Cheapflights users on 3/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Thu 4/163:19 pm
SJU
- MDW
1 stop17h 40m
Frontier
Deal found 3/12![Frontier logo]()
$232
This Mytrip deal was found by Cheapflights users on 3/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:30 am
MDW
- SJU
1 stop17h 31m
Frontier
Tue 4/143:08 am
SJU
- MDW
1 stop29h 56m
Frontier
Deal found 3/9![Frontier logo]()
$208
This Booking.com deal was found by Cheapflights users on 3/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:30 am
MDW
- SJU
1 stop17h 31m
Frontier
Fri 4/173:23 pm
SJU
- MDW
1 stop8h 03m
Frontier
Deal found 3/11![Frontier logo]()
$224
This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:00 am
MDW
- SJU
1 stop13h 49m
Frontier
Fri 4/243:23 pm
SJU
- MDW
1 stop8h 03m
Frontier
Deal found 3/10![Frontier logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Tue 4/146:10 am
MDW
- SJU
1 stop12h 40m
Multiple Airlines
Tue 4/143:08 am
SJU
- MDW
2 stops17h 23m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$235
This Mytrip deal was found by Cheapflights users on 3/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/199:04 am
MDW
- SJU
1 stop15h 57m
Frontier
Tue 4/283:08 am
SJU
- MDW
1 stop29h 13m
Frontier
Deal found 3/10![Frontier logo]()
$234
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 March 13, 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 March 13, 2026.
This Booking.com deal was found by Cheapflights users on 3/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:00 am
MDW
- SJU
1 stop13h 49m
Frontier
Deal found 3/9![Frontier logo]()
$101
This Trip.com deal was found by Cheapflights users on 3/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/136:30 am
MDW
- SJU
1 stop16h 23m
Frontier
Deal found 3/12![Frontier logo]()
$104
This Mytrip deal was found by Cheapflights users on 3/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:48 pm
MDW
- SJU
1 stop29h 33m
Frontier
Deal found 3/9![Frontier logo]()
$107
This Orbitz deal was found by Cheapflights users on 3/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/82:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Deal found 3/10![Frontier logo]()
$111
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 4/146:10 am
MDW
- SJU
1 stop12h 40m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$115
This Priceline deal was found by Cheapflights users on 3/10. 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.
Sun 4/125:05 am
MDW
- SJU
1 stop29h 13m
Frontier
Deal found 3/10![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/309:42 pm
MDW
- SJU
1 stop26h 37m
Frontier
Deal found 3/8![Frontier logo]()
$118
This Priceline deal was found by Cheapflights users on 3/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/92:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Deal found 3/9![Frontier logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Sat 4/116:30 am
MDW
- SJU
1 stop16h 28m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 3/10. 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.
Tue 4/216:10 am
MDW
- SJU
2 stops17h 19m
Frontier
Deal found 3/10![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 3/9. 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.
Sat 5/27:34 pm
MDW
- SJU
1 stop20h 57m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$126
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 March 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $202 (Priceline) |
One-way from | $101 (Booking.com) |
Popular in | June |
Cheapest in | February |
Average price | $415 |
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 March 13, 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
Sun 4/19
7:35 am-2:40 pm
1 stop6h 05m
San Juan Luis Munoz Marin Intl
Wed 4/22
2:00 pm-10:15 pm
2 stops9h 15m
$336
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Tue 6/30
4:35 pm-12:15 am
1 stop6h 40m
San Juan Luis Munoz Marin Intl
Sun 7/5
4:15 pm-11:45 pm
1 stop8h 30m
$336
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sun 5/10
1:25 pm-11:35 pm
1 stop9h 10m
San Juan Luis Munoz Marin Intl
Sun 5/17
9:45 pm-11:50 am
2 stops15h 05m
$346
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Fri 7/3
11:35 am-12:25 am
1 stop11h 50m
San Juan Luis Munoz Marin Intl
Fri 7/10
5:30 am-2:05 pm
2 stops9h 35m
$386
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Tue 7/28
12:00 pm-12:45 am
1 stop11h 45m
San Juan Luis Munoz Marin Intl
Mon 8/3
10:20 am-5:55 pm
2 stops8h 35m
$406
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Sat 9/5
7:50 am-6:05 pm
2 stops9h 15m
San Juan Luis Munoz Marin Intl
Sat 9/12
5:05 am-11:00 am
1 stop6h 55m
$416
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Thu 6/4
11:35 am-12:25 am
1 stop11h 50m
San Juan Luis Munoz Marin Intl
Sat 6/6
5:30 am-9:20 am
Nonstop4h 50m
$432
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Thu 8/20
7:15 am-4:55 pm
1 stop8h 40m
San Juan Luis Munoz Marin Intl
Mon 8/24
5:00 am-12:20 pm
2 stops8h 20m
$436
Quickest round-trip
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Mon 6/1
1:00 pm-11:25 pm
1 stop9h 25m
San Juan Luis Munoz Marin Intl
Sat 6/6
5:30 am-9:20 am
Nonstop4h 50m
$442
ChicagoSan Juan
MDW - SJU
MDWSJU
Chicago Midway
Mon 6/29
1:00 pm-12:15 am
2 stops10h 15m
San Juan Luis Munoz Marin Intl
Sat 7/4
5:30 am-2:35 pm
2 stops10h 05m
$481
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 March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 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
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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 March 6, 2026.
Booking 55 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, April 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 $91). Flying from Chicago Midway Airport to San Juan Luis Munoz Marin Intl Airport in June is currently the most expensive (average of $298). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MDW to SJU?
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 March 13, 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 29% of weekly flights between Chicago and San Juan have experienced delays in the past year, with the average delay time being 103 minutes.
What is the most punctual flight time for Chicago to San Juan flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Saturday tends to have the lowest number of delays on this route, whereas 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, Southwest have had the lowest number of delays on this route, with just 29% 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.
Atlanta (ATL) – chosen by Cheapflights users on 80% 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.
Atlanta (ATL) is the most affordable 1-stop option, with an average round-trip price of $382.
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 Atlanta (ATL) have the shortest average one-way travel time for 1-stop routes: 6h 59m.
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 49m.
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 March 13, 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.
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Crew
8.6
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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
Dorado
Luquillo
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 March 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$132 | Average$494 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$142 | Average$295 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$379 | Average$489 | FlexibilityNo cancel fee | On-time63% |