$95+ Cheap flights from Luis Munoz Marin Intl (SJU) to Midway (MDW)
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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MDW
Mar 13 — Mar 201
1 adult, Economy
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1. Tell us where you want to go
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Luis Munoz Marin Intl to Midway
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Cheapest flights from Luis Munoz Marin Intl to MidwayExplore the most affordable flight options available from Luis Munoz Marin Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 11, 2026.
Explore the most affordable flight options available from Luis Munoz Marin Intl to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Wed 2/254:31 pm
SJU
- MDW
2 stops25h 45m
Multiple Airlines
Sun 3/16:15 am
MDW
- SJU
1 stop17h 54m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$198
This Frontier deal was found by Cheapflights users on 2/10. 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 5/73:18 pm
SJU
- MDW
1 stop8h 01m
Frontier
Sun 5/106:00 am
MDW
- SJU
1 stop7h 08m
Frontier
Deal found 2/10![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 3/56:00 am
SJU
- MDW
1 stop9h 56m
Frontier
Mon 3/96:00 am
MDW
- SJU
1 stop14h 03m
Frontier
Deal found 2/11![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/56:00 am
SJU
- MDW
1 stop9h 56m
Multiple Airlines
Mon 3/96:00 am
MDW
- SJU
1 stop10h 58m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$206
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/274:16 pm
SJU
- MDW
1 stop8h 21m
Multiple Airlines
Mon 3/22:19 pm
MDW
- SJU
2 stops26h 39m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$208
This Priceline deal was found by Cheapflights users on 2/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/203:53 am
SJU
- MDW
1 stop13h 02m
Frontier
Thu 2/267:30 am
MDW
- SJU
1 stop15h 13m
Frontier
Deal found 2/7![Frontier logo]()
$212
This OneTravel deal was found by Cheapflights users on 2/9. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/83:18 pm
SJU
- MDW
1 stop8h 01m
Frontier
Mon 5/116:00 am
MDW
- SJU
1 stop7h 08m
Frontier
Deal found 2/9![Frontier logo]()
$217
This deal was found by Cheapflights users on 2/11. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/81:11 pm
SJU
- MDW
1 stop10h 08m
Frontier
Fri 4/102:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Deal found 2/11![Frontier logo]()
$223
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/253:53 am
SJU
- MDW
1 stop12h 33m
Frontier
Mon 3/26:00 am
MDW
- SJU
1 stop7h 02m
Frontier
Deal found 2/9![Frontier logo]()
$229
This CheapOair deal was found by Cheapflights users on 2/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/205:25 pm
SJU
- MDW
1 stop23h 30m
Frontier
Sun 2/227:30 am
MDW
- SJU
1 stop24h 24m
Frontier
Deal found 2/8![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/254:06 pm
SJU
- MDW
1 stop26h 10m
Frontier
Wed 3/116:05 am
MDW
- SJU
2 stops18h 14m
Frontier
Deal found 2/7![Frontier logo]()
$238
Best flights from Luis Munoz Marin Intl to MidwayDiscover carefully curated flight deals from Luis Munoz Marin Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 11, 2026.
Discover carefully curated flight deals from Luis Munoz Marin Intl to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 11, 2026.
This Frontier deal was found by Cheapflights users on 2/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:11 pm
SJU
- MDW
1 stop8h 18m
Frontier
Mon 3/26:00 am
MDW
- SJU
1 stop7h 02m
Frontier
Deal found 2/8![Frontier logo]()
$202
This Delta deal was found by Cheapflights users on 2/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:30 am
SJU
- MDW
1 stop9h 55m
Delta
Sat 8/156:00 am
MDW
- SJU
1 stop6h 30m
Delta
Deal found 2/7![Delta logo]()
$246
This Southwest deal was found by Cheapflights users on 2/8. 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 5/1610:00 am
SJU
- MDW
1 stop11h 40m
Southwest
Tue 5/192:35 pm
MDW
- SJU
2 stops8h 05m
Southwest
Deal found 2/8![Southwest logo]()
$296
This Delta deal was found by Cheapflights users on 2/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:15 am
SJU
- MDW
1 stop11h 14m
Delta
Wed 4/2212:53 pm
MDW
- SJU
1 stop6h 31m
Delta
Deal found 2/9![Delta logo]()
$246
This Expedia deal was found by Cheapflights users on 2/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:30 am
SJU
- MDW
1 stop12h 43m
Frontier
Wed 3/1811:19 am
MDW
- SJU
1 stop10h 26m
Frontier
Deal found 2/9![Frontier logo]()
$259
This Delta deal was found by Cheapflights users on 2/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:30 am
SJU
- MDW
1 stop9h 47m
Delta
Tue 8/186:00 am
MDW
- SJU
1 stop9h 35m
Delta
Deal found 2/7![Delta logo]()
$246
This eDestinos deal was found by Cheapflights users on 2/9. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/54:11 pm
SJU
- MDW
1 stop29h 36m
Frontier
Mon 3/96:05 am
MDW
- SJU
2 stops39h 40m
Frontier
Deal found 2/9![Frontier logo]()
$271
This Super.com deal was found by Cheapflights users on 2/9. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/66:30 am
SJU
- MDW
1 stop8h 38m
Frontier
Sun 3/88:00 am
MDW
- SJU
1 stop17h 13m
Frontier
Deal found 2/9![Frontier logo]()
$273
This Delta deal was found by Cheapflights users on 2/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:30 am
SJU
- MDW
1 stop9h 47m
Delta
Mon 8/176:00 am
MDW
- SJU
1 stop9h 35m
Delta
Deal found 2/7![Delta logo]()
$296
This Delta deal was found by Cheapflights users on 2/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:30 am
SJU
- MDW
1 stop9h 55m
Delta
Mon 8/176:00 am
MDW
- SJU
1 stop9h 35m
Delta
Deal found 2/7![Delta logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/216:00 am
SJU
- MDW
2 stops17h 33m
Frontier
Thu 2/266:15 am
MDW
- SJU
1 stop28h 24m
Frontier
Deal found 2/7![Frontier logo]()
$303
This Delta deal was found by Cheapflights users on 2/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/22:34 pm
SJU
- MDW
1 stop8h 54m
Delta
Wed 5/612:53 pm
MDW
- SJU
1 stop9h 20m
Delta
Deal found 2/9![Delta logo]()
$296
Last-minute flights from Luis Munoz Marin Intl to MidwayDiscover last-minute flight deals from Luis Munoz Marin Intl to Midway. Data last updated February 11, 2026 and is based on user searches.
Discover last-minute flight deals from Luis Munoz Marin Intl to Midway. Data last updated February 11, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 2/9. 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.
Thu 2/193:53 am
SJU
- MDW
1 stop12h 33m
Frontier
Thu 2/267:30 am
MDW
- SJU
1 stop17h 23m
Frontier
Deal found 2/9![Frontier logo]()
$223
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/193:53 am
SJU
- MDW
1 stop12h 33m
Frontier
Sun 2/227:30 am
MDW
- SJU
1 stop24h 24m
Frontier
Deal found 2/9![Frontier logo]()
$235
This Frontier deal was found by Cheapflights users on 2/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/194:11 pm
SJU
- MDW
1 stop8h 26m
Frontier
Sun 2/226:00 am
MDW
- SJU
1 stop7h 08m
Frontier
Deal found 2/9![Frontier logo]()
$244
This Priceline deal was found by Cheapflights users on 2/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/203:53 am
SJU
- MDW
1 stop13h 02m
Frontier
Thu 2/267:30 am
MDW
- SJU
1 stop15h 13m
Frontier
Deal found 2/7![Frontier logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Wed 2/254:31 pm
SJU
- MDW
2 stops25h 45m
Multiple Airlines
Sun 3/16:15 am
MDW
- SJU
1 stop17h 54m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/254:06 pm
SJU
- MDW
1 stop26h 10m
Frontier
Wed 3/116:05 am
MDW
- SJU
2 stops18h 14m
Frontier
Deal found 2/7![Frontier logo]()
$238
This Frontier deal was found by Cheapflights users on 2/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:11 pm
SJU
- MDW
1 stop8h 18m
Frontier
Mon 3/26:00 am
MDW
- SJU
1 stop7h 02m
Frontier
Deal found 2/8![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/274:16 pm
SJU
- MDW
1 stop8h 21m
Multiple Airlines
Mon 3/22:19 pm
MDW
- SJU
2 stops26h 39m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 3/56:00 am
SJU
- MDW
1 stop9h 56m
Frontier
Mon 3/96:00 am
MDW
- SJU
1 stop14h 03m
Frontier
Deal found 2/11![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/56:00 am
SJU
- MDW
1 stop9h 56m
Multiple Airlines
Mon 3/96:00 am
MDW
- SJU
1 stop10h 58m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$206
One-way flights from Luis Munoz Marin Intl to MidwaySearch for one-way flight options from Luis Munoz Marin Intl to Midway. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
Search for one-way flight options from Luis Munoz Marin Intl to Midway. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
This Trip.com deal was found by Cheapflights users on 2/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/56:00 am
SJU
- MDW
1 stop9h 56m
Frontier
Deal found 2/11![Frontier logo]()
$95
This Trip.com deal was found by Cheapflights users on 2/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:00 am
SJU
- MDW
1 stop9h 56m
Frontier
Deal found 2/11![Frontier logo]()
$97
This Super.com deal was found by Cheapflights users on 2/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/274:16 pm
SJU
- MDW
1 stop8h 21m
Frontier
Deal found 2/10![Frontier logo]()
$100
This Frontier deal was found by Cheapflights users on 2/10. 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 3/116:30 am
SJU
- MDW
1 stop12h 43m
Frontier
Deal found 2/10![Frontier logo]()
$101
This Trip.com deal was found by Cheapflights users on 2/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/139:58 pm
SJU
- MDW
1 stop16h 43m
Frontier
Deal found 2/10![Frontier logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Fri 3/66:50 pm
SJU
- MDW
1 stop20h 51m
Frontier
Deal found 2/11![Frontier logo]()
$106
This Priceline deal was found by Cheapflights users on 2/10. 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.
Sat 5/163:08 am
SJU
- MDW
1 stop29h 56m
Frontier
Deal found 2/10![Frontier logo]()
$107
This Trip.com deal was found by Cheapflights users on 2/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1812:05 pm
SJU
- MDW
1 stop11h 14m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$109
This Frontier deal was found by Cheapflights users on 2/9. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/63:58 am
SJU
- MDW
1 stop11h 10m
Frontier
Deal found 2/9![Frontier logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 2/244:11 pm
SJU
- MDW
1 stop28h 56m
Frontier
Deal found 2/9![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 3/411:52 am
SJU
- MDW
2 stops35h 20m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/264:36 pm
SJU
- MDW
2 stops28h 02m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$114
Find flight deals from Luis Munoz Marin Intl to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Luis Munoz Marin Intl (SJU) to Midway (MDW). 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 February 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $198 (Kiwi.com) |
One-way from | $95 (Trip.com) |
Popular in | July |
Cheapest in | December |
Average price | $448 |
Cheapflights Fare Finder
Customize your flight search to find flights from Luis Munoz Marin Intl to Midway 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 February 11, 2026.
Use the filters below to find and compare flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport that are best for you.
Fly from
Luis Munoz Marin Intl
Fly to
Midway
Route
Depart
Return
Price
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 2/26
4:11 pm-10:29 pm
1 stop8h 18m
Chicago Midway
Mon 3/2
6:00 am-3:02 pm
1 stop7h 02m
$202
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 5/6
7:30 am-4:25 pm
1 stop9h 55m
Chicago Midway
Sat 8/15
6:00 am-1:30 pm
1 stop6h 30m
$246
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 4/16
6:15 am-4:29 pm
1 stop11h 14m
Chicago Midway
Wed 4/22
12:53 pm-8:24 pm
1 stop6h 31m
$246
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 5/7
7:30 am-4:17 pm
1 stop9h 47m
Chicago Midway
Tue 8/18
6:00 am-4:35 pm
1 stop9h 35m
$246
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 3/11
6:30 am-6:13 pm
1 stop12h 43m
Chicago Midway
Wed 3/18
11:19 am-10:45 pm
1 stop10h 26m
$259
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 3/5
4:11 pm-7:47 pm
1 stop29h 36m
Chicago Midway
Mon 3/9
6:05 am-10:45 pm
2 stops39h 40m
$271
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Fri 3/6
6:30 am-1:08 pm
1 stop8h 38m
Chicago Midway
Sun 3/8
8:00 am-2:13 am
1 stop17h 13m
$273
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Sat 5/16
10:00 am-8:40 pm
1 stop11h 40m
Chicago Midway
Tue 5/19
2:35 pm-11:40 pm
2 stops8h 05m
$296
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 5/7
7:30 am-4:17 pm
1 stop9h 47m
Chicago Midway
Mon 8/17
6:00 am-4:35 pm
1 stop9h 35m
$296
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 5/6
7:30 am-4:25 pm
1 stop9h 55m
Chicago Midway
Mon 8/17
6:00 am-4:35 pm
1 stop9h 35m
$296
Showing 1-10 of 21 results
Compare providers for flights from Luis Munoz Marin Intl to Midway
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 Luis Munoz Marin Intl to Midway in February.
| 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*2 stars |
- Most accurate provider: When it comes to deals on San Juan Luis Munoz Marin Intl Airport-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Juan Luis Munoz Marin Intl Airport-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Juan Luis Munoz Marin Intl Airport-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San Juan Luis Munoz Marin Intl Airport-Chicago Midway 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 San Juan Luis Munoz Marin Intl Airport-Chicago Midway 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 Luis Munoz Marin Intl to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Luis Munoz Marin Intl with our price prediction graph.
SJU-MDW
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 San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport
What is the cheapest month to book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport?
Currently, December is the cheapest month in which you can book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport (average of $213). Flying from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport in February is currently the most expensive (average of $427). 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 SJU to MDW?
Find hourly flight availability from Luis Munoz Marin Intl to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 11, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport as you normally would.
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated February 11, 2026.
See what other customers who have flown with Southwest from San Juan Luis Munoz Marin Intl Airport to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Luis Munoz Marin Intl to Midway. 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 Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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Other flights to Midway
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Luis Munoz Marin Intl and Midway flights
Browse other Luis Munoz Marin Intl and Midway flight options. Last updated on February 11, 2026.
Other flights from Luis Munoz Marin Intl
Browse through other flights departing from Luis Munoz Marin Intl. Flights are based on user searches made on Cheapflights and were last updated on February 11, 2026.
Popular flight searches
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Top airline flying from Luis Munoz Marin Intl to Midway
Discover the top airline that operate flights from Luis Munoz Marin Intl to Midway. 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 February 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$419 | Average$553 | FlexibilityNo cancel fee | On-time63% |