$101+ Cheap flights from San Juan 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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — MDW
Mar 20 — Mar 271
1 adult, Economy
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Find cheap flights from San Juan to Midway 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
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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 San Juan to Midway
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Cheapest flights from San Juan to MidwayExplore the most affordable flight options available from San Juan to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.
Explore the most affordable flight options available from San Juan to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.
This Frontier deal was found by Cheapflights users on 2/18. 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 2/18![Frontier logo]()
$202
This CheapOair deal was found by Cheapflights users on 2/17. 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 5/143:19 pm
SJU
- MDW
1 stop17h 45m
Frontier
Sun 5/179:14 am
MDW
- SJU
1 stop15h 47m
Frontier
Deal found 2/17![Frontier logo]()
$213
This CheapOair deal was found by Cheapflights users on 2/18. 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 5/13:23 pm
SJU
- MDW
1 stop8h 03m
Frontier
Mon 5/48:41 am
MDW
- SJU
1 stop16h 20m
Frontier
Deal found 2/18![Frontier logo]()
$217
This Trip.com deal was found by Cheapflights users on 2/14. 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 2/263:53 am
SJU
- MDW
1 stop12h 33m
Frontier
Sun 3/17:30 am
MDW
- SJU
1 stop17h 23m
Frontier
Deal found 2/14![Frontier logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 2/18. 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 2/266:00 am
SJU
- MDW
1 stop9h 56m
Frontier
Sun 3/16:15 am
MDW
- SJU
1 stop17h 54m
Frontier
Deal found 2/18![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 4/76:00 am
SJU
- MDW
1 stop15h 07m
Frontier
Mon 4/136:30 am
MDW
- SJU
1 stop17h 31m
Frontier
Deal found 2/14![Frontier logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 2/276:27 pm
SJU
- MDW
1 stop29h 12m
Multiple Airlines
Sun 3/16:15 am
MDW
- SJU
1 stop17h 54m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$240
This Frontier deal was found by Cheapflights users on 2/17. 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 3/29:22 pm
MDW
- SJU
1 stop10h 32m
Frontier
Deal found 2/17![Frontier logo]()
$244
This Delta deal was found by Cheapflights users on 2/16. 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 4/167:30 am
SJU
- MDW
1 stop9h 59m
Delta
Wed 4/2212:52 pm
MDW
- SJU
1 stop9h 20m
Delta
Deal found 2/16![Delta logo]()
$246
Best flights from San Juan to MidwayDiscover carefully curated flight deals from San Juan to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 18, 2026.
Discover carefully curated flight deals from San Juan to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 18, 2026.
This Frontier deal was found by Cheapflights users on 2/17. 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 2/17![Frontier logo]()
$202
This Southwest deal was found by Cheapflights users on 2/14. 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 4/2211:25 am
SJU
- MDW
2 stops9h 05m
Southwest
Mon 4/275:35 am
MDW
- SJU
1 stop6h 35m
Southwest
Deal found 2/14![Southwest logo]()
$246
This Delta deal was found by Cheapflights users on 2/15. 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 4/2212:52 pm
MDW
- SJU
1 stop9h 20m
Delta
Deal found 2/15![Delta logo]()
$246
This OneTravel deal was found by Cheapflights users on 2/16. 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.
Thu 5/73:18 pm
SJU
- MDW
1 stop8h 01m
Frontier
Sun 5/179:14 am
MDW
- SJU
1 stop15h 47m
Frontier
Deal found 2/16![Frontier logo]()
$217
This CheapOair deal was found by Cheapflights users on 2/18. 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 5/13:23 pm
SJU
- MDW
1 stop8h 03m
Frontier
Mon 5/48:41 am
MDW
- SJU
1 stop16h 20m
Frontier
Deal found 2/18![Frontier logo]()
$217
This Expedia deal was found by Cheapflights users on 2/14. 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 4/81:11 pm
SJU
- MDW
1 stop10h 08m
Frontier
Mon 4/132:56 pm
MDW
- SJU
1 stop8h 56m
Frontier
Deal found 2/14![Frontier logo]()
$223
This CheapOair deal was found by Cheapflights users on 2/17. 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 4/173:19 pm
SJU
- MDW
1 stop25h 54m
Frontier
Mon 4/206:00 am
MDW
- SJU
1 stop7h 08m
Frontier
Deal found 2/17![Frontier logo]()
$229
This Priceline deal was found by Cheapflights users on 2/17. 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.
Tue 3/1711:07 am
SJU
- MDW
1 stop8h 06m
Frontier
Tue 3/244:33 pm
MDW
- SJU
1 stop8h 30m
Frontier
Deal found 2/17![Frontier logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 4/74:33 pm
SJU
- MDW
2 stops28h 34m
Frontier
Mon 4/136:30 am
MDW
- SJU
1 stop17h 31m
Frontier
Deal found 2/14![Frontier logo]()
$260
This eDestinos deal was found by Cheapflights users on 2/14. 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 3/56:00 am
SJU
- MDW
2 stops42h 19m
Frontier
Mon 3/96:00 am
MDW
- SJU
1 stop18h 21m
Frontier
Deal found 2/14![Frontier logo]()
$284
Last-minute flights from San Juan to MidwayDiscover last-minute flight deals from San Juan to Midway. Data last updated February 18, 2026 and is based on user searches.
Discover last-minute flight deals from San Juan to Midway. Data last updated February 18, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/243:55 pm
SJU
- MDW
1 stop8h 38m
Delta
Tue 3/1012:47 pm
MDW
- SJU
1 stop9h 28m
Delta
Deal found 2/16![Delta logo]()
$266
This Frontier deal was found by Cheapflights users on 2/16. 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 3/29:22 pm
MDW
- SJU
1 stop10h 32m
Frontier
Deal found 2/16![Frontier logo]()
$223
This Trip.com deal was found by Cheapflights users on 2/14. 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 2/263:53 am
SJU
- MDW
1 stop12h 33m
Frontier
Sun 3/17:30 am
MDW
- SJU
1 stop17h 23m
Frontier
Deal found 2/14![Frontier logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 2/266:00 am
SJU
- MDW
1 stop9h 56m
Frontier
Sun 3/16:15 am
MDW
- SJU
1 stop17h 54m
Frontier
Deal found 2/17![Frontier logo]()
$235
This Priceline deal was found by Cheapflights users on 2/14. 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 2/273:53 am
SJU
- MDW
1 stop13h 02m
Frontier
Sat 4/189:14 am
MDW
- SJU
1 stop12h 34m
Frontier
Deal found 2/14![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 2/276:27 pm
SJU
- MDW
1 stop29h 12m
Multiple Airlines
Sun 3/16:15 am
MDW
- SJU
1 stop17h 54m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$240
This Frontier deal was found by Cheapflights users on 2/15. 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 3/56:00 am
SJU
- MDW
1 stop9h 56m
Frontier
Mon 3/99:51 pm
MDW
- SJU
1 stop11h 21m
Frontier
Deal found 2/15![Frontier logo]()
$258
This Priceline deal was found by Cheapflights users on 2/17. 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.
Tue 3/1711:07 am
SJU
- MDW
1 stop8h 06m
Frontier
Tue 3/244:33 pm
MDW
- SJU
1 stop8h 30m
Frontier
Deal found 2/17![Frontier logo]()
$259
One-way flights from San Juan to MidwaySearch for one-way flight options from San Juan to Midway. Find affordable one-way fares based on user searches. Data last updated February 18, 2026.
Search for one-way flight options from San Juan to Midway. Find affordable one-way fares based on user searches. Data last updated February 18, 2026.
This Frontier deal was found by Cheapflights users on 2/17. 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 4/163:18 pm
SJU
- MDW
1 stop8h 01m
Frontier
Deal found 2/17![Frontier logo]()
$101
This Priceline deal was found by Cheapflights users on 2/16. 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 4/96:07 pm
SJU
- MDW
1 stop20h 54m
Frontier
Deal found 2/16![Frontier logo]()
$107
This Mytrip deal was found by Cheapflights users on 2/17. 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 3/45:25 pm
SJU
- MDW
1 stop23h 01m
Frontier
Deal found 2/17![Frontier logo]()
$108
This Orbitz deal was found by Cheapflights users on 2/14. 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.
Fri 3/63:58 am
SJU
- MDW
1 stop11h 10m
Frontier
Deal found 2/14![Frontier logo]()
$110
This OneTravel deal was found by Cheapflights users on 2/17. 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.
Wed 4/223:19 pm
SJU
- MDW
1 stop17h 45m
Frontier
Deal found 2/17![Frontier logo]()
$111
This Trip.com deal was found by Cheapflights users on 2/17. 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 2/17![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 2/14![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 3/611:52 am
SJU
- MDW
1 stop27h 49m
Multiple Airlines
Deal found 2/17![Multiple Airlines logo]()
$120
This Expedia deal was found by Cheapflights users on 2/17. 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.
Mon 3/93:08 am
SJU
- MDW
1 stop16h 05m
Frontier
Deal found 2/17![Frontier logo]()
$122
This Southwest deal was found by Cheapflights users on 2/15. 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 6/23:45 pm
SJU
- MDW
1 stop6h 40m
Southwest
Deal found 2/15![Southwest logo]()
$123
Find flight deals from San Juan to Midway
Discover tips and strategies to find the most affordable flight options for your journey from San Juan (PR1) 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 18, 2026.
Round-trip from | $202 (Frontier) |
|---|---|
One-way from | $101 (Frontier) |
Popular in | February |
Cheapest in | December |
Average price | $726 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Juan 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 18, 2026.
Use the filters below to find and compare flights from San Juan to Chicago Midway Airport that are best for you.
Fly from
San Juan
Fly to
Midway
Route
Depart
Return
Price
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 5/7
3:18 pm-10:19 pm
1 stop8h 01m
Chicago Midway
Sun 5/10
6:00 am-2:08 pm
1 stop7h 08m
$202
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 5/7
3:18 pm-10:19 pm
1 stop8h 01m
Chicago Midway
Sun 5/17
9:14 am-2:01 am
1 stop15h 47m
$217
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Fri 5/1
3:23 pm-10:26 pm
1 stop8h 03m
Chicago Midway
Mon 5/4
8:41 am-2:01 am
1 stop16h 20m
$217
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 4/8
1:11 pm-10:19 pm
1 stop10h 08m
Chicago Midway
Mon 4/13
2:56 pm-12:52 am
1 stop8h 56m
$223
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Fri 4/17
3:19 pm-4:13 pm
1 stop25h 54m
Chicago Midway
Mon 4/20
6:00 am-2:08 pm
1 stop7h 08m
$229
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Wed 4/22
11:25 am-7:30 pm
2 stops9h 05m
Chicago Midway
Mon 4/27
5:35 am-1:10 pm
1 stop6h 35m
$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
12:52 pm-11:12 pm
1 stop9h 20m
$246
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Tue 3/17
11:07 am-6:13 pm
1 stop8h 06m
Chicago Midway
Tue 3/24
4:33 pm-2:03 am
1 stop8h 30m
$259
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Tue 4/7
4:33 pm-8:07 pm
2 stops28h 34m
Chicago Midway
Mon 4/13
6:30 am-1:01 am
1 stop17h 31m
$260
San JuanChicago
SJU - MDW
SJUMDW
San Juan Luis Munoz Marin Intl
Thu 3/5
6:00 am-10:19 pm
2 stops42h 19m
Chicago Midway
Mon 3/9
6:00 am-1:21 am
1 stop18h 21m
$284
Showing 1-10 of 19 results
Best time to book a flight from San Juan to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from San Juan with our price prediction graph.
PR1-MDW
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 to Chicago Midway Airport
PR1-MDW
SJU-MDW
What is the cheapest month to book a flight from San Juan to Chicago Midway Airport?
Currently, December is the cheapest month in which you can book a flight from San Juan to Chicago Midway Airport (average of $213). Flying from San Juan to Chicago Midway Airport in February is currently the most expensive (average of $434). 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 San Juan 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 18, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from San Juan 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 18, 2026.
Read reviews from past customers who have flown Southwest from San Juan to Chicago Midway 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.
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Entertainment
7.5
Food
7.0
Comfort
8.0
Overall
8.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from San Juan 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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San Juan and Midway flights
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Top airline flying from San Juan to Midway
Discover the top airline that operate flights from San Juan 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 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$419 | Average$553 | FlexibilityNo cancel fee | On-time63% |