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Good to Know: Cheapest and Fastest MDW - SJU Flights
Useful information for finding best airline tickets from Chicago Midway International to Luis Munoz Marin International on your next trip.
Cheapest Round Trip Flight
$271
Southwest Airlines
• 1 stop
• 13h 30m
Nov 08 – Nov 12
The cheapest round trip flight from Chicago to San Juan (MDW-SJU-MDW) is currently $271
Fastest Flight
10h
The fastest nonstop flight from Chicago to San Juan (MDW-SJU) takes 10h
Top Airlines Flying from Chicago to San Juan
Latest Flight Deals from Chicago (MDW) to San Juan (SJU)
Compare and book low fare round-trip air tickets from Chicago to San Juan. Ideal for travelers with confirmed return itineraries.
Nov 08 - Nov 12, Economy
Chicago → San Juan
13h 30m
12:50 PM - 11:00 PM • 1 stop
Chicago → San Juan
13h 35m
2:20 PM - 8:35 PM • 2 stops
Southwest Airlines
Nov 08 - Nov 12, Economy
Chicago → San Juan
12h 10m
5:10 AM - 2:40 PM • 1 stop
Chicago → San Juan
12h 5m
5:50 PM - 11:15 PM • 1 stop
Southwest Airlines
Nov 08 - Nov 12, Economy
Chicago → San Juan
10h
12:50 PM - 8:50 PM • 1 stop
Chicago → San Juan
16h 55m
11:20 AM - 7:35 PM • 2 stops
Southwest Airlines
Nov 08 - Nov 12, Economy
Chicago → San Juan
13h 30m
12:50 PM - 11:00 PM • 1 stop
Chicago → San Juan
12h 5m
5:50 PM - 11:15 PM • 1 stop
Southwest Airlines
Nov 08 - Nov 12, Economy
Chicago → San Juan
19h 10m
8:40 PM - 10:30 AM • 1 stop
Chicago → San Juan
12h 5m
5:50 PM - 11:15 PM • 1 stop
Southwest Airlines
FAQs on Chicago to San Juan Flights
What are the airports in Chicago?
ORD,MDW
What’s the most popular airline flying from MDW to SJU?
The most popular airline flying from Chicago to San Juan are
Can I fly from MDW to SJU non-stop?
NO
Which airlines fly nonstop between Chicago and San Juan?
The non-stop flights between Chicago and San Juan are .
What’s the earliest departure time from MDW to SJU Airport?
The earliest flight leaves MDW at 5:10 am and lands in SJU - Luis Munoz Marin International
What are the airports in San Juan?
SJU
Can I make changes to my Chicago to San Juan flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MDW to SJU?
Read the fare rules of the Chicago to San Juan air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Chicago and San Juan?
operate flights between Chicago and San Juan
How long does a flight from Chicago to San Juan take?
It takes approximately 5 hour to fly non-stop from MDW to SJU, which is 2056.77 miles by air.
Which airlines provide the cheapest flights from Chicago (MDW) to San Juan (SJU) ?
In the past couple of days, the cheapest tickets to SJU from MDW were found on WN : USD 406
Do I need a passport to fly between MDW and SJU?
Yes
What’s the latest departure time from MDW to SJU ?
The last flight leaves MDW at 8:40 pm
Chicago (MDW) to San Juan (SJU): Airport Information
| Origin Airport | Chicago Midway International , Chicago, US |
| Destination Airport | Luis Munoz Marin International , San Juan, PR |
| Distance | 2057 miles |
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