Direct flights from Chicago to San Juan

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Chicago

United States

United States

MDW

Midway International Airport

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San Juan

Puerto Rico

Puerto Rico

SJU

Luis Muñoz Marín International Airport

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Flight schedule
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Click to show full flight schedule

Distance
2,057 miles  ·  (3,310 km)
Flight time
4 hours and 40 minutes
Airlines
  • Southwest Airlines
Alliances
  • OneWorld
  • SkyTeam
  • Star Alliance
Classes
  • Economy
  • Premium Economy
  • Business Class
  • First Class
Aircrafts
  • Boeing 737-700 (winglets)

Chicago to San Juan Flight Schedule

Scan through all non-stop flights from Chicago to San Juan. The full flight schedule below gives an overview of all non-stop flights from MDW to SJU, which includes the daily timetable of every operating airline for the upcoming 12 months.

First MDW-SJU flights start in October

Note: for airline-specific flight schedules, please scroll further down.

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Airlines flying from Chicago to San Juan

Airline-specific flight schedules from Chicago to San Juan

Currently, there is only one airline operating non-stop flights from Chicago MDW to San Juan SJU, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.

Click an airline below to view their MDW SJU flight schedule.

Southwest Airlines
Southwest Airlines flight schedulefrom Chicago to San Juan

Southwest Airlines flights start in October
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Chicago to San Juan Flights

Flights from MDW to SJU are operated once a week. Departure times vary between 08:05 - 08:15. The earliest flight departs at 08:05, the last flight departs at 08:15. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.

On this non-stop route, you can fly in Economy only.

The fastest direct flight from Chicago to San Juan takes 4 hours and 40 minutes. The flight distance between Chicago and San Juan is 2,057 miles (or 3,310 km).

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Frequently asked questions - FAQ

How many airports are there in San Juan?

There are 2 airports in San Juan: Luis Muñoz Marín International Airport (SJU) and Fernando Luis Ribas Dominicci Airport (SIG).

How many flights per week are there from MDW to SJU?

There is 1 flight per week flying from Chicago to San Juan (as of September 2021).

How long does it take to fly from Chicago to San Juan?

4 hours and 40 minutes is the average flight time from Chicago to San Juan.

How far is San Juan from Chicago?

The distance from Chicago to San Juan is 2,057 miles (3,310 kilometers).

What airlines fly nonstop from MDW airport to SJU airport?

Southwest Airlines is the only airline flying nonstop from Chicago to San Juan.

What alliances have direct flights from Chicago to San Juan?

There are no alliances flying direct from Chicago to San Juan at the moment.

What classes are available from Chicago to San Juan?

You can fly non-stop in Economy only.

What aircraft types fly from Chicago to San Juan?

Aircraft types that fly from Chicago to San Juan:

  • Boeing 737-700 (winglets)

What is the earliest flight departing from Chicago to San Juan?

The earliest flight departs at 08:05 from Chicago and arrives at 14:45 at San Juan.

What is the latest flight available from Chicago to San Juan?

The latest flight departs at 08:15 from Chicago and arrives at 14:55 at San Juan.

Non-stop flights from MDW to SJU

2,057 miles (3,310 km)  ·  4h 40m

Round trip
1 passenger
Economy
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Return schedule
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  • Depart
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  • Classes
  • 08:10

  • 13:55

  • Southwest Airlines

    Southwest Airlines

  • WN 4674

  • Southwest Airlines

  • Boeing 737-700 (winglets)

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