Southwest Airlines flights from Chicago to San Juan

Southwest Airlines flies Chicago to San Juan nonstop 2 times a week, departures from 08:15 to 08:55, 4h 35m in the air.

Flights from Chicago to San Juan

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Filters

Southwest Airlines on Chicago to San Juan at a glance

flights a week
2
days of operation
Sat
first and last departure
08:15 - 08:55
flight time
4h 35m - 4h 45m
aircraft
Boeing 737
cheapest fare on the route
$120

Southwest Airlines Chicago to San Juan schedule

2 flights a week. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
WN 1590
Southwest Airlines
08:15 Chicago Midway International
15:00 Luis Munoz Marin International, terminal B
4h 45m
Sat
Boeing 737
WN 726
Southwest Airlines
08:55 Chicago Midway International
15:35 Luis Munoz Marin International, terminal B
4h 40m
Sat

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 9 January.

FlightDepartsArrivesDurationDaysAircraft
WN 3411
Southwest Airlines
07:50 Chicago Midway International
14:25 Luis Munoz Marin International, terminal B
4h 35m
Seasonal
Boeing 737
WN 2659
Southwest Airlines
07:45 Chicago Midway International
14:20 Luis Munoz Marin International, terminal B
4h 35m
Seasonal
Boeing 737
WN 2856
Southwest Airlines
07:55 Chicago Midway International
14:40 Luis Munoz Marin International, terminal B
4h 45m
Seasonal
Boeing 737
WN 865
Southwest Airlines
08:10 Chicago Midway International
13:55 Luis Munoz Marin International, terminal B
4h 45m
Selected dates
Boeing 737
WN 2463
Southwest Airlines
08:00 Chicago Midway International
13:40 Luis Munoz Marin International, terminal B
4h 40m
Seasonal
Boeing 737
WN 2550
Southwest Airlines
07:45 Chicago Midway International
13:25 Luis Munoz Marin International, terminal B
4h 40m
Seasonal
Boeing 737
WN 2663
Southwest Airlines
07:45 Chicago Midway International
13:25 Luis Munoz Marin International, terminal B
4h 40m
Seasonal
Boeing 737

Days of the week are taken from the schedule for the next 14 days; schedules change by season. San Juan is 2 hours ahead of Chicago.

Other airlines flying Chicago to San Juan

Nonstop flights by the current schedule

Frequently asked questions

How many Southwest Airlines flights are there from Chicago to San Juan?
2 nonstop flights a week, 9 flight numbers in the schedule: Sat.
How long is the Southwest Airlines flight from Chicago to San Juan?
From 4 hours 35 minutes to 4 hours 45 minutes nonstop, depending on the flight.
Which aircraft does Southwest Airlines fly from Chicago to San Juan?
Boeing 737.
Which terminals does Southwest Airlines use between Chicago and San Juan?
Southwest Airlines departs from Chicago Midway International and arrives at Luis Munoz Marin International, terminal B.