ChicagotoSan JuanFlight Time
MDW–SJU · Nonstop
Chicago (Chicago Midway International Airport) to San Juan (Luis Munoz Marin International Airport).
The estimated flight time from Chicago (MDW) to San Juan (SJU) is about 4h 50m, covering 2,059 miles. Southwest Airlines flies the route nonstop with 2×/wk departures, from 07:55 to 08:45 local time.
Plan this routeAt a glance
| Est. flight time | Distance | Route type | Captured freq. | Market |
|---|---|---|---|---|
| ~4h 50m Estimated from great-circle distance — no tracked flights yet. | 2,059 mi | Nonstop | 2×/wk From the current provider sample; confirm live timetables before booking. | Domestic |
Airlines on this route
Nonstop airlines from Chicago to San Juan
Southwest Airlines operates 2×/wk flights from MDW to SJU.
- First departure
- 07:55
- Last departure
- 08:45
- Cadence
- ~hourly
- Scheduled departure times
- 2
| Airline | Captured daily freq. | Aircraft | Departures (local) |
|---|---|---|---|
| Southwest Airlines | 2×/wk | Boeing 737 · Seat map | 07:5508:45 |
Aircraft on this route
Flying the other way?
SJU to MDW flights — 2×/wk on 1 airline →Methodology: airline, aircraft, terminal, and departure-time details come from a full week of published airline schedules for MDW, refreshed on a rolling basis. Frequency uses 2 scheduled departures across 2 observed days; flight time is estimated from flying distance until this route has enough tracked flights for an observed average.
Route FAQ
How long is the flight from Chicago to San Juan?
The estimated flight time from Chicago (MDW) to San Juan (SJU) is about 4h 50m, based on the 2,059-mile flying distance.
How far is Chicago from San Juan?
Chicago (MDW) to San Juan (SJU) is about 2,059 miles by air.
Are there nonstop flights from Chicago to San Juan?
Yes. Southwest Airlines flies nonstop from Chicago (MDW) to San Juan (SJU), with 2×/wk departures.
Which airlines fly from Chicago to San Juan?
Southwest Airlines flies nonstop from Chicago (MDW) to San Juan (SJU).
What aircraft fly from Chicago to San Juan?
The MDW–SJU route is flown with Boeing 737.
Route hubs
Nearby airport options
Near Chicago
- ORD - ChicagoChicago O'Hare International Airport · 15 mi from MDWFlights from ORD
- MKE - MilwaukeeGeneral Mitchell International Airport · 81 mi from MDWFlights from MKE