SJU to MDW flight delays & on-time performance
Nonstop flights from Luis Munoz Marin International Airport to Chicago Midway International Airport · 2,057 miles · Aug 2025 – Jul 2026
No FAA-reported ground stops or delays at SJU or MDW right now. Individual flights can still be delayed by the airline; check with your airline for your flight.
Key facts
- Flights from San Juan (SJU) to Chicago (MDW) arrived on time 67% of the time in Aug 2025 – Jul 2026, worse than the 78% national average.
- 1.9% were cancelled, and 10% arrived an hour or more late.
- Southwest Airlines is the only airline reporting nonstop flights on this route.
- Sunday was the most reliable day to fly (71% on time) and Saturday the least (65%).
- The largest source of delay minutes was late-arriving aircraft (75%).
Which airline is most on time from SJU to MDW?
Ranked by on-time arrival rate. Regional airlines fly under their partner's brand (e.g. SkyWest for Delta Connection or United Express).
| Airline | On time | Cancelled | Avg delay | 1 hr+ late | Flights |
|---|---|---|---|---|---|
| Southwest Airlines | 67% | 1.9% | 18 min | 9.8% | 53 |
Best time of day to fly
On-time arrival rate by scheduled departure hour (local time).
- 1pm89%10 flights
- 2pm62%13 flights
- 3pm64%12 flights
- 4pm45%11 flights
Best day of the week
On-time arrival rate by day of departure.
- Saturday65%2.6% cancelled
- Sunday71%0.0% cancelled
On-time trend by month
Why flights are late
Share of delay minutes by cause, as reported by airlines to the DOT.
- Late-arriving aircraft75%
- Air traffic control & airport congestion13%
- Airline (crew, maintenance, cleaning, fueling)12%
- Extreme weather0%
- Security0%
Why flights are cancelled
Share of cancellations by reason.
- Air traffic control & airport congestion100%
- Airline (crew, maintenance, cleaning, fueling)0%
- Extreme weather0%
- Security0%
SJU to MDW: common questions
- How often are SJU to MDW flights on time?
- 67% of flights arrived less than 15 minutes late in Aug 2025 – Jul 2026, compared with 78% for all US flights.
- How often are flights from San Juan to Chicago cancelled?
- 1.9% of scheduled flights were cancelled (1 of 53).
- How long are typical delays?
- Across all flights the average arrival delay was 18 min (early arrivals count as zero). Flights that were late arrived 49 min behind schedule on average, and 9.8% of flights were an hour or more late.
- How long is taxi time at SJU?
- Flights on this route spent 20 min taxiing from the gate to takeoff on average.
Related routes
Return trip: MDW to SJU — 69% on time
More flights from San Juan
Data: U.S. DOT Bureau of Transportation Statistics, Aug 2025 – Jul 2026 (12 months). Latest month published by BTS: July 2026. Route: SJU → MDW, nonstop flights by US airlines that report to the DOT. How we calculate this.