Route profile
ORD→SJU
Flight reliability, delays and best times to fly from Chicago to San Juan. · 2,072 miles
Right now
Current conditions at both ends of this route.
Aviation weather is not currently a factor.
Aviation weather is not currently a factor.
Airport conditions describe the airfield, not any individual flight. An airport operating normally is not a guarantee that a specific flight will depart on time.
Route reliability
July 2023 – June 2026
Better than 57% of comparable major US routes (4,577 compared)
Calculated from 3,776 flights. How this is calculated
Source: US DOT Bureau of Transportation Statistics · Data covering July 2023 – June 2026
Best time to fly
On-time arrival rate by scheduled local departure time.
ORD → SJU flights departing 5–9 AM arrived on time 81.1% of the time, against 61.0% for 6–9 PM departures — a gap of 20.1 percentage points.
By departure window
By departure hour
Source: FlyerIntel analysis of US DOT BTS data · July 2023 – June 2026 · Buckets with fewer than 120 flights are not scored.
Airlines on this route
Performance by the carrier that actually operated the flight.
| Carrier | Flights | On time | Cancelled | Median delay | Severe |
|---|---|---|---|---|---|
| United Airlines | 1,703 | 80.4% | 0.23% | -4 min | 4.5% |
| Spirit Airlines | 1,136 | 75.8% | 2.38% | -6 min | 8.7% |
| American Airlines | 925 | 78.0% | 0.65% | -6 min | 7.7% |
United Airlines arrived on time 4.6 percentage points more often than Spirit Airlines on this route.
Source: FlyerIntel analysis of US DOT BTS data · July 2023 – June 2026 · Carriers with fewer than 200 flights on this route are not listed.
Individual flights on this route
The same route is not equally reliable at every hour. These are the flight numbers with enough operating history to judge separately.
Source: FlyerIntel analysis of US DOT BTS data · July 2023 – June 2026 · Flight numbers with fewer than 270 operations on this route, or no longer scheduled, are not listed.
Weekly and seasonal patterns
By day of week
Tuesday is historically the most reliable day and Sunday the least, a gap of 8.3 percentage points.
By month
March is historically the weakest month and February the strongest, a spread of 19.4 percentage points.
Historical trend
On-time arrival rate by month.
Over the most recent 12 months (2025-07 to 2026-06), on-time arrivals averaged 73.6% against 80.4% in the 12 months before — declining by 6.8 percentage points.
Source: FlyerIntel analysis of US DOT BTS data · July 2023 – June 2026
Data and methodology
All figures on this page are calculated by FlyerIntel from 3,776 ORD → SJU flight records published by the US DOT Bureau of Transportation Statistics, covering July 2023 – June 2026. A flight is counted as delayed when it arrives 15 or more minutes after its scheduled arrival time, following BTS methodology. Cancelled and diverted flights have no arrival time and are excluded from on-time rates rather than counted as late.