Route Reliability
Portland → Chicago
PWM–MDW · 895 miles · Portland International Jetport to Chicago Midway International Airport
74
Usually Fine
WanderNerd Reliability Score
- 77%
- Arrive within 15 minutes
- 12 min
- Average arrival delay
- 2.0%
- Cancelled
- 150
- Flights in the data
Data through May 2026.
Southwest Airlines is the only airline in this data on this route, arriving on time 77% of the time across 150 flights. No comparison to make.
What the data says
Morning-you made the right choice.
PWM–MDW flights departing between 9 AM–12 PM arrived on time 98% of the time, versus 55% between 6–9 PM.
Friday is doing you no favors.
PWM–MDW flights arrived on time 90% of the time on Tuesdays and just 68% on Fridays. That gap is worth planning around.
Flights on this route
The breakdown
- Mon71%(21 flights)
- Tue90%(20 flights)
- Wed86%(21 flights)
- Thu76%(21 flights)
- Fri68%(22 flights)
- Sat71%(21 flights)
- Sun80%(20 flights)
- 6–9 AM—(4 flights)
- 9 AM–12 PM98%(43 flights)
- 12–3 PM92%(13 flights)
- 3–6 PM91%(22 flights)
- 6–9 PM55%(64 flights)
94%
Oct
Jun 58% → Oct 94% on time
| Month | On-time percentage | Flights |
|---|---|---|
| June 2025 | 58% | 26 |
| July 2025 | 43% | 28 |
| August 2025 | 90% | 30 |
| September 2025 | 97% | 30 |
| October 2025 | 94% | 31 |
Same trip, other airports
Keep nerding
Based on 150 historical flights, because apparently we checked. Historical flight data: U.S. Bureau of Transportation Statistics, June 2025 – May 2026. Data through May 2026. How we calculate this.