Route on-time record
MDW to PDX: most on-time flights and the best time to fly
Chicago (Chicago Midway International Airport) to Portland (Portland International Airport). 685 nonstop flights in Jun 2025 to May 2026, 63% arrived within 15 minutes and 0.7% were cancelled. The most reliable flight number was Southwest 2497 at 10:15 AM.
Flying on a specific date? We’ll adjust for the month, the weekday and the forecast.
MDW → PDX
Chicago to Portland: 685 nonstop flights a year
On time (12 months)
63%
Cancelled
0.7%
avg delay 20 min
Best time to leave
9 AM to noon
73% on time vs 50% after 9 PM
Most reliable airline
Southwest
63% chance on time
Fares open on our travel partner (Aviasales). Pick the flight number you chose here.
Most reliable nonstop flights
Ranked by the chance the flight operates and arrives within 15 minutes of schedule, from Jun 2025 to May 2026 records.
#1 · Southwest 2497
10:15 AM → 12:35 PM4h 20m nonstop
Local times, typical schedule. Last flown 2026-05-30.
71%
chance on time
- On time (history)
- 74%
- Cancelled
- 0.0%
- Avg arrival delay
- 22 min
- Arrived on time 74% of the time (47 flights, Jun 2025 to May 2026).
- Never cancelled in 47 scheduled flights.
- Leaves in this route's most on-time window (9 AM to noon: 73% on time; After 9 PM: 50%).
- Departs inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
Limited track record · 47 flights
Find Southwest 2497 fares Opens this date on Aviasales#2 · Southwest 3975
10:30 AM → 12:50 PM4h 20m nonstop
Local times, typical schedule. Last flown 2026-04-06.
62%
chance on time
- On time (history)
- 50%
- Cancelled
- 3.0%
- Avg arrival delay
- 38 min
- Arrived on time 50% of the time (32 flights, Jun 2025 to May 2026).
- Cancelled 3.0% of the time (1 of 33).
- Leaves in this route's most on-time window (9 AM to noon: 73% on time; After 9 PM: 50%).
- Departs inside MDW's trouble window: 50% of its 30 ground stops and delay programs started between 7 AM and 1 PM.
Limited track record · 32 flights
Find Southwest 3975 fares Opens this date on Aviasales#3 · Southwest 3579
9:50 PM → 12:10 AM4h 20m nonstop
Local times, typical schedule. Last flown 2026-05-31.
53%
chance on time
- On time (history)
- 51%
- Cancelled
- 3.6%
- Avg arrival delay
- 24 min
- Arrived on time 51% of the time (53 flights, Jun 2025 to May 2026).
- Cancelled 3.6% of the time (2 of 55).
- Leaves in this route's least on-time window (After 9 PM: 50% on time; 9 AM to noon: 73%).
- Departs outside MDW's trouble window (7 AM to 1 PM, when 50% of its 30 ground stops and delay programs started).
Limited track record · 53 flights
Find Southwest 3579 fares Opens this date on Aviasales#4 · Southwest 3976
10:20 PM → 12:45 AM4h 25m nonstop
Local times, typical schedule. Last flown 2026-04-06.
50%
chance on time
- On time (history)
- 32%
- Cancelled
- 3.1%
- Avg arrival delay
- 53 min
- Arrived on time 32% of the time (31 flights, Jun 2025 to May 2026).
- Cancelled 3.1% of the time (1 of 32).
- Leaves in this route's least on-time window (After 9 PM: 50% on time; 9 AM to noon: 73%).
- Departs outside MDW's trouble window (7 AM to 1 PM, when 50% of its 30 ground stops and delay programs started).
Limited track record · 31 flights
Find Southwest 3976 fares Opens this date on Aviasales
Airlines on this route
Season-adjusted chance of operating and arriving on time.
- Southwest Airlines63%
685 flights · 63% on time as flown · 0.7% cancel
On time by departure time
All airlines, scheduled local departure, Jun 2025 to May 2026.
- Before 9 AM72%
134 flights · avg delay 10 min
- 9 AM to noon73%
118 flights · avg delay 19 min
- Noon to 3 PM64%
46 flights · avg delay 15 min
- 3 to 6 PM65%
129 flights · avg delay 17 min
- 6 to 9 PM58%
107 flights · avg delay 28 min
- After 9 PM50%
151 flights · avg delay 30 min
Best day: Saturday (76%). Worst: Thursday (63%).
Smarter routing
Nearby airports that run more on time
ORD → PDX 70% chance on time
Chicago O'Hare International Airport to Portland International Airport · 2,730 flights a year · 15 mi from your airports · yours: 63%
On time by month
All airlines, Jun 2023 to May 2026. Several years per month, so one stormy season doesn't define a month. Travel-month estimates use this seasonal pattern.
What delays this route
- Late-arriving aircraft38%
- Airline (crew, maintenance, boarding)36%
- Air traffic control and airport volume21%
- Severe weather5%
Share of delay minutes by the cause airlines report to the US DOT.
Historical odds, not a guarantee. Built from the US DOT Bureau of Transportation Statistics on-time reports (Jun 2025 to May 2026), FAA ground stop and delay program advisories, and 20 years of airport weather observations. Covers US airlines that report to the DOT; schedules are flights operated recently, so confirm times when you book. ATIS Alerts is not affiliated with any airline. Fares are what Aviasales travelers saw in recent searches (USD, one way, 1 adult), not live quotes; the partner site shows the current price. Fare links go to our travel partner and may earn us a commission at no cost to you. Affiliate disclosure
MDW to PDX questions
- What time of day is best to fly MDW to PDX?
- 9 AM to noon: 73% of flights arrived on time, against 50% for departures after 9 PM.
- Which airline is most on time from MDW to PDX?
- Southwest, with a season-adjusted 63% chance of operating and arriving on time over 685 flights. The adjustment compares each airline with what the route did in the months it flew, so a carrier that skipped a stormy month gets no free credit.
- What is the worst month for delays on MDW to PDX?
- July (57% on time); the best was October (82%), averaged over Jun 2023 to May 2026.
- Is this a prediction for my flight?
- No. These are historical odds from the US DOT on-time reports, FAA advisories and airport weather records. Check your flight status and the FAA delay board on the day you fly.
More routes from MDW
- PDX to MDW (return)
- MDW to ATL 80%
- MDW to PHX 76%
- MDW to MCO 77%
- MDW to MSP 78%
- MDW to LAS 77%
- MDW to DEN 73%
- MDW to LGA 69%
- MDW to DAL 77%
- MDW to DCA 69%
- MDW to MCI 79%
- MDW to BNA 80%
- MDW to BWI 79%
Live status: FAA delays and ground stops