Portland (OR) to Chicago (Midway) Flight Schedule — Daily Timetable & Departure Times
Portland (OR) to Chicago (Midway) Daily Flight Schedule — Today's Timetable
| Flight | Airline | Departure | Arrival | Duration | Aircraft | Stops |
|---|---|---|---|---|---|---|
| WN-1162 | WN | 5:20 AM | 11:15 AM | 5h 55m | B737-800 | Direct |
| WN-3708 | WN | 11:55 PM | 5:50 AM | 5h 55m | B737 MAX 8 | Direct |
Airlines Flying Portland (OR) to Chicago (Midway)
The following airlines operate direct flights on the Portland (OR) (PDX) to Chicago (Midway) (MDW) route:
WN operates 2 flights daily on this route using B737 MAX 8, B737-800 aircraft.
Portland (OR) to Chicago (Midway) Flight Time & Route Information
Flights from Portland (OR) to Chicago (Midway) depart from PDX Airport (PDX) and arrive at Chicago Midway International Airport (MDW). The first flight of the day departs at 5:20 AM and the last flight departs at 11:55 PM.
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Frequently Asked Questions — Portland (OR) to Chicago (Midway) Flight Schedule
How many flights operate from Portland (OR) to Chicago (Midway) daily?
2 flights operate from Portland (OR) to Chicago (Midway) daily. Airlines on this route include WN.
What is the first flight from Portland (OR) to Chicago (Midway)?
The first flight from Portland (OR) to Chicago (Midway) is WN-1162 operated by WN, departing at 5:20 AM.
What is the last flight from Portland (OR) to Chicago (Midway)?
The last flight from Portland (OR) to Chicago (Midway) is WN-3708 operated by WN, departing at 11:55 PM.
Which airlines fly from Portland (OR) to Chicago (Midway)?
WN operate flights on the Portland (OR) to Chicago (Midway) route. Use HappyFares to compare fares across all airlines and book the cheapest ticket.
What is the Portland (OR) to Chicago (Midway) flight schedule today?
Today's Portland (OR) to Chicago (Midway) flight schedule has 2 flights. Departures range from 5:20 AM (WN WN-1162) to 11:55 PM (WN WN-3708).
How to check Portland (OR) to Chicago (Midway) live flight status?
For live Portland (OR) to Chicago (Midway) flight status including delays, gate changes, and real-time tracking, visit our dedicated flight status page.
What is the cheapest Portland (OR) to Chicago (Midway) flight ticket?
To find the cheapest Portland (OR) to Chicago (Midway) flight ticket, compare fares across all airlines on HappyFares. Book 3–6 weeks in advance and fly mid-week for the lowest airfare on this route.