Chicago to Portland (MDW–PDX) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
MDW–PDX is served by 2 airlines with nonstop service. Southwest Airlines and Delta Air Lines lead the route. The flight covers 1,747 miles in approximately 4h 25m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 36 | 7M8, 7S7, B38M | 4h10-4h28 | – | – | |
| DL Delta Air Lines | 0 | – | – | SkyTeam | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
Other ways to reach Portland from Chicago
| Metric | MDW→PDX | ORD→PDX | MKE→PDX |
|---|---|---|---|
| Distance from MDW | – | 15 mi | 81 mi |
| Nonstop airlines | 2 | 12 | 1 |
| Weekly flights | 36 | 183 | 1 |
| Flight time | 4h 25m | 4h 26m | 4h 4m |
| Departure OTP | 67% | – | – |
Travel Essentials
MDW: CDT · PDX: PDT
When it's 6:00 PM in Chicago, it's 4:00 PM in Portland.
MDW–PDX Quick Facts
Frequently Asked Questions
Flights from MDW to PDX
Chicago Midway International Airport (MDW) and Portland International Airport (PDX) are connected by nonstop service from Southwest Airlines and Delta Air Lines. With 36 weekly departures, this is a heavily served route.
MDW to PDX Flight Duration and Schedule
Nonstop flight time from MDW to PDX is about 4 hours 25 minutes gate to gate. The route covers a distance of 1,747 miles (2,811 km). There are approximately 36 weekly flights outbound and 30 return, totaling 66 flights per week in both directions.
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Minneapolis–Saint Paul, St. Louis Lambert and Kansas City. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Chicago (ORD) and Milwaukee (MKE).