Airlinecoop.org

Southwest Airlines flights from Chicago to Portland

Southwest Airlines flies Chicago to Portland nonstop 9 times a week, departures from 10:00 to 12:30, 3h 25m in the air. Tickets from $210 (the route's cheapest fare is $183).

Flights from Chicago to Portland

Pick a departure date to see flights and seller prices

We search agencies and airlines for your day: nonstop and connecting flights, baggage, departure and arrival times.

Prices by day: Chicago to Portland

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

Filters

Southwest Airlines on Chicago to Portland at a glance

flights a week
9
days of operation
Daily
first and last departure
10:00 - 12:30
flight time
3h 25m - 8h
aircraft
Boeing 737
cheapest fare, 14 November
$210
cheapest fare on the route
$183

Southwest Airlines Chicago to Portland schedule

9 flights a week. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
WN 1045
Southwest Airlines
10:00 Chicago Midway International
12:35 Portland International
3h 35m
Mon, Tue, Wed, Thu
Boeing 737
WN 3295
Southwest Airlines
10:05 Chicago Midway International
12:40 Portland International
3h 35m
Sat
Boeing 737
WN 1045
Southwest Airlines
10:10 Chicago Midway International
12:45 Portland International
3h 35m
Mon, Fri, Sun
Boeing 737
WN 1045
Southwest Airlines
10:25 Chicago Midway International
13:00 Portland International
3h 35m
Sat
Boeing 737
WN 162
Southwest Airlines
12:30 Chicago Midway International
19:30 Portland International
8h
Sat

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 24 November.

FlightDepartsArrivesDurationDaysAircraft
WN 1045
Southwest Airlines
10:05 Chicago Midway International
12:45 Portland International
3h 40m
Seasonal
Boeing 737
WN 281
Southwest Airlines
10:05 Chicago Midway International
12:35 Portland International
3h 30m
Seasonal
Boeing 737
WN 1045
Southwest Airlines
09:35 Chicago Midway International
12:10 Portland International
3h 35m
Seasonal
Boeing 737
WN 2087
Southwest Airlines
10:15 Chicago Midway International
12:40 Portland International
3h 25m
Seasonal
Boeing 737
WN 2087
Southwest Airlines
10:10 Chicago Midway International
12:35 Portland International
3h 25m
Seasonal
Boeing 737
WN 590
Southwest Airlines
10:10 Chicago Midway International
12:35 Portland International
3h 25m
Seasonal
Boeing 737
WN 138
Southwest Airlines
10:10 Chicago Midway International
12:35 Portland International
3h 25m
Seasonal
Boeing 737
WN 2615
Southwest Airlines
10:05 Chicago Midway International
12:40 Portland International
3h 35m
Seasonal
Boeing 737
WN 2615
Southwest Airlines
10:55 Chicago Midway International
13:25 Portland International
3h 30m
Seasonal
Boeing 737
WN 2615
Southwest Airlines
10:25 Chicago Midway International
13:00 Portland International
4h 35m
Seasonal
Boeing 737
WN 4450
Southwest Airlines
10:10 Chicago Midway International
12:35 Portland International
4h 25m
Seasonal
Boeing 737
WN 4450
Southwest Airlines
10:15 Chicago Midway International
12:40 Portland International
4h 25m
Seasonal
Boeing 737
WN 4450
Southwest Airlines
10:25 Chicago Midway International
12:50 Portland International
4h 25m
Seasonal
Boeing 737
WN 2715
Southwest Airlines
09:55 Chicago Midway International
12:15 Portland International
4h 20m
Seasonal
Boeing 737
WN 2715
Southwest Airlines
10:10 Chicago Midway International
12:35 Portland International
4h 25m
Seasonal
Boeing 737
WN 2715
Southwest Airlines
11:00 Chicago Midway International
13:25 Portland International
4h 25m
Seasonal
Boeing 737

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Portland is 2 hours behind Chicago.

Other airlines flying Chicago to Portland

Nonstop flights by the current schedule

United Airlines American Airlines Alaska Airlines All flights Chicago to Portland

Frequently asked questions

How many Southwest Airlines flights are there from Chicago to Portland?
9 nonstop flights a week, 10 flight numbers in the schedule: Daily.
How long is the Southwest Airlines flight from Chicago to Portland?
From 3 hours 25 minutes to 8 hours nonstop, depending on the flight.
Which aircraft does Southwest Airlines fly from Chicago to Portland?
Boeing 737.
How much is a Southwest Airlines ticket from Chicago to Portland?
The cheapest Southwest Airlines nonstop fare found recently is $210 for 14 November; the cheapest fare on the route with any airline is $183. The search shows the price for your date.