Chicago (MDW) to Portland (PDX)
Flight time
≈ 4h 18m
Bearing
291° W
Chicago (MDW) to Portland (PDX) is 1,747 miles (2,811 km) as the crow flies — the great-circle baseline most distance-based mileage programs credit.
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What actually flies MDW–PDX
Filed traffic dataIn May 2026, Southwest Airlines operated the most departures, one of 2 carriers flying nonstop MDW–PDX; the Boeing 737 MAX 8 was the most common aircraft at 53% of departures; flights ran 79% full.
Departures
122
May 2026
Seats
20,639
both directions
Passengers
16,304
both directions
Load factor
79.0%
RPM ÷ ASM
Who flies MDW–PDX?
Southwest Airlines operated the most nonstop MDW–PDX departures in May 2026 (121), one of 2 carriers on the route.
- WN
121 departures · 20,567 seats
Share of departures99.2%79.1%
Load
- DL
1 departures · 72 seats
Share of departures0.8%55.6%
Load
What plane flies MDW–PDX?
In May 2026, the Boeing 737 MAX 8 flew 53% of MDW–PDX departures — more than any other aircraft type.
- Boeing 737 MAX 8
65 departures · 76.8% load
53.3% - Boeing 737-800
40 departures · 77.6% load
32.8% - Boeing 737-700
16 departures · 95.5% load
13.1% - Boeing 757-200
1 departures · 55.6% load
0.8%
How has MDW–PDX traffic changed?
Nonstop MDW–PDX departures fell from 157 in June 2025 to 122 in May 2026.
Monthly nonstop MDW–PDX traffic, trailing 12 months through May 2026. Bars scale to the busiest month; months with no filed service show as zero.
June 2025
157 departures · 21,890 passengers
88.1%
Load
July 2025
173 departures · 24,708 passengers
89.3%
Load
August 2025
168 departures · 25,448 passengers
93.5%
Load
September 2025
163 departures · 23,587 passengers
89.2%
Load
October 2025
108 departures · 16,191 passengers
87.1%
Load
November 2025
59 departures · 8,272 passengers
81.4%
Load
December 2025
62 departures · 9,237 passengers
86.2%
Load
January 2026
62 departures · 7,942 passengers
74.5%
Load
February 2026
57 departures · 7,594 passengers
77.2%
Load
March 2026
112 departures · 14,478 passengers
75.9%
Load
April 2026
118 departures · 15,158 passengers
75.5%
Load
May 2026
122 departures · 16,304 passengers
79.0%
Load
By direction
Each direction is filed separately — they rarely match.
MDW → PDX
88.0% full
62 departures · 8,925 passengers
PDX → MDW
70.3% full
60 departures · 7,379 passengers
Nonstop MDW–PDX traffic has been filed since 2025.
Source: US DOT BTS Form 41 T-100 Segment (All Carriers). Data through May 2026; filings from 2025. Public domain (US Government work).
The airports
Frequently asked
How far is Chicago (MDW) from Portland (PDX)?
MDW to PDX is 1,747 miles (2,811 km / 1,518 nautical miles) measured great-circle — the shortest path over the surface of the Earth.
How long is the flight from MDW to PDX?
A nonstop covers the 1,747-mile great-circle distance in roughly 4h 18m of block time, before winds. Actual schedules vary a few percent by direction and aircraft.
What plane flies MDW–PDX?
In May 2026, the Boeing 737 MAX 8 flew the largest share of departures (53.3%), followed by the Boeing 737-800 (32.8%).
What mileage do I earn flying MDW–PDX?
Distance-based programs credit off the 1,747-mile great-circle figure, then apply your fare-class earning rate. Revenue-based programs credit off the fare instead.
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