Direct (non-stop) flights from Chicago to Portland

All flight schedules from Chicago Midway International , Illinois , USA to Portland International , Oregon , USA. This route is operated by Southwest Airlines and the flight time is 4 hours and 40 minutes. The distance is 1756 miles.

Monthly schedule
Week schedules
Airlines
Aircrafts
Price search
MDW Chicago Midway International
USA
Chicago , IL , USA
PDX Portland International
USA
Portland , OR , USA
CHANGE DIRECTION
Flight time
4h 40m
Flight distance
1756mi, 2825km
Flights from Chicago to Portland route map
VIEW LARGER MAP
USA
USA
MDW
Chicago , IL
aircraft image
USA
USA
PDX
Portland , OR
Distance
1756 miles · (2825 km)
CHANGE DIRECTION
Flight time
4 hours and 40 minutes

Airlines with direct flights from Chicago (MDW) to Portland (PDX)

  • Southwest Airlines
    S
    M
    T
    W
    T
    F
    S
    Low-cost airline
    2–3 daily flights
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MDW PDX
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MONTHLY
WN
WEEKLY

Chicago (MDW) to Portland (PDX) flight schedule

The monthly calendar shows every direct flight departure from Chicago Midway International (MDW) with all airlines. Click on a date to see a list of flights or search for the best prices.

Southwest

View return flights from PDX to MDW

Southwest Airlines flight schedule from Chicago to Portland

All weekly departures with Southwest Airlines. The week calendar shows every flight departure from Chicago (MDW) to Portland (PDX). Click on a blue date to see a list of flights.

Week 28 (Jul 6 - Jul 12)
  • Week 26 (Jun 22 - Jun 28)
  • Week 27 (Jun 29 - Jul 5)
  • Week 28 (Jul 6 - Jul 12)
  • Week 29 (Jul 13 - Jul 19)
  • Week 30 (Jul 20 - Jul 26)
  • Week 31 (Jul 27 - Aug 2)
  • Week 32 (Aug 3 - Aug 9)
  • Week 33 (Aug 10 - Aug 16)
  • Week 34 (Aug 17 - Aug 23)
  • Week 35 (Aug 24 - Aug 30)
  • Week 36 (Aug 31 - Sep 6)
  • Week 37 (Sep 7 - Sep 13)
  • Week 38 (Sep 14 - Sep 20)
  • Week 39 (Sep 21 - Sep 27)
  • Week 40 (Sep 28 - Oct 4)
  • Week 41 (Oct 5 - Oct 11)
  • Week 42 (Oct 12 - Oct 18)
  • Week 43 (Oct 19 - Oct 25)
  • Week 44 (Oct 26 - Nov 1)
  • Week 45 (Nov 2 - Nov 8)
  • Week 46 (Nov 9 - Nov 15)
  • Week 47 (Nov 16 - Nov 22)
  • Week 48 (Nov 23 - Nov 29)
  • Week 49 (Nov 30 - Dec 6)
  • Week 50 (Dec 7 - Dec 13)
  • Week 51 (Dec 14 - Dec 20)
  • Week 52 (Dec 21 - Dec 27)
  • Week 53 (Dec 28 - Jan 3)
  • Week 1 (Jan 4 - Jan 10)
  • Week 2 (Jan 11 - Jan 17)
  • Week 3 (Jan 18 - Jan 24)
  • Week 4 (Jan 25 - Jan 31)
  • Week 5 (Feb 1 - Feb 7)
  • Week 6 (Feb 8 - Feb 14)
  • Week 7 (Feb 15 - Feb 21)
  • Week 8 (Feb 22 - Feb 28)
  • Week 9 (Mar 1 - Mar 7)
  • Week 10 (Mar 8 - Mar 14)
Flight
Mon
Jul 6
Tue
Jul 7
Wed
Jul 8
Thu
Jul 9
Fri
Jul 10
Sat
Jul 11
Sun
Jul 12
WN2809
10:05
10:15
10:15
10:05
10:05
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09:55
WN3928
----
----
----
----
----
10:25
----
WN4765
16:40
17:35
17:35
16:40
16:40
----
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WN2852
21:35
21:10
21:10
21:35
21:35
20:25
21:50
Flight time
4h 10m - 4h 40m
Earliest flight
10:05
Last flight
21:35
Distance
1756 miles (2825 km)
Cheapest month
February
Airlines
1 (Show)
Flights per week
19
America/Chicago (UTC-5)
America/Los Angeles (UTC-7)
PDX -2 hours behind

US
Arriving at Portland (PDX) , Oregon

Portland International
Portland International (PDX) is a large airport in USA. You can fly to 90 destinations with 18 airlines in scheduled passenger traffic.

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US
Departing from Chicago Midway (MDW) , Illinois

Chicago Midway International (MDW) is a large airport in USA. You can fly to 96 destinations with 6 airlines in scheduled passenger traffic.

Show all flights from MDW

Airlines with alternative airports from Chicago to Portland

The airlines below are departing from or arriving to other airports in the same city or very close.

American Airlines
Oneworld
Chicago O Hare International Portland International Jetport
Duration
2 hours and 48 minutes
United
Star Alliance
Chicago O Hare International Portland International Jetport
Duration
2 hours and 44 minutes
Frontier Airlines
Chicago O Hare International Portland International Jetport
Duration
2 hours and 21 minutes
Show detailed flight schedule from ORD to PWM
Southwest
Chicago Midway International Portland International Jetport
Duration
2 hours and 20 minutes
Show detailed flight schedule from MDW to PWM
American Airlines
Oneworld
Chicago O Hare International Portland International
Duration
4 hours and 41 minutes
Alaska Airlines
Oneworld
Chicago O Hare International Portland International
Duration
4 hours and 43 minutes
Spirit
Chicago O Hare International Portland International
Duration
4 hours and 19 minutes
United
Star Alliance
Chicago O Hare International Portland International
Duration
4 hours and 47 minutes
Virgin America
Chicago O Hare International Portland International
Duration
4 hours and 29 minutes
Aer Lingus
Chicago O Hare International Portland International
Duration
4 hours and 33 minutes
Show detailed flight schedule from ORD to PDX

Chicago - Portland flight price statistics

$390
Approximate

The numbers are avarage prices found based on user searches for direct flights between Chicago Midway International and Portland International. Its calculated from the cheapest prices found per month for a round-trip with 1 adult and can vary depending on the amount of data we have for this particular route.

$249
Jan
$210
Feb
$327
Mar
$317
Apr
$936
May
$654
Jun
$514
Jul
$589
Aug
$239
Sep
$529
Oct
$314
Nov
$311
Dec

Approximate prices for one round-trip flight from Chicago (MDW) to Portland (PDX). Graph is not to scale.

CLICK HERE FOR EXACT PRICES

Type of aircraft(s) on this route

Below is a list of aircraft types we have within our database with flights on this route. You can also see the aircrafts seat capacity together with classes.

Boeing 737MAX 8 Passenger
Southwest Airlines
Boeing 737MAX 8 Passenger illustration
Boeing 737MAX 8 Passenger illustration
175 seats
 (All economy)
ROUTE EXPLORING

Chicago Midway International - all destinations

With FlightsFrom.com’s brilliant search features you can explore all non-stop flights from a specific airport. Simply select your preferred airport to get an overview of every single non-stop flight offered. Click on one of the routes to get information about which airline’s operate the route, when the next scheduled flight is or to filter your search even more.

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Chicago flight map

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Round trip
1 adult
Economy

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Frequently asked questions FAQ

  • The flight between Chicago (MDW) and Portland (PDX) typically takes about 4 hour and 25 minute.
  • There are 2 direct flights every day.
  • The flight numbers are WN138, WN265, WN281, WN590, WN644, WN806, WN819, WN1045 together with 15 additional flights.
  • From Chicago you will fly out from Chicago Midway International (MDW) and you will be landing at Portland International (PDX).
  • Boeing 737 flies this route operated by Southwest.
  • Southwest have non-stop flights to Portland.
VIEW IN
MAP EXPLORER Flights from Chicago to Portland route map
Non-stop flights from MDW to PDX
1756 miles (2825 km) · 4 hours and 40 minutes
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Popular routes from Chicago

Southwest Airlines Southwest Airlines routes

Chicago (MDW) - New York (LGA)

US

Chicago (MDW) - Orlando (MCO)

US

Chicago (MDW) - Phoenix (PHX)

US

Chicago (MDW) - Denver (DEN)

US

Chicago (MDW) - Dallas (DAL)

US

For more destinations from Chicago with Southwest Airlines (WN), check out the Southwest Airlines route map .

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