Direct (non-stop) flights from Portland to Chicago

PDX Portland International

Portland , OR , USA

MDW Chicago Midway International

Chicago , IL , USA

CHANGE DIRECTION

Flight time

4h 00m

Flight distance

1756mi, 2825km

Flights from Portland to Chicago route map

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USA

PDX

Portland , OR

USA

MDW

Chicago , IL

Distance

1756 miles · (2825 km)

CHANGE DIRECTION

Flight time

4 hours and 00 minutes

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

Southwest Airlines

S

M

T

W

T

F

S

Low-cost airline

2–3 daily flights

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PDX MDW

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MONTHLY

WEEKLY

Portland (PDX) to Chicago (MDW) flight schedule

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

Southwest

View return flights from MDW to PDX

Southwest Airlines flight schedule from Portland to Chicago

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

Week 29 (Jul 13 - Jul 19)

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 13

Tue

Jul 14

Wed

Jul 15

Thu

Jul 16

Fri

Jul 17

Sat

Jul 18

Sun

Jul 19

WN130

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05:10

WN1148

06:00

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06:00

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WN3325

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06:05

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WN3669

----

06:05

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WN3202

11:50

11:15

11:50

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WN3203

23:30

Flight time

3h 45m - 4h 00m

Earliest flight

06:00

Last flight

23:30

Distance

1756 miles (2825 km)

Cheapest month

February

Airlines

1 (Show)

Flights per week

America/Los Angeles (UTC-7)

America/Chicago (UTC-5)

MDW +2 hours ahead

Arriving at 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.

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Departing from Portland (PDX) , Oregon

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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Airlines with alternative airports from Portland to Chicago

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

American Airlines

Oneworld

Portland International Jetport Chicago O Hare International

Duration

3 hours and 21 minutes

United

Star Alliance

Portland International Jetport Chicago O Hare International

Duration

3 hours and 03 minutes

Frontier Airlines

Portland International Jetport Chicago O Hare International

Duration

2 hours and 46 minutes

Show detailed flight schedule from PWM to ORD

Southwest

Portland International Jetport Chicago Midway International

Duration

2 hours and 45 minutes

Show detailed flight schedule from PWM to MDW

American Airlines

Oneworld