Cheap Flights from Portland International Airport to Chicago (MDW) Find and Compare the Best Airline Deals | Skyticket

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2025/4
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2025/4
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Total Fares（Round-Trip/Economy）: USD /Per Person

* Displayed fare(s) may differ from the actual search result

Portland (Oregon)－Chicago Midway Airport
April Lowest Airfares
USD263

The airfare displayed above is for Delta Air Lines

Set calendar for this month
Portland (Oregon)－Chicago Midway Airport
May Lowest Airfares -----

Portland (Oregon)－Chicago Midway Airport
June Lowest Airfares -----
Portland (Oregon)－Chicago Midway Airport
July Lowest Airfares -----
Portland (Oregon)－Chicago Midway Airport
August Lowest Airfares -----

Portland (Oregon)－Chicago
Estimated Flight Time
4 Hours 41 Minutes
Portland (Oregon)－Chicago
Number of Operating Airlines
1

Operating Airlines for Portland (Oregon)－Chicago Midway Airport Route
Delta Air Lines

Other Destinations from:Portland (Oregon)

Portland (Oregon)－Chicago(O'Hare)
USD235〜
Portland (Oregon)－Dallas(/Fort Worth)
USD241〜
Portland (Oregon)－Dallas(Love Field)
USD349〜
Portland (Oregon)－San Diego(SAN)
USD203〜
Portland (Oregon)－Atlanta(Hartsfield-Jackson)
USD261〜
Portland (Oregon)－Houston(George Bush Intercontinental)
USD283〜
Portland (Oregon)－Houston(William P. Hobby)
USD386〜
Portland (Oregon)－Salt Lake City(SLC)
USD181〜
Portland (Oregon)－Miami(MIA)
USD265〜
* Fares vary in accordance to seat availability
Other Departures to: Chicago

Lehigh Valley Airport－Chicago(Midway)
USD309〜
Albany Airport－Chicago(Midway)
USD314〜
* Fares vary in accordance to seat availability