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Find The Best Dates To Fly from Portland Intl. Jetport to Midway Intl.
Amazing PWM to MDW Flight Deals
The cheapest flights to Midway Intl. found within the past 7 days were $138 round trip and $79 one way. Prices and availability subject to change. Additional terms may apply.
Best Midway Intl. Flight and Hotel Packages
Midway Intl. flight + hotel packages - economy flights
Traveling From | Portland Intl. Jetport |
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Traveling To | Midway Intl. |
Shortest Flight Time | hours mins |
Earliest Departure Time | |
Latest Departure Time | |
Lowest Flight Price | $138 |
Route Info
Flight path for flights from Portland International Jetport to Chicago Midway International Airport.
Discover our best flights from Portland PWM to Chicago MDW.
With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times.
Find our best return flights from Portland PWM to Chicago MDW at the right price
Airfares to Chicago MDW from Portland PWM currently cost between $138 and $243. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply.
Book one-way flights from Portland PWM to Chicago MDW
If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Portland PWM to Chicago MDW on Travelocity starting at $79. Prices and availability subject to change. Additional terms may apply.
Get to Chicago MDW from Portland PWM quicker with direct flights.
Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to MDW from PWM to take around hour(s) min(s).
Find our cheapest airfares for flights from Portland PWM to Chicago MDW
Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to MDW from PWM. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.
Get our best airfare deals for your flight from Portland PWM to Chicago MDW today
If you’re flexible about when you travel, December is usually the cheapest month to fly from Portland PWM to Chicago MDW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first.
Book flexible airline tickets for flights to Chicago MDW from Portland PWM
Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to MDW from PWM have this option.
Travel with confidence when you book flights to Chicago MDW from Portland PWM with Travelocity
We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving.
Popular Flight Routes from Portland (PWM)
Travelers at PWM love to visit these top cities. Roam to the top destinations from Portland (PWM) today with the cheap prices from Travelocity!
Top PWM Flights to Domestic Cities
- Portland to Chicago (PWM - ORD)
- Portland to Denver (PWM - DEN)
- Portland to Los Angeles (PWM - LAX)
- Portland to Houston (PWM - IAH)
- Portland to Newark (PWM - EWR)
- Portland to New York (PWM - JFK)
- Portland to Atlanta (PWM - ATL)
- Portland to San Francisco (PWM - SFO)
- Portland to Washington (PWM - IAD)
- Portland to Dallas (PWM - DFW)
Top PWM Flights to International Cities
- Portland to Beijing (PWM - PEK)
- Portland to Frankfurt (PWM - FRA)
- Portland to Paris (PWM - CDG)
- Portland to Amsterdam (PWM - AMS)
- Portland to Singapore (PWM - SIN)
- Portland to Shanghai (PWM - PVG)
- Portland to Bangkok (PWM - BKK)
- Portland to Seoul (PWM - ICN)
- Portland to Dubai (PWM - DXB)
- Portland to Hong Kong (PWM - HKG)
Popular Flight Routes from Chicago (MDW)
Travelers at MDW love to visit these top cities. Roam to the top destinations from Chicago(MDW) today with the cheap prices from Travelocity!
Top MDW Flights to Domestic Cities
- Chicago to Chicago (MDW - ORD)
- Chicago to Denver (MDW - DEN)
- Chicago to Los Angeles (MDW - LAX)
- Chicago to Houston (MDW - IAH)
- Chicago to Newark (MDW - EWR)
- Chicago to New York (MDW - JFK)
- Chicago to Atlanta (MDW - ATL)
- Chicago to San Francisco (MDW - SFO)
- Chicago to Washington (MDW - IAD)
- Chicago to Dallas (MDW - DFW)
Top MDW Flights International Cities
- Chicago to Beijing (MDW - PEK)
- Chicago to Frankfurt (MDW - FRA)
- Chicago to Paris (MDW - CDG)
- Chicago to Amsterdam (MDW - AMS)
- Chicago to Singapore (MDW - SIN)
- Chicago to Shanghai (MDW - PVG)
- Chicago to Bangkok (MDW - BKK)
- Chicago to Seoul (MDW - ICN)
- Chicago to Hong Kong (MDW - HKG)
- Chicago to Dubai (MDW - DXB)