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- Expedia
  https://www.expedia.com › cheap_flights › Portland
  Book Now
  Flights to Portland, Oregon | Roundtrip Starting from $43
  SponsoredCompare Cheap Flights to Portland, Oregon. View Deals and Book Now on Expedia. As an Expedia Member When You Add a Hotel to Your Flight, You Can Save Up to 30%.
  Types: Roundtrip Flights, One-Way Flights, Multiple Destinations, Nonstop Fli…
  - One-Way Flights
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Kayak
https://www.kayak.com › ... › Portland-PDX › Chicago-CHI
$41 CHEAP FLIGHTS from Portland to Chicago (PDX
Our data shows that the cheapest route for a return flight from Portland to Chicago cost $249 and was between Portland (PDX) and Chicago Midway Airport (MDW). On average, the best prices are found if you fly this route.
Which is the best airline for flights from Portland to Chicago, Alaska Airlines or Delta?
The two airlines most popular with KAYAK users for flights from Portland to Chicago are Alaska Airlines and Delta. With an average price for the ro...
How long does a flight from Portland to Chicago take?
Nonstop flights from Portland generally make it to Chicago in 4h 00m. The flying distance between the two cities is 1,749 miles. Visit our flight p...
How many flights are there between Portland and Chicago per day?
Each day, there are between 2 and 5 nonstop flights that take off from Portland and land in Chicago, with an average flight time of 3h 57m. The mos...
Which airlines provide the cheapest flights from Portland to Chicago?
The cheapest return flight ticket from Portland to Chicago found by KAYAK users in the last 72 hours was for $151 on Spirit Airlines, followed by F...
Do I need a passport to fly between Portland and Chicago?
Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane. Visit our flight page for th...
What’s the cheapest day of the week to fly from Portland to Chicago?
When flying from Portland to Chicago, you should consider leaving on a Saturday and avoid Mondays if you are looking for the best rates. For your r...
What’s the earliest departure time from Portland to Chicago?
Early birds can take the earliest flight from Portland at 6:00 am and will be landing in Chicago at 11:55 am.
What’s the latest departure time from Portland to Chicago?
If you prefer to fly at night, the latest flight from Portland to Chicago jets off at 11:10 am and lands at 5:07 pm.
Which airlines fly non-stop between Portland and Chicago?
There are 3 airlines that fly nonstop from Portland to Chicago. They are: Alaska Airlines, Southwest and United Airlines. The cheapest price of all...
Which airlines offer Wi-Fi service onboard planes from Portland to Chicago?
All the following airlines offer inflight Wi-Fi service on the Portland to Chicago flight route: Alaska Airlines, American Airlines, Delta, Virgin...
Expedia
https://www.expedia.com › lp › flights › pdx › ord › portland-to-chicago
$60 Cheap Flights from Portland (PDX) to Chicago (ORD)
Cheap Flights from Portland (PDX) to Chicago (ORD) start at $60 for one-way and $120 for round trip. Earn your airline miles on top of our rewards!
- Destination airport: O'Hare Intl.
- Origin airport: Portland Intl.
- Distance: 1734 mi
- Roundtrip price: $120
Southwest Airlines
https://www.southwest.com › routes › flights-from...
Southwest® flights from Portland, OR, to Chicago (Midway) from …
Fly one-way from Portland, OR, to Chicago (Midway) starting at $190. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.
How long is the flight from Portland, OR, to Chicago (Midway)?
The average flight time from Portland, OR, to Chicago (Midway) is 3 hours 50 minutes.
How many Southwest flights occur weekly from Portland, OR, to Chicago (Midway)?
There are 67 weekly flights from Portland, OR, to Chicago (Midway) on Southwest Airlines.
What day has the lowest fares from Portland, OR, to Chicago (Midway)?
To find the lowest fares by day and time to fly Portland, OR, to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
Can I rent a car at Chicago Midway International Airport?
You can rent a car at Chicago Midway International Airport—book yours with your flight.
Can I change my flight reservation for my flight from Portland, OR, to Chicago (Midway)?
Yes! Flights from Portland, OR, to Chicago (Midway)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Where can I find the status of my flight from Portland, OR, to Chicago (Midway)?
Check the status of your upcoming Southwest flight.
Where can I find answers to other questions about flying from Portland, OR, to Chicago (Midway) with...
Visit the Southwest Airlines® Help Center for helpful information and answers to frequently asked questions.
United Airlines
https://www.united.com › en-us › flights-from-portland-or-to-chicago
Cheap Flights from Portland, OR to Chicago | United Airlines
Find United Airlines cheap flights from Portland, OR to Chicago. Enjoy a Portland, OR to Chicago modern flight experience in premium cabins with Wi-Fi.
Portland, Oregon Chicago
Via Chicago
4/5
(29)
Open · Closes 9 PM
Dine-in · Takeout / Delivery
2013 NE Alberta St, Portland
Chicago Title Company of Oregon - Northwest Portland
Real estate service
2310 NW Everett St, Portland · (503) 484-2571
- Priceline
  https://www.priceline.com
  Learn More
  Flights from $99 at Priceline® | Flights from Portland to ORD
  SponsoredBook Your Flight to ORD and Save Today with Priceline. Up To 50% Off Last Minute Flights. $99+ Flights. Book at Priceline and Save. Over 100 Top Airlines to 1500+ Destinations.
  No Bidding Required · Flights from $115 · 24 Hour Service · Hotels from $39
  Types: Hotels, Rental Cars, Flights, Packages
- Cheapflights
  https://www.cheapflights.com › pdx-chi
  Flights Portland - Chicago | Flights from $214
  SponsoredPortland To Chicago. Browse 100s of Offers. Find the Best Flight Deals with Cheapflights®. Find Cheap Flights from 1000s of Airlines and Travel Agents. Cheap flights. Made simple.
  Types: Low Cost, Economy, Premium Economy, Business Class, First Class
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- KAYAK
  https://www.kayak.com › pdx-chi
  Portland - Chicago Flights | KAYAK® Flight Search
  SponsoredPortland To Chicago. Book the Best Flight to Your Next Destination and Save with KAYAK®! KAYAK® - Metasearch Travel Leader. Find the Best Flight Deals and Book with Confidence.
  4/5 (538 reviews)Site visitors: Over 1M in the past month
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