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Flights from Portland to Chicago

Cheap flight deals from Portland to Chicago

Here are our top budget-friendly flights, offering flexible one-way or round-trip options. Additional flights with other timings and airlines are also available.

  • Round-trip
  • One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Portland to Chicago?

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights
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  • 4 11
  • 11 18
  • 18 25

  • Jun

    25 1
  • 1 8
  • 8 15
  • 15 22
  • 22 29

  • Jul

    29 6
  • 6 13
  • 13 20
  • 20 27
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Portland (PDX) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Portland to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Portland (PDX) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around PHP 19,515.

  • How long does it take to fly from Portland (PDX) to Chicago (CHI) and what is the distance?

    It takes around 4 hours 26 minutes to fly from Portland (PDX) to Chicago (CHI).

  • What are the most popular airlines that fly from Portland (PDX) to Chicago (CHI)?

    Airlines with flights from Portland (PDX) to Chicago (CHI): Brussels Airlines, Alaska Airlines, American Airlines, United Airlines, Lufthansa, Air Canada, Gulf Air, Iberia, Qatar Airways and Finnair.

How to find a cheap flight from Portland to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Portland to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flying from Portland to Chicago

Cheapest one-way flight price PHP 3,537
Cheapest round-trip ticket price PHP 7,012
Off-season for travel March
Peak season for travel June
Flight distance 2,816.22 km
Average flight time 4 hours 26 minutes
Popular airline Alaska Airlines

More Travel Options

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