Flights from Portland to Chicago
PDX
Portland
One-way
CHI
Chicago
Flights from
$158
Compare 1 options across 1 airline
Updated 2 months ago
$158
Cheapest Flight
$158
Average Price
0
Direct Flights
1
Airlines
Looking for the return flight? Chicago to Portland from $309
CHI → PDX Flights
Compare All PDX to CHI Flights
Prices are per person for one-way travel. Click “Book” to complete your reservation on the partner site.
1 of 1 flight
| Airline | Schedule | Stops | Duration | Price | |
|---|---|---|---|---|---|
F9
F9 · 1106
|
Schedule on partner site | 1 stop(s) | — | $158 Best | Book → |
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Airport Information
Key details about departure and arrival airports for this route
PDX
Portland International Airport
City: Portland
Country: US
Type: Large Airport
Elevation: 31 ft
PDX Airport Guide →
Country: US
Type: Large Airport
Elevation: 31 ft
Tips for Portland to Chicago Flights
Save money and travel smarter with these route-specific tips
When to Book
Book PDX–CHI flights 6–8 weeks in advance for the best prices. Last-minute fares are typically 40–60% more expensive on this route.
Price Trends
The average fare is $158, but prices as low as $158 are available.
Direct vs Connecting
No direct flights currently listed. Consider flexible dates or nearby airports for better connections.
Flexible Dates
Flying midweek (Tuesday–Thursday) on PDX–CHI is typically 15–30% cheaper. Use our price comparison to spot the best day to fly.
Frequently Asked Questions
Everything you need to know about flying PDX to CHI
What is the cheapest flight from Portland to Chicago?
The cheapest flight from Portland (PDX) to Chicago (CHI) currently starts at $158 with F9. Prices are updated regularly and may vary by date and availability.
How many airlines fly from PDX to CHI?
We found 1 airline(s) operating on the PDX–CHI route, including F9.
Are there direct flights from Portland to Chicago?
No direct flights are currently listed on this route. All available options involve at least one stop. Consider flexible dates or nearby airports for better connection options.
What is the average flight price on this route?
The average flight price from Portland to Chicago is approximately $158. Prices range from $158 to $158 depending on airline, time, and class.
What is the baggage allowance on PDX–CHI flights?
Baggage allowance varies by airline and fare class. Most economy fares on this route include 1 carry-on (7–8 kg) and 1 checked bag (20–23 kg). Always confirm baggage rules on the airline's site at booking — low-cost carriers may charge for checked bags.
From
$158
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