
$119 Cheap Alaska Airlines flights Portland (PDX) to Chicago (ORD)
Prices were available within the past 7 days and start at $119 for one-way flights and $705 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Dec 21 - Mon, Dec 22
PDX
Portland
ORD
Chicago
$705 Roundtrip, found 2 days ago
$705
Roundtrip
found 2 days ago

Sun, Dec 21 - Mon, Dec 22
PDX
Portland
ORD
Chicago
$750 Roundtrip, found 2 days ago
$750
Roundtrip
found 2 days ago

Sun, Dec 21 - Mon, Dec 22
PDX
Portland
ORD
Chicago
$782 Roundtrip, found 2 days ago
$782
Roundtrip
found 2 days ago

Sun, Dec 21 - Mon, Dec 22
PDX
Portland
ORD
Chicago
$802 Roundtrip, found 2 days ago
$802
Roundtrip
found 2 days ago
Find the cheapest month to fly from Portland (PDX) to Chicago (ORD)
August is typically the cheapest month to fly
From $105 - $269 per traveler.
Origin airport | Portland Intl. |
|---|---|
Destination airport | O'Hare Intl. |
Distance | 2774 km |
Average flight time | 6 hours 3 mins |
Most Popular Alaska Airlines Routes from Portland
Most Popular Alaska Airlines Routes from Chicago
- Washington to Boise (IAD - BOI)
- New York to Phoenix (JFK - PHX)
- Kelowna to Las Vegas (YLW - LAS)
- Seattle to Fayetteville (SEA - XNA)
- Atlanta to Portland (ATL - PDX)
- San Francisco to Las Vegas (SFO - LAS)
- Fresno to Orlando (FAT - MCO)
- Cleveland to Billings (CLE - BIL)
- Las Vegas to Honolulu (LAS - HNL)
- San Francisco to Seattle (SFO - SEA)
Popular Domestic Routes in O'Hare Intl.
- San Diego to Phoenix (SAN - PHX)
- San Francisco to Seattle (SFO - SEA)
- Minneapolis to Phoenix (MSP - PHX)
- Cleveland to Billings (CLE - BIL)
- San Francisco to Las Vegas (SFO - LAS)
- Atlanta to Portland (ATL - PDX)
- Chicago to Phoenix (ORD - PHX)
- Las Vegas to Honolulu (LAS - HNL)
- Cincinnati to Spokane (CVG - GEG)
- New York to Phoenix (JFK - PHX)