
$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 4 days ago
$705
Roundtrip
found 4 days ago

Sun, Dec 21 - Mon, Dec 22
PDX
Portland
ORD
Chicago
$750 Roundtrip, found 4 days ago
$750
Roundtrip
found 4 days ago

Sun, Dec 21 - Mon, Dec 22
PDX
Portland
ORD
Chicago
$782 Roundtrip, found 4 days ago
$782
Roundtrip
found 4 days ago

Sun, Dec 21 - Mon, Dec 22
PDX
Portland
ORD
Chicago
$802 Roundtrip, found 4 days ago
$802
Roundtrip
found 4 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
- Las Vegas to Spokane (LAS - GEG)
- San Diego to Boston (SAN - BOS)
- Minneapolis to Anchorage (MSP - ANC)
- Medford to Hartford (MFR - BDL)
- Seattle Paine Field Intl. Airport to Phoenix (PAE - PHX)
- Minneapolis to Las Vegas (MSP - LAS)
- Seattle to Baltimore (SEA - BWI)
- Seattle to Washington (SEA - DCA)
- Burbank to Denver (BUR - DEN)
- Seattle to Washington (SEA - IAD)
Popular Domestic Routes in O'Hare Intl.
- Washington to Las Vegas (IAD - LAS)
- Pasco to San Antonio (PSC - SAT)
- Seattle to Washington (SEA - DCA)
- San Francisco to Hilo (SFO - ITO)
- Seattle to Phoenix (SEA - PHX)
- Redmond to Las Vegas (RDM - LAS)
- Seattle to Baltimore (SEA - BWI)
- Denver to Fairbanks (DEN - FAI)
- Medford to Hartford (MFR - BDL)
- Seattle to Honolulu (SEA - HNL)