Alaska AirlinesDepart13:32
Thu, Nov 12EUG → ORD
5h 25m · 1 stop
$253one way, per person
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- Cheapest fare
- $253
- Cheapest month
- November
- Direct flights
- Not recently
- Quickest trip
- 5h 25m
Alaska Airlines · Thu, Nov 12
from $253
Usually 1+ stop
2,870 km
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Cheapest month to fly from Eugene to Chicago
Lowest one-way fare per person in each month. Choose a month to see every date.
Cheapest dates in November 2026
The lowest fares we've seen for each day, cheapest first.
Alaska AirlinesAlaska AirlinesDepart06:06
Fri, Nov 13EUG → ORD
5h 30m · 1 stop
$253one way, per person
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About flights from Eugene to Chicago
Eugene (EUG) and Chicago (CHI) are about 2,870 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 5h 25m. Over the next few months, one-way fares start from $253, and November 2026 is currently the cheapest month to fly.
These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.
Frequently asked questions
How much is a flight from Eugene to Chicago?
The cheapest one-way fare we've seen recently is $253 with Alaska Airlines, departing Thursday, November 12, 2026.
What is the cheapest month to fly from Eugene to Chicago?
November 2026 currently has the lowest fares, from $253 one way.
Are there direct flights from Eugene to Chicago?
We haven't seen direct fares recently, so most journeys include at least one stop.
How long is the flight from Eugene to Chicago?
The quickest journey we've seen takes about 5h 25m. Eugene and Chicago are around 2,870 km apart.
Which airlines fly from Eugene to Chicago?
Recent fares on this route were with Alaska Airlines.
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