✓Good DealAiFly Score: 45/100Verified 4 May 2026 05:43 UTC
Chicago to Portland with American Airlines from $195.
✓ Verified Deal
Tickets from $195 both ways. Checked baggage is not included in the base fare.
✈️ American Airlines — AFR 53/100 (premium-light-strict)
In this fare:
- Checked baggage: Not included — paid checked baggage extra
- Onboard meal: Snack
- WiFi: Paid wifi
- Cabin: 30″ pitch on 737-800
Available Dates
Select a date to check live prices on Skyscanner.
26 May – 3 Jun$195Skyscanner →
2 Jun – 10 Jun$195Skyscanner →
18 Aug – 26 Aug$195Skyscanner →
25 Aug – 2 Sep$195Skyscanner →
1 Sep – 9 Sep$195Skyscanner →
8 Sep – 16 Sep$195Skyscanner →
Prices verified at time of publication. Always confirm on Skyscanner before booking.
🌍 About Portland
Discover Portland — one of the world's most captivating destinations, offering unforgettable experiences for every type of traveller.
