Portland To Chicago Flights — from €275
Compare cheap flights from Portland 🇺🇸 to Chicago 🇺🇸. Real prices, daily refreshed from Aviasales.
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Portland → Barcelona Portland → Madrid Portland → Malaga Portland → Valencia Portland → Seville Portland → Ibiza Portland → Mallorca Portland → Tenerife Portland → Gran Canaria Portland → Lanzarote Portland → Bilbao Portland → Granada Portland → Lisbon Portland → Porto Portland → Faro Portland → Madeira Portland → Rome Portland → Milan Portland → Venice Portland → Florence Portland → Naples Portland → Palermo Portland → Catania Portland → Bologna Portland → Bari Portland → Verona Portland → Pisa Portland → Sardinia Portland → Paris Portland → Nice
London → Chicago Paris → Chicago Amsterdam → Chicago Brussels → Chicago Frankfurt → Chicago Munich → Chicago Berlin → Chicago Hamburg → Chicago Zurich → Chicago Geneva → Chicago Vienna → Chicago Dublin → Chicago Madrid → Chicago Barcelona → Chicago Lisbon → Chicago Porto → Chicago Rome → Chicago Milan → Chicago Naples → Chicago Athens → Chicago Copenhagen → Chicago Stockholm → Chicago Oslo → Chicago Helsinki → Chicago Reykjavik → Chicago Warsaw → Chicago Krakow → Chicago Prague → Chicago Budapest → Chicago Bucharest → Chicago
Updated 2026-04-14 · Real-time travel data · Affiliate disclosure: this page contains affiliate links — we earn a commission if you book.