Lowcost flights from Portland (United States) to Chicago (United States), €36 - €143

Direct distance between cities: 1425 km. Average direct flight time is 2:40 hours.

Please note! Some routes are seasonal.

From Portland to Chicago with Southwest Airlines (WN)
Average ticket price: €36 - €143

Connection in Baltimore (United States)
From Portland to Baltimore with Southwest Airlines (WN)
From Portland to Baltimore with Fly Lili (FL)
Average ticket price: €18 - €72
From Baltimore to Chicago with Frontier Airlines (F9)
From Baltimore to Chicago with Southwest Airlines (WN)
From Baltimore to Chicago with Fly Lili (FL)
Average ticket price: €24 - €97
Connection in Charleston (United States)
From Portland to Charleston with Breeze Airways (MX)
Average ticket price: €37 - €147
From Charleston to Chicago with Southwest Airlines (WN)
From Charleston to Chicago with Fly Lili (FL)
Average ticket price: €30 - €120
Connection in Fort Myers (United States)
From Portland to Fort Myers with Breeze Airways (MX)
Average ticket price: €54 - €216
From Fort Myers to Chicago with Southwest Airlines (WN)
From Fort Myers to Chicago with Spirit Airlines (NK)
From Fort Myers to Chicago with Fly Lili (FL)
Average ticket price: €44 - €177
Connection in Minneapolis (United States)
From Portland to Minneapolis with Sun Country Airlines (SY)
Average ticket price: €46 - €183
From Minneapolis to Chicago with Southwest Airlines (WN)
From Minneapolis to Chicago with Spirit Airlines (NK)
From Minneapolis to Chicago with Sun Country Airlines (SY)
From Minneapolis to Chicago with Fly Lili (FL)
From Minneapolis to Chicago with Level (IB)
Average ticket price: €14 - €57
Connection in Nashville (United States)
From Portland to Nashville with Southwest Airlines (WN)
Average ticket price: €41 - €162
From Nashville to Chicago with Allegiant Air (G4)
From Nashville to Chicago with Frontier Airlines (F9)
From Nashville to Chicago with Southwest Airlines (WN)
From Nashville to Chicago with Fly Lili (FL)
From Nashville to Chicago with Level (IB)
Average ticket price: €16 - €65
Connection in Orlando (United States)
From Portland to Orlando with Breeze Airways (MX)
From Portland to Orlando with Frontier Airlines (F9)
Average ticket price: €49 - €195
From Orlando to Chicago with Gol Transportes Aéreos (G3)
From Orlando to Chicago with Allegiant Air (G4)
From Orlando to Chicago with Southwest Airlines (WN)
From Orlando to Chicago with Spirit Airlines (NK)
From Orlando to Chicago with Fly Lili (FL)
From Orlando to Chicago with Level (IB)
Average ticket price: €40 - €159
Connection in Raleigh/Durham (United States)
From Portland to Raleigh/Durham with Breeze Airways (MX)
From Portland to Raleigh/Durham with Frontier Airlines (F9)
Average ticket price: €28 - €113
From Raleigh/Durham to Chicago with Frontier Airlines (F9)
From Raleigh/Durham to Chicago with Southwest Airlines (WN)
From Raleigh/Durham to Chicago with Fly Lili (FL)
Average ticket price: €25 - €102
Connection in Tampa (United States)
From Portland to Tampa with Breeze Airways (MX)
Average ticket price: €51 - €206
From Tampa to Chicago with Allegiant Air (G4)
From Tampa to Chicago with Frontier Airlines (F9)
From Tampa to Chicago with Southwest Airlines (WN)
From Tampa to Chicago with Spirit Airlines (NK)
From Tampa to Chicago with Fly Lili (FL)
Average ticket price: €40 - €162