Lowcost flights from Portland (United States) to Chicago (United States), €70 - €282

Direct distance between cities: 2817 km. Average direct flight time is 4:18 hours.

Please note! Some routes are seasonal.

From Portland to Chicago with Fly Lili (FL)
From Portland to Chicago with Level (IB)
From Portland to Chicago with Southwest Airlines (WN)
Average ticket price: €70 - €282

Connection in Albuquerque (United States)
From Portland to Albuquerque with Southwest Airlines (WN)
Average ticket price: €45 - €179
From Albuquerque to Chicago with Southwest Airlines (WN)
From Albuquerque to Chicago with Fly Lili (FL)
Average ticket price: €45 - €181
Connection in Dallas (United States)
From Portland to Dallas with Gol Transportes Aéreos (G3)
From Portland to Dallas with Frontier Airlines (F9)
From Portland to Dallas with Spirit Airlines (NK)
From Portland to Dallas with Sun Country Airlines (SY)
From Portland to Dallas with Level (IB)
Average ticket price: €66 - €262
From Dallas to Chicago with Gol Transportes Aéreos (G3)
From Dallas to Chicago with Frontier Airlines (F9)
From Dallas to Chicago with Southwest Airlines (WN)
From Dallas to Chicago with Spirit Airlines (NK)
From Dallas to Chicago with Level (IB)
Average ticket price: €32 - €129
Connection in Denver (United States)
From Portland to Denver with Frontier Airlines (F9)
From Portland to Denver with Southwest Airlines (WN)
From Portland to Denver with Fly Lili (FL)
Average ticket price: €39 - €158
From Denver to Chicago with Frontier Airlines (F9)
From Denver to Chicago with Southwest Airlines (WN)
From Denver to Chicago with Spirit Airlines (NK)
From Denver to Chicago with Fly Lili (FL)
From Denver to Chicago with Level (IB)
Average ticket price: €37 - €148
Connection in Des Moines (United States)
From Portland to Des Moines with Allegiant Air (G4)
Average ticket price: €59 - €236
From Des Moines to Chicago with Southwest Airlines (WN)
From Des Moines to Chicago with Fly Lili (FL)
From Des Moines to Chicago with Level (IB)
Average ticket price: €13 - €50
Connection in Guadalajara (Mexico)
From Portland to Guadalajara with Volaris (Y4)
From Portland to Guadalajara with Frontier Airlines (F9)
Average ticket price: €82 - €330
From Guadalajara to Chicago with VivaAerobús (VB)
From Guadalajara to Chicago with Volaris (Y4)
From Guadalajara to Chicago with Frontier Airlines (F9)
Average ticket price: €70 - €279
Connection in Kansas City (United States)
From Portland to Kansas City with Southwest Airlines (WN)
Average ticket price: €60 - €240
From Kansas City to Chicago with Southwest Airlines (WN)
From Kansas City to Chicago with Fly Lili (FL)
From Kansas City to Chicago with Level (IB)
Average ticket price: €17 - €67
Connection in Las Vegas (United States)
From Portland to Las Vegas with Frontier Airlines (F9)
From Portland to Las Vegas with Southwest Airlines (WN)
From Portland to Las Vegas with Spirit Airlines (NK)
Average ticket price: €31 - €122
From Las Vegas to Chicago with Allegiant Air (G4)
From Las Vegas to Chicago with Frontier Airlines (F9)
From Las Vegas to Chicago with Southwest Airlines (WN)
From Las Vegas to Chicago with Spirit Airlines (NK)
From Las Vegas to Chicago with Fly Lili (FL)
From Las Vegas to Chicago with Level (IB)
Average ticket price: €61 - €245
Connection in London (United Kingdom)
From Portland to London with Level (IB)
Average ticket price: €198 - €791
From London to Chicago with Level (IB)
Average ticket price: €159 - €637
Connection in Los Angeles (United States)
From Portland to Los Angeles with Spirit Airlines (NK)
From Portland to Los Angeles with Level (IB)
Average ticket price: €33 - €134
From Los Angeles to Chicago with Southwest Airlines (WN)
From Los Angeles to Chicago with Spirit Airlines (NK)
From Los Angeles to Chicago with Fly Lili (FL)
From Los Angeles to Chicago with Level (IB)
Average ticket price: €70 - €280
Connection in Minneapolis (United States)
From Portland to Minneapolis with Sun Country Airlines (SY)
Average ticket price: €57 - €228
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 New York (United States)
From Portland to New York with Sun Country Airlines (SY)
Average ticket price: €98 - €392
From New York to Chicago with Gol Transportes Aéreos (G3)
From New York to Chicago with Southwest Airlines (WN)
From New York to Chicago with Spirit Airlines (NK)
From New York to Chicago with Fly Lili (FL)
From New York to Chicago with Level (IB)
Average ticket price: €29 - €115
Connection in Oakland (United States)
From Portland to Oakland with Southwest Airlines (WN)
From Portland to Oakland with Fly Lili (FL)
Average ticket price: €22 - €87
From Oakland to Chicago with Southwest Airlines (WN)
From Oakland to Chicago with Spirit Airlines (NK)
From Oakland to Chicago with Fly Lili (FL)
Average ticket price: €74 - €297
Connection in Oklahoma City (United States)
From Portland to Oklahoma City with Fly Lili (FL)
Average ticket price: €60 - €239
From Oklahoma City to Chicago with Southwest Airlines (WN)
From Oklahoma City to Chicago with Fly Lili (FL)
Average ticket price: €28 - €112
Connection in Ontario (United States)
From Portland to Ontario with Frontier Airlines (F9)
Average ticket price: €34 - €135
From Ontario to Chicago with Southwest Airlines (WN)
Average ticket price: €69 - €276
Connection in Phoenix (United States)
From Portland to Phoenix with Frontier Airlines (F9)
From Portland to Phoenix with Southwest Airlines (WN)
Average ticket price: €41 - €162
From Phoenix to Chicago with Allegiant Air (G4)
From Phoenix to Chicago with Frontier Airlines (F9)
From Phoenix to Chicago with Southwest Airlines (WN)
From Phoenix to Chicago with Level (IB)
Average ticket price: €58 - €234
Connection in Provo (United States)
From Portland to Provo with Allegiant Air (G4)
Average ticket price: €27 - €107
From Provo to Chicago with Allegiant Air (G4)
Average ticket price: €51 - €202
Connection in Reno (United States)
From Portland to Reno with Southwest Airlines (WN)
Average ticket price: €18 - €72
From Reno to Chicago with Southwest Airlines (WN)
From Reno to Chicago with Fly Lili (FL)
Average ticket price: €68 - €271
Connection in Sacramento (United States)
From Portland to Sacramento with Southwest Airlines (WN)
Average ticket price: €20 - €79
From Sacramento to Chicago with Southwest Airlines (WN)
Average ticket price: €72 - €288
Connection in Salt Lake City (United States)
From Portland to Salt Lake City with Frontier Airlines (F9)
From Portland to Salt Lake City with Southwest Airlines (WN)
Average ticket price: €25 - €101
From Salt Lake City to Chicago with Frontier Airlines (F9)
From Salt Lake City to Chicago with Southwest Airlines (WN)
From Salt Lake City to Chicago with Fly Lili (FL)
Average ticket price: €51 - €203
Connection in San Diego (United States)
From Portland to San Diego with Southwest Airlines (WN)
From Portland to San Diego with Spirit Airlines (NK)
Average ticket price: €38 - €151
From San Diego to Chicago with Southwest Airlines (WN)
Average ticket price: €70 - €279
Connection in San Francisco (United States)
From Portland to San Francisco with Frontier Airlines (F9)
From Portland to San Francisco with Level (IB)
Average ticket price: €22 - €87
From San Francisco to Chicago with Southwest Airlines (WN)
From San Francisco to Chicago with Fly Lili (FL)
From San Francisco to Chicago with Level (IB)
Average ticket price: €75 - €299
Connection in San Jose (United States)
From Portland to San Jose with Southwest Airlines (WN)
Average ticket price: €23 - €92
From San Jose to Chicago with Southwest Airlines (WN)
Average ticket price: €74 - €296