Lowcost flights from San Jose (United States) to Chicago (United States), €74 - €296

Direct distance between cities: 2959 km. Average direct flight time is 4:28 hours.

Please note! Some routes are seasonal.

From San Jose to Chicago with Southwest Airlines (WN)
Average ticket price: €74 - €296

Connection in Austin (United States)
From San Jose to Austin with Southwest Airlines (WN)
Average ticket price: €59 - €236
From Austin to Chicago with Southwest Airlines (WN)
From Austin to Chicago with Fly Lili (FL)
From Austin to Chicago with Level (IB)
Average ticket price: €39 - €158
Connection in Dallas (United States)
From San Jose to Dallas with Southwest Airlines (WN)
From San Jose to Dallas with Spirit Airlines (NK)
From San Jose to Dallas with Level (IB)
Average ticket price: €58 - €233
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 San Jose to Denver with Southwest Airlines (WN)
From San Jose to Denver with Fly Lili (FL)
Average ticket price: €37 - €149
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 Guadalajara (Mexico)
From San Jose to Guadalajara with Volaris (Y4)
Average ticket price: €65 - €259
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 Houston (United States)
From San Jose to Houston with Southwest Airlines (WN)
Average ticket price: €65 - €259
From Houston to Chicago with Frontier Airlines (F9)
From Houston to Chicago with Southwest Airlines (WN)
From Houston to Chicago with Spirit Airlines (NK)
From Houston to Chicago with Fly Lili (FL)
From Houston to Chicago with Level (IB)
Average ticket price: €38 - €152
Connection in Las Vegas (United States)
From San Jose to Las Vegas with Southwest Airlines (WN)
From San Jose to Las Vegas with Spirit Airlines (NK)
From San Jose to Las Vegas with Fly Lili (FL)
Average ticket price: €15 - €62
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 Leon/Guanajuato (Mexico)
From San Jose to Leon/Guanajuato with Volaris (Y4)
Average ticket price: €67 - €268
From Leon/Guanajuato to Chicago with VivaAerobús (VB)
From Leon/Guanajuato to Chicago with Volaris (Y4)
Average ticket price: €67 - €266
Connection in Long Beach (United States)
From San Jose to Long Beach with Southwest Airlines (WN)
Average ticket price: €13 - €52
From Long Beach to Chicago with Southwest Airlines (WN)
Average ticket price: €70 - €281
Connection in Los Angeles (United States)
From San Jose to Los Angeles with Southwest Airlines (WN)
From San Jose to Los Angeles with Spirit Airlines (NK)
From San Jose to Los Angeles with Fly Lili (FL)
From San Jose to Los Angeles with Level (IB)
Average ticket price: €12 - €49
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 Morelia (Mexico)
From San Jose to Morelia with Volaris (Y4)
Average ticket price: €70 - €281
From Morelia to Chicago with VivaAerobús (VB)
From Morelia to Chicago with Volaris (Y4)
Average ticket price: €69 - €276
Connection in Nashville (United States)
From San Jose to Nashville with Southwest Airlines (WN)
Average ticket price: €78 - €312
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 Ontario (United States)
From San Jose to Ontario with Southwest Airlines (WN)
Average ticket price: €13 - €53
From Ontario to Chicago with Southwest Airlines (WN)
Average ticket price: €69 - €276
Connection in Phoenix (United States)
From San Jose to Phoenix with Southwest Airlines (WN)
Average ticket price: €25 - €99
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 Portland (United States)
From San Jose to Portland with Southwest Airlines (WN)
Average ticket price: €23 - €92
From Portland to Chicago with Southwest Airlines (WN)
From Portland to Chicago with Fly Lili (FL)
From Portland to Chicago with Level (IB)
Average ticket price: €70 - €282
Connection in Reno (United States)
From San Jose to Reno with Southwest Airlines (WN)
Average ticket price: €8 - €30
From Reno to Chicago with Southwest Airlines (WN)
From Reno to Chicago with Fly Lili (FL)
Average ticket price: €68 - €271
Connection in Saint Louis (United States)
From San Jose to Saint Louis with Southwest Airlines (WN)
Average ticket price: €69 - €277
From Saint Louis to Chicago with Southwest Airlines (WN)
From Saint Louis to Chicago with Sun Country Airlines (SY)
From Saint Louis to Chicago with Fly Lili (FL)
Average ticket price: €11 - €42
Connection in Salt Lake City (United States)
From San Jose to Salt Lake City with Southwest Airlines (WN)
Average ticket price: €23 - €94
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 San Jose to San Diego with Southwest Airlines (WN)
From San Jose to San Diego with Spirit Airlines (NK)
From San Jose to San Diego with Fly Lili (FL)
Average ticket price: €17 - €67
From San Diego to Chicago with Southwest Airlines (WN)
Average ticket price: €70 - €279
Connection in San Francisco (United States)
From San Jose to San Francisco with Southwest Airlines (WN)
From San Jose to San Francisco with Sun Country Airlines (SY)
Average ticket price: €2 - €7
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 Seattle (United States)
From San Jose to Seattle with Southwest Airlines (WN)
Average ticket price: €29 - €114
From Seattle to Chicago with Southwest Airlines (WN)
From Seattle to Chicago with Fly Lili (FL)
From Seattle to Chicago with Level (IB)
Average ticket price: €70 - €279
Connection in Washington (United States)
From San Jose to Washington with Sun Country Airlines (SY)
Average ticket price: €97 - €389
From Washington to Chicago with Southwest Airlines (WN)
From Washington to Chicago with Fly Lili (FL)
Average ticket price: €24 - €96
Connection in Zacatecas (Mexico)
From San Jose to Zacatecas with Volaris (Y4)
Average ticket price: €61 - €246
From Zacatecas to Chicago with Volaris (Y4)
Average ticket price: €63 - €253