Lowcost flights from Boston (United States) to Chicago (United States), €34 - €137

Direct distance between cities: 1366 km. Average direct flight time is 2:36 hours.

Please note! Some routes are seasonal.

From Boston to Chicago with Fly Lili (FL)
From Boston to Chicago with Level (IB)
From Boston to Chicago with Spirit Airlines (NK)
From Boston to Chicago with Southwest Airlines (WN)
Average ticket price: €34 - €137

Connection in Akron (United States)
From Boston to Akron with Southwest Airlines (WN)
From Boston to Akron with Fly Lili (FL)
Average ticket price: €22 - €88
From Akron to Chicago with Allegiant Air (G4)
From Akron to Chicago with Southwest Airlines (WN)
Average ticket price: €13 - €53
Connection in Asheville (United States)
From Boston to Asheville with Allegiant Air (G4)
Average ticket price: €31 - €126
From Asheville to Chicago with Allegiant Air (G4)
Average ticket price: €21 - €84
Connection in Atlanta (United States)
From Boston to Atlanta with Frontier Airlines (F9)
From Boston to Atlanta with Southwest Airlines (WN)
From Boston to Atlanta with Spirit Airlines (NK)
From Boston to Atlanta with Fly Lili (FL)
Average ticket price: €38 - €151
From Atlanta to Chicago with Frontier Airlines (F9)
From Atlanta to Chicago with Southwest Airlines (WN)
From Atlanta to Chicago with Fly Lili (FL)
From Atlanta to Chicago with Level (IB)
Average ticket price: €24 - €95
Connection in Atlantic City (United States)
From Boston to Atlantic City with Spirit Airlines (NK)
Average ticket price: €11 - €44
From Atlantic City to Chicago with Spirit Airlines (NK)
Average ticket price: €29 - €115
Connection in Baltimore (United States)
From Boston to Baltimore with Southwest Airlines (WN)
From Boston to Baltimore with Spirit Airlines (NK)
From Boston to Baltimore with Fly Lili (FL)
Average ticket price: €14 - €58
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 Barcelona (Spain)
From Boston to Barcelona with Level (IB)
From Boston to Barcelona with Vueling (VY)
Average ticket price: €147 - €587
From Barcelona to Chicago with Level (IB)
Average ticket price: €177 - €708
Connection in Charlotte (United States)
From Boston to Charlotte with Frontier Airlines (F9)
From Boston to Charlotte with Level (IB)
Average ticket price: €29 - €116
From Charlotte to Chicago with Frontier Airlines (F9)
From Charlotte to Chicago with Southwest Airlines (WN)
From Charlotte to Chicago with Fly Lili (FL)
Average ticket price: €24 - €95
Connection in Cincinnati (United States)
From Boston to Cincinnati with Frontier Airlines (F9)
From Boston to Cincinnati with Level (IB)
Average ticket price: €30 - €119
From Cincinnati to Chicago with Allegiant Air (G4)
From Cincinnati to Chicago with Southwest Airlines (WN)
From Cincinnati to Chicago with Level (IB)
Average ticket price: €10 - €41
Connection in Columbus (United States)
From Boston to Columbus with Level (IB)
Average ticket price: €26 - €103
From Columbus to Chicago with Southwest Airlines (WN)
From Columbus to Chicago with Fly Lili (FL)
From Columbus to Chicago with Level (IB)
Average ticket price: €11 - €44
Connection in Dallas (United States)
From Boston to Dallas with Gol Transportes Aéreos (G3)
From Boston to Dallas with Frontier Airlines (F9)
From Boston to Dallas with Southwest Airlines (WN)
From Boston to Dallas with Spirit Airlines (NK)
From Boston to Dallas with Level (IB)
Average ticket price: €62 - €249
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 Boston to Denver with Southwest Airlines (WN)
Average ticket price: €71 - €284
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 Detroit (United States)
From Boston to Detroit with Spirit Airlines (NK)
Average ticket price: €25 - €99
From Detroit to Chicago with Southwest Airlines (WN)
From Detroit to Chicago with Spirit Airlines (NK)
From Detroit to Chicago with Sun Country Airlines (SY)
From Detroit to Chicago with Fly Lili (FL)
From Detroit to Chicago with Level (IB)
Average ticket price: €10 - €38
Connection in Fort Lauderdale (United States)
From Boston to Fort Lauderdale with Spirit Airlines (NK)
Average ticket price: €50 - €199
From Fort Lauderdale to Chicago with Southwest Airlines (WN)
From Fort Lauderdale to Chicago with Spirit Airlines (NK)
Average ticket price: €47 - €188
Connection in Fort Myers (United States)
From Boston to Fort Myers with Breeze Airways (MX)
Average ticket price: €50 - €201
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 Grand Rapids (United States)
From Boston to Grand Rapids with Allegiant Air (G4)
Average ticket price: €30 - €118
From Grand Rapids to Chicago with Southwest Airlines (WN)
From Grand Rapids to Chicago with Level (IB)
Average ticket price: €5 - €21
Connection in Houston (United States)
From Boston to Houston with Southwest Airlines (WN)
Average ticket price: €65 - €258
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 Indianapolis (United States)
From Boston to Indianapolis with Level (IB)
Average ticket price: €33 - €131
From Indianapolis to Chicago with Southwest Airlines (WN)
From Indianapolis to Chicago with Level (IB)
Average ticket price: €7 - €27
Connection in Istanbul (Turkey)
From Boston to Istanbul with IndiGo (6E)
Average ticket price: €194 - €776
From Istanbul to Chicago with IndiGo (6E)
Average ticket price: €220 - €881
Connection in Kansas City (United States)
From Boston to Kansas City with Southwest Airlines (WN)
From Boston to Kansas City with Spirit Airlines (NK)
Average ticket price: €50 - €201
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 Knoxville (United States)
From Boston to Knoxville with Allegiant Air (G4)
Average ticket price: €33 - €133
From Knoxville to Chicago with Allegiant Air (G4)
Average ticket price: €19 - €75
Connection in London (United Kingdom)
From Boston to London with Level (IB)
Average ticket price: €132 - €528
From London to Chicago with Level (IB)
Average ticket price: €159 - €637
Connection in Los Angeles (United States)
From Boston to Los Angeles with Level (IB)
Average ticket price: €104 - €417
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 Madrid (Spain)
From Boston to Madrid with Level (IB)
Average ticket price: €137 - €547
From Madrid to Chicago with Level (IB)
Average ticket price: €168 - €673
Connection in Miami (United States)
From Boston to Miami with Gol Transportes Aéreos (G3)
From Boston to Miami with Spirit Airlines (NK)
From Boston to Miami with Level (IB)
Average ticket price: €51 - €202
From Miami to Chicago with Gol Transportes Aéreos (G3)
From Miami to Chicago with Frontier Airlines (F9)
From Miami to Chicago with Southwest Airlines (WN)
From Miami to Chicago with Spirit Airlines (NK)
Average ticket price: €48 - €191
Connection in Milwaukee (United States)
From Boston to Milwaukee with Southwest Airlines (WN)
From Boston to Milwaukee with Fly Lili (FL)
Average ticket price: €34 - €138
From Milwaukee to Chicago with Southwest Airlines (WN)
From Milwaukee to Chicago with Level (IB)
Average ticket price: €3 - €13
Connection in Minneapolis (United States)
From Boston to Minneapolis with Sun Country Airlines (SY)
Average ticket price: €45 - €180
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 Myrtle Beach (United States)
From Boston to Myrtle Beach with Spirit Airlines (NK)
Average ticket price: €30 - €118
From Myrtle Beach to Chicago with Southwest Airlines (WN)
From Myrtle Beach to Chicago with Spirit Airlines (NK)
Average ticket price: €30 - €119
Connection in Nashville (United States)
From Boston to Nashville with Southwest Airlines (WN)
From Boston to Nashville with Spirit Airlines (NK)
Average ticket price: €38 - €151
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 New Orleans (United States)
From Boston to New Orleans with Spirit Airlines (NK)
Average ticket price: €55 - €219
From New Orleans to Chicago with Breeze Airways (MX)
From New Orleans to Chicago with Southwest Airlines (WN)
From New Orleans to Chicago with Spirit Airlines (NK)
From New Orleans to Chicago with Fly Lili (FL)
Average ticket price: €34 - €134
Connection in New York (United States)
From Boston to New York with Gol Transportes Aéreos (G3)
From Boston to New York with Spirit Airlines (NK)
From Boston to New York with Level (IB)
Average ticket price: €8 - €31
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 Norfolk (United States)
From Boston to Norfolk with Spirit Airlines (NK)
Average ticket price: €19 - €76
From Norfolk to Chicago with Southwest Airlines (WN)
From Norfolk to Chicago with Fly Lili (FL)
Average ticket price: €28 - €112
Connection in Orlando (United States)
From Boston to Orlando with Allegiant Air (G4)
From Boston to Orlando with Breeze Airways (MX)
From Boston to Orlando with Frontier Airlines (F9)
From Boston to Orlando with Spirit Airlines (NK)
From Boston to Orlando with Fly Lili (FL)
Average ticket price: €45 - €180
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 Paris (France)
From Boston to Paris with Level (IB)
Average ticket price: €138 - €553
From Paris to Chicago with Level (IB)
Average ticket price: €166 - €665
Connection in Philadelphia (United States)
From Boston to Philadelphia with Frontier Airlines (F9)
From Boston to Philadelphia with Level (IB)
Average ticket price: €11 - €44
From Philadelphia to Chicago with Frontier Airlines (F9)
From Philadelphia to Chicago with Southwest Airlines (WN)
From Philadelphia to Chicago with Fly Lili (FL)
From Philadelphia to Chicago with Level (IB)
Average ticket price: €27 - €107
Connection in Raleigh/Durham (United States)
From Boston to Raleigh/Durham with Frontier Airlines (F9)
Average ticket price: €25 - €98
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 Saint Louis (United States)
From Boston to Saint Louis with Southwest Airlines (WN)
Average ticket price: €42 - €167
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 San Juan (Puerto Rico)
From Boston to San Juan with Frontier Airlines (F9)
Average ticket price: €67 - €270
From San Juan to Chicago with Southwest Airlines (WN)
From San Juan to Chicago with Spirit Airlines (NK)
From San Juan to Chicago with Fly Arna (G6)
Average ticket price: €83 - €331
Connection in Sarasota (United States)
From Boston to Sarasota with Allegiant Air (G4)
Average ticket price: €49 - €196
From Sarasota to Chicago with Southwest Airlines (WN)
Average ticket price: €42 - €168
Connection in Tampa (United States)
From Boston to Tampa with Spirit Airlines (NK)
Average ticket price: €48 - €191
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
Connection in Washington (United States)
From Boston to Washington with Level (IB)
Average ticket price: €16 - €64
From Washington to Chicago with Southwest Airlines (WN)
From Washington to Chicago with Fly Lili (FL)
Average ticket price: €24 - €96