Boston to Chicago Flights

Best Departing Flights from Boston to Chicago

Departure dateFlight classStopsPriceDistanceFind Ticket

18.06.2019

Economy

Direct

112

849.41 m

112

18.06.2019

Economy

1 stop

95

849.41 m

95

18.06.2019

Economy

2 stops

312

849.41 m

312

19.06.2019

Economy

Direct

111

849.41 m

111

19.06.2019

Economy

1 stop

120

849.41 m

120

19.06.2019

Economy

2 stops

151

849.41 m

151

20.06.2019

Economy

Direct

78

849.41 m

78

20.06.2019

Economy

1 stop

169

849.41 m

169

20.06.2019

Economy

2 stops

113

849.41 m

113

21.06.2019

Economy

Direct

172

849.41 m

172

21.06.2019

Economy

1 stop

149

849.41 m

149

21.06.2019

Economy

2 stops

197

849.41 m

197

22.06.2019

Economy

Direct

112

849.41 m

112

22.06.2019

Economy

1 stop

103

849.41 m

103

22.06.2019

Economy

2 stops

190

849.41 m

190

23.06.2019

Economy

Direct

151

849.41 m

151

23.06.2019

Economy

1 stop

190

849.41 m

190

23.06.2019

Economy

2 stops

207

849.41 m

207

24.06.2019

Economy

Direct

112

849.41 m

112

24.06.2019

Economy

1 stop

150

849.41 m

150

24.06.2019

Economy

2 stops

161

849.41 m

161

26.06.2019

Economy

Direct

146

849.41 m

146

26.06.2019

Economy

1 stop

119

849.41 m

119

26.06.2019

Economy

2 stops

150

849.41 m

150

28.06.2019

Economy

Direct

143

849.41 m

143

28.06.2019

Economy

1 stop

133

849.41 m

133

28.06.2019

Economy

2 stops

163

849.41 m

163

29.06.2019

Economy

Direct

127

849.41 m

127

29.06.2019

Economy

1 stop

133

849.41 m

133

29.06.2019

Economy

2 stops

163

849.41 m

163

01.07.2019

Economy

Direct

69

849.41 m

69

01.07.2019

Economy

1 stop

82

849.41 m

82

01.07.2019

Economy

2 stops

181

849.41 m

181

03.07.2019

Economy

Direct

118

849.41 m

118

03.07.2019

Economy

1 stop

142

849.41 m

142

03.07.2019

Economy

2 stops

186

849.41 m

186

07.07.2019

Economy

Direct

165

849.41 m

165

07.07.2019

Economy

1 stop

279

849.41 m

279

07.07.2019

Economy

2 stops

343

849.41 m

343

18.07.2019

Economy

Direct

111

849.41 m

111

18.07.2019

Economy

1 stop

132

849.41 m

132

18.07.2019

Economy

2 stops

188

849.41 m

188

20.07.2019

Economy

Direct

103

849.41 m

103

20.07.2019

Economy

1 stop

173

849.41 m

173

20.07.2019

Economy

2 stops

233

849.41 m

233

26.07.2019

Economy

Direct

113

849.41 m

113

26.07.2019

Economy

1 stop

145

849.41 m

145

26.07.2019

Economy

2 stops

163

849.41 m

163

BOS-CHI Flight Tickets Booking by Date

BOS-CHI Route

Book cheap flights to Chicago from Boston today with using OutTrippin’s ticket finder. We help you compare flights, carriers and seating classes all year round. Be sure to find the right flight to match your budget, plans and travel preferences.

Direct Flights from Boston to Chicago

Departure dateFlightAirlinesFind Ticket

22.06.2019

American Airlines (AA 2387)

302

02.07.2019

Spirit Airlines (NK 773)

211

21.08.2019

Spirit Airlines (NK 773)

139

Round-trip Tickets from Boston to Chicago

Departure dateReturn dateFlightStopsFind Ticket

21.08.2019

31.08.2019

Spirit Airlines (NK 773)

Direct

139

06.08.2019

20.08.2019

Southwest Airlines (WN 1477)

1 stop

143

21.08.2019

31.08.2019

Spirit Airlines (NK 615)

2 stops

224

BOS-CHI Compare Airline Prices

Departure dateReturn dateStopsPriceFlight numberAirlinesFind Ticket

21.06.2019

25.06.2019

1 stop

247

NK 467

247

22.06.2019

24.06.2019

Direct

302

AA 2387

302

30.06.2019

03.07.2019

1 stop

264

NK 773

264


* Total price includes taxes + fees for 1 adult. Additional bag fees and other fees may apply.

Boston-Chicago Flight is Served by Airlines

  • American Airlines Flights
  • Alaska Airlines Flights
  • JetBlue Flights
  • Spirit Airlines Flights
  • United Airlines Flights
  • US Airways Flights
  • Southwest Airlines Flights

Departure Logan International Airport (Boston)

Weather:
  • Airport Name: Logan International Airport
  • Country Code: US
  • City Code: BOS
  • Airport Code: BOS
  • Flightable: Active
  • Time Zone: America/New_York
  • Latitude: 42.36646
  • Longitude: -71.02018

Destination Chicago Midway International Airport (Chicago)

Weather:
  • Airport Name: Chicago Midway International Airport
  • Country Code: US
  • City Code: CHI
  • Airport Code: MDW
  • Flightable: Active
  • Time Zone: America/Chicago
  • Latitude: 41.788136
  • Longitude: -87.74087

*Flight prices are indicative, based on passenger numbers and may vary dependent on your individual flight dates. Complete a new search to view live pricing.

* Checked baggage is not included but may be added for a fee. Carry-on baggage limits, including size restrictions, will be strictly applied. Passengers with more than the applicable carry-on baggage allowance will need to check in baggage, and charges will apply.