Boston to Chicago Flights

Best Departing Flights from Boston to Chicago

Departure dateFlight classStopsPriceDistanceFind Ticket

20.08.2019

Economy

Direct

149

849.41 m

149

20.08.2019

Economy

1 stop

157

849.41 m

157

20.08.2019

Economy

2 stops

349

849.41 m

349

21.08.2019

Economy

Direct

143

849.41 m

143

21.08.2019

Economy

1 stop

149

849.41 m

149

21.08.2019

Economy

2 stops

314

849.41 m

314

22.08.2019

Economy

Direct

136

849.41 m

136

22.08.2019

Economy

1 stop

134

849.41 m

134

22.08.2019

Economy

2 stops

232

849.41 m

232

29.08.2019

Economy

Direct

73

849.41 m

73

29.08.2019

Economy

1 stop

82

849.41 m

82

29.08.2019

Economy

2 stops

144

849.41 m

144

31.08.2019

Economy

Direct

76

849.41 m

76

31.08.2019

Economy

1 stop

83

849.41 m

83

31.08.2019

Economy

2 stops

145

849.41 m

145

02.09.2019

Economy

Direct

111

849.41 m

111

02.09.2019

Economy

1 stop

124

849.41 m

124

02.09.2019

Economy

2 stops

141

849.41 m

141

03.09.2019

Economy

Direct

52

849.41 m

52

03.09.2019

Economy

1 stop

86

849.41 m

86

03.09.2019

Economy

2 stops

217

849.41 m

217

05.09.2019

Economy

Direct

47

849.41 m

47

05.09.2019

Economy

1 stop

80

849.41 m

80

05.09.2019

Economy

2 stops

137

849.41 m

137

09.09.2019

Economy

Direct

60

849.41 m

60

09.09.2019

Economy

1 stop

110

849.41 m

110

09.09.2019

Economy

2 stops

154

849.41 m

154

17.09.2019

Economy

Direct

51

849.41 m

51

17.09.2019

Economy

1 stop

87

849.41 m

87

17.09.2019

Economy

2 stops

137

849.41 m

137

18.09.2019

Economy

Direct

51

849.41 m

51

18.09.2019

Economy

1 stop

87

849.41 m

87

18.09.2019

Economy

2 stops

346

849.41 m

346

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

26.08.2019

JetBlue Airways (B6 11)

163

10.09.2019

Spirit Airlines (NK 773)

126

16.10.2019

Spirit Airlines (NK 773)

103

Round-trip Tickets from Boston to Chicago

Departure dateReturn dateFlightStopsFind Ticket

16.10.2019

30.10.2019

Spirit Airlines (NK 773)

Direct

103

16.10.2019

30.10.2019

Spirit Airlines (NK 773)

1 stop

129

16.10.2019

30.10.2019

JetBlue Airways (B6 459)

2 stops

208

BOS-CHI Compare Airline Prices

Departure dateReturn dateStopsPriceFlight numberAirlinesFind Ticket

21.08.2019

21.08.2019

Direct

218

AA 2265

218

22.08.2019

05.09.2019

Direct

219

AA 1287

219

26.08.2019

27.08.2019

Direct

163

B6 11

163

28.08.2019

30.08.2019

Direct

233

UA 203

233

31.08.2019

02.09.2019

Direct

239

B6 11

239


* 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.