Chicago to Boston Flights

Best Departing Flights from Chicago to Boston

Departure dateFlight classStopsPriceDistanceFind Ticket

17.06.2019

Economy

Direct

63

849.41 m

63

17.06.2019

Economy

1 stop

96

849.41 m

96

17.06.2019

Economy

2 stops

204

849.41 m

204

18.06.2019

Economy

Direct

111

849.41 m

111

18.06.2019

Economy

1 stop

140

849.41 m

140

18.06.2019

Economy

2 stops

310

849.41 m

310

20.06.2019

Economy

Direct

86

849.41 m

86

20.06.2019

Economy

1 stop

102

849.41 m

102

20.06.2019

Economy

2 stops

238

849.41 m

238

21.06.2019

Economy

Direct

121

849.41 m

121

21.06.2019

Economy

1 stop

102

849.41 m

102

21.06.2019

Economy

2 stops

238

849.41 m

238

22.06.2019

Economy

Direct

196

849.41 m

196

22.06.2019

Economy

1 stop

168

849.41 m

168

22.06.2019

Economy

2 stops

201

849.41 m

201

23.06.2019

Economy

Direct

388

849.41 m

388

23.06.2019

Economy

1 stop

113

849.41 m

113

23.06.2019

Economy

2 stops

298

849.41 m

298

24.06.2019

Economy

Direct

131

849.41 m

131

24.06.2019

Economy

1 stop

146

849.41 m

146

24.06.2019

Economy

2 stops

203

849.41 m

203

25.06.2019

Economy

Direct

92

849.41 m

92

25.06.2019

Economy

1 stop

87

849.41 m

87

25.06.2019

Economy

2 stops

142

849.41 m

142

01.07.2019

Economy

Direct

142

849.41 m

142

01.07.2019

Economy

1 stop

147

849.41 m

147

01.07.2019

Economy

2 stops

196

849.41 m

196

05.07.2019

Economy

Direct

104

849.41 m

104

05.07.2019

Economy

1 stop

82

849.41 m

82

05.07.2019

Economy

2 stops

166

849.41 m

166

07.07.2019

Economy

Direct

144

849.41 m

144

07.07.2019

Economy

1 stop

239

849.41 m

239

07.07.2019

Economy

2 stops

301

849.41 m

301

08.07.2019

Economy

Direct

131

849.41 m

131

08.07.2019

Economy

1 stop

149

849.41 m

149

08.07.2019

Economy

2 stops

218

849.41 m

218

21.07.2019

Economy

Direct

112

849.41 m

112

21.07.2019

Economy

1 stop

120

849.41 m

120

21.07.2019

Economy

2 stops

221

849.41 m

221

CHI-BOS Flight Tickets Booking by Date

CHI-BOS Route

Book cheap flights to Boston from Chicago 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 Chicago to Boston

Departure dateFlightAirlinesFind Ticket

20.06.2019

Spirit Airlines (NK 708)

257

10.07.2019

United Airlines (UA 1223)

168

14.08.2019

Southwest Airlines (WN 385)

134

Round-trip Tickets from Chicago to Boston

Departure dateReturn dateFlightStopsFind Ticket

14.08.2019

14.08.2019

Southwest Airlines (WN 385)

Direct

134

13.08.2019

14.08.2019

Southwest Airlines (WN 280)

1 stop

143

15.08.2019

19.08.2019

Spirit Airlines (NK 708)

2 stops

229

CHI-BOS Compare Airline Prices

Departure dateReturn dateStopsPriceFlight numberAirlinesFind Ticket

18.06.2019

20.06.2019

1 stop

245

UA 992

245

20.06.2019

23.06.2019

Direct

257

NK 708

257

21.06.2019

23.06.2019

Direct

282

UA 670

282

25.06.2019

26.06.2019

1 stop

189

NK 708

189

26.06.2019

09.07.2019

1 stop

216

B6 412

216

27.06.2019

09.07.2019

3

385

NK 855

385

28.06.2019

06.07.2019

1 stop

267

NK 708

267

29.06.2019

09.07.2019

1 stop

265

WN 2251

265

30.06.2019

13.07.2019

Direct

282

AA 2384

282


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

Chicago-Boston 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 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

Destination 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

*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.