Chicago to Boston Flights

Best Departing Flights from Chicago to Boston

Departure dateFlight classStopsPriceDistanceFind Ticket

13.12.2019

Economy

Direct

162

849.41 m

162

13.12.2019

Economy

1 stop

283

849.41 m

283

13.12.2019

Economy

2 stops

510

849.41 m

510

16.12.2019

Economy

Direct

92

849.41 m

92

16.12.2019

Economy

1 stop

64

849.41 m

64

16.12.2019

Economy

2 stops

269

849.41 m

269

19.12.2019

Economy

Direct

91

849.41 m

91

19.12.2019

Economy

1 stop

116

849.41 m

116

19.12.2019

Economy

2 stops

338

849.41 m

338

20.12.2019

Economy

Direct

93

849.41 m

93

20.12.2019

Economy

1 stop

100

849.41 m

100

20.12.2019

Economy

2 stops

232

849.41 m

232

21.12.2019

Economy

Direct

109

849.41 m

109

21.12.2019

Economy

1 stop

295

849.41 m

295

21.12.2019

Economy

2 stops

382

849.41 m

382

22.12.2019

Economy

Direct

92

849.41 m

92

22.12.2019

Economy

1 stop

143

849.41 m

143

22.12.2019

Economy

2 stops

380

849.41 m

380

24.12.2019

Economy

Direct

91

849.41 m

91

24.12.2019

Economy

1 stop

124

849.41 m

124

24.12.2019

Economy

2 stops

220

849.41 m

220

26.12.2019

Economy

Direct

139

849.41 m

139

26.12.2019

Economy

1 stop

164

849.41 m

164

26.12.2019

Economy

2 stops

238

849.41 m

238

30.12.2019

Economy

Direct

140

849.41 m

140

30.12.2019

Economy

1 stop

171

849.41 m

171

30.12.2019

Economy

2 stops

274

849.41 m

274

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

18.12.2019

JetBlue Airways (B6 1012)

182

06.01.2020

American Airlines (AA 2682)

151

Round-trip Tickets from Chicago to Boston

Departure dateReturn dateFlightStopsFind Ticket

07.02.2020

09.02.2020

JetBlue Airways (B6 1012)

Direct

150

06.01.2020

09.01.2020

American Airlines (AA 2682)

1 stop

155

18.01.2020

20.01.2020

Spirit Airlines (NK 903)

2 stops

206

CHI-BOS Compare Airline Prices

Departure dateReturn dateStopsPriceFlight numberAirlinesFind Ticket

17.12.2019

20.12.2019

Direct

327

UA 342

327

21.12.2019

02.01.2020

Direct

209

WN 2050

209

24.12.2019

01.01.2020

Direct

181

UA 790

181


* 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.