Chicago to Boston Flights

Best Departing Flights from Chicago to Boston

Departure dateFlight classStopsPriceDistanceFind Ticket

20.10.2019

Economy

Direct

77

849.41 m

77

20.10.2019

Economy

1 stop

159

849.41 m

159

20.10.2019

Economy

2 stops

280

849.41 m

280

21.10.2019

Economy

Direct

61

849.41 m

61

21.10.2019

Economy

1 stop

125

849.41 m

125

21.10.2019

Economy

2 stops

202

849.41 m

202

25.10.2019

Economy

Direct

73

849.41 m

73

25.10.2019

Economy

1 stop

76

849.41 m

76

25.10.2019

Economy

2 stops

164

849.41 m

164

27.10.2019

Economy

Direct

58

849.41 m

58

27.10.2019

Economy

1 stop

148

849.41 m

148

27.10.2019

Economy

2 stops

172

849.41 m

172

02.11.2019

Economy

Direct

44

849.41 m

44

02.11.2019

Economy

1 stop

69

849.41 m

69

02.11.2019

Economy

2 stops

264

849.41 m

264

06.11.2019

Economy

Direct

34

849.41 m

34

06.11.2019

Economy

1 stop

62

849.41 m

62

06.11.2019

Economy

2 stops

81

849.41 m

81

11.11.2019

Economy

Direct

81

849.41 m

81

11.11.2019

Economy

1 stop

89

849.41 m

89

11.11.2019

Economy

2 stops

130

849.41 m

130

26.11.2019

Economy

Direct

126

849.41 m

126

26.11.2019

Economy

1 stop

150

849.41 m

150

26.11.2019

Economy

2 stops

330

849.41 m

330

27.11.2019

Economy

Direct

126

849.41 m

126

27.11.2019

Economy

1 stop

161

849.41 m

161

27.11.2019

Economy

2 stops

215

849.41 m

215

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

22.10.2019

American Airlines (AA 2723)

104

09.11.2019

Spirit Airlines (NK 708)

74

27.12.2019

Southwest Airlines (WN 2311)

185

Round-trip Tickets from Chicago to Boston

Departure dateReturn dateFlightStopsFind Ticket

09.11.2019

11.11.2019

Spirit Airlines (NK 708)

Direct

74

09.11.2019

11.11.2019

Spirit Airlines (NK 968)

1 stop

101

09.11.2019

11.11.2019

Spirit Airlines (NK 708)

2 stops

160

CHI-BOS Compare Airline Prices

Departure dateReturn dateStopsPriceFlight numberAirlinesFind Ticket

20.10.2019

23.10.2019

2 stops

353

NK 245

353

21.10.2019

24.10.2019

Direct

104

WN 2387

104

22.10.2019

26.10.2019

Direct

104

AA 2723

104

23.10.2019

27.10.2019

Direct

146

AA 140

146

25.10.2019

26.10.2019

Direct

127

NK 708

127

31.10.2019

03.11.2019

Direct

109

AA 140

109


* 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.