Chicago to Boston Flights

Best Departing Flights from Chicago to Boston

Departure dateFlight classStopsPriceDistanceFind Ticket

25.08.2019

Economy

Direct

97

849.41 m

97

25.08.2019

Economy

1 stop

94

849.41 m

94

25.08.2019

Economy

2 stops

163

849.41 m

163

26.08.2019

Economy

Direct

79

849.41 m

79

26.08.2019

Economy

1 stop

84

849.41 m

84

26.08.2019

Economy

2 stops

150

849.41 m

150

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

134

849.41 m

134

06.09.2019

Economy

Direct

55

849.41 m

55

06.09.2019

Economy

1 stop

75

849.41 m

75

06.09.2019

Economy

2 stops

103

849.41 m

103

08.09.2019

Economy

Direct

76

849.41 m

76

08.09.2019

Economy

1 stop

114

849.41 m

114

08.09.2019

Economy

2 stops

119

849.41 m

119

09.09.2019

Economy

Direct

50

849.41 m

50

09.09.2019

Economy

1 stop

83

849.41 m

83

09.09.2019

Economy

2 stops

152

849.41 m

152

15.09.2019

Economy

Direct

77

849.41 m

77

15.09.2019

Economy

1 stop

114

849.41 m

114

15.09.2019

Economy

2 stops

193

849.41 m

193

21.09.2019

Economy

Direct

51

849.41 m

51

21.09.2019

Economy

1 stop

87

849.41 m

87

21.09.2019

Economy

2 stops

208

849.41 m

208

22.09.2019

Economy

Direct

76

849.41 m

76

22.09.2019

Economy

1 stop

139

849.41 m

139

22.09.2019

Economy

2 stops

178

849.41 m

178

23.09.2019

Economy

Direct

58

849.41 m

58

23.09.2019

Economy

1 stop

88

849.41 m

88

23.09.2019

Economy

2 stops

167

849.41 m

167

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

26.08.2019

Southwest Airlines (WN 385)

156

19.09.2019

Spirit Airlines (NK 708)

111

Round-trip Tickets from Chicago to Boston

Departure dateReturn dateFlightStopsFind Ticket

19.09.2019

23.09.2019

Spirit Airlines (NK 708)

Direct

111

09.09.2019

12.09.2019

Southwest Airlines (WN 1241)

1 stop

138

19.09.2019

23.09.2019

Spirit Airlines (NK 708)

2 stops

183

CHI-BOS Compare Airline Prices

Departure dateReturn dateStopsPriceFlight numberAirlinesFind Ticket

26.08.2019

31.08.2019

Direct

156

WN 385

156


* 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.