Boston to Chicago Flights

Best Departing Flights from Boston to Chicago

Departure dateFlight classStopsPriceDistanceFind Ticket

08.07.2020

Economy

Direct

19

849.41 m

19

08.07.2020

Economy

1 stop

79

849.41 m

79

08.07.2020

Economy

2 stops

106

849.41 m

106

09.07.2020

Economy

Direct

16

849.41 m

16

09.07.2020

Economy

1 stop

72

849.41 m

72

09.07.2020

Economy

2 stops

112

849.41 m

112

12.07.2020

Economy

Direct

22

849.41 m

22

12.07.2020

Economy

1 stop

99

849.41 m

99

12.07.2020

Economy

2 stops

104

849.41 m

104

31.07.2020

Economy

Direct

22

849.41 m

22

31.07.2020

Economy

1 stop

70

849.41 m

70

31.07.2020

Economy

2 stops

116

849.41 m

116

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

09.07.2020

Spirit Airlines (NK 2855)

31

Round-trip Tickets from Boston to Chicago

Departure dateReturn dateFlightStopsFind Ticket

09.07.2020

12.07.2020

Spirit Airlines (NK 2855)

Direct

31

09.07.2020

12.07.2020

Spirit Airlines (NK 2855)

1 stop

38

13.08.2020

17.08.2020

Spirit Airlines (NK 2855)

2 stops

49

BOS-CHI Compare Airline Prices

Departure dateReturn dateStopsPriceFlight numberAirlinesFind Ticket

09.07.2020

12.07.2020

Direct

31

NK 2855

31

17.07.2020

19.07.2020

Direct

35

NK 2855

35

24.07.2020

26.07.2020

Direct

31

NK 2855

31


* 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.