ᐅ Cheap Flights from Boston (BOS) to Chicago (CHI) Low Cost Price Compare

Best Departing Flights from Boston to Chicago

Departure date	Flight class	Stops	Price	Distance	Find Ticket
20.10.2019	Economy	Direct	150	849.41 m	150
20.10.2019	Economy	1 stop	157	849.41 m	157
20.10.2019	Economy	2 stops	385	849.41 m	385
22.10.2019	Economy	Direct	44	849.41 m	44
22.10.2019	Economy	1 stop	62	849.41 m	62
22.10.2019	Economy	2 stops	380	849.41 m	380
03.11.2019	Economy	Direct	72	849.41 m	72
03.11.2019	Economy	1 stop	72	849.41 m	72
03.11.2019	Economy	2 stops	134	849.41 m	134
13.11.2019	Economy	Direct	34	849.41 m	34
13.11.2019	Economy	1 stop	43	849.41 m	43
13.11.2019	Economy	2 stops	114	849.41 m	114
21.11.2019	Economy	Direct	52	849.41 m	52
21.11.2019	Economy	1 stop	67	849.41 m	67
21.11.2019	Economy	2 stops	84	849.41 m	84
26.11.2019	Economy	Direct	141	849.41 m	141
26.11.2019	Economy	1 stop	99	849.41 m	99
26.11.2019	Economy	2 stops	156	849.41 m	156
27.11.2019	Economy	Direct	230	849.41 m	230
27.11.2019	Economy	1 stop	157	849.41 m	157
27.11.2019	Economy	2 stops	196	849.41 m	196
28.11.2019	Economy	Direct	124	849.41 m	124
28.11.2019	Economy	1 stop	119	849.41 m	119
28.11.2019	Economy	2 stops	155	849.41 m	155
29.11.2019	Economy	Direct	142	849.41 m	142
29.11.2019	Economy	1 stop	119	849.41 m	119
29.11.2019	Economy	2 stops	137	849.41 m	137

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 One-Way
Round Trip Tickets BOS-CHI
Compare Airline Prices
Boston-Chicago Airlines
Logan International Airport Departure
Chicago Midway International Airport Destination

Direct Flights from Boston to Chicago

Departure date	Flight	Airlines	Find Ticket
06.11.2019	Southwest Airlines (WN 1744)		71

Round-trip Tickets from Boston to Chicago

Departure date	Return date	Flight	Stops	Find Ticket
06.11.2019	09.11.2019	Southwest Airlines (WN 1744)	Direct	71
06.11.2019	09.11.2019	Frontier Airlines (F9 1683)	1 stop	89
24.11.2019	03.12.2019	Spirit Airlines (NK 615)	2 stops	179

BOS-CHI Compare Airline Prices

Departure date	Return date	Stops	Price	Flight number	Airlines	Find Ticket
20.10.2019	22.10.2019	Direct	197	AA 2265		197
22.10.2019	25.10.2019	Direct	114	WN 1349		114
24.10.2019	07.11.2019	Direct	107	AA 2265		107

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

Boston-Chicago Flight is Served by Airlines

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.