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
20.08.2019	Economy	Direct	149	849.41 m	149
20.08.2019	Economy	1 stop	157	849.41 m	157
20.08.2019	Economy	2 stops	349	849.41 m	349
21.08.2019	Economy	Direct	143	849.41 m	143
21.08.2019	Economy	1 stop	149	849.41 m	149
21.08.2019	Economy	2 stops	314	849.41 m	314
22.08.2019	Economy	Direct	136	849.41 m	136
22.08.2019	Economy	1 stop	134	849.41 m	134
22.08.2019	Economy	2 stops	232	849.41 m	232
29.08.2019	Economy	Direct	73	849.41 m	73
29.08.2019	Economy	1 stop	82	849.41 m	82
29.08.2019	Economy	2 stops	144	849.41 m	144
31.08.2019	Economy	Direct	76	849.41 m	76
31.08.2019	Economy	1 stop	83	849.41 m	83
31.08.2019	Economy	2 stops	145	849.41 m	145
02.09.2019	Economy	Direct	111	849.41 m	111
02.09.2019	Economy	1 stop	124	849.41 m	124
02.09.2019	Economy	2 stops	141	849.41 m	141
03.09.2019	Economy	Direct	52	849.41 m	52
03.09.2019	Economy	1 stop	86	849.41 m	86
03.09.2019	Economy	2 stops	217	849.41 m	217
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	137	849.41 m	137
09.09.2019	Economy	Direct	60	849.41 m	60
09.09.2019	Economy	1 stop	110	849.41 m	110
09.09.2019	Economy	2 stops	154	849.41 m	154
17.09.2019	Economy	Direct	51	849.41 m	51
17.09.2019	Economy	1 stop	87	849.41 m	87
17.09.2019	Economy	2 stops	137	849.41 m	137
18.09.2019	Economy	Direct	51	849.41 m	51
18.09.2019	Economy	1 stop	87	849.41 m	87
18.09.2019	Economy	2 stops	346	849.41 m	346

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
26.08.2019	JetBlue Airways (B6 11)		163
10.09.2019	Spirit Airlines (NK 773)		126
16.10.2019	Spirit Airlines (NK 773)		103

Round-trip Tickets from Boston to Chicago

Departure date	Return date	Flight	Stops	Find Ticket
16.10.2019	30.10.2019	Spirit Airlines (NK 773)	Direct	103
16.10.2019	30.10.2019	Spirit Airlines (NK 773)	1 stop	129
16.10.2019	30.10.2019	JetBlue Airways (B6 459)	2 stops	208

BOS-CHI Compare Airline Prices

Departure date	Return date	Stops	Price	Flight number	Airlines	Find Ticket
21.08.2019	21.08.2019	Direct	218	AA 2265		218
22.08.2019	05.09.2019	Direct	219	AA 1287		219
26.08.2019	27.08.2019	Direct	163	B6 11		163
28.08.2019	30.08.2019	Direct	233	UA 203		233
31.08.2019	02.09.2019	Direct	239	B6 11		239

* 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.