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Flights Boston (Logan) – Chicago, Southwest Airlines

1 passenger, economy

Prices updated on 5 November at 11:13

Southwest Airlines: nonstop flights Boston – Chicago per week: 15. Flight time: 2 hours 45 minutes. Tickets from £74 (departure 14 November).

See also: Chicago — Boston (Logan), Southwest AirlinesAirline Southwest Airlines

Flight schedule Boston (Logan) – Chicago, Southwest Airlines

Compare prices, duration and stops

Southwest Airlines
WN 816
18:30
Logan (BOS)
Fri, 6 Nov
2h 45min
Direct
20:15
Chicago Midway International Airport (MDW)
Fri, 6 Nov
£135
Southwest Airlines
WN 2758 Best price
15:10
Logan (BOS)
Sat, 14 Nov
2h 45min
Direct
16:55
Chicago Midway International Airport (MDW)
Sat, 14 Nov
£74
Southwest Airlines
WN 816
22:25
Logan (BOS)
Wed, 25 Nov
3h
Direct
00:25
Chicago Midway International Airport (MDW)
Thu, 26 Nov +1
£127
Southwest Airlines
WN 0813
13:05
Logan (BOS)
Thu, 26 Nov
2h 40min
Direct
14:45
Chicago Midway International Airport (MDW)
Thu, 26 Nov
£75
Southwest Airlines
WN 2185
07:05
Logan (BOS)
Fri, 27 Nov
2h 45min
Direct
08:50
Chicago Midway International Airport (MDW)
Fri, 27 Nov
£117
Southwest Airlines
WN 813
12:50
Logan (BOS)
Tue, 8 Dec
2h 50min
Direct
14:40
Chicago Midway International Airport (MDW)
Tue, 8 Dec
£79
Southwest Airlines
WN 816
17:55
Logan (BOS)
Thu, 10 Dec
2h 45min
Direct
19:40
Chicago Midway International Airport (MDW)
Thu, 10 Dec
£79
Southwest Airlines
WN 813
12:45
Logan (BOS)
Fri, 11 Dec
2h 45min
Direct
14:30
Chicago Midway International Airport (MDW)
Fri, 11 Dec
£105
Southwest Airlines
WN 2758
15:10
Logan (BOS)
Sat, 12 Dec
2h 45min
Direct
16:55
Chicago Midway International Airport (MDW)
Sat, 12 Dec
£79
Southwest Airlines
WN 816
18:30
Logan (BOS)
Sun, 13 Dec
2h 45min
Direct
20:15
Chicago Midway International Airport (MDW)
Sun, 13 Dec
£128
Southwest Airlines
WN 816
22:25
Logan (BOS)
Tue, 22 Dec
3h
Direct
00:25
Chicago Midway International Airport (MDW)
Wed, 23 Dec +1
£110
Southwest Airlines
WN 816
17:55
Logan (BOS)
Fri, 25 Dec
2h 45min
Direct
19:40
Chicago Midway International Airport (MDW)
Fri, 25 Dec
£104
Southwest Airlines
WN 2185
15:05
Logan (BOS)
Mon, 4 Jan
2h 45min
Direct
16:50
Chicago Midway International Airport (MDW)
Mon, 4 Jan
£118
Southwest Airlines
WN 813
12:45
Logan (BOS)
Mon, 4 Jan
2h 45min
Direct
14:30
Chicago Midway International Airport (MDW)
Mon, 4 Jan
£77
Southwest Airlines
WN 2758
16:20
Logan (BOS)
Mon, 4 Jan
2h 45min
Direct
18:05
Chicago Midway International Airport (MDW)
Mon, 4 Jan
£110
Southwest Airlines
WN 816
18:30
Logan (BOS)
Mon, 4 Jan
2h 45min
Direct
20:15
Chicago Midway International Airport (MDW)
Mon, 4 Jan
£109
Southwest Airlines
WN 816
01:55
Logan (BOS)
Wed, 6 Jan
2h 45min
Direct
03:40
Chicago Midway International Airport (MDW)
Wed, 6 Jan
£111
Southwest Airlines
WN 698
13:10
Logan (BOS)
Fri, 22 Jan
2h 45min
Direct
14:55
Chicago Midway International Airport (MDW)
Fri, 22 Jan
£80

Southwest Airlines direct flight schedule Boston — Chicago

Direct flights: 4 · First departure: 07:05 · Last departure: 18:30

Departure → arrivalFlightAirport DaysDurationPrice
07:05→08:50 Southwest Airlines WN 2185 LoganBOS MonTueWedThuFriSatSun 2h 45min
12:45→14:30 Southwest Airlines WN 813 LoganBOS MonTueWedThuFriSatSun 2h 45min
15:10→16:55 Southwest Airlines WN 2758 LoganBOS MonTueWedThuFriSatSun 2h 45min
18:30→20:15 Southwest Airlines WN 816 LoganBOS MonTueWedThuFriSatSun 2h 45min
Local time: departure at the departure airport, arrival at the arrival airport. Days and prices are based on tickets found for the coming months.

Direct flights by other airlines: 7 Full schedule Boston — Chicago

Low price calendar

From
To
Lowest price of the month Thu, 26 Nov · One way from £75

Popular Southwest Airlines flights Boston (Logan) – Chicago

All →
Flight Departure days Price from
WN2758 MonSat £74
WN0813 Thu £75
WN813 MonTueFri £77
WN816 MonTueWedThuFriSun £79
WN698 Fri £80
WN2185 MonFri £117

Popular destinations from Boston

All →
BOS
Boston — Orlando
United States → United States
ORL
from
£32
BOS
Boston — Washington
United States → United States
WAS
from
£38
BOS
Boston — Lebanon
United States → United States
LEB
from
£50
BOS
Boston — Austin
United States → United States
AUS
from
£51
BOS
Boston — Des Moines
United States → United States
DSM
from
£52
BOS
Boston — Rutland
United States → United States
RUT
from
£55

Popular destinations to Chicago

All →
FLL
Fort Lauderdale — Chicago
United States → United States
CHI
from
£33
ORL
Orlando — Chicago
United States → United States
CHI
from
£34
BNA
Nashville — Chicago
United States → United States
CHI
from
£36
TPA
Tampa — Chicago
United States → United States
CHI
from
£40
DFW
Dallas — Chicago
United States → United States
CHI
from
£40
ATL
Atlanta — Chicago
United States → United States
CHI
from
£50
DEN
Denver — Chicago
United States → United States
CHI
from
£55
LAX
Los Angeles — Chicago
United States → United States
CHI
from
£56
PHL
Philadelphia — Chicago
United States → United States
CHI
from
£58

Flight statistics Boston (Logan) – Chicago, Southwest Airlines

Cheapest flightWN 2758
£74
Fastest flightWN 0813
2h 40min
Average time
2h 46min
Distance
1 370 km

Airports on the Boston — Chicago route

From → to Flights Direct Price from
LoganBOS Chicago Midway International AirportMDW
66

Departure airports · Boston

Arrival airports · Chicago

Трансфер из аэропорта O'Hare International Airport

Индивидуальная машина до курорта или отеля

Расстояние и время в пути — ориентировочные

Other airlines Boston (Logan) – Chicago

Jetblue Airways
Jetblue Airways
Mon, Tue, Thu, Fri, Sun
Price from
£78
American Airlines
American Airlines
Mon, Wed, Thu, Fri, Sat, Sun
Price from
£86
Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat
Price from
£86

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Frequently Asked Questions

The cheapest Southwest Airlines ticket Boston – Chicago costs £74, flight WN2758, departing at 15:10.
The fastest Southwest Airlines flight Boston – Chicago takes 2h 40min, flight WN0813, departing at 13:05.
The earliest Southwest Airlines flight Boston – Chicago (WN2185) departs at 07:05.