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Flights Boston (Logan) – Chicago, Southwest Airlines

1 passenger, economy

Prices updated on 4 November at 11:14

Southwest Airlines: nonstop flights Boston – Chicago per week: 15. Flight time: 2 hours 45 minutes. Tickets from TSh248 408 (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
TSh452 413
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
TSh248 408
Southwest Airlines
WN 816
22:25
Logan (BOS)
Wed, 25 Nov
3h
Direct
00:25
Chicago Midway International Airport (MDW)
Thu, 26 Nov +1
TSh424 853
Southwest Airlines
WN 0813
13:05
Logan (BOS)
Thu, 26 Nov
2h 40min
Direct
14:45
Chicago Midway International Airport (MDW)
Thu, 26 Nov
TSh251 868
Southwest Airlines
WN 2185
07:05
Logan (BOS)
Fri, 27 Nov
2h 45min
Direct
08:50
Chicago Midway International Airport (MDW)
Fri, 27 Nov
TSh392 608
Southwest Airlines
WN 813
12:50
Logan (BOS)
Tue, 8 Dec
2h 50min
Direct
14:40
Chicago Midway International Airport (MDW)
Tue, 8 Dec
TSh266 077
Southwest Airlines
WN 816
17:55
Logan (BOS)
Thu, 10 Dec
2h 45min
Direct
19:40
Chicago Midway International Airport (MDW)
Thu, 10 Dec
TSh266 077
Southwest Airlines
WN 813
12:45
Logan (BOS)
Fri, 11 Dec
2h 45min
Direct
14:30
Chicago Midway International Airport (MDW)
Fri, 11 Dec
TSh350 962
Southwest Airlines
WN 2758
15:10
Logan (BOS)
Sat, 12 Dec
2h 45min
Direct
16:55
Chicago Midway International Airport (MDW)
Sat, 12 Dec
TSh266 077
Southwest Airlines
WN 816
18:30
Logan (BOS)
Sun, 13 Dec
2h 45min
Direct
20:15
Chicago Midway International Airport (MDW)
Sun, 13 Dec
TSh429 140
Southwest Airlines
WN 816
22:25
Logan (BOS)
Tue, 22 Dec
3h
Direct
00:25
Chicago Midway International Airport (MDW)
Wed, 23 Dec +1
TSh367 712
Southwest Airlines
WN 816
17:55
Logan (BOS)
Fri, 25 Dec
2h 45min
Direct
19:40
Chicago Midway International Airport (MDW)
Fri, 25 Dec
TSh350 165
Southwest Airlines
WN 2185
15:05
Logan (BOS)
Mon, 4 Jan
2h 45min
Direct
16:50
Chicago Midway International Airport (MDW)
Mon, 4 Jan
TSh396 711
Southwest Airlines
WN 813
12:45
Logan (BOS)
Mon, 4 Jan
2h 45min
Direct
14:30
Chicago Midway International Airport (MDW)
Mon, 4 Jan
TSh256 890
Southwest Airlines
WN 2758
16:20
Logan (BOS)
Mon, 4 Jan
2h 45min
Direct
18:05
Chicago Midway International Airport (MDW)
Mon, 4 Jan
TSh370 315
Southwest Airlines
WN 816
18:30
Logan (BOS)
Mon, 4 Jan
2h 45min
Direct
20:15
Chicago Midway International Airport (MDW)
Mon, 4 Jan
TSh366 058
Southwest Airlines
WN 816
01:55
Logan (BOS)
Wed, 6 Jan
2h 45min
Direct
03:40
Chicago Midway International Airport (MDW)
Wed, 6 Jan
TSh372 275
Southwest Airlines
WN 698
13:10
Logan (BOS)
Fri, 22 Jan
2h 45min
Direct
14:55
Chicago Midway International Airport (MDW)
Fri, 22 Jan
TSh270 027

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, 5 Nov · One way from TSh243 232

Popular Southwest Airlines flights Boston (Logan) – Chicago

All →
Flight Departure days Price from
WN2758 MonSat TSh248 408
WN0813 Thu TSh251 868
WN813 MonTueFri TSh256 890
WN816 MonTueWedThuFriSun TSh266 077
WN698 Fri TSh270 027
WN2185 MonFri TSh392 608

Popular destinations from Boston

All →
BOS
Boston — Orlando
United States → United States
ORL
from
TSh108 372
BOS
Boston — Washington
United States → United States
WAS
from
TSh126 409
BOS
Boston — Austin
United States → United States
AUS
from
TSh169 678
BOS
Boston — Lebanon
United States → United States
LEB
from
TSh171 025
BOS
Boston — Des Moines
United States → United States
DSM
from
TSh175 098
BOS
Boston — Rutland
United States → United States
RUT
from
TSh185 081

Popular destinations to Chicago

All →
FLL
Fort Lauderdale — Chicago
United States → United States
CHI
from
TSh109 138
ORL
Orlando — Chicago
United States → United States
CHI
from
TSh113 119
BNA
Nashville — Chicago
United States → United States
CHI
from
TSh119 457
TPA
Tampa — Chicago
United States → United States
CHI
from
TSh133 972
DFW
Dallas — Chicago
United States → United States
CHI
from
TSh135 075
ATL
Atlanta — Chicago
United States → United States
CHI
from
TSh166 891
DEN
Denver — Chicago
United States → United States
CHI
from
TSh184 162
LAX
Los Angeles — Chicago
United States → United States
CHI
from
TSh187 776
PHL
Philadelphia — Chicago
United States → United States
CHI
from
TSh193 961

Flight statistics Boston (Logan) – Chicago, Southwest Airlines

Cheapest flightWN 2758
TSh248 408
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 Chicago 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, Wed, Thu, Fri
Price from
TSh262 402
American Airlines
American Airlines
Mon, Wed, Thu, Fri, Sat, Sun
Price from
TSh288 431
Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat
Price from
TSh289 043

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

TSh22 508

Buy

change

2 GB

data

15

days

TSh31 261

Buy

change

5 GB

data

30

days

TSh35 013

Buy

change

3 GB

data

30

days

TSh40 015

Buy

change

5 GB

data

30

days

TSh56 271

Buy

Frequently Asked Questions

The cheapest Southwest Airlines ticket Boston – Chicago costs TSh248 408, 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.