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Flights Chicago – Boston (Logan), Southwest Airlines

1 passenger, economy

Prices updated on 4 November at 11:14

Southwest Airlines: nonstop flights Chicago – Boston per week: 11. Flight time: 2 hours 20 minutes. Tickets from TSh248 408 (departure 14 November).

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

Flight schedule Chicago – Boston (Logan), Southwest Airlines

Compare prices, duration and stops

Southwest Airlines
WN 4379
19:15
Chicago Midway International Airport (MDW)
Wed, 4 Nov
2h 15min
Direct
22:30
Logan (BOS)
Wed, 4 Nov
TSh386 269
Southwest Airlines
WN 4113
07:50
Chicago Midway International Airport (MDW)
Sun, 8 Nov
2h 20min
Direct
11:10
Logan (BOS)
Sun, 8 Nov
TSh396 650
Southwest Airlines
WN 4113 Best price
07:40
Chicago Midway International Airport (MDW)
Sat, 14 Nov
2h 15min
Direct
10:55
Logan (BOS)
Sat, 14 Nov
TSh248 408
Southwest Airlines
WN 2902
03:45
Chicago Midway International Airport (MDW)
Tue, 24 Nov
2h 15min
Direct
07:00
Logan (BOS)
Tue, 24 Nov
TSh298 689
Southwest Airlines
WN 4113
07:45
Chicago Midway International Airport (MDW)
Thu, 26 Nov
2h 20min
Direct
11:05
Logan (BOS)
Thu, 26 Nov
TSh393 496
Southwest Airlines
WN 3014
05:35
Chicago Midway International Airport (MDW)
Sun, 29 Nov
2h 15min
Direct
08:50
Logan (BOS)
Sun, 29 Nov
TSh824 473
Southwest Airlines
WN 4113
16:50
Chicago Midway International Airport (MDW)
Fri, 11 Dec
2h 20min
Direct
20:10
Logan (BOS)
Fri, 11 Dec
TSh323 126
Southwest Airlines
WN 4113
17:30
Chicago Midway International Airport (MDW)
Mon, 14 Dec
2h 30min
Direct
21:00
Logan (BOS)
Mon, 14 Dec
TSh289 595
Southwest Airlines
WN 2901
01:05
Chicago Midway International Airport (MDW)
Tue, 22 Dec
2h 15min
Direct
04:20
Logan (BOS)
Tue, 22 Dec
TSh318 502
Southwest Airlines
WN 2902
18:25
Chicago Midway International Airport (MDW)
Fri, 25 Dec
2h 20min
Direct
21:45
Logan (BOS)
Fri, 25 Dec
TSh272 201
Southwest Airlines
WN 4113
16:50
Chicago Midway International Airport (MDW)
Mon, 4 Jan
2h 20min
Direct
20:10
Logan (BOS)
Mon, 4 Jan
TSh396 711
Southwest Airlines
WN 4113
17:30
Chicago Midway International Airport (MDW)
Tue, 5 Jan
2h 30min
Direct
21:00
Logan (BOS)
Tue, 5 Jan
TSh372 948

Southwest Airlines direct flight schedule Chicago — Boston

Direct flights: 2 · First departure: 03:45 · Last departure: 16:50

Departure → arrivalFlightAirport DaysDurationPrice
03:45→07:00 Southwest Airlines WN 2902 Chicago MidwayMDW MonTueWedThuFriSatSun 2h 15min
16:50→20:10 Southwest Airlines WN 4113 Chicago MidwayMDW MonTueWedThuFriSatSun 2h 20min
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: 6 Full schedule Chicago — Boston

Low price calendar

From
To
Lowest price of the month Thu, 19 Nov · One way from TSh230 739

Popular Southwest Airlines flights Chicago – Boston (Logan)

All →
Flight Departure days Price from
WN4113 MonTueThuFriSatSun TSh248 408
WN2902 TueFri TSh272 201
WN2901 Tue TSh318 502
WN4379 Wed TSh386 269
WN3014 Sun TSh824 473

Popular destinations from Chicago

All →
CHI
Chicago — Nashville
United States → United States
BNA
from
TSh82 772
CHI
Chicago — Fort Lauderdale
United States → United States
FLL
from
TSh106 075
CHI
Chicago — Miami
United States → United States
MIA
from
TSh125 000
CHI
Chicago — Phoenix
United States → United States
PHX
from
TSh143 771
CHI
Chicago — Denver
United States → United States
DEN
from
TSh144 476
CHI
Chicago — St Louis
United States → United States
STL
from
TSh149 069
CHI
Chicago — Atlanta
United States → United States
ATL
from
TSh152 468
CHI
Chicago — Orlando
United States → United States
ORL
from
TSh161 747

Popular destinations to Boston

All →
WAS
Washington — Boston
United States → United States
BOS
from
TSh136 391
ORL
Orlando — Boston
United States → United States
BOS
from
TSh154 183
NYC
New York — Boston
United States → United States
BOS
from
TSh161 747
PHL
Philadelphia — Boston
United States → United States
BOS
from
TSh229 269
DEN
Denver — Boston
United States → United States
BOS
from
TSh253 430
CLT
Charlotte — Boston
United States → United States
BOS
from
TSh282 643
BWI
Baltimore — Boston
United States → United States
BOS
from
TSh290 605
LAS
Las Vegas — Boston
United States → United States
BOS
from
TSh295 107

Flight statistics Chicago – Boston (Logan), Southwest Airlines

Cheapest flightWN 4113
TSh248 408
Fastest flightWN 4113
2h 15min
Average time
2h 19min
Distance
1 370 km

Airports on the Chicago — Boston route

From → to Flights Direct Price from
Chicago Midway International AirportMDW LoganBOS
55

Departure airports · Chicago

Arrival airports · Boston

Other airlines Chicago – Boston (Logan)

Frontier Airlines
Frontier Airlines
Mon, Tue, Sat, Sun
Price from
TSh270 884
American Airlines
American Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
TSh370 835
Allegiant Air
Allegiant Air
Fri
Price from
TSh375 153
Jetblue Airways
Jetblue Airways
Mon, Tue, Wed, Thu, Sat, Sun
Price from
TSh439 368
United Airlines
United Airlines
Mon, Wed, Thu, Sat, Sun
Price from
TSh463 315

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 Chicago – Boston costs TSh248 408, flight WN4113, departing at 07:40.
The fastest Southwest Airlines flight Chicago – Boston takes 2h 15min, flight WN4379, departing at 19:15.
The earliest Southwest Airlines flight Chicago – Boston (WN3014) departs at 05:35.