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Southwest Airlines flights from Chicago to Boston

Southwest Airlines flies Chicago to Boston nonstop 5 times a week, departures from 07:40 to 07:50, 2h 10m in the air. Tickets from $132 (the route's cheapest fare is $113).

Flights from Chicago to Boston

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Prices by day: Chicago to Boston

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

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Southwest Airlines on Chicago to Boston at a glance

flights a week
5
days of operation
Mon, Thu, Fri, Sat, Sun
first and last departure
07:40 - 07:50
flight time
2h 10m - 2h 20m
aircraft
Boeing 737, Boeing 737-800
cheapest fare, 23 December
$132
cheapest fare on the route
$113

Southwest Airlines Chicago to Boston schedule

5 flights a week. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
WN 4113
Southwest Airlines
07:40 Chicago Midway International
10:55 Logan International, terminal B
2h 15m
Sat
Boeing 737-800
WN 4113
Southwest Airlines
07:50 Chicago Midway International
11:10 Logan International, terminal B
2h 20m
Mon, Thu, Fri, Sun

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 24 November.

FlightDepartsArrivesDurationDaysAircraft
WN 4113
Southwest Airlines
07:45 Chicago Midway International
11:00 Logan International, terminal B
2h 15m
Seasonal
Boeing 737-800
WN 3014
Southwest Airlines
05:35 Chicago Midway International
08:50 Logan International, terminal B
2h 15m
Seasonal
WN 2631
Southwest Airlines
07:35 Chicago Midway International
10:50 Logan International, terminal B
2h 15m
Seasonal
Boeing 737
WN 2631
Southwest Airlines
07:50 Chicago Midway International
11:10 Logan International, terminal B
2h 20m
Seasonal
WN 2830
Southwest Airlines
07:50 Chicago Midway International
11:05 Logan International, terminal B
2h 15m
Seasonal
Boeing 737
WN 3784
Southwest Airlines
07:35 Chicago Midway International
10:45 Logan International, terminal B
2h 10m
Seasonal
WN 2830
Southwest Airlines
08:00 Chicago Midway International
11:15 Logan International, terminal B
2h 15m
Seasonal
WN 4625
Southwest Airlines
07:40 Chicago Midway International
10:55 Logan International, terminal B
2h 15m
Seasonal
WN 4625
Southwest Airlines
07:35 Chicago Midway International
10:50 Logan International, terminal B
2h 15m
Seasonal
Boeing 737
WN 4625
Southwest Airlines
07:55 Chicago Midway International
11:10 Logan International, terminal B
2h 15m
Seasonal
Boeing 737
WN 366
Southwest Airlines
07:35 Chicago Midway International
10:50 Logan International, terminal B
2h 15m
Seasonal
Boeing 737-800
WN 139
Southwest Airlines
07:15 Chicago Midway International
10:35 Logan International, terminal B
2h 20m
Seasonal
Boeing 737
WN 2404
Southwest Airlines
07:05 Chicago Midway International
10:25 Logan International, terminal B
2h 20m
Seasonal
Boeing 737
WN 3006
Southwest Airlines
07:50 Chicago Midway International
11:10 Logan International, terminal B
2h 20m
Seasonal
Boeing 737
WN 139
Southwest Airlines
05:40 Chicago Midway International
08:55 Logan International, terminal B
2h 15m
Seasonal
WN 2865
Southwest Airlines
07:55 Chicago Midway International
11:15 Logan International, terminal B
2h 20m
Seasonal
Boeing 737

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Boston is 1 hour ahead of Chicago.

Other airlines flying Chicago to Boston

Nonstop flights by the current schedule

American Airlines United Airlines Delta All flights Chicago to Boston

Frequently asked questions

How many Southwest Airlines flights are there from Chicago to Boston?
5 nonstop flights a week, 11 flight numbers in the schedule: Mon, Thu, Fri, Sat, Sun.
How long is the Southwest Airlines flight from Chicago to Boston?
From 2 hours 10 minutes to 2 hours 20 minutes nonstop, depending on the flight.
Which aircraft does Southwest Airlines fly from Chicago to Boston?
Boeing 737 and Boeing 737-800.
Which terminals does Southwest Airlines use between Chicago and Boston?
Southwest Airlines departs from Chicago Midway International and arrives at Logan International, terminal B.
How much is a Southwest Airlines ticket from Chicago to Boston?
The cheapest Southwest Airlines nonstop fare found recently is $132 for 23 December; the cheapest fare on the route with any airline is $113. The search shows the price for your date.