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Flights Chicago – Washington, Southwest Airlines

1 passenger, economy

Flight schedule Chicago – Washington, Southwest Airlines

Compare prices, duration and stops

Southwest Airlines
WN 3100
10:45
Chicago, Chicago Midway International Airport (MDW)
Mon, 21 sep
1h 45min
Direct
12:30
Washington, Ronald Reagan National Airport (DCA)
Mon, 21 sep
S$114
Southwest Airlines
WN 1223
02:00
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep
1h 55min
Direct
03:55
Washington, Ronald Reagan National Airport (DCA)
Tue, 22 sep
S$119
Southwest Airlines
WN 2406 Best price
01:45
Chicago, Chicago Midway International Airport (MDW)
Fri, 9 oct
1h 45min
Direct
03:30
Washington, Ronald Reagan National Airport (DCA)
Fri, 9 oct
S$104
Southwest Airlines
WN 439
16:10
Chicago, Chicago Midway International Airport (MDW)
Fri, 9 oct
1h 50min
Direct
18:00
Washington, Ronald Reagan National Airport (DCA)
Fri, 9 oct
S$318
Southwest Airlines
WN 4320
17:50
Chicago, Chicago Midway International Airport (MDW)
Fri, 9 oct
1h 50min
Direct
19:40
Washington, Ronald Reagan National Airport (DCA)
Fri, 9 oct
S$312
Southwest Airlines
WN 2851
01:55
Chicago, Chicago Midway International Airport (MDW)
Sat, 10 oct
1h 55min
Direct
03:50
Baltimore, Wash Thurgood Marshall (BWI)
Sat, 10 oct
S$253
Southwest Airlines
WN 2869
11:00
Chicago, Chicago Midway International Airport (MDW)
Mon, 12 oct
1h 50min
Direct
12:50
Washington, Ronald Reagan National Airport (DCA)
Mon, 12 oct
S$120
Southwest Airlines
WN 2651
12:00
Chicago, Chicago Midway International Airport (MDW)
Mon, 1 mar
1h 55min
Direct
13:55
Washington, Ronald Reagan National Airport (DCA)
Mon, 1 mar
S$229
Southwest Airlines
WN 2651
11:30
Chicago, Chicago Midway International Airport (MDW)
Thu, 4 mar
1h 55min
Direct
13:25
Washington, Ronald Reagan National Airport (DCA)
Thu, 4 mar
S$229
Southwest Airlines
WN 1801
17:55
Chicago, Chicago Midway International Airport (MDW)
Tue, 23 mar
1h 50min
Direct
19:45
Baltimore, Wash Thurgood Marshall (BWI)
Tue, 23 mar
S$222
Southwest Airlines
WN 2819
13:05
Chicago, Chicago Midway International Airport (MDW)
Wed, 5 May
1h 50min
Direct
14:55
Baltimore, Wash Thurgood Marshall (BWI)
Wed, 5 May
S$232
Southwest Airlines
WN 1001
22:20
Chicago, Chicago Midway International Airport (MDW)
Sat, 8 May
1h 50min
Direct
00:10
Baltimore, Wash Thurgood Marshall (BWI)
Sun, 9 May +1
S$229

Low price calendar

September 2026
Price chart (September 2026)
min: S$126 · max: S$215
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S$184
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S$201
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S$215
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S$212
23
Good deal
S$149
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S$173
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S$191
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S$167
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S$151
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S$196
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S$126
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Popular Southwest Airlines flights Chicago – Washington

All →
Flight Departure days Price from
WN2406 Fri S$104
WN3100 Mon S$114
WN1223 Tue S$119
WN2869 Mon S$120
WN1801 Tue S$222
WN2651 MonThu S$229
WN1001 Sat S$229
WN2819 Wed S$232
WN2851 Sat S$253
WN4320 Fri S$312

Popular destinations from Chicago

All →
CHI
Chicago — Orlando
United States → United States
ORL
from
S$27
CHI
Chicago — Orlando
United States → United States
MCO
from
S$27
CHI
Chicago — Atlanta
United States → United States
ATL
from
S$28
CHI
Chicago — Houston
United States → United States
IAH
from
S$28
CHI
Chicago — Houston
United States → United States
HOU
from
S$28
CHI
Chicago — New York
United States → United States
NYC
from
S$30
CHI
Chicago — Denver
United States → United States
DEN
from
S$31
CHI
Chicago — Fort Lauderdale
United States → United States
FLL
from
S$31
CHI
Chicago — Miami
United States → United States
MIA
from
S$32

Popular destinations to Washington

All →
ATL
Atlanta — Washington
United States → United States
WAS
from
S$27
FLL
Fort Lauderdale — Washington
United States → United States
WAS
from
S$28
ORL
Orlando — Washington
United States → United States
WAS
from
S$36
BOS
Boston — Washington
United States → United States
WAS
from
S$50
CLT
Charlotte — Washington
United States → United States
WAS
from
S$59
NYC
New York — Washington
United States → United States
WAS
from
S$77
HOU
Houston — Washington
United States → United States
WAS
from
S$78
DFW
Dallas — Washington
United States → United States
WAS
from
S$80

Flight statistics Chicago – Washington, Southwest Airlines

We gathered interesting facts about the flight for you

Cheapest flight

WN 2406

S$104

Fastest flight

WN 2406

1h 45min

Average time

1h 50min

Distance

3 637 km

Passenger reviews

No reviews for this route yet

Other airlines Chicago – Washington

American Airlines
American Airlines
Mon, Thu, Sun
Price from
S$112
Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
S$116
United Airlines
United Airlines
Tue, Wed, Thu, Sat, Sun
Price from
S$213

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

S$11

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2 GB

data

15

days

S$16

Buy

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5 GB

data

30

days

S$18

Buy

change

3 GB

data

30

days

S$20

Buy

change

5 GB

data

30

days

S$29

Buy

Frequently Asked Questions

The cheapest Southwest Airlines ticket Chicago – Washington costs S$104, flight WN2406, departing at 01:45.
The fastest Southwest Airlines flight Chicago – Washington takes 1h 45min, flight WN3100, departing at 10:45.
The earliest Southwest Airlines flight Chicago – Washington(WN3100)departs at 10:45.