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Flights Houston (William P. Hobby) – Chicago, Southwest Airlines

1 passenger, economy

Flight schedule Houston (William P. Hobby) – Chicago, Southwest Airlines

Compare prices, duration and stops

Southwest Airlines
WN 1654 Best price
04:20
Houston, William P. Hobby (HOU)
Sun, 20 dec
2h 25min
Direct
06:45
Chicago, Chicago Midway International Airport (MDW)
Sun, 20 dec
$139

Low price calendar

September 2026
Price chart (September 2026)
min: $45 · max: $231
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Good deal
$45

Popular Southwest Airlines flights Houston (William P. Hobby) – Chicago

All →
Flight Departure days Price from
WN1654 Sun $139

Popular destinations from Houston

All →
HOU
Houston — Atlanta
United States → United States
ATL
from
$19
HOU
Houston — Chicago
United States → United States
ORD
from
$21
HOU
Houston — Miami
United States → United States
MIA
from
$23
HOU
Houston — Orlando
United States → United States
ORL
from
$28
HOU
Houston — Los Angeles
United States → United States
LAX
from
$32
HOU
Houston — Las Vegas
United States → United States
LAS
from
$35
HOU
Houston — Fort Lauderdale
United States → United States
FLL
from
$35
HOU
Houston — Orlando
United States → United States
MCO
from
$37

Popular destinations to Chicago

All →
NYC
New York — Chicago
United States → United States
CHI
from
$22
PHX
Phoenix — Chicago
United States → United States
CHI
from
$24
FLL
Fort Lauderdale — Chicago
United States → United States
CHI
from
$26
ATL
Atlanta — Chicago
United States → United States
CHI
from
$27
BNA
Nashville — Chicago
United States → United States
CHI
from
$28
LAX
Los Angeles — Chicago
United States → United States
CHI
from
$31
ORL
Orlando — Chicago
United States → United States
CHI
from
$31
MIA
Miami — Chicago
United States → United States
CHI
from
$32

Flight statistics Houston (William P. Hobby) – Chicago, Southwest Airlines

We gathered interesting facts about the flight for you

Cheapest flight

WN 1654

$139

Fastest flight

WN 1654

2h 25min

Average time

2h 25min

Distance

1 524 km

Passenger reviews

No reviews for this route yet

Other airlines Houston (William P. Hobby) – Chicago

Frontier Airlines
Frontier Airlines
Mon, Wed, Thu, Sat, Sun
Price from
$55
United Airlines
United Airlines
Mon, Tue, Thu, Sun
Price from
$147
American Airlines
American Airlines
Mon
Price from
$154

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

$9

Buy

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2 GB

data

15

days

$13

Buy

change

5 GB

data

30

days

$14

Buy

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3 GB

data

30

days

$16

Buy

change

5 GB

data

30

days

$23

Buy

Frequently Asked Questions

The cheapest Southwest Airlines ticket Houston – Chicago costs $139, flight WN1654, departing at 04:20.
The fastest Southwest Airlines flight Houston – Chicago takes 2h 25min, flight WN1654, departing at 04:20.
The earliest Southwest Airlines flight Houston – Chicago(WN1654)departs at 04:20.