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Cheap flights Houston (William P. Hobby) to Chicago Midway International Airport

1 passenger, economy

Cheap flights Houston to Chicago Midway International Airport

Compare prices, duration and stops

Frontier Airlines
F9 1404
11:08
Houston, George Bush Intercontinental Airport (IAH)
Sat, 19 sep
11h 43min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
178 €
Southwest Airlines
WN 149
12:00
Houston, William P. Hobby (HOU)
Sat, 19 sep
2h 25min
Direct
14:25
Chicago, Chicago Midway International Airport (MDW)
Sat, 19 sep
91 €
Frontier Airlines
F9 4076
17:08
Houston, George Bush Intercontinental Airport (IAH)
Mon, 21 sep
5h 43min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Mon, 21 sep
139 €
Southwest Airlines
WN 2771
00:55
Houston, William P. Hobby (HOU)
Tue, 22 sep
2h 25min
Direct
03:20
Chicago, Chicago Midway International Airport (MDW)
Tue, 22 sep
127 €
Frontier Airlines
F9 1404
11:28
Houston, George Bush Intercontinental Airport (IAH)
Wed, 23 sep
11h 23min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 23 sep
109 €
Frontier Airlines
F9 1404 Best price
11:28
Houston, George Bush Intercontinental Airport (IAH)
Wed, 30 sep
11h 23min
1 stop
22:51
Chicago, Chicago Midway International Airport (MDW)
Wed, 30 sep
73 €
Frontier Airlines
F9 1404
10:55
Houston, George Bush Intercontinental Airport (IAH)
Thu, 8 oct
11h 50min
1 stop
22:45
Chicago, Chicago Midway International Airport (MDW)
Thu, 8 oct
88 €
Southwest Airlines
WN 050
23:30
Houston, William P. Hobby (HOU)
Mon, 12 oct
6h 35min
1 stop
06:05
Chicago, Chicago Midway International Airport (MDW)
Tue, 13 oct +1
91 €
Southwest Airlines
WN 43
23:45
Houston, William P. Hobby (HOU)
Mon, 19 oct
2h 25min
Direct
02:10
Chicago, Chicago Midway International Airport (MDW)
Tue, 20 oct +1
140 €
Southwest Airlines
WN 4789
00:55
Houston, William P. Hobby (HOU)
Tue, 20 oct
2h 25min
Direct
03:20
Chicago, Chicago Midway International Airport (MDW)
Tue, 20 oct
83 €
Frontier Airlines
F9 4076
18:28
Houston, George Bush Intercontinental Airport (IAH)
Sat, 24 oct
10h 15min
1 stop
04:43
Chicago, Chicago Midway International Airport (MDW)
Sun, 25 oct +1
119 €
Frontier Airlines
F9 1404
11:05
Houston, George Bush Intercontinental Airport (IAH)
Sat, 31 oct
11h 42min
1 stop
22:47
Chicago, Chicago Midway International Airport (MDW)
Sat, 31 oct
119 €
Frontier Airlines
F9 4076
19:35
Houston, George Bush Intercontinental Airport (IAH)
Tue, 17 nov
8h 18min
1 stop
03:53
Chicago, Chicago Midway International Airport (MDW)
Wed, 18 nov +1
84 €
Frontier Airlines
F9 2030
11:01
Houston, George Bush Intercontinental Airport (IAH)
Fri, 27 nov
14h 46min
1 stop
01:47
Chicago, Chicago Midway International Airport (MDW)
Sat, 28 nov +1
118 €
Southwest Airlines
WN 1044
11:05
Houston, William P. Hobby (HOU)
Sat, 28 nov
2h 25min
Direct
13:30
Chicago, Chicago Midway International Airport (MDW)
Sat, 28 nov
197 €
Southwest Airlines
WN 2246
05:15
Houston, William P. Hobby (HOU)
Mon, 30 nov
7h 35min
1 stop
12:50
Chicago, Chicago Midway International Airport (MDW)
Mon, 30 nov
213 €
Southwest Airlines
WN 1654
04:20
Houston, William P. Hobby (HOU)
Sun, 20 dec
2h 25min
Direct
06:45
Chicago, Chicago Midway International Airport (MDW)
Sun, 20 dec
120 €
Southwest Airlines
WN 1044
11:10
Houston, William P. Hobby (HOU)
Sun, 20 dec
2h 25min
Direct
13:35
Chicago, Chicago Midway International Airport (MDW)
Sun, 20 dec
159 €
Southwest Airlines
WN 2174
17:00
Houston, William P. Hobby (HOU)
Wed, 30 dec
3h 45min
1 stop
20:45
Chicago, Chicago Midway International Airport (MDW)
Wed, 30 dec
98 €
Eagle Aviation
Y4 1731
15:39
Houston, George Bush Intercontinental Airport (IAH)
Mon, 28 June
31h 12min
3 stops
22:51
Chicago, Chicago Midway International Airport (MDW)
Tue, 29 June +1
420 €

Low price calendar

September 2026
Price chart (September 2026)
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135 €
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178 €
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139 €
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127 €
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109 €
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Good deal
73 €

Cheap flights Houston to Chicago Midway International Airport

Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Sat, Sun
Price from
€91
Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Thu, Fri, Sat
Price from
€109
Eagle Aviation
Eagle Aviation
Mon
Price from
€420

Popular destinations from Houston

All →
HOU
Houston — Atlanta
United States → United States
ATL
from
€16
HOU
Houston — Chicago
United States → United States
ORD
from
€19
HOU
Houston — Chicago
United States → United States
CHI
from
€19
HOU
Houston — Miami
United States → United States
MIA
from
€19
HOU
Houston — Orlando
United States → United States
ORL
from
€24
HOU
Houston — Los Angeles
United States → United States
LAX
from
€28
HOU
Houston — Las Vegas
United States → United States
LAS
from
€30
HOU
Houston — Fort Lauderdale
United States → United States
FLL
from
€30
HOU
Houston — Orlando
United States → United States
MCO
from
€32

Popular destinations to Chicago Midway International Airport

All →
NYC
New York — Chicago
United States → United States
MDW
from
€19
ATL
Atlanta — Chicago
United States → United States
MDW
from
€32
FLL
Fort Lauderdale — Chicago
United States → United States
MDW
from
€47
DFW
Dallas — Chicago
United States → United States
MDW
from
€61
PHL
Philadelphia — Chicago
United States → United States
MDW
from
€61
ORL
Orlando — Chicago
United States → United States
MDW
from
€62
TPA
Tampa — Chicago
United States → United States
MDW
from
€64
MIA
Miami — Chicago
United States → United States
MDW
from
€65

Cheap flights Houston to Chicago Midway International Airport

Interesting facts about the route

Flight time

7h 35min

Distance

1 478 km

Average price

€119

Most frequent flight

F9 1404

Passenger reviews

No reviews for this route yet

Internet abroad

eSIM · United States

All plans

change

3 GB

data

30

days

€8

Buy

change

2 GB

data

15

days

€11

Buy

change

5 GB

data

30

days

€12

Buy

change

3 GB

data

30

days

€14

Buy

change

5 GB

data

30

days

€19

Buy

Frequently Asked Questions

The average ticket price Houston Chicago Midway International Airport is €119. The cheapest ticket costs €91, operated by Southwest Airlines, flight 149, departing Houston on 19 September at 12:00, arriving Chicago Midway International Airport on 19 September at 14:25.
The average flight time is 11 hours 43 minutes. The fastest flight takes 2 hours 25 minutes, flight 149 operated by Southwest Airlines, departing Houston on 19 September at 12:00, arriving Chicago Midway International Airport on 19 September at 14:25.
Flights on the Houston - Chicago Midway International Airport route are operated by the following airlines: Frontier Airlines, Southwest Airlines, Eagle Aviation.
The distance from Houston to Chicago Midway International Airport is 1478 km.