Flights from Houston Airport HOU to Chicago Airport MDW

We've found the cheapest flights to Chicago

Returns from £96.57

One-way from £42.40

Flights from William P Hobby to Midway are in low demand virtually all year round so many airliners do not operate flights for this route. There is however one airliner, Southwest Airlines, who offer a direct flight. When travelling from William P Hobby you will cover about 938 miles before you reach Midway. This journey will take 2 Hours 35 Minutes.

Depending on the day of the week and the time of day you book, flight prices can vary dramatically. If you are on a tight budget then you should avoid flying at peak hours as the prices are more expensive. The cheapest flights are in the evenings and in mid week. Flight to Midway will get more expensive the nearer you get the departure date, so it’s advisable to book in advance if it is possible.

To see all airliners that offer flights between William P Hobby and Midway please see the table below.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines555446601:0022:40VIEW FLIGHTS

Southwest Airlines offer the highest number of flights for this route with departures times between 01:00 and 22:40.

You can find the latest flight availability and prices from Southwest Airlines at www.southwest.com/?ref=southwestairlines.com. You can also book direct and get their latest discounts.

Flight times for the route are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

Flights Time In WeekDays
DayFlight TimesFlights
Monday
05:25
AirlineFlight  No
Southwest AirlinesWN2332
07:45
AirlineFlight  No
Southwest AirlinesWN2630
13:50
AirlineFlight  No
Southwest AirlinesWN1266
17:05
AirlineFlight  No
Southwest AirlinesWN1260
20:35
AirlineFlight  No
Southwest AirlinesWN1732
VIEW FLIGHTS
Tuesday
05:30
AirlineFlight  No
Southwest AirlinesWN2305
08:50
AirlineFlight  No
Southwest AirlinesWN4191
16:50
AirlineFlight  No
Southwest AirlinesWN1260
20:10
AirlineFlight  No
Southwest AirlinesWN1461
22:40
AirlineFlight  No
Southwest AirlinesWN1732
VIEW FLIGHTS
Wednesday
05:30
AirlineFlight  No
Southwest AirlinesWN2305
08:50
AirlineFlight  No
Southwest AirlinesWN4191
16:50
AirlineFlight  No
Southwest AirlinesWN1260
20:10
AirlineFlight  No
Southwest AirlinesWN1461
22:40
AirlineFlight  No
Southwest AirlinesWN1732
VIEW FLIGHTS
Thursday
01:00
AirlineFlight  No
Southwest AirlinesWN1732
07:35
AirlineFlight  No
Southwest AirlinesWN1311
10:15
AirlineFlight  No
Southwest AirlinesWN3223
12:55
AirlineFlight  No
Southwest AirlinesWN240
VIEW FLIGHTS
Friday
06:50
AirlineFlight  No
Southwest AirlinesWN1132
11:50
AirlineFlight  No
Southwest AirlinesWN2630
15:50
AirlineFlight  No
Southwest AirlinesWN528
18:35
AirlineFlight  No
Southwest AirlinesWN1732
VIEW FLIGHTS
Saturday
05:20
AirlineFlight  No
Southwest AirlinesWN657
08:50
AirlineFlight  No
Southwest AirlinesWN222
15:40
AirlineFlight  No
Southwest AirlinesWN1260
18:30
AirlineFlight  No
Southwest AirlinesWN6392
19:50
AirlineFlight  No
Southwest AirlinesWN989
22:40
AirlineFlight  No
Southwest AirlinesWN1732
VIEW FLIGHTS
Sunday
05:00
AirlineFlight  No
Southwest AirlinesWN2085
07:55
AirlineFlight  No
Southwest AirlinesWN1628
13:50
AirlineFlight  No
Southwest AirlinesWN6536
15:50
AirlineFlight  No
Southwest AirlinesWN3427
19:35
AirlineFlight  No
Southwest AirlinesWN1461
22:40
AirlineFlight  No
Southwest AirlinesWN1732
VIEW FLIGHTS

If the airlines stated don’t offer flights that suite your travel times, you could look at alternative options. Below we have summarised flights from alternative departures airports and flights that are not direct.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Austin to Chicago Midway02 Hours 39 Minutes
Houston to Chicago Midway02 Hours 33 Minutes
Houston Sugar Land Regional to Chicago Midway02 Hours 36 Minutes

If you are planning to hire a car from Midway airport then don’t wait until you arrive. The prices are typically 20% to 30% higher and the availability of vehicles are much lower. You can check out the solutions we have for car hire on our car hire pages which can save you £££’s.

Don't forget to book your hire car!

Find a cheap rental vehicle in Houston Hobby, United States

Flight Price FAQ - Houston (HOU) to Chicago (MDW)

DIRECT Frontier Airlines
What is the cheapest direct flight one way from Houston HOU to Chicago MDW?
The cheapest direct flight one way from Houston HOU to Chicago MDW is £42.40 ($54 €51.04)
£42.40
$54 | €51.04
Check Latest Price
DIRECT Frontier Airlines
What is the cheapest direct return flight from Houston HOU to Chicago MDW?
The cheapest direct return flight from Houston HOU to Chicago MDW is £96.57 ($123 €116.27)
£96.57
$123 | €116.27
Check Latest Price
1+ STOP(S)
What is the cheapest flight one way from Houston HOU to Chicago MDW?
The cheapest flight one way from Houston HOU to Chicago MDW is £39.26 ($50 €47.26)
£39.26
$50 | €47.26
Check Latest Price
1+ STOP(S)
What is the cheapest return flight from Houston HOU to Chicago MDW?
The cheapest return flight from Houston HOU to Chicago MDW is £81.65 ($104 €98.31)
£81.65
$104 | €98.31
Check Latest Price
Important Note: Prices shown are taken from searches performed for flights operating during the current month. Please use the "Latest Price" buttons to get the most up to date airfares.

Compare Flight Prices from HOU to MDW

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Flight Info FAQ - Houston (HOU) to Chicago (MDW)

Who flies from Houston to Chicago?
The following airlines fly from Houston (HOU) to Chicago (MDW): Southwest Airlines.
How far is the flight from Houston to Chicago?
The flight from Houston to Chicago is 1,510KM or 938 miles.
How long does the flight from Houston to Chicago to take?
The flight from Houston to Chicago takes 2 Hours 35 Minutes.

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Planning a trip? Save money on car hire by booking in advance

Find a cheap hire car at Houston Hobby Airport

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