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Cheap flights from Chicago Midway Airport to Houston from $44

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Houston departing on 2/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Houston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
3:00 pm - 6:06 pm
MDW
-
IAH
3h 06mnonstop
Frontier Logo
6:51 pm - 9:29 pm
IAH
-
MDW
2h 38mnonstop
$88Frontier
Fri, Feb 20 - Sun, Feb 22
Frontier Logo
3:00 pm - 6:06 pm
MDW
-
IAH
3h 06mnonstop
Frontier Logo
6:51 pm - 9:29 pm
IAH
-
MDW
2h 38mnonstop
$96Frontier
Sun, Feb 15 - Sun, Feb 22
Frontier Logo
6:00 am - 5:12 pm
MDW
-
IAH
11h 12m1 stop
Frontier Logo
10:30 am - 1:08 pm
IAH
-
MDW
2h 38mnonstop
$101Frontier
Wed, Feb 18 - Mon, Feb 23
Frontier Logo
6:00 am - 5:12 pm
MDW
-
IAH
11h 12m1 stop
Frontier Logo
10:30 am - 1:08 pm
IAH
-
MDW
2h 38mnonstop
$102Frontier
Wed, Feb 18 - Mon, Feb 23
Frontier Logo
3:00 pm - 6:06 pm
MDW
-
IAH
3h 06mnonstop
Frontier Logo
6:51 pm - 9:29 pm
IAH
-
MDW
2h 38mnonstop
$104Frontier
Fri, Feb 13 - Sun, Feb 22
Frontier Logo
5:25 pm - 8:30 pm
MDW
-
IAH
3h 05mnonstop
Frontier Logo
8:09 pm - 10:43 pm
IAH
-
MDW
2h 34mnonstop
$107Frontier
Fri, Jan 16 - Mon, Jan 19
Southwest Logo
8:55 pm - 11:45 pm
MDW
-
HOU
2h 50mnonstop
Southwest Logo
2:15 pm - 4:40 pm
HOU
-
MDW
2h 25mnonstop
$157Southwest
Sat, Feb 14 - Wed, Feb 18
Southwest Logo
3:30 pm - 6:20 pm
MDW
-
HOU
2h 50mnonstop
Southwest Logo
5:00 am - 7:25 am
HOU
-
MDW
2h 25mnonstop
$177Southwest
Wed, Jan 14 - Thu, Jan 15
Southwest Logo
5:50 pm - 8:40 pm
MDW
-
HOU
2h 50mnonstop
Southwest Logo
6:20 am - 8:40 am
HOU
-
MDW
2h 20mnonstop
$188Southwest
Sat, Feb 21 - Sun, Mar 1
Delta Logo
10:53 am - 4:28 pm
MDW
-
HOU
5h 35m1 stop
Delta Logo
5:25 am - 11:59 am
HOU
-
MDW
6h 34m1 stop
$207Delta
Thu, Feb 19 - Tue, Feb 24

Southwest flights from Chicago Midway Airport to Houston

Our best Southwest deals on Chicago Midway Airport to Houston flight tickets
Southwest
Feb 14
MDW8:55 pmChicago Midway
2h 50m
HOU11:45 pmHouston Hobby
Feb 18
HOU2:15 pmHouston Hobby
2h 25m
MDW4:40 pmChicago Midway
$157
Find similar
Southwest
Jan 14
MDW3:30 pmChicago Midway
2h 50m
HOU6:20 pmHouston Hobby
Jan 15
HOU5:00 amHouston Hobby
2h 25m
MDW7:25 amChicago Midway
$177
Find similar
Southwest
Feb 21
MDW5:50 pmChicago Midway
2h 50m
HOU8:40 pmHouston Hobby
Mar 1
HOU6:20 amHouston Hobby
2h 20m
MDW8:40 amChicago Midway
$188
Find similar

Delta flights from Chicago Midway Airport to Houston

Our best Delta deals on Chicago Midway Airport to Houston flight tickets
Delta
Feb 19
MDW10:53 amChicago Midway
5h 35m
1 stop
HOU4:28 pmHouston Hobby
Feb 24
HOU5:25 amHouston Hobby
6h 34m
1 stop
MDW11:59 amChicago Midway
$207
Find similar
Delta
Feb 12
MDW6:00 amChicago Midway
6h 20m
1 stop
HOU12:20 pmHouston Hobby
Feb 19
HOU10:50 amHouston Hobby
6h 55m
1 stop
MDW5:45 pmChicago Midway
$277
Find similar
Delta
Jan 6
MDW11:21 amChicago Midway
4h 49m
1 stop
HOU4:10 pmHouston Hobby
Jan 10
HOU5:45 amHouston Hobby
4h 47m
1 stop
MDW10:32 amChicago Midway
$278
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Houston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 16, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Houston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Fri 2/20

3:00 pm-6:06 pm

Nonstop3h 06m

Houston George Bush Intcntl

Sun 2/22

6:51 pm-9:29 pm

Nonstop2h 38m

$88

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Sun 2/15

3:00 pm-6:06 pm

Nonstop3h 06m

Houston George Bush Intcntl

Sun 2/22

6:51 pm-9:29 pm

Nonstop2h 38m

$96

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Wed 2/18

6:00 am-5:12 pm

1 stop11h 12m

Houston George Bush Intcntl

Mon 2/23

10:30 am-1:08 pm

Nonstop2h 38m

$101

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Wed 2/18

6:00 am-5:12 pm

1 stop11h 12m

Houston George Bush Intcntl

Mon 2/23

10:30 am-1:08 pm

Nonstop2h 38m

$102

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Fri 2/13

3:00 pm-6:06 pm

Nonstop3h 06m

Houston George Bush Intcntl

Sun 2/22

6:51 pm-9:29 pm

Nonstop2h 38m

$104

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Fri 1/16

5:25 pm-8:30 pm

Nonstop3h 05m

Houston George Bush Intcntl

Mon 1/19

8:09 pm-10:43 pm

Nonstop2h 34m

$107

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 2/14

8:55 pm-11:45 pm

Nonstop2h 50m

Houston Hobby

Wed 2/18

2:15 pm-4:40 pm

Nonstop2h 25m

$157

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 1/14

3:30 pm-6:20 pm

Nonstop2h 50m

Houston Hobby

Thu 1/15

5:00 am-7:25 am

Nonstop2h 25m

$177

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 2/21

5:50 pm-8:40 pm

Nonstop2h 50m

Houston Hobby

Sun 3/1

6:20 am-8:40 am

Nonstop2h 20m

$188

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 2/19

10:53 am-4:28 pm

1 stop5h 35m

Houston Hobby

Tue 2/24

5:25 am-11:59 am

1 stop6h 34m

$207

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Houston from

How to get the cheapest flight ticket from Chicago Midway Airport to Houston

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Houston?

The month of September is, on average, the cheapest month to fly to Houston from Chicago Midway Airport, with most prices found around $125. The month of August is another great option to travel to Houston, with average flight prices from Chicago Midway Airport averaging around $202.

What is the cheapest day to depart on your flight to Houston?

On average, the least expensive day to fly to Houston from Chicago Midway Airport is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $334. However, this price may fluctuate depending on the airline, the season, and holidays. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Houston on Sunday is $589.

What is the cheapest time of day to depart on your flight to Houston?

Our data shows that the cheapest Chicago Midway Airport to Houston flights are usually those with departure times in the evening. Our users have found flights to Houston in the evening for as low as $272. Try not to purchase tickets in the morning because they tend to be around $375. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago Midway to Houston flight route?

Fly from Chicago Midway to Houston George Bush Intcntl for the best Chicago Midway - Houston flight prices

How far in advance should I book a flight to Houston?

You are more likely to see cheaper flights to Houston from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Houston for around $256 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Houston from Chicago Midway Airport for as low as $177 on momondo.

What cabin class options are available on Chicago Midway to Houston flights?

There are 2 cabin classes available to choose from on Chicago Midway to Houston flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Chicago Midway Airport to Houston flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Houston

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Houston

2 airports
The fastest flight from Chicago Midway Airport to Houston takes 2h 35m
Direct flights go from Chicago Midway Airport to Houston every day.
There are 2 airports in Houston. From Chicago Midway Airport there are direct flights to Houston George Bush Intcntl (IAH), Houston Hobby (HOU).
Search flight deals

  • How far is Chicago Midway to Houston by plane?

    Houston is 932.9 mi away from Chicago Midway. In terms of flight time, this usually takes a little over 2h 35m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Houston?

    Prices for flights from Chicago Midway Airport to Houston are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago Midway Airport to Houston?

  • How old do you have to be to fly from Chicago Midway Airport to Houston?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Houston.

  • What documentation or ID do you need to fly to Houston?

    The travel and health documents required for your trip to Houston can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Houston. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Chicago Midway Airport to Houston

Compare and see reviews for airlines that fly from Chicago Midway Airport to Houston with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $83Free CancellationRating
5.8
3,082 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $116Free CancellationRating
6.3
8,188 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $178Free CancellationRating
7.9
4,250 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
7.9
8,009 reviews
Search Delta flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Houston?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Houston. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Houston with flexible booking policies on momondo?

All flight searches from Chicago to Houston on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Chicago to Houston?

momondo helps you find the best flight between Chicago and Houston by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Houston right now. Can momondo alert me if prices change?

Price alerts on flights to Houston from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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