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Cheap flights from Chicago Midway Airport to Houston from $59

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 1/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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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
6:30 am - 9:19 amMDW-IAH
2h 49mnonstop
Frontier Logo
10:04 am - 12:37 pmIAH-MDW
2h 33mnonstop
$95Frontier
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Mon, Nov 3 - Mon, Nov 10
Frontier Logo
1:37 pm - 9:55 pmMDW-IAH
8h 18m1 stop
Frontier Logo
10:04 am - 12:37 pmIAH-MDW
2h 33mnonstop
$98Frontier
Find Deal
Thu, Nov 6 - Mon, Nov 10
Frontier Logo
6:30 am - 9:19 amMDW-IAH
2h 49mnonstop
Frontier Logo
11:31 am - 2:22 pmIAH-MDW
26h 51m1 stop
$99Frontier
Find Deal
Thu, Oct 30 - Thu, Oct 30
Frontier Logo
1:37 pm - 9:55 pmMDW-IAH
8h 18m1 stop
Frontier Logo
11:33 am - 12:30 amIAH-MDW
12h 57m1 stop
$101Frontier
Find Deal
Thu, Nov 6 - Mon, Nov 10
Multiple Airlines Logo
1:56 pm - 7:44 amMDW-IAH
17h 48m1 stop
Multiple Airlines Logo
10:04 am - 12:37 pmIAH-MDW
2h 33mnonstop
$128Multiple Airlines
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Tue, Nov 4 - Thu, Nov 13
Multiple Airlines Logo
2:06 pm - 7:44 amMDW-IAH
17h 38m1 stop
Multiple Airlines Logo
10:04 am - 12:37 pmIAH-MDW
2h 33mnonstop
$133Multiple Airlines
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Wed, Nov 5 - Thu, Nov 13
Southwest Logo
12:40 pm - 3:25 pmMDW-HOU
2h 45mnonstop
Southwest Logo
6:35 am - 9:00 amHOU-MDW
2h 25mnonstop
$157Southwest
Find Deal
Sat, Dec 13 - Tue, Dec 16
Southwest Logo
7:30 pm - 10:15 pmMDW-HOU
2h 45mnonstop
Southwest Logo
7:45 pm - 10:10 pmHOU-MDW
2h 25mnonstop
$158Southwest
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Sat, Nov 15 - Wed, Nov 19
Delta Logo
5:09 pm - 11:00 pmMDW-HOU
5h 51m1 stop
Delta Logo
6:00 am - 11:52 amHOU-MDW
5h 52m1 stop
$217Delta
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Wed, Nov 5 - Tue, Nov 11
Delta Logo
5:34 pm - 11:07 pmMDW-HOU
5h 33m1 stop
Delta Logo
6:47 pm - 11:49 pmHOU-MDW
5h 02m1 stop
$277Delta
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Thu, Nov 27 - Thu, Dec 4

Delta flights from Chicago Midway Airport to Houston

Our best Delta deals on Chicago Midway Airport to Houston flight tickets
Delta
Nov 5
MDW5:09 pmChicago Midway
5h 51m
1 stop
HOU11:00 pmHouston Hobby
Nov 11
HOU6:00 amHouston Hobby
5h 52m
1 stop
MDW11:52 amChicago Midway
$217
Find similar
Delta
Nov 27
MDW5:34 pmChicago Midway
5h 33m
1 stop
HOU11:07 pmHouston Hobby
Dec 4
HOU6:47 pmHouston Hobby
5h 02m
1 stop
MDW11:49 pmChicago Midway
$277
Find similar
Delta
Nov 8
MDW6:00 amChicago Midway
7h 27m
1 stop
HOU1:27 pmHouston Hobby
Nov 10
HOU6:48 pmHouston Hobby
4h 52m
1 stop
MDW11:40 pmChicago Midway
$278
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Southwest flights from Chicago Midway Airport to Houston

Our best Southwest deals on Chicago Midway Airport to Houston flight tickets
Southwest
Dec 13
MDW12:40 pmChicago Midway
2h 45m
HOU3:25 pmHouston Hobby
Dec 16
HOU6:35 amHouston Hobby
2h 25m
MDW9:00 amChicago Midway
$157
Find similar
Southwest
Nov 15
MDW7:30 pmChicago Midway
2h 45m
HOU10:15 pmHouston Hobby
Nov 19
HOU7:45 pmHouston Hobby
2h 25m
MDW10:10 pmChicago Midway
$158
Find similar
Southwest
Nov 24
MDW7:00 pmChicago Midway
5h 30m
1 stop
HOU12:30 amHouston Hobby
Dec 6
HOU10:35 amHouston Hobby
2h 25m
MDW1:00 pmChicago Midway
$167
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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 October 14, 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

Mon 11/3

6:30 am-9:19 am

Nonstop2h 49m

Houston George Bush Intcntl

Mon 11/10

10:04 am-12:37 pm

Nonstop2h 33m

$95

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Thu 11/6

1:37 pm-9:55 pm

1 stop8h 18m

Houston George Bush Intcntl

Mon 11/10

10:04 am-12:37 pm

Nonstop2h 33m

$98

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Thu 10/30

6:30 am-9:19 am

Nonstop2h 49m

Houston George Bush Intcntl

Thu 10/30

11:31 am-2:22 pm

1 stop26h 51m

$99

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Thu 11/6

1:37 pm-9:55 pm

1 stop8h 18m

Houston George Bush Intcntl

Mon 11/10

11:33 am-12:30 am

1 stop12h 57m

$101

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Tue 11/4

1:56 pm-7:44 am

1 stop17h 48m

Houston George Bush Intcntl

Thu 11/13

10:04 am-12:37 pm

Nonstop2h 33m

$128

ChicagoHouston

MDW - IAH

MDWIAH

Chicago Midway

Wed 11/5

2:06 pm-7:44 am

1 stop17h 38m

Houston George Bush Intcntl

Thu 11/13

10:04 am-12:37 pm

Nonstop2h 33m

$133

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 12/13

12:40 pm-3:25 pm

Nonstop2h 45m

Houston Hobby

Tue 12/16

6:35 am-9:00 am

Nonstop2h 25m

$157

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 11/15

7:30 pm-10:15 pm

Nonstop2h 45m

Houston Hobby

Wed 11/19

7:45 pm-10:10 pm

Nonstop2h 25m

$158

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 11/5

5:09 pm-11:00 pm

1 stop5h 51m

Houston Hobby

Tue 11/11

6:00 am-11:52 am

1 stop5h 52m

$217

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 11/27

5:34 pm-11:07 pm

1 stop5h 33m

Houston Hobby

Thu 12/4

6:47 pm-11:49 pm

1 stop5h 02m

$277

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 typical price of a round-trip flight between Chicago Midway Airport and Houston?

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 February is another great option to travel to Houston, with average flight prices from Chicago Midway Airport averaging around $178.

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 $358. 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 $269. Try not to purchase tickets in the morning because they tend to be around $381. 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 $246 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 $174 on momondo.

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

There is only 1 cabin class 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 30m

Direct flights

Every day

Airports in Houston

2 airports
The fastest flight from Chicago Midway Airport to Houston takes 2h 30m
Direct flights go from Chicago Midway Airport to Houston every day.
There are 2 airports near Houston: Houston George Bush Intcntl (IAH), Houston Hobby (HOU)
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  • 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 $88Free CancellationRating
5.8
3,135 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $116Free CancellationRating
6.3
8,096 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $178Free CancellationRating
8.0
4,238 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
7.9
7,975 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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