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Cheap flights from Chicago to Houston from $79

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 to Houston departing on 9/3. 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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Cheap round-trip flights

Southwest Logo
6:40 pm - 9:15 pmMDW-HOU
2h 35mnonstop
Southwest Logo
9:15 pm - 11:35 pmHOU-MDW
2h 20mnonstop
$157Southwest
Find Deal
Wed, Oct 8 - Tue, Oct 14
Southwest Logo
9:10 am - 11:45 amMDW-HOU
2h 35mnonstop
Southwest Logo
4:45 pm - 7:10 pmHOU-MDW
2h 25mnonstop
$177Southwest
Find Deal
Wed, Aug 27 - Wed, Sep 3
Southwest Logo
8:45 pm - 11:15 pmMDW-HOU
2h 30mnonstop
Southwest Logo
4:30 pm - 6:55 pmHOU-MDW
2h 25mnonstop
$197Southwest
Find Deal
Thu, Sep 4 - Mon, Sep 8
Southwest Logo
5:45 am - 8:15 amMDW-HOU
2h 30mnonstop
Southwest Logo
9:45 pm - 12:05 amHOU-MDW
2h 20mnonstop
$207Southwest
Find Deal
Mon, Aug 25 - Fri, Aug 29
Delta Logo
3:35 pm - 9:40 pmORD-HOU
6h 05m1 stop
Delta Logo
6:00 am - 12:08 pmHOU-ORD
6h 08m1 stop
$219Delta
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Tue, Dec 9 - Tue, Dec 16
Sun Country Air Logo
8:00 am - 5:19 pmORD-HOU
9h 19m1 stop
Sun Country Air Logo
7:45 pm - 9:48 amHOU-ORD
14h 03m1 stop
$234Sun Country Air
Find Deal
Sun, Aug 24 - Sun, Aug 31
Delta Logo
4:25 pm - 10:31 pmMDW-HOU
6h 06m1 stop
Delta Logo
10:22 am - 3:28 pmHOU-MDW
5h 06m1 stop
$237Delta
Find Deal
Sat, Aug 16 - Sat, Aug 23
Sun Country Air Logo
11:42 am - 6:49 pmORD-HOU
7h 07m1 stop
Sun Country Air Logo
6:25 pm - 9:02 amHOU-ORD
14h 37m1 stop
$239Sun Country Air
Find Deal
Mon, Nov 24 - Fri, Nov 28
American Airlines Logo
3:08 pm - 8:11 pmORD-HOU
5h 03m1 stop
American Airlines Logo
6:44 pm - 11:59 pmHOU-ORD
5h 15m1 stop
$256American Airlines
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Thu, Sep 4 - Mon, Sep 8
American Airlines Logo
11:10 am - 3:54 pmORD-HOU
4h 44m1 stop
American Airlines Logo
12:26 pm - 5:31 pmHOU-ORD
5h 05m1 stop
$283American Airlines
Find Deal
Thu, Dec 25 - Tue, Dec 30

American Airlines flights from Chicago to Houston Hobby Airport

Our best American Airlines deals on Chicago to Houston Hobby Airport flight tickets
American Airlines
Sep 4
ORD3:08 pmChicago O'Hare Intl
5h 03m
1 stop
HOU8:11 pmHouston Hobby
Sep 8
HOU6:44 pmHouston Hobby
5h 15m
1 stop
ORD11:59 pmChicago O'Hare Intl
$256
Find similar
American Airlines
Dec 25
ORD11:10 amChicago O'Hare Intl
4h 44m
1 stop
HOU3:54 pmHouston Hobby
Dec 30
HOU12:26 pmHouston Hobby
5h 05m
1 stop
ORD5:31 pmChicago O'Hare Intl
$283
Find similar
American Airlines
Dec 12
ORD5:00 amChicago O'Hare Intl
6h 27m
1 stop
HOU11:27 amHouston Hobby
Dec 15
HOU10:15 amHouston Hobby
5h 19m
1 stop
ORD3:34 pmChicago O'Hare Intl
$301
Find similar

Southwest flights from Chicago to Houston Hobby Airport

Our best Southwest deals on Chicago to Houston Hobby Airport flight tickets
Southwest
Oct 8
MDW6:40 pmChicago Midway
2h 35m
HOU9:15 pmHouston Hobby
Oct 14
HOU9:15 pmHouston Hobby
2h 20m
MDW11:35 pmChicago Midway
$157
Find similar
Southwest
Aug 27
MDW9:10 amChicago Midway
2h 35m
HOU11:45 amHouston Hobby
Sep 3
HOU4:45 pmHouston Hobby
2h 25m
MDW7:10 pmChicago Midway
$177
Find similar
Southwest
Sep 4
MDW8:45 pmChicago Midway
2h 30m
HOU11:15 pmHouston Hobby
Sep 8
HOU4:30 pmHouston Hobby
2h 25m
MDW6:55 pmChicago Midway
$197
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Houston Hobby Airport 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 August 2, 2025.
Use the filters below to find and compare flights from Chicago to Houston Hobby Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 10/8

6:40 pm-9:15 pm

Nonstop2h 35m

Houston Hobby

Tue 10/14

9:15 pm-11:35 pm

Nonstop2h 20m

$157

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 8/27

9:10 am-11:45 am

Nonstop2h 35m

Houston Hobby

Wed 9/3

4:45 pm-7:10 pm

Nonstop2h 25m

$177

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 9/4

8:45 pm-11:15 pm

Nonstop2h 30m

Houston Hobby

Mon 9/8

4:30 pm-6:55 pm

Nonstop2h 25m

$197

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Mon 8/25

5:45 am-8:15 am

Nonstop2h 30m

Houston Hobby

Fri 8/29

9:45 pm-12:05 am

Nonstop2h 20m

$207

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 12/9

3:35 pm-9:40 pm

1 stop6h 05m

Houston Hobby

Tue 12/16

6:00 am-12:08 pm

1 stop6h 08m

$219

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Sun 8/24

8:00 am-5:19 pm

1 stop9h 19m

Houston Hobby

Sun 8/31

7:45 pm-9:48 am

1 stop14h 03m

$234

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 8/16

4:25 pm-10:31 pm

1 stop6h 06m

Houston Hobby

Sat 8/23

10:22 am-3:28 pm

1 stop5h 06m

$237

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Mon 11/24

11:42 am-6:49 pm

1 stop7h 07m

Houston Hobby

Fri 11/28

6:25 pm-9:02 am

1 stop14h 37m

$239

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 9/4

3:08 pm-8:11 pm

1 stop5h 03m

Houston Hobby

Mon 9/8

6:44 pm-11:59 pm

1 stop5h 15m

$256

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 12/25

11:10 am-3:54 pm

1 stop4h 44m

Houston Hobby

Tue 12/30

12:26 pm-5:31 pm

1 stop5h 05m

$283

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 to Houston Hobby Airport

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 and Houston Hobby Airport?

What is the cheapest month to fly to Houston Hobby Airport?

In general, August is the cheapest month to fly from Chicago to Houston Hobby Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $161. The month of October is another great option to travel to Houston Hobby Airport, with average flight prices from Chicago averaging around $163.

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

Our data shows that Wednesday is the least expensive day to fly to Houston Hobby Airport. Tickets to fly out on this day can be as low as $390. 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 Hobby Airport on Sunday is $616.

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

According to our data, the cheapest time of day to fly to Houston Hobby Airport is in the evening. momondo users have found flights departing from Chicago to Houston Hobby Airport in the evening for as low as $271. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $362. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago to Houston Hobby flight route?

Fly from Chicago Midway to Houston Hobby for the best Chicago - Houston Hobby flight prices

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

You are more likely to see cheaper flights to Houston Hobby Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Houston Hobby Airport for around $226 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Houston Hobby Airport from Chicago for as low as $151 on momondo.

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

There are 1 cabin classes available to choose from on Chicago to Houston Hobby flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Houston Hobby Airport flights?

No. A direct flight is the cheapest option for a flight between Chicago to Houston Hobby Airport.

How have Chicago to Houston Hobby Airport flight prices changed over time?

As of August 2025, prices for Chicago to Houston Hobby Airport flights are approximately 56% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Houston Hobby Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Houston Hobby Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Houston Hobby Airport (CHI to HOU) flight deals and tips

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

Best Price Found

$79

Fastest flight time

2h 30m

Direct flights

Every day
The best one-way flight to Houston Hobby Airport from Chicago in the past 72 hours is $79. The best round-trip flight deal from Chicago to Houston Hobby Airport found on momondo in the last 72 hours is $157.
The fastest flight from Chicago to Houston Hobby Airport takes 2h 30m
Direct flights go from Chicago to Houston Hobby Airport every day.
Search flight deals

  • How far is Chicago to Houston Hobby by plane?

    The distance between Chicago and Houston Hobby is about 945.8 mi. Flights usually cover this in 2h 30m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Chicago to Houston Hobby Airport are updated daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Houston Hobby Airport.

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

    The required travel and health documents for your Houston Hobby Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Houston Hobby Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to Houston Hobby Airport?

  • What is the most popular airline from Chicago to Houston Hobby Airport?

Best airlines flying from Chicago to Houston Hobby Airport

Compare and see reviews for airlines that fly from Chicago to Houston Hobby Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $68Free CancellationRating
6.3
8,054 reviews
Search Spirit Airlines flights
FrontierPriceFrom $70Free CancellationRating
5.8
3,241 reviews
Search Frontier flights
American AirlinesPriceFrom $158Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $170Free CancellationRating
7.4
8,904 reviews
Search United Airlines flights
SouthwestPriceFrom $179Free CancellationRating
8.0
4,246 reviews
Search Southwest flights

  • Southwest Flights From Chicago to Houston Hobby Airport

    Across 21 Southwest flights from Chicago to Houston Hobby Airport this week, the average price was $345, with the best Southwest deals starting from $179 round-trip. 4,246 users have rated Southwest on momondo, with an average score of 8.0/10.

Traveling to a place near Houston?

Book flights to Houston if you plan to visit one of these locations
Galveston
Kemah
Sugar Land
Pasadena
Baytown
Texas City
Rosenberg
Pearland
Webster
Stafford
League City
Freeport
Missouri City
Lake Jackson
La Marque
Seabrook
Nassau Bay
West University Place

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Houston. Millions of users trust and use momondo every year so you are in good hands.

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?

Once all potential Chicago to Houston flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

If you are simply researching potential flights to Houston, momondo offers a useful price alert feature which will track prices for flights to Houston from Chicago and alert you when they change.

An easier way to manage your Houston Hobby Airport trip

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