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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 1/17. 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 to Houston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:35 pm - 10:25 pm
MDW
-
HOU
2h 50mnonstop
Southwest Logo
5:55 am - 8:20 am
HOU
-
MDW
2h 25mnonstop
$157Southwest
Sat, Feb 7 - Sat, Feb 14
Southwest Logo
6:15 am - 9:15 am
MDW
-
HOU
3h 00mnonstop
Southwest Logo
6:40 am - 9:05 am
HOU
-
MDW
2h 25mnonstop
$177Southwest
Tue, Jan 27 - Thu, Jan 29
Southwest Logo
8:30 pm - 11:15 pm
MDW
-
HOU
2h 45mnonstop
Southwest Logo
6:40 am - 9:05 am
HOU
-
MDW
2h 25mnonstop
$187Southwest
Thu, Jan 15 - Sun, Jan 18
Delta Logo
11:15 am - 4:10 pm
ORD
-
HOU
4h 55m1 stop
Delta Logo
11:09 am - 4:59 pm
HOU
-
ORD
5h 50m1 stop
$197Delta
Tue, Jan 20 - Sat, Jan 24
Southwest Logo
6:15 am - 9:15 am
MDW
-
HOU
3h 00mnonstop
Southwest Logo
5:00 am - 7:25 am
HOU
-
MDW
2h 25mnonstop
$197Southwest
Fri, Jan 23 - Sun, Feb 1
Southwest Logo
2:10 pm - 7:35 pm
MDW
-
HOU
5h 25m1 stop
Southwest Logo
6:35 am - 9:00 am
HOU
-
MDW
2h 25mnonstop
$202Southwest
Wed, Dec 31 - Thu, Jan 1
Delta Logo
9:55 am - 4:10 pm
ORD
-
HOU
6h 15m1 stop
Delta Logo
5:04 pm - 11:56 pm
HOU
-
ORD
6h 52m1 stop
$207Delta
Thu, Jan 22 - Wed, Jan 28
Delta Logo
10:53 am - 4:28 pm
MDW
-
HOU
5h 35m1 stop
Delta Logo
5:25 am - 9:56 am
HOU
-
MDW
4h 31m1 stop
$207Delta
Thu, Feb 19 - Tue, Feb 24
Southwest Logo
8:55 am - 11:50 am
MDW
-
HOU
2h 55mnonstop
Southwest Logo
9:00 am - 2:55 pm
HOU
-
MDW
5h 55m2 stops
$212Southwest
Sun, Jan 18 - Wed, Jan 21
Southwest Logo
8:55 pm - 11:45 pm
MDW
-
HOU
2h 50mnonstop
Southwest Logo
4:30 pm - 8:40 pm
HOU
-
MDW
4h 10m1 stop
$213Southwest
Sat, Feb 14 - Wed, Feb 18

Southwest flights from Chicago to Houston Hobby Airport

Our best Southwest deals on Chicago to Houston Hobby Airport flight tickets
Southwest
Feb 7
MDW7:35 pmChicago Midway
2h 50m
HOU10:25 pmHouston Hobby
Feb 14
HOU5:55 amHouston Hobby
2h 25m
MDW8:20 amChicago Midway
$157
Find similar
Southwest
Jan 27
MDW7:55 pmChicago Midway
2h 45m
HOU10:40 pmHouston Hobby
Feb 1
HOU5:00 amHouston Hobby
2h 25m
MDW7:25 amChicago Midway
$177
Find similar
Southwest
Jan 15
MDW8:30 pmChicago Midway
2h 45m
HOU11:15 pmHouston Hobby
Jan 18
HOU6:40 amHouston Hobby
2h 25m
MDW9:05 amChicago Midway
$187
Find similar

Delta flights from Chicago to Houston Hobby Airport

Our best Delta deals on Chicago to Houston Hobby Airport flight tickets
Delta
Jan 20
ORD11:15 amChicago O'Hare Intl
4h 55m
1 stop
HOU4:10 pmHouston Hobby
Jan 24
HOU11:09 amHouston Hobby
5h 50m
1 stop
ORD4:59 pmChicago O'Hare Intl
$197
Find similar
Delta
Jan 22
ORD9:55 amChicago O'Hare Intl
6h 15m
1 stop
HOU4:10 pmHouston Hobby
Jan 28
HOU5:04 pmHouston Hobby
6h 52m
1 stop
ORD11:56 pmChicago O'Hare Intl
$207
Find similar
Delta
Jan 13
ORD2:50 pmChicago O'Hare Intl
7h 43m
1 stop
HOU10:33 pmHouston Hobby
Jan 14
HOU5:04 pmHouston Hobby
6h 55m
1 stop
ORD11:59 pmChicago O'Hare Intl
$217
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 December 18, 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

Sat 2/7

7:35 pm-10:25 pm

Nonstop2h 50m

Houston Hobby

Sat 2/14

5:55 am-8:20 am

Nonstop2h 25m

$157

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 1/27

6:15 am-9:15 am

Nonstop3h 00m

Houston Hobby

Thu 1/29

6:40 am-9:05 am

Nonstop2h 25m

$177

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 1/15

8:30 pm-11:15 pm

Nonstop2h 45m

Houston Hobby

Sun 1/18

6:40 am-9:05 am

Nonstop2h 25m

$187

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 1/20

11:15 am-4:10 pm

1 stop4h 55m

Houston Hobby

Sat 1/24

11:09 am-4:59 pm

1 stop5h 50m

$197

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Fri 1/23

6:15 am-9:15 am

Nonstop3h 00m

Houston Hobby

Sun 2/1

5:00 am-7:25 am

Nonstop2h 25m

$197

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 12/31

2:10 pm-7:35 pm

1 stop5h 25m

Houston Hobby

Thu 1/1

6:35 am-9:00 am

Nonstop2h 25m

$202

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 1/22

9:55 am-4:10 pm

1 stop6h 15m

Houston Hobby

Wed 1/28

5:04 pm-11:56 pm

1 stop6h 52m

$207

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-9:56 am

1 stop4h 31m

$207

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sun 1/18

8:55 am-11:50 am

Nonstop2h 55m

Houston Hobby

Wed 1/21

9:00 am-2:55 pm

2 stops5h 55m

$212

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 2/14

8:55 pm-11:45 pm

Nonstop2h 50m

Houston Hobby

Wed 2/18

4:30 pm-8:40 pm

1 stop4h 10m

$213

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, January 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 $177. The month of September is another great option to travel to Houston Hobby Airport, with average flight prices from Chicago averaging around $177.

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 $334. 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 $589.

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 $272. 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 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 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 $224 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 $164 on momondo.

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

There is only 1 cabin class 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 December 2025, prices for Chicago to Houston Hobby Airport flights are approximately 69% 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

$148

Fastest flight time

2h 35m

Direct flights

Every day
The best one-way flight to Houston Hobby Airport from Chicago in the past 72 hours is $148. The best round-trip flight deal from Chicago to Houston Hobby Airport found on momondo in the last 72 hours is $279.
The fastest flight from Chicago to Houston Hobby Airport takes 2h 35m
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 35m, 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
FrontierPriceFrom $71Free CancellationRating
5.8
3,081 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $78Free CancellationRating
6.3
8,190 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $131Free CancellationRating
7.4
9,091 reviews
Search United Airlines flights
American AirlinesPriceFrom $162Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
SouthwestPriceFrom $178Free CancellationRating
7.9
4,250 reviews
Search Southwest flights

  • Southwest Flights From Chicago to Houston Hobby Airport

    Across 8 Southwest flights from Chicago to Houston Hobby Airport this week, the average price was $343, with the best Southwest deals starting from $178 round-trip. 4,250 users have rated Southwest on momondo, with an average score of 7.9/10.

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
Webster
Pearland
Freeport
Lake Jackson
League City
Stafford
Missouri City
Seabrook
La Marque
West University Place
Nassau Bay

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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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