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Cheap flights from Chicago to Houston Hobby Airport from $89

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 Hobby Airport departing on 5/17. 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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Houston.
Southwest Logo
8:35 am - 11:20 amMDW-HOU
2h 45mnonstop
Southwest Logo
7:15 am - 9:40 amHOU-MDW
2h 25mnonstop
$177Southwest
Find Deal
Sat, May 17 - Wed, May 21
Southwest Logo
8:55 pm - 11:40 pmMDW-HOU
2h 45mnonstop
Southwest Logo
9:00 pm - 11:30 pmHOU-MDW
2h 30mnonstop
$178Southwest
Find Deal
Wed, May 21 - Sat, May 24
Southwest Logo
1:25 pm - 4:05 pmMDW-HOU
2h 40mnonstop
Southwest Logo
6:20 pm - 8:45 pmHOU-MDW
2h 25mnonstop
$188Southwest
Find Deal
Tue, May 13 - Sat, May 17
Delta Logo
11:05 am - 5:57 pmORD-HOU
6h 52m1 stop
Delta Logo
6:00 am - 12:29 pmHOU-ORD
6h 29m1 stop
$217Delta
Find Deal
Sat, May 31 - Sat, Jun 21
Delta Logo
6:00 am - 12:17 pmMDW-HOU
6h 17m1 stop
Delta Logo
6:00 am - 11:53 amHOU-MDW
5h 53m1 stop
$217Delta
Find Deal
Sat, May 17 - Tue, May 20
Allegiant Air Logo
10:34 am - 7:11 pmMDW-HOU
8h 37m1 stop
Allegiant Air Logo
8:45 am - 2:03 pmHOU-MDW
5h 18m1 stop
$240Allegiant Air
Find Deal
Fri, Jun 20 - Mon, Jun 23
American Airlines Logo
1:28 pm - 7:53 pmORD-HOU
6h 25m1 stop
American Airlines Logo
10:13 am - 3:01 pmHOU-ORD
4h 48m1 stop
$257American Airlines
Find Deal
Wed, Jun 11 - Sat, Jun 14
American Airlines Logo
8:05 am - 1:58 pmORD-HOU
5h 53m1 stop
American Airlines Logo
6:31 pm - 11:56 pmHOU-ORD
5h 25m1 stop
$263American Airlines
Find Deal
Wed, May 14 - Sat, May 24
Sun Country Air Logo
8:05 pm - 11:39 amORD-HOU
15h 34m1 stop
Sun Country Air Logo
8:00 am - 7:09 pmHOU-ORD
11h 09m1 stop
$285Sun Country Air
Find Deal
Thu, May 1 - Sun, May 4
Sun Country Air Logo
8:05 pm - 11:39 amORD-HOU
15h 34m1 stop
Sun Country Air Logo
8:00 am - 7:09 pmHOU-ORD
11h 09m1 stop
$295Sun Country Air
Find Deal
Thu, May 1 - Sun, May 4

Southwest flights from Chicago to Houston Hobby Airport

Our best Southwest deals on Chicago to Houston Hobby Airport flight tickets
Southwest
May 17
MDW8:35 amChicago Midway
2h 45m
HOU11:20 amHouston Hobby
May 21
HOU7:15 amHouston Hobby
2h 25m
MDW9:40 amChicago Midway
Southwest
May 21
MDW8:55 pmChicago Midway
2h 45m
HOU11:40 pmHouston Hobby
May 24
HOU9:00 pmHouston Hobby
2h 30m
MDW11:30 pmChicago Midway
Southwest
May 13
MDW1:25 pmChicago Midway
2h 40m
HOU4:05 pmHouston Hobby
May 17
HOU6:20 pmHouston Hobby
2h 25m
MDW8:45 pmChicago Midway

American Airlines flights from Chicago to Houston Hobby Airport

Our best American Airlines deals on Chicago to Houston Hobby Airport flight tickets
American Airlines
Jun 11
ORD1:28 pmChicago O'Hare Intl
6h 25m
1 stop
HOU7:53 pmHouston Hobby
Jun 14
HOU10:13 amHouston Hobby
4h 48m
1 stop
ORD3:01 pmChicago O'Hare Intl
American Airlines
May 14
ORD8:05 amChicago O'Hare Intl
5h 53m
1 stop
HOU1:58 pmHouston Hobby
May 24
HOU6:31 pmHouston Hobby
5h 25m
1 stop
ORD11:56 pmChicago O'Hare Intl
American Airlines
May 7
ORD12:09 pmChicago O'Hare Intl
7h 35m
1 stop
HOU7:44 pmHouston Hobby
May 10
HOU5:00 amHouston Hobby
4h 34m
1 stop
ORD9:34 amChicago O'Hare Intl

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 $152. The month of October is another great option to travel to Houston Hobby Airport, with average flight prices from Chicago averaging around $164.

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 $401. 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 $675.

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 $280. 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 $343. 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 6 weeks ahead of your departure date. In general, you can expect to find flights to Houston Hobby Airport for around $212 when searching 6 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 $152 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.

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

As of April 2025, prices for Chicago to Houston Hobby Airport flights are approximately 28% 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

$89

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 $89. The best round-trip flight deal from Chicago to Houston Hobby Airport found on momondo in the last 72 hours is $177.
The fastest flight from Chicago to Houston Hobby Airport takes 2h 30m
Direct flights go from Chicago to Houston Hobby Airport every day.

  • 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
FrontierPriceFrom $62Free CancellationRating
6.0
3,281 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $68Free CancellationRating
6.3
7,926 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $143Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $159Free CancellationRating
7.4
8,667 reviews
Search United Airlines flights
DeltaPriceFrom $176Free CancellationRating
8.0
7,916 reviews
Search Delta flights
SouthwestPriceFrom $178Free CancellationRating
8.0
4,280 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Houston Hobby Airport

    Across 35 Southwest flights from Chicago to Houston Hobby Airport this week, the average price was $347, with the best Southwest deals starting from $178 round-trip. 4,280 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
Sugar Land
Pasadena
Kemah
Baytown
Texas City
Rosenberg
Pearland
Webster
Stafford
Missouri City
Lake Jackson
La Marque
League City
Seabrook
Freeport
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.


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