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Cheap flights from Chicago to Houston Hobby Airport from $52

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 2/5. 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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Find the cheapest flights from Chicago to Houston

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Houston that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Houston.

Cheap last minute flights

Planning a quick getaway from Chicago to Houston? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Houston, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Houston

Find recent round-trip train or bus tickets from Chicago to Houston.

All round-trip flight deals to Houston

The cheapest plane tickets to Houston found on KAYAK recently.
8:15 am - 5:28 pmMDW-HOU
9h 13m1 stop
6:18 pm - 12:13 amHOU-MDW
5h 55m1 stop
$106Frontier
Find Deal
Wed, Jan 8 - Wed, Jan 15
8:15 am - 5:28 pmMDW-HOU
9h 13m1 stop
6:18 pm - 12:13 amHOU-MDW
5h 55m1 stop
$107Frontier
Find Deal
Wed, Jan 8 - Wed, Jan 15
6:10 am - 9:05 amMDW-HOU
2h 55mnonstop
11:20 am - 1:45 pmHOU-MDW
2h 25mnonstop
$153Southwest
Find Deal
Wed, Feb 26 - Wed, Feb 26
8:25 am - 11:15 amMDW-HOU
2h 50mnonstop
2:35 pm - 5:00 pmHOU-MDW
2h 25mnonstop
$158Southwest
Find Deal
Tue, Feb 11 - Tue, Feb 25
12:09 pm - 9:33 amORD-HOU
45h 24m3 stops
6:18 pm - 2:02 pmHOU-ORD
19h 44m1 stop
Wed, Jan 8 - Wed, Jan 15
2:55 pm - 10:29 pmORD-HOU
7h 34m1 stop
6:00 am - 1:45 pmHOU-ORD
7h 45m1 stop
$216Delta
Find Deal
Tue, Jan 14 - Wed, Jan 29
5:05 pm - 10:29 pmMDW-HOU
5h 24m1 stop
6:00 am - 11:59 amHOU-MDW
5h 59m1 stop
$216Delta
Find Deal
Tue, Feb 4 - Tue, Feb 11
1:35 pm - 9:36 amORD-HOU
20h 01m3 stops
6:16 pm - 2:11 pmHOU-ORD
19h 55m1 stop
Sun, Jan 19 - Sun, Jan 26
5:00 am - 9:45 amORD-HOU
4h 45m1 stop
6:00 am - 11:12 amHOU-ORD
5h 12m1 stop
$256American Airlines
Find Deal
Fri, Jan 17 - Sun, Jan 19
5:00 am - 9:45 amORD-HOU
4h 45m1 stop
6:25 pm - 11:50 pmHOU-ORD
5h 25m1 stop
$262American Airlines
Find Deal
Fri, Feb 7 - Sun, Feb 9
8:15 am - 5:26 pmMDW-HOU
9h 11m1 stop
$52Frontier
Find Deal
Wed, Feb 5
8:15 am - 5:26 pmMDW-HOU
9h 11m1 stop
$53Frontier
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Wed, Jan 22
1:40 pm - 4:30 pmMDW-HOU
2h 50mnonstop
$79Southwest
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Tue, Jan 21
5:20 am - 8:15 amMDW-HOU
2h 55mnonstop
$99Southwest
Find Deal
Mon, Jan 20
11:05 am - 5:44 pmORD-HOU
6h 39m1 stop
$108Delta
Find Deal
Tue, Jan 14
5:07 pm - 10:29 pmMDW-HOU
5h 22m1 stop
$108Delta
Find Deal
Tue, Jan 14
5:00 am - 9:45 amORD-HOU
4h 45m1 stop
$128American Airlines
Find Deal
Tue, Jan 21
1:13 pm - 7:45 pmORD-HOU
6h 32m1 stop
$144American Airlines
Find Deal
Wed, Jan 22
11:08 am - 8:29 amMDW-HOU
21h 21m2 stops
$249Allegiant Air
Find Deal
Sun, Apr 20
11:08 am - 8:29 amMDW-HOU
21h 21m2 stops
$255Allegiant Air
Find Deal
Sun, Apr 20
6:00 am - 7:09 pmORD-HOU
13h 09m1 stop
6:16 pm - 2:02 pmHOU-ORD
19h 46m1 stop
$385Frontier
Find Deal
Mon, Dec 23 - Wed, Jan 29
6:00 am - 7:09 pmORD-HOU
13h 09m1 stop
7:59 pm - 1:20 pmHOU-ORD
17h 21m1 stop
$463Frontier
Find Deal
Wed, Dec 25 - Mon, Dec 30
5:50 am - 8:40 amMDW-HOU
2h 50mnonstop
2:35 pm - 5:00 pmHOU-MDW
2h 25mnonstop
$513Southwest
Find Deal
Mon, Dec 23 - Thu, Jan 30
9:15 am - 1:40 pmMDW-HOU
4h 25m1 stop
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$518Southwest
Find Deal
Mon, Dec 23 - Thu, Jan 30
6:00 am - 7:09 pmORD-HOU
13h 09m1 stop
7:47 pm - 10:44 pmHOU-ORD
26h 57m1 stop
$521Frontier
Find Deal
Mon, Dec 23 - Fri, Jan 3
6:00 am - 7:09 pmORD-HOU
13h 09m1 stop
7:47 pm - 10:44 pmHOU-ORD
26h 57m1 stop
$522Frontier
Find Deal
Mon, Dec 23 - Fri, Jan 3
5:25 pm - 10:28 pmORD-HOU
5h 03m1 stop
6:37 pm - 11:59 pmHOU-ORD
5h 22m1 stop
$566Delta
Find Deal
Mon, Dec 23 - Wed, Jan 29
5:03 pm - 10:28 pmMDW-HOU
5h 25m1 stop
6:00 am - 11:59 amHOU-MDW
5h 59m1 stop
$566Delta
Find Deal
Mon, Dec 23 - Wed, Jan 29
6:00 am - 11:54 amORD-HOU
5h 54m1 stop
10:15 am - 3:26 pmHOU-ORD
5h 11m1 stop
$586American Airlines
Find Deal
Mon, Dec 23 - Tue, Jan 7
5:00 am - 9:46 amORD-HOU
4h 46m1 stop
9:05 am - 2:04 pmHOU-ORD
4h 59m1 stop
$636American Airlines
Find Deal
Sun, Dec 22 - Tue, Dec 31
6:10 am - 9:05 amMDW-HOU
2h 55mnonstop
11:20 am - 1:45 pmHOU-MDW
2h 25mnonstop
$153Southwest
Find Deal
Wed, Feb 26 - Wed, Feb 26
8:25 am - 11:15 amMDW-HOU
2h 50mnonstop
2:35 pm - 5:00 pmHOU-MDW
2h 25mnonstop
$158Southwest
Find Deal
Tue, Feb 11 - Tue, Feb 25
6:10 am - 9:05 amMDW-HOU
2h 55mnonstop
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$178Southwest
Find Deal
Tue, Jan 14 - Tue, Jan 21
5:15 am - 8:10 amMDW-HOU
2h 55mnonstop
5:20 am - 7:40 amHOU-MDW
2h 20mnonstop
$198Southwest
Find Deal
Thu, Feb 27 - Sun, Mar 2
9:20 pm - 12:05 amMDW-HOU
2h 45mnonstop
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$218Southwest
Find Deal
Sun, Jan 12 - Wed, Jan 15
10:40 pm - 1:25 amMDW-HOU
2h 45mnonstop
6:50 am - 9:10 amHOU-MDW
2h 20mnonstop
$233Southwest
Find Deal
Thu, Feb 13 - Sat, Feb 15
5:20 am - 8:15 amMDW-HOU
2h 55mnonstop
5:55 am - 8:20 amHOU-MDW
2h 25mnonstop
$236Southwest
Find Deal
Sun, Jan 12 - Thu, Jan 16
8:40 pm - 11:25 pmMDW-HOU
2h 45mnonstop
5:55 am - 8:20 amHOU-MDW
2h 25mnonstop
$238Southwest
Find Deal
Fri, Jan 10 - Sun, Jan 12
6:00 am - 8:55 amMDW-HOU
2h 55mnonstop
11:30 am - 1:55 pmHOU-MDW
2h 25mnonstop
$243Southwest
Find Deal
Sat, Feb 1 - Sat, Feb 1
9:05 am - 11:55 amMDW-HOU
2h 50mnonstop
8:00 am - 10:25 amHOU-MDW
2h 25mnonstop
$248Southwest
Find Deal
Sat, Jan 18 - Sat, Feb 8

Frontier flights from Chicago to Houston Hobby Airport

Our best Frontier deals on Chicago to Houston Hobby Airport flight tickets
Frontier
Jan 8
MDW8:15 amChicago Midway
9h 13m
1 stop
HOU5:28 pmHouston Hobby
Jan 15
HOU6:18 pmHouston Hobby
5h 55m
1 stop
MDW12:13 amChicago Midway
Frontier
Jan 8
MDW8:15 amChicago Midway
9h 13m
1 stop
HOU5:28 pmHouston Hobby
Jan 15
HOU6:18 pmHouston Hobby
5h 55m
1 stop
MDW12:13 amChicago Midway
Frontier
Jan 8
MDW8:15 amChicago Midway
9h 13m
1 stop
HOU5:28 pmHouston Hobby
Jan 15
HOU6:18 pmHouston Hobby
5h 55m
1 stop
MDW12:13 amChicago 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
Jan 17
ORD5:00 amChicago O'Hare Intl
4h 45m
1 stop
HOU9:45 amHouston Hobby
Jan 19
HOU6:00 amHouston Hobby
5h 12m
1 stop
ORD11:12 amChicago O'Hare Intl
American Airlines
Feb 7
ORD5:00 amChicago O'Hare Intl
4h 45m
1 stop
HOU9:45 amHouston Hobby
Feb 9
HOU6:25 pmHouston Hobby
5h 25m
1 stop
ORD11:50 pmChicago O'Hare Intl
American Airlines
Jan 11
ORD5:00 amChicago O'Hare Intl
4h 45m
1 stop
HOU9:45 amHouston Hobby
Jan 14
HOU12:14 pmHouston Hobby
5h 24m
1 stop
ORD5:38 pmChicago 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 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 $188. 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 $304.

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 afternoon. momondo users have found flights departing from Chicago to Houston Hobby Airport in the afternoon for as low as $177. 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 evening because they tend to be around $239. 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?

We recommend purchasing flights from Chicago to Houston Hobby Airport 40 days ahead of your departure date because this is when momondo users tend to see the best flight rates. On average, our users have found flights to Houston Hobby Airport for $222. Keep in mind that you might also find cheap flights to Houston Hobby Airport outside of this time window. In fact, momondo users recently found flights from Chicago to Houston Hobby Airport for $116.

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?

You could potentially save up to 34% on your flight if you consider stops on a Chicago to Houston Hobby Airport flight.

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

As of December 2024, prices for Chicago to Houston Hobby Airport flights are approximately 42% 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

$52

Fastest flight time

2h 45m

Direct flights

Every day
The best one-way flight to Houston Hobby Airport from Chicago in the past 72 hours is $52. The best round-trip flight deal from Chicago to Houston Hobby Airport found on momondo in the last 72 hours is $106.
The fastest flight from Chicago to Houston Hobby Airport takes 2h 45m
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 45m, 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 $61Free CancellationRating
6.1
3,474 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $70Free CancellationRating
6.3
8,112 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $141Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $155Free CancellationRating
7.4
9,035 reviews
Search United Airlines flights
SouthwestPriceFrom $178Free CancellationRating
8.1
4,814 reviews
Search Southwest flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,597 reviews
Search Delta flights
  • Southwest Flights From Chicago to Houston Hobby Airport

    Across 34 Southwest flights from Chicago to Houston Hobby Airport this week, the average price was $355, with the best Southwest deals starting from $178 round-trip. 4,814 users have rated Southwest on momondo, with an average score of 8.1/10.


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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