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Cheap flights from Chicago Midway Airport to Houston Hobby Airport from $40

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 Hobby Airport departing on 1/15. 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 Midway Airport to Houston

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport 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 Midway Airport to Houston.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport 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 Midway Airport to Houston

Find recent round-trip train or bus tickets from Chicago Midway Airport 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
6:16 pm - 12:17 amHOU-MDW
6h 01m1 stop
$99Frontier
Find Deal
Wed, Jan 15 - Wed, Jan 22
8:15 am - 5:28 pmMDW-HOU
9h 13m1 stop
6:16 pm - 12:17 amHOU-MDW
6h 01m1 stop
$104Frontier
Find Deal
Wed, Jan 15 - Wed, Jan 22
8:15 am - 5:26 pmMDW-HOU
9h 11m1 stop
6:16 pm - 12:17 amHOU-MDW
6h 01m1 stop
$114Frontier
Find Deal
Wed, Jan 22 - Sun, Feb 2
7:15 am - 9:36 amMDW-HOU
26h 21m1 stop
6:16 pm - 12:17 amHOU-MDW
6h 01m1 stop
$118Frontier
Find Deal
Thu, Jan 16 - Wed, Jan 22
6:10 am - 9:05 amMDW-HOU
2h 55mnonstop
8:00 am - 10:25 amHOU-MDW
2h 25mnonstop
$158Southwest
Find Deal
Tue, Jan 21 - Sat, Feb 1
6:00 am - 8:55 amMDW-HOU
2h 55mnonstop
2:35 pm - 5:00 pmHOU-MDW
2h 25mnonstop
$178Southwest
Find Deal
Sat, Jan 11 - Mon, Jan 13
7:15 am - 12:45 pmMDW-HOU
5h 30m1 stop
11:30 am - 1:55 pmHOU-MDW
2h 25mnonstop
$187Southwest
Find Deal
Tue, Jan 21 - Sat, Feb 1
3:41 pm - 9:25 pmMDW-HOU
5h 44m1 stop
5:00 pm - 10:20 pmHOU-MDW
5h 20m1 stop
$216Delta
Find Deal
Sat, Feb 1 - Sat, Feb 8
3:41 pm - 9:25 pmMDW-HOU
5h 44m1 stop
6:00 am - 11:59 amHOU-MDW
5h 59m1 stop
$247Delta
Find Deal
Sat, Jan 18 - Tue, Jan 21
12:44 pm - 5:47 pmMDW-HOU
5h 03m1 stop
3:10 pm - 10:06 pmHOU-MDW
6h 56m1 stop
$306Delta
Find Deal
Wed, Dec 18 - Wed, Dec 25
8:15 am - 5:28 pmMDW-HOU
9h 13m1 stop
$40Frontier
Find Deal
Wed, Jan 15
8:15 am - 5:26 pmMDW-HOU
9h 11m1 stop
$50Frontier
Find Deal
Wed, Feb 5
8:15 am - 5:26 pmMDW-HOU
9h 11m1 stop
$54Frontier
Find Deal
Wed, Jan 29
8:15 am - 5:28 pmMDW-HOU
9h 13m1 stop
$55Frontier
Find Deal
Wed, Jan 15
8:15 am - 9:36 amMDW-HOU
25h 21m1 stop
$59Frontier
Find Deal
Tue, Feb 11
6:00 am - 8:55 amMDW-HOU
2h 55mnonstop
$79Southwest
Find Deal
Sat, Feb 1
8:40 pm - 11:25 pmMDW-HOU
2h 45mnonstop
$99Southwest
Find Deal
Thu, Jan 9
3:41 pm - 9:25 pmMDW-HOU
5h 44m1 stop
$108Delta
Find Deal
Sat, Feb 1
10:38 am - 5:47 pmMDW-HOU
7h 09m1 stop
$128Delta
Find Deal
Wed, Dec 18
11:08 am - 8:29 amMDW-HOU
21h 21m2 stops
$283Allegiant Air
Find Deal
Sun, Apr 13
7:15 am - 9:33 amMDW-HOU
26h 18m1 stop
6:16 pm - 12:13 amHOU-MDW
5h 57m1 stop
$284Frontier
Find Deal
Sun, Dec 8 - Wed, Dec 11
8:50 pm - 11:35 pmMDW-HOU
2h 45mnonstop
5:25 am - 7:50 amHOU-MDW
2h 25mnonstop
$295Southwest
Find Deal
Mon, Dec 9 - Fri, Dec 13
8:50 pm - 11:35 pmMDW-HOU
2h 45mnonstop
1:10 pm - 5:30 pmHOU-MDW
4h 20m1 stop
$330Southwest
Find Deal
Mon, Dec 9 - Thu, Dec 12
8:50 pm - 11:35 pmMDW-HOU
2h 45mnonstop
11:10 am - 3:55 pmHOU-MDW
4h 45m1 stop
$335Southwest
Find Deal
Mon, Dec 9 - Fri, Dec 13
8:50 pm - 11:35 pmMDW-HOU
2h 45mnonstop
6:35 pm - 9:00 pmHOU-MDW
2h 25mnonstop
$338Southwest
Find Deal
Mon, Dec 9 - Tue, Dec 10
3:10 pm - 9:10 pmMDW-HOU
6h 00m2 stops
1:50 pm - 4:15 pmHOU-MDW
2h 25mnonstop
$340Southwest
Find Deal
Mon, Dec 9 - Fri, Dec 13
7:15 am - 9:33 amMDW-HOU
26h 18m1 stop
10:36 am - 12:13 amHOU-MDW
13h 37m1 stop
$573Frontier
Find Deal
Thu, Dec 5 - Thu, Dec 12
6:00 am - 12:29 pmMDW-HOU
6h 29m1 stop
10:21 am - 4:12 pmHOU-MDW
5h 51m1 stop
$616Delta
Find Deal
Fri, Dec 6 - Tue, Dec 10
12:43 pm - 6:05 pmMDW-HOU
5h 22m1 stop
10:35 am - 4:17 pmHOU-MDW
5h 42m1 stop
$691Delta
Find Deal
Thu, Dec 5 - Thu, Dec 19
4:58 pm - 10:58 pmMDW-HOU
6h 00m1 stop
10:21 am - 4:12 pmHOU-MDW
5h 51m1 stop
$695Delta
Find Deal
Fri, Dec 6 - Sun, Dec 8
6:10 am - 9:05 amMDW-HOU
2h 55mnonstop
8:00 am - 10:25 amHOU-MDW
2h 25mnonstop
$158Southwest
Find Deal
Tue, Jan 21 - Sat, Feb 1
6:00 am - 8:55 amMDW-HOU
2h 55mnonstop
2:35 pm - 5:00 pmHOU-MDW
2h 25mnonstop
$178Southwest
Find Deal
Sat, Jan 11 - Mon, Jan 13
6:00 am - 8:55 amMDW-HOU
2h 55mnonstop
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$193Southwest
Find Deal
Sat, Jan 18 - Tue, Jan 21
6:10 am - 9:05 amMDW-HOU
2h 55mnonstop
8:20 pm - 10:40 pmHOU-MDW
2h 20mnonstop
$198Southwest
Find Deal
Thu, Jan 9 - Thu, Jan 9
6:10 am - 9:05 amMDW-HOU
2h 55mnonstop
8:25 pm - 10:45 pmHOU-MDW
2h 20mnonstop
$233Southwest
Find Deal
Fri, Jan 10 - Sun, Jan 12
10:40 pm - 1:25 amMDW-HOU
2h 45mnonstop
5:00 pm - 7:25 pmHOU-MDW
2h 25mnonstop
$239Southwest
Find Deal
Fri, Feb 21 - Mon, Feb 24
5:00 am - 7:50 amMDW-HOU
2h 50mnonstop
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$268Southwest
Find Deal
Sat, Dec 14 - Fri, Jan 31
7:00 am - 9:50 amMDW-HOU
2h 50mnonstop
11:50 am - 2:15 pmHOU-MDW
2h 25mnonstop
$278Southwest
Find Deal
Tue, Dec 17 - Wed, Dec 18
8:50 pm - 11:35 pmMDW-HOU
2h 45mnonstop
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$283Southwest
Find Deal
Tue, Dec 31 - Tue, Jan 7
7:55 pm - 10:40 pmMDW-HOU
2h 45mnonstop
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$298Southwest
Find Deal
Thu, Jan 2 - Thu, Jan 9

Frontier flights from Chicago Midway Airport to Houston Hobby Airport

Our best Frontier deals on Chicago Midway Airport to Houston Hobby Airport flight tickets
Frontier
Jan 15
MDW8:15 amChicago Midway
9h 13m
1 stop
HOU5:28 pmHouston Hobby
Jan 22
HOU6:16 pmHouston Hobby
6h 01m
1 stop
MDW12:17 amChicago Midway
Frontier
Jan 15
MDW8:15 amChicago Midway
9h 13m
1 stop
HOU5:28 pmHouston Hobby
Jan 22
HOU6:16 pmHouston Hobby
6h 01m
1 stop
MDW12:17 amChicago Midway
Frontier
Jan 22
MDW8:15 amChicago Midway
9h 11m
1 stop
HOU5:26 pmHouston Hobby
Feb 2
HOU6:16 pmHouston Hobby
6h 01m
1 stop
MDW12:17 amChicago Midway

Southwest flights from Chicago Midway Airport to Houston Hobby Airport

Our best Southwest deals on Chicago Midway Airport to Houston Hobby Airport flight tickets
Southwest
Jan 21
MDW6:10 amChicago Midway
2h 55m
HOU9:05 amHouston Hobby
Feb 1
HOU8:00 amHouston Hobby
2h 25m
MDW10:25 amChicago Midway
Southwest
Jan 11
MDW6:00 amChicago Midway
2h 55m
HOU8:55 amHouston Hobby
Jan 13
HOU2:35 pmHouston Hobby
2h 25m
MDW5:00 pmChicago Midway
Southwest
Jan 21
MDW7:15 amChicago Midway
5h 30m
1 stop
HOU12:45 pmHouston Hobby
Feb 1
HOU11:30 amHouston Hobby
2h 25m
MDW1:55 pmChicago Midway

See travel insights to Houston from

How to get the cheapest flight ticket from Chicago Midway Airport 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 Midway Airport 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 Midway Airport 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 $298.

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 Midway Airport to Houston Hobby Airport in the afternoon for as low as $182. 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 $244. 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 Hobby flight route?

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

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

We recommend purchasing flights from Chicago Midway Airport to Houston Hobby Airport 33 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 $220. 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 Midway Airport to Houston Hobby Airport for $128.

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

There are 1 cabin classes available to choose from on Chicago Midway 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 Midway Airport to Houston Hobby Airport flights?

You could potentially save up to 49% on your flight if you consider stops on a Chicago Midway Airport to Houston Hobby Airport flight.

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

As of December 2024, prices for Chicago Midway Airport to Houston Hobby Airport flights are approximately 34% cheaper when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to Houston Hobby Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport 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 Midway Airport to Houston Hobby Airport (MDW to HOU) flight deals and tips

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

Best Price Found

$40

Fastest flight time

2h 40m

Direct flights

Every day
The best one-way flight to Houston Hobby Airport from Chicago Midway Airport in the past 72 hours is $40. The best round-trip flight deal from Chicago Midway Airport to Houston Hobby Airport found on momondo in the last 72 hours is $99.
The fastest flight from Chicago Midway Airport to Houston Hobby Airport takes 2h 40m
Direct flights go from Chicago Midway Airport to Houston Hobby Airport every day.

  • How far is Chicago Midway to Houston Hobby by plane?

    A flight from Chicago Midway to Houston Hobby will travel around 937.5 mi. By plane, this route typically takes 2h 40m.

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

    Prices for flights from Chicago Midway Airport to Houston Hobby Airport are refreshed on a daily basis.

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

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

    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 Hobby Airport.

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

    The travel and health documents required for your trip to Houston Hobby Airport 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 Hobby Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

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


Best airlines flying from Chicago Midway Airport to Houston Hobby Airport

Compare and see reviews for airlines that fly from Chicago Midway Airport to Houston Hobby Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $75Free CancellationRating
6.1
3,508 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $84Free CancellationRating
6.3
8,146 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $189Free CancellationRating
8.1
4,944 reviews
Search Southwest flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,687 reviews
Search Delta flights
  • Southwest Flights From Chicago Midway Airport to Houston Hobby Airport

    Across 25 Southwest flights from Chicago Midway Airport to Houston Hobby Airport this week, the average price was $350, with the best Southwest deals starting from $189 round-trip. 4,944 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?

Yes. All flights to Houston from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Houston?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Houston from Chicago.

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

Of course. momondo tracks the price of Chicago to Houston flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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