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Cheap flights from Chicago Midway Airport to Houston Hobby Airport from $55

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 1/22. 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 - 5:26 pmMDW-HOU
9h 11m1 stop
6:16 pm - 12:17 amHOU-MDW
6h 01m1 stop
$108Frontier
Find Deal
Wed, Jan 22 - Wed, Jan 29
7:15 am - 9:36 amMDW-HOU
26h 21m1 stop
10:36 am - 12:17 amHOU-MDW
13h 41m1 stop
$109Frontier
Find Deal
Thu, Feb 6 - Mon, Feb 10
8:15 am - 5:26 pmMDW-HOU
9h 11m1 stop
6:16 pm - 12:17 amHOU-MDW
6h 01m1 stop
$110Frontier
Find Deal
Wed, Jan 22 - Wed, Jan 29
8:15 am - 5:26 pmMDW-HOU
9h 11m1 stop
10:36 am - 12:17 amHOU-MDW
13h 41m1 stop
$116Frontier
Find Deal
Wed, Feb 5 - Wed, Feb 19
6:00 pm - 8:45 pmMDW-HOU
2h 45mnonstop
5:25 am - 7:45 amHOU-MDW
2h 20mnonstop
$151Southwest
Find Deal
Wed, Mar 26 - Wed, Apr 2
6:10 am - 9:05 amMDW-HOU
2h 55mnonstop
6:50 am - 9:10 amHOU-MDW
2h 20mnonstop
$157Southwest
Find Deal
Wed, Feb 19 - Sat, Feb 22
9:20 pm - 12:05 amMDW-HOU
2h 45mnonstop
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$177Southwest
Find Deal
Thu, Feb 6 - Wed, Feb 12
6:00 am - 2:12 pmMDW-HOU
8h 12m1 stop
6:00 am - 11:59 amHOU-MDW
5h 59m1 stop
$217Delta
Find Deal
Sat, Jan 25 - Tue, Jan 28
5:07 pm - 10:29 pmMDW-HOU
5h 22m1 stop
6:00 am - 11:59 amHOU-MDW
5h 59m1 stop
$239Delta
Find Deal
Fri, Jan 24 - Tue, Jan 28
3:41 pm - 9:25 pmMDW-HOU
5h 44m1 stop
6:00 am - 11:59 amHOU-MDW
5h 59m1 stop
$268Delta
Find Deal
Sun, Feb 9 - Tue, Feb 11
8:15 am - 5:26 pmMDW-HOU
9h 11m1 stop
$55Frontier
Find Deal
Wed, Jan 22
8:15 am - 5:26 pmMDW-HOU
9h 11m1 stop
$57Frontier
Find Deal
Wed, Feb 5
8:15 am - 5:26 pmMDW-HOU
9h 11m1 stop
$58Frontier
Find Deal
Wed, Feb 5
7:05 am - 9:36 amMDW-HOU
26h 31m1 stop
$59Frontier
Find Deal
Tue, Feb 18
9:20 pm - 12:05 amMDW-HOU
2h 45mnonstop
$76Southwest
Find Deal
Tue, Mar 18
8:25 am - 11:15 amMDW-HOU
2h 50mnonstop
$79Southwest
Find Deal
Tue, Feb 4
3:41 pm - 9:25 pmMDW-HOU
5h 44m1 stop
$109Delta
Find Deal
Sat, Feb 1
6:00 am - 9:45 amMDW-HOU
27h 45m1 stop
$137Delta
Find Deal
Tue, Apr 1
10:08 am - 8:29 amMDW-HOU
22h 21m2 stops
$232Allegiant Air
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Sun, Apr 27
11:08 am - 8:29 amMDW-HOU
21h 21m2 stops
$235Allegiant Air
Find Deal
Sun, Apr 13
7:15 am - 9:33 amMDW-HOU
26h 18m1 stop
6:18 pm - 12:13 amHOU-MDW
5h 55m1 stop
$213Frontier
Find Deal
Thu, Jan 9 - Sun, Jan 12
8:25 am - 11:15 amMDW-HOU
2h 50mnonstop
5:55 am - 8:20 amHOU-MDW
2h 25mnonstop
$337Southwest
Find Deal
Thu, Jan 9 - Sun, Jan 12
6:10 am - 9:05 amMDW-HOU
2h 55mnonstop
6:25 pm - 10:55 pmHOU-MDW
4h 30m1 stop
$347Southwest
Find Deal
Thu, Jan 9 - Sun, Jan 12
8:15 am - 5:28 pmMDW-HOU
9h 13m1 stop
6:18 pm - 12:13 amHOU-MDW
5h 55m1 stop
$370Frontier
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
$374Frontier
Find Deal
Wed, Jan 8 - Wed, Jan 15
1:05 pm - 5:45 pmMDW-HOU
4h 40m1 stop
4:00 pm - 9:10 pmHOU-MDW
5h 10m1 stop
$387Southwest
Find Deal
Thu, Jan 9 - Sun, Jan 12
8:15 am - 5:28 pmMDW-HOU
9h 13m1 stop
10:36 am - 12:13 amHOU-MDW
13h 37m1 stop
$421Frontier
Find Deal
Wed, Jan 8 - Mon, Jan 13
5:03 pm - 10:28 pmMDW-HOU
5h 25m1 stop
10:25 am - 2:53 pmHOU-MDW
4h 28m1 stop
$688Delta
Find Deal
Sun, Jan 5 - Sat, Jan 11
5:03 pm - 10:28 pmMDW-HOU
5h 25m1 stop
10:25 am - 4:21 pmHOU-MDW
5h 56m1 stop
$713Delta
Find Deal
Sun, Jan 5 - Mon, Jan 13
10:57 am - 5:44 pmMDW-HOU
6h 47m1 stop
10:25 am - 4:21 pmHOU-MDW
5h 56m1 stop
$847Delta
Find Deal
Tue, Jan 7 - Thu, Jan 9
5:30 am - 8:15 amMDW-HOU
2h 45mnonstop
5:25 am - 7:45 amHOU-MDW
2h 20mnonstop
$151Southwest
Find Deal
Wed, Mar 26 - Wed, Apr 2
8:30 am - 11:20 amMDW-HOU
2h 50mnonstop
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$177Southwest
Find Deal
Mon, Feb 10 - Wed, Feb 19
2:50 pm - 5:40 pmMDW-HOU
2h 50mnonstop
1:50 pm - 4:15 pmHOU-MDW
2h 25mnonstop
$192Southwest
Find Deal
Sat, Feb 1 - Sat, Feb 8
2:50 pm - 5:40 pmMDW-HOU
2h 50mnonstop
5:55 am - 8:20 amHOU-MDW
2h 25mnonstop
$197Southwest
Find Deal
Sat, Feb 1 - Sun, Feb 2
6:35 pm - 9:30 pmMDW-HOU
2h 55mnonstop
8:20 pm - 10:40 pmHOU-MDW
2h 20mnonstop
$212Southwest
Find Deal
Sat, Mar 1 - Wed, Mar 5
9:20 pm - 12:05 amMDW-HOU
2h 45mnonstop
8:25 pm - 10:45 pmHOU-MDW
2h 20mnonstop
$217Southwest
Find Deal
Thu, Feb 6 - Mon, Feb 10
8:40 pm - 11:25 pmMDW-HOU
2h 45mnonstop
5:20 am - 7:40 amHOU-MDW
2h 20mnonstop
$218Southwest
Find Deal
Wed, Feb 12 - Sun, Feb 16
5:15 am - 8:10 amMDW-HOU
2h 55mnonstop
5:55 am - 8:20 amHOU-MDW
2h 25mnonstop
$232Southwest
Find Deal
Thu, Feb 27 - Mon, Mar 3
9:20 pm - 12:05 amMDW-HOU
2h 45mnonstop
6:55 am - 9:15 amHOU-MDW
2h 20mnonstop
$237Southwest
Find Deal
Fri, Jan 17 - Tue, Jan 28
10:40 pm - 1:25 amMDW-HOU
2h 45mnonstop
5:20 am - 7:40 amHOU-MDW
2h 20mnonstop
$238Southwest
Find Deal
Thu, Feb 13 - Sun, Feb 16

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
Mar 26
MDW6:00 pmChicago Midway
2h 45m
HOU8:45 pmHouston Hobby
Apr 2
HOU5:25 amHouston Hobby
2h 20m
MDW7:45 amChicago Midway
Southwest
Feb 19
MDW6:10 amChicago Midway
2h 55m
HOU9:05 amHouston Hobby
Feb 22
HOU6:50 amHouston Hobby
2h 20m
MDW9:10 amChicago Midway
Southwest
Feb 6
MDW9:20 pmChicago Midway
2h 45m
HOU12:05 amHouston Hobby
Feb 12
HOU6:55 amHouston Hobby
2h 20m
MDW9:15 amChicago Midway

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 22
MDW8:15 amChicago Midway
9h 11m
1 stop
HOU5:26 pmHouston Hobby
Jan 29
HOU6:16 pmHouston Hobby
6h 01m
1 stop
MDW12:17 amChicago Midway
Frontier
Feb 6
MDW7:15 amChicago Midway
26h 21m
1 stop
HOU9:36 amHouston Hobby
Feb 10
HOU10:36 amHouston Hobby
13h 41m
1 stop
MDW12:17 amChicago Midway
Frontier
Jan 22
MDW8:15 amChicago Midway
9h 11m
1 stop
HOU5:26 pmHouston Hobby
Jan 29
HOU6:16 pmHouston Hobby
6h 01m
1 stop
MDW12:17 amChicago 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 $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 Midway Airport 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 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 53 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 $211. 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 $60.

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 23% 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 January 2025, prices for Chicago Midway Airport to Houston Hobby Airport flights are approximately 23% 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

$55

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 $55. The best round-trip flight deal from Chicago Midway Airport to Houston Hobby Airport found on momondo in the last 72 hours is $108.
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
3,452 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $84Free CancellationRating
6.3
8,096 reviews
Search Spirit Airlines flights
DeltaPriceFrom $176Free CancellationRating
8.0
8,527 reviews
Search Delta flights
SouthwestPriceFrom $178Free CancellationRating
8.1
4,688 reviews
Search Southwest flights
  • Southwest Flights From Chicago Midway Airport to Houston Hobby Airport

    Across 9 Southwest flights from Chicago Midway Airport to Houston Hobby Airport this week, the average price was $349, with the best Southwest deals starting from $178 round-trip. 4,688 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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