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Cheap flights from Houston George Bush Intcntl Airport to Chicago Midway Airport from $36

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Houston George Bush Intcntl Airport to Chicago Midway Airport departing on 3/12. 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 Houston George Bush Intcntl Airport to Chicago

Cheap round-trip flights

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

Cheap last minute flights

Planning a quick getaway from Houston George Bush Intcntl Airport to Chicago? 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 Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Houston George Bush Intcntl Airport to Chicago

Find recent round-trip train or bus tickets from Houston George Bush Intcntl Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
9:41 am - 12:10 pmIAH-MDW
2h 29mnonstop
6:00 am - 8:51 amMDW-IAH
2h 51mnonstop
$72Frontier
Find Deal
Wed, Apr 2 - Wed, Apr 9
1:15 pm - 3:46 pmIAH-MDW
2h 31mnonstop
9:25 am - 12:15 pmMDW-IAH
2h 50mnonstop
$73Frontier
Find Deal
Wed, Mar 12 - Wed, Mar 19
12:35 pm - 3:06 pmIAH-MDW
2h 31mnonstop
9:25 am - 12:15 pmMDW-IAH
2h 50mnonstop
$89Frontier
Find Deal
Wed, Mar 5 - Wed, Mar 12
1:43 pm - 9:51 pmIAH-MDW
8h 08m1 stop
9:25 am - 12:15 pmMDW-IAH
2h 50mnonstop
$91Frontier
Find Deal
Wed, Mar 12 - Wed, Mar 19
7:48 pm - 10:19 pmIAH-MDW
2h 31mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$96Frontier
Find Deal
Thu, Feb 6 - Mon, Feb 10
8:00 pm - 10:42 pmIAH-MDW
2h 42mnonstop
6:00 am - 2:52 pmMDW-IAH
8h 52m1 stop
$101Frontier
Find Deal
Wed, Apr 30 - Sun, May 4
8:01 pm - 12:17 amIAH-MDW
28h 16m1 stop
6:48 pm - 7:28 amMDW-IAH
12h 40m1 stop
Sat, Feb 15 - Mon, Feb 17
5:25 am - 1:05 pmIAH-MDW
7h 40m1 stop
5:05 pm - 11:59 pmMDW-IAH
6h 54m1 stop
$211Delta
Find Deal
Tue, Feb 4 - Tue, Feb 4
5:25 am - 1:05 pmIAH-MDW
7h 40m1 stop
10:19 am - 4:06 pmMDW-IAH
5h 47m1 stop
$217Delta
Find Deal
Mon, Feb 3 - Tue, Feb 11
3:58 pm - 10:20 pmIAH-MDW
6h 22m1 stop
5:05 pm - 11:59 pmMDW-IAH
6h 54m1 stop
$219Delta
Find Deal
Sat, Feb 1 - Tue, Feb 4
1:15 pm - 3:46 pmIAH-MDW
2h 31mnonstop
$36Frontier
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Wed, Mar 12
8:00 pm - 10:42 pmIAH-MDW
2h 42mnonstop
$38Frontier
Find Deal
Wed, Apr 30
1:15 pm - 3:46 pmIAH-MDW
2h 31mnonstop
$43Frontier
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Wed, Mar 26
3:43 pm - 10:09 pmIAH-MDW
6h 26m1 stop
$50Frontier
Find Deal
Tue, Feb 25
3:43 pm - 10:09 pmIAH-MDW
6h 26m1 stop
$51Frontier
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Tue, Feb 25
12:35 pm - 3:06 pmIAH-MDW
2h 31mnonstop
$54Frontier
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Wed, Feb 12
11:54 am - 6:11 pmIAH-MDW
6h 17m1 stop
$109Delta
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Fri, Feb 7
3:10 pm - 5:35 pmIAH-MDW
26h 25m3 stops
Mon, Mar 3
5:20 am - 12:32 pmIAH-MDW
7h 12m1 stop
$209Delta
Find Deal
Sat, Apr 5
10:45 am - 6:04 pmIAH-MDW
7h 19m1 stop
$210Delta
Find Deal
Sat, Jun 7
7:58 pm - 5:33 amIAH-MDW
9h 35m1 stop
7:00 am - 4:32 pmMDW-IAH
9h 32m1 stop
$219Frontier
Find Deal
Mon, Jan 6 - Sun, Jan 19
7:30 am - 12:13 amIAH-MDW
16h 43m1 stop
7:30 am - 6:31 pmMDW-IAH
11h 01m1 stop
$220Frontier
Find Deal
Wed, Jan 8 - Sat, Feb 8
5:04 pm - 7:34 pmIAH-MDW
2h 30mnonstop
7:00 am - 4:32 pmMDW-IAH
9h 32m1 stop
$222Frontier
Find Deal
Mon, Jan 6 - Sun, Jan 19
7:58 pm - 5:33 amIAH-MDW
9h 35m1 stop
7:32 pm - 7:40 amMDW-IAH
12h 08m1 stop
$225Frontier
Find Deal
Mon, Jan 6 - Thu, Jan 9
7:58 pm - 5:33 amIAH-MDW
9h 35m1 stop
7:45 am - 6:27 pmMDW-IAH
10h 42m1 stop
$227Frontier
Find Deal
Mon, Jan 6 - Sun, Jan 12
7:58 pm - 5:33 amIAH-MDW
9h 35m1 stop
7:30 am - 6:31 pmMDW-IAH
11h 01m1 stop
$229Frontier
Find Deal
Mon, Jan 6 - Sat, Jan 18
7:58 pm - 5:33 amIAH-MDW
9h 35m1 stop
12:43 pm - 6:03 pmMDW-IAH
29h 20m2 stops
Mon, Jan 6 - Mon, Jan 13
3:58 pm - 10:20 pmIAH-MDW
6h 22m1 stop
10:19 am - 4:05 pmMDW-IAH
5h 46m1 stop
$557Delta
Find Deal
Mon, Jan 6 - Thu, Jan 9
3:58 pm - 10:20 pmIAH-MDW
6h 22m1 stop
10:57 am - 5:38 pmMDW-IAH
6h 41m1 stop
$617Delta
Find Deal
Wed, Jan 8 - Wed, Jan 15
6:00 am - 11:21 amIAH-MDW
5h 21m1 stop
5:04 pm - 11:41 pmMDW-IAH
6h 37m1 stop
$696Delta
Find Deal
Sat, Jan 4 - Sat, Jan 4
9:41 am - 12:10 pmIAH-MDW
2h 29mnonstop
6:00 am - 8:51 amMDW-IAH
2h 51mnonstop
$72Frontier
Find Deal
Wed, Apr 2 - Wed, Apr 9
1:15 pm - 3:46 pmIAH-MDW
2h 31mnonstop
9:25 am - 12:15 pmMDW-IAH
2h 50mnonstop
$73Frontier
Find Deal
Wed, Mar 12 - Wed, Mar 19
12:35 pm - 3:06 pmIAH-MDW
2h 31mnonstop
9:25 am - 12:15 pmMDW-IAH
2h 50mnonstop
$89Frontier
Find Deal
Wed, Mar 5 - Wed, Mar 12
7:48 pm - 10:19 pmIAH-MDW
2h 31mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$96Frontier
Find Deal
Thu, Feb 6 - Mon, Feb 10
12:35 pm - 3:06 pmIAH-MDW
2h 31mnonstop
8:45 am - 11:35 amMDW-IAH
2h 50mnonstop
$107Frontier
Find Deal
Wed, Feb 12 - Wed, Feb 19
1:15 pm - 3:46 pmIAH-MDW
2h 31mnonstop
7:25 am - 10:15 amMDW-IAH
2h 50mnonstop
$108Frontier
Find Deal
Wed, Mar 12 - Mon, Mar 17
9:41 am - 12:10 pmIAH-MDW
2h 29mnonstop
6:00 am - 8:51 amMDW-IAH
2h 51mnonstop
$111Frontier
Find Deal
Wed, Apr 16 - Mon, Apr 21
8:15 pm - 10:46 pmIAH-MDW
2h 31mnonstop
4:27 pm - 7:17 pmMDW-IAH
2h 50mnonstop
$116Frontier
Find Deal
Mon, Jan 27 - Mon, Feb 3
9:41 am - 12:10 pmIAH-MDW
2h 29mnonstop
4:11 pm - 7:10 pmMDW-IAH
2h 59mnonstop
$119Frontier
Find Deal
Wed, Apr 16 - Wed, Apr 23
8:15 pm - 10:46 pmIAH-MDW
2h 31mnonstop
8:45 am - 11:35 amMDW-IAH
2h 50mnonstop
$120Frontier
Find Deal
Mon, Feb 3 - Wed, Feb 12

Frontier flights from Houston George Bush Intcntl Airport to Chicago Midway Airport

Our best Frontier deals on Houston George Bush Intcntl Airport to Chicago Midway Airport flight tickets
Frontier
Apr 2
IAH9:41 amHouston George Bush Intcntl
2h 29m
MDW12:10 pmChicago Midway
Apr 9
MDW6:00 amChicago Midway
2h 51m
IAH8:51 amHouston George Bush Intcntl
Frontier
Mar 12
IAH1:15 pmHouston George Bush Intcntl
2h 31m
MDW3:46 pmChicago Midway
Mar 19
MDW9:25 amChicago Midway
2h 50m
IAH12:15 pmHouston George Bush Intcntl
Frontier
Mar 5
IAH12:35 pmHouston George Bush Intcntl
2h 31m
MDW3:06 pmChicago Midway
Mar 12
MDW9:25 amChicago Midway
2h 50m
IAH12:15 pmHouston George Bush Intcntl

Delta flights from Houston George Bush Intcntl Airport to Chicago Midway Airport

Our best Delta deals on Houston George Bush Intcntl Airport to Chicago Midway Airport flight tickets
Delta
Feb 4
IAH5:25 amHouston George Bush Intcntl
7h 40m
1 stop
MDW1:05 pmChicago Midway
Feb 4
MDW5:05 pmChicago Midway
6h 54m
1 stop
IAH11:59 pmHouston George Bush Intcntl
Delta
Feb 3
IAH5:25 amHouston George Bush Intcntl
7h 40m
1 stop
MDW1:05 pmChicago Midway
Feb 11
MDW10:19 amChicago Midway
5h 47m
1 stop
IAH4:06 pmHouston George Bush Intcntl
Delta
Feb 1
IAH3:58 pmHouston George Bush Intcntl
6h 22m
1 stop
MDW10:20 pmChicago Midway
Feb 4
MDW5:05 pmChicago Midway
6h 54m
1 stop
IAH11:59 pmHouston George Bush Intcntl

See travel insights to Chicago from

How to get the cheapest flight ticket from Houston George Bush Intcntl Airport to Chicago Midway 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 Chicago Midway Airport?

The month of August is, on average, the cheapest month to fly to Chicago Midway Airport from Houston George Bush Intcntl Airport, with most prices found around $123. If you are unable to visit Chicago Midway Airport during the month of August, then departing from Houston George Bush Intcntl Airport during the month June is also very affordable. Most momondo users find prices during this month for around $127.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Sunday is the cheapest day to fly to Chicago Midway Airport from Houston George Bush Intcntl Airport. The lowest ticket price found for a Sunday departure recently was $115. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Houston George Bush Intcntl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $293.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Houston George Bush Intcntl Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $143 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $199. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Houston George Bush Intcntl to Chicago Midway flight route?

Fly from Houston George Bush Intcntl to Chicago Midway for the best Houston George Bush Intcntl - Chicago Midway flight prices

What cabin class options are available on Houston George Bush Intcntl to Chicago Midway flights?

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

You could potentially save up to 38% on your flight if you consider stops on a Houston George Bush Intcntl Airport to Chicago Midway Airport flight.

How have Houston George Bush Intcntl Airport to Chicago Midway Airport flight prices changed over time?

As of January 2025, prices for Houston George Bush Intcntl Airport to Chicago Midway Airport flights are approximately 44% cheaper when compared to flights at the same time last year.

When to book flights from Houston George Bush Intcntl Airport to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Houston George Bush Intcntl Airport to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Houston George Bush Intcntl Airport to Chicago Midway Airport (IAH to MDW) flight deals and tips

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

Best Price Found

$36

Fastest flight time

2h 29m

Direct flights

Mon, Tue, Thu, Fri and Sat
The best one-way flight to Chicago Midway Airport from Houston George Bush Intcntl Airport in the past 72 hours is $36. The best round-trip flight deal from Houston George Bush Intcntl Airport to Chicago Midway Airport found on momondo in the last 72 hours is $72.
The fastest flight from Houston George Bush Intcntl Airport to Chicago Midway Airport takes 2h 29m
Direct flights go from Houston George Bush Intcntl Airport to Chicago Midway Airport on Monday, Tuesday, Thursday, Friday and Saturday. The only airline offering direct flights is Frontier.

  • How far is Houston George Bush Intcntl to Chicago Midway by plane?

    Houston George Bush Intcntl and Chicago Midway are 917.9 mi apart from one another. A reasonable flight in good conditions will take 2h 29m.

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

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

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

  • How old do you have to be to fly from Houston George Bush Intcntl Airport to Chicago Midway 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 Houston George Bush Intcntl Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The required travel and health documents for your Chicago Midway 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 Chicago Midway 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 Houston George Bush Intcntl Airport to Chicago Midway Airport?

  • What is the most popular airline from Houston George Bush Intcntl Airport to Chicago Midway Airport?


Best airlines flying from Houston George Bush Intcntl Airport to Chicago Midway Airport

Compare and see reviews for airlines that fly from Houston George Bush Intcntl Airport to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $72Free CancellationRating
6.1
3,452 reviews
Search Frontier flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,527 reviews
Search Delta flights
  • Frontier Flights From Houston George Bush Intcntl Airport to Chicago Midway Airport

    Frontier is one of the most popular airlines flying from Houston George Bush Intcntl Airport to Chicago Midway Airport, operating 2 flights/week on average for this route. A good Frontier flight deal for Houston George Bush Intcntl Airport to Chicago Midway Airport starts from $72 round-trip, up to an average price of $155. Our users have rated Frontier at 6.1/10.


Why use momondo?

Why should I use momondo to find a flight deal from Houston to Chicago?

It is quick and easy to find Houston to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Houston to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Houston to Chicago flights to just show those with flexible booking policies.

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

momondo helps you find the best flight between Houston and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Houston and alert you when they change.


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