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Cheap flights from Houston George Bush Intcntl Airport to Chicago from $93

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 departing on 9/2. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Houston George Bush Intcntl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
10:53 am - 10:03 pm
IAH
-
MDW
11h 10m
1 stop
Frontier Logo
11:06 am - 7:20 am
MDW
-
IAH
20h 14m
1 stop
$167Frontier
Tue, Aug 4 - Tue, Aug 11
Frontier Logo
12:16 pm - 10:03 pm
IAH
-
MDW
9h 47m
1 stop
Frontier Logo
11:06 am - 10:29 pm
MDW
-
IAH
11h 23m
1 stop
$174Frontier
Wed, Aug 5 - Wed, Aug 12
Frontier Logo
12:16 pm - 10:03 pm
IAH
-
MDW
9h 47m
1 stop
Frontier Logo
11:06 am - 10:29 pm
MDW
-
IAH
11h 23m
1 stop
$175Frontier
Wed, Aug 5 - Wed, Aug 12
Frontier Logo
1:35 pm - 9:58 pm
IAH
-
MDW
8h 23m
1 stop
Frontier Logo
7:25 am - 3:05 pm
MDW
-
IAH
7h 40m
1 stop
$186Frontier
Thu, Sep 10 - Tue, Sep 15
Frontier Logo
8:02 pm - 9:51 am
IAH
-
MDW
13h 49m
1 stop
Frontier Logo
11:06 am - 10:29 pm
MDW
-
IAH
11h 23m
1 stop
$188Frontier
Sun, Aug 9 - Tue, Aug 11
Frontier Logo
8:02 pm - 9:51 am
IAH
-
MDW
13h 49m
1 stop
Frontier Logo
11:06 am - 10:29 pm
MDW
-
IAH
11h 23m
1 stop
$189Frontier
Fri, Aug 7 - Tue, Aug 11
Delta Logo
4:37 pm - 10:36 pm
IAH
-
MDW
5h 59m
1 stop
Delta Logo
10:54 am - 3:42 pm
MDW
-
IAH
4h 48m
1 stop
$199Delta
Tue, Aug 4 - Wed, Aug 12
Delta Logo
5:20 am - 12:39 pm
IAH
-
MDW
7h 19m
1 stop
Delta Logo
6:05 am - 11:15 am
MDW
-
IAH
5h 10m
1 stop
$200Delta
Thu, Aug 13 - Mon, Aug 17
Delta Logo
5:20 am - 12:39 pm
IAH
-
MDW
7h 19m
1 stop
Delta Logo
1:25 pm - 11:52 pm
MDW
-
IAH
10h 27m
2 stops
$204Delta
Thu, Aug 13 - Thu, Aug 20
Frontier Logo
8:02 pm - 11:07 am
IAH
-
MDW
15h 05m
1 stop
Frontier Logo
11:06 am - 10:29 pm
MDW
-
IAH
11h 23m
1 stop
$205Frontier
Mon, Aug 3 - Thu, Aug 6

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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
Aug 4
IAH10:21 amHouston George Bush Intcntl
5h 54m
1 stop
MDW4:15 pmChicago Midway
Aug 11
MDW12:46 pmChicago Midway
7h 08m
1 stop
IAH7:54 pmHouston George Bush Intcntl
$199
Delta
Aug 13
IAH5:20 amHouston George Bush Intcntl
7h 19m
1 stop
MDW12:39 pmChicago Midway
Aug 17
MDW6:05 amChicago Midway
5h 10m
1 stop
IAH11:15 amHouston George Bush Intcntl
$200
Delta
Aug 13
IAH5:20 amHouston George Bush Intcntl
7h 19m
1 stop
MDW12:39 pmChicago Midway
Aug 20
MDW1:25 pmChicago Midway
10h 27m
2 stops
IAH11:52 pmHouston George Bush Intcntl
$204

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
Aug 4
IAH10:53 amHouston George Bush Intcntl
11h 10m
1 stop
MDW10:03 pmChicago Midway
Aug 11
MDW11:06 amChicago Midway
20h 14m
1 stop
IAH7:20 amHouston George Bush Intcntl
$167
Frontier
Aug 5
IAH12:16 pmHouston George Bush Intcntl
9h 47m
1 stop
MDW10:03 pmChicago Midway
Aug 12
MDW11:06 amChicago Midway
11h 23m
1 stop
IAH10:29 pmHouston George Bush Intcntl
$174
Frontier
Aug 5
IAH12:16 pmHouston George Bush Intcntl
9h 47m
1 stop
MDW10:03 pmChicago Midway
Aug 12
MDW11:06 amChicago Midway
11h 23m
1 stop
IAH10:29 pmHouston George Bush Intcntl
$175

momondo Fare Finder

 
Customize your flight search to find flights from Houston George Bush Intcntl Airport to Chicago Midway Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated July 8, 2026.
Use the filters below to find and compare flights from Houston George Bush Intcntl Airport to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Tue 8/4

10:53 am-10:03 pm

1 stop11h 10m

Chicago Midway

Tue 8/11

11:06 am-7:20 am

1 stop20h 14m

$167

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Wed 8/5

12:16 pm-10:03 pm

1 stop9h 47m

Chicago Midway

Wed 8/12

11:06 am-10:29 pm

1 stop11h 23m

$174

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Wed 8/5

12:16 pm-10:03 pm

1 stop9h 47m

Chicago Midway

Wed 8/12

11:06 am-10:29 pm

1 stop11h 23m

$175

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Thu 9/10

1:35 pm-9:58 pm

1 stop8h 23m

Chicago Midway

Tue 9/15

7:25 am-3:05 pm

1 stop7h 40m

$186

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Sun 8/9

8:02 pm-9:51 am

1 stop13h 49m

Chicago Midway

Tue 8/11

11:06 am-10:29 pm

1 stop11h 23m

$188

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Fri 8/7

8:02 pm-9:51 am

1 stop13h 49m

Chicago Midway

Tue 8/11

11:06 am-10:29 pm

1 stop11h 23m

$189
Quickest round-trip

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Tue 8/4

4:37 pm-10:36 pm

1 stop5h 59m

Chicago Midway

Wed 8/12

10:54 am-3:42 pm

1 stop4h 48m

$199

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Thu 8/13

5:20 am-12:39 pm

1 stop7h 19m

Chicago Midway

Mon 8/17

6:05 am-11:15 am

1 stop5h 10m

$200

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Thu 8/13

5:20 am-12:39 pm

1 stop7h 19m

Chicago Midway

Thu 8/20

1:25 pm-11:52 pm

2 stops10h 27m

$204

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Mon 8/3

8:02 pm-11:07 am

1 stop15h 05m

Chicago Midway

Thu 8/6

11:06 am-10:29 pm

1 stop11h 23m

$205

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 typical price of a round-trip flight between Houston George Bush Intcntl Airport and Chicago Midway Airport?

What is the cheapest month to fly to Chicago Midway Airport?

The month of April is, on average, the cheapest month to fly to Chicago Midway Airport from Houston George Bush Intcntl Airport, with most prices found around $94. If you are unable to visit Chicago Midway Airport during the month of April, then departing from Houston George Bush Intcntl Airport during the month February is also very affordable. Most momondo users find prices during this month for around $134.

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

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Houston George Bush Intcntl Airport. The lowest ticket price found for a Saturday departure recently was $311. 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 $428.

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 $246 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $298. 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 Airport to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Houston George Bush Intcntl Airport to Chicago Midway Airport 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?

No. A direct flight is the cheapest option for a flight between Houston George Bush Intcntl Airport to Chicago Midway Airport.

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

As of July 2026, prices for Houston George Bush Intcntl Airport to Chicago Midway Airport flights are approximately 113% more expensive 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

Fastest flight time

5h 54m

Direct flights

None
The fastest flight from Houston George Bush Intcntl Airport to Chicago Midway Airport takes 5h 54m
There are no direct flights from Houston George Bush Intcntl Airport to Chicago Midway Airport. There are no popular flight routes from Houston George Bush Intcntl Airport to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Houston George Bush Intcntl Airport to Chicago Midway Airport

  • 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 5h 54m.

  • 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 $84Free CancellationRating
5.6
2,836 reviews
Search Frontier flights
DeltaPriceFrom $216Free CancellationRating
7.8
8,452 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
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Saint John

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.

An easier way to manage your Chicago Midway Airport trip

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