Cheap flights from Houston George Bush Intcntl Airport to Chicago from $113

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
3:50 pm - 11:46 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
7h 56m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:18 pm - 11:13 pmMDW  Chicago Midway-IAH Houston George Bush Intcntl
9h 55m1 stop Atlanta Hartsfield-Jackson
$190Frontier
Tue, Jan 12 - Sun, Jan 17
Frontier Logo
3:50 pm - 11:46 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
7h 56m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
1:18 pm - 11:13 pmMDW  Chicago Midway-IAH Houston George Bush Intcntl
9h 55m1 stop Atlanta Hartsfield-Jackson
$190Frontier
Fri, Jan 15 - Sun, Jan 17
Frontier Logo
9:41 am - 4:06 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
6h 25m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:02 pm - 8:45 amMDW  Chicago Midway-IAH Houston George Bush Intcntl
15h 43m1 stop Atlanta Hartsfield-Jackson
$190Frontier
Thu, Dec 10 - Sun, Dec 13
Frontier Logo
9:38 pm - 11:33 amIAH  Houston George Bush Intcntl-MDW Chicago Midway
13h 55m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:02 pm - 8:45 amMDW  Chicago Midway-IAH Houston George Bush Intcntl
15h 43m1 stop Atlanta Hartsfield-Jackson
$191Frontier
Mon, Dec 7 - Fri, Dec 11
Frontier Logo
9:41 am - 4:07 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
6h 26m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:02 pm - 8:45 amMDW  Chicago Midway-IAH Houston George Bush Intcntl
15h 43m1 stop Atlanta Hartsfield-Jackson
$192Frontier
Thu, Dec 3 - Mon, Dec 7
Delta Logo
5:25 am - 12:04 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
6h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:28 am - 10:30 pmMDW  Chicago Midway-IAH Houston George Bush Intcntl
11h 02m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
$236Delta
Tue, Dec 1 - Sat, Dec 5
Delta Logo
5:25 am - 12:04 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
6h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
10:24 am - 3:51 pmMDW  Chicago Midway-IAH Houston George Bush Intcntl
5h 27m1 stop Minneapolis St Paul
$239Delta
Wed, Dec 2 - Sat, Dec 5
Delta Logo
7:00 am - 12:04 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
5h 04m1 stop Atlanta Hartsfield-Jackson
Delta Logo
11:28 am - 6:10 pmMDW  Chicago Midway-IAH Houston George Bush Intcntl
6h 42m1 stop Atlanta Hartsfield-Jackson
$239Delta
Wed, Dec 9 - Sat, Dec 12
Delta Logo
5:02 am - 1:01 pmIAH  Houston George Bush Intcntl-MDW Chicago Midway
7h 59m1 stop Detroit Metropolitan Wayne County
Delta Logo
1:41 pm - 6:41 pmMDW  Chicago Midway-IAH Houston George Bush Intcntl
5h 00m1 stop Detroit Metropolitan Wayne County
$239Delta
Wed, Dec 2 - Wed, Dec 9
Multiple Airlines Logo
2:51 pm - 12:01 amIAH  Houston George Bush Intcntl-MDW Chicago Midway
9h 10m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
6:01 am - 11:31 pmMDW  Chicago Midway-IAH Houston George Bush Intcntl
17h 30m3 stops Dallas/Fort Worth Greenville Mid-Delta Atlanta Hartsfield-Jackson
$800Multiple Airlines
Wed, Dec 23 - Sat, Dec 26

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

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
Dec 2
IAH5:02 amHouston George Bush Intcntl
7h 59m
1 stop
MDW1:01 pmChicago Midway
Dec 9
MDW1:41 pmChicago Midway
5h 00m
1 stop
IAH6:41 pmHouston George Bush Intcntl
$239
Delta
Dec 1
IAH5:25 amHouston George Bush Intcntl
6h 39m
1 stop
MDW12:04 pmChicago Midway
Dec 5
MDW1:41 pmChicago Midway
7h 44m
2 stops
IAH9:25 pmHouston George Bush Intcntl
$244
Delta
Nov 17
IAH5:35 amHouston George Bush Intcntl
4h 49m
1 stop
MDW10:24 amChicago Midway
Dec 1
MDW5:12 pmChicago Midway
6h 46m
1 stop
IAH11:58 pmHouston George Bush Intcntl
$364

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
Dec 10
IAH9:41 amHouston George Bush Intcntl
6h 25m
1 stop
MDW4:06 pmChicago Midway
Dec 13
MDW5:02 pmChicago Midway
15h 43m
1 stop
IAH8:45 amHouston George Bush Intcntl
$190
Frontier
Dec 7
IAH9:38 pmHouston George Bush Intcntl
13h 55m
1 stop
MDW11:33 amChicago Midway
Dec 11
MDW5:02 pmChicago Midway
15h 43m
1 stop
IAH8:45 amHouston George Bush Intcntl
$191
Frontier
Dec 3
IAH9:41 amHouston George Bush Intcntl
6h 26m
1 stop
MDW4:07 pmChicago Midway
Dec 7
MDW5:02 pmChicago Midway
15h 43m
1 stop
IAH8:45 amHouston George Bush Intcntl
$192

momondo Fare Finder

 
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 Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Tue 1/12

3:50 pm-11:46 pm

1 stop7h 56m

Chicago Midway

Sun 1/17

1:18 pm-11:13 pm

1 stop9h 55m

$190

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Fri 1/15

3:50 pm-11:46 pm

1 stop7h 56m

Chicago Midway

Sun 1/17

1:18 pm-11:13 pm

1 stop9h 55m

$190

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Thu 12/10

9:41 am-4:06 pm

1 stop6h 25m

Chicago Midway

Sun 12/13

5:02 pm-8:45 am

1 stop15h 43m

$190

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Mon 12/7

9:38 pm-11:33 am

1 stop13h 55m

Chicago Midway

Fri 12/11

5:02 pm-8:45 am

1 stop15h 43m

$191

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Thu 12/3

9:41 am-4:07 pm

1 stop6h 26m

Chicago Midway

Mon 12/7

5:02 pm-8:45 am

1 stop15h 43m

$192

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Tue 12/1

5:25 am-12:04 pm

1 stop6h 39m

Chicago Midway

Sat 12/5

11:28 am-10:30 pm

2 stops11h 02m

$236

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Wed 12/2

5:25 am-12:04 pm

1 stop6h 39m

Chicago Midway

Sat 12/5

10:24 am-3:51 pm

1 stop5h 27m

$239
Quickest round-trip

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Wed 12/9

7:00 am-12:04 pm

1 stop5h 04m

Chicago Midway

Sat 12/12

11:28 am-6:10 pm

1 stop6h 42m

$239

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Wed 12/2

5:02 am-1:01 pm

1 stop7h 59m

Chicago Midway

Wed 12/9

1:41 pm-6:41 pm

1 stop5h 00m

$239

HoustonChicago

IAH Houston George Bush Intcntl - MDW Chicago Midway

IAHMDW

Houston George Bush Intcntl

Wed 12/23

2:51 pm-12:01 am

1 stop9h 10m

Chicago Midway

Sat 12/26

6:01 am-11:31 pm

3 stops17h 30m

$800

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?

Prices are currently typical for flights on this route.

Typical prices usually range from $153 to $361.
The lowest price recently found on this route was $189.

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 $309. 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, Sunday 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 $499.

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 $287 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $394. 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 November 2026, prices for Houston George Bush Intcntl Airport to Chicago Midway Airport flights are approximately 15% 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

Best Price Found

$113

Fastest flight time

4h 49m

Direct flights

None
The best one-way flight to Chicago Midway Airport from Houston George Bush Intcntl Airport in the past 72 hours is $113. 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 $190.
The fastest flight from Houston George Bush Intcntl Airport to Chicago Midway Airport takes 4h 49m
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.

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 4h 49m.

  • 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 $94Free CancellationRating
5.5
2,512 reviews
Search Frontier flights
DeltaPriceFrom $228Free CancellationRating
7.8
8,698 reviews
Search Delta flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Portage
Lansing
Saint Joseph
Benton Harbor
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
Porter
Griffith
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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 12/4
Fri 12/11

Find better results for your trip to Chicago