What is the most punctual flight time for Houston to Chicago flights?

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Monday has historically seen more delays on average compared to the rest of the week.

How often are flights from Houston to Chicago delayed?

Historically, on average around 26% of flights between Houston and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 143 minutes.

Which airline has the best punctuality record on Houston to Chicago flights?

According to our data, Frontier have had the least number of delays on this route over the last 12 months; with about 25% of their flights experiencing any sort of delay.

What is the cheapest airline that flies from Houston George Bush Intcntl to Chicago Midway?

Frontier is the most popular carrier operating from Houston George Bush Intcntl to Chicago Midway

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.

$37 Cheap Flights from Houston George Bush Intcntl Airport to Chicago Midway Airport in 2025/26

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6:08 pm - 8:45 pm

IAH

MDW

2h 37mnonstop

2:16 pm - 5:23 pm

MDW

IAH

3h 07mnonstop

$95Frontier

mié., dic. 31 - lun., ene. 5

6:08 pm - 8:45 pm

IAH

MDW

2h 37mnonstop

6:10 am - 5:00 pm

MDW

IAH

10h 50m1 stop

$96Frontier

mié., dic. 24 - jue., ene. 8

7:09 pm - 9:43 pm

IAH

MDW

2h 34mnonstop

3:02 pm - 6:09 pm

MDW

IAH

3h 07mnonstop

$99Frontier

vie., feb. 13 - lun., feb. 16

7:09 pm - 9:43 pm

IAH

MDW

2h 34mnonstop

3:02 pm - 6:09 pm

MDW

IAH

3h 07mnonstop

$100Frontier

vie., feb. 13 - lun., feb. 16

8:16 pm - 10:32 am

IAH

MDW

14h 16m1 stop

5:25 pm - 8:30 pm

MDW

IAH

3h 05mnonstop

$103Frontier

mié., ene. 14 - vie., ene. 16

6:05 pm - 11:25 pm

IAH

MDW

5h 20m1 stop

3:02 pm - 6:09 pm

MDW

IAH

3h 07mnonstop

$108Frontier

jue., feb. 26 - dom., mar. 1

4:15 pm - 10:19 pm

IAH

MDW

6h 04m1 stop

4:19 pm - 7:14 pm

MDW

IAH

2h 55mnonstop

$109Multiple Airlines

mar., ene. 13 - lun., ene. 19

6:08 pm - 8:45 pm

IAH

MDW

2h 37mnonstop

5:10 pm - 5:00 pm

MDW

IAH

23h 50m1 stop

$112Frontier

mié., dic. 31 - mié., ene. 7

6:08 pm - 8:45 pm

IAH

MDW

2h 37mnonstop

6:10 am - 5:00 pm

MDW

IAH

10h 50m1 stop

$113Frontier

mié., dic. 31 - lun., ene. 12

9:15 pm - 11:47 pm

IAH

MDW

2h 32mnonstop

5:01 pm - 10:51 pm

MDW

IAH

5h 50m1 stop

$114Frontier

vie., ene. 16 - dom., ene. 25

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 31

IAH6:08 pmHouston George Bush Intcntl

2h 37m

MDW8:45 pmChicago Midway

Jan 5

MDW2:16 pmChicago Midway

3h 07m

IAH5:23 pmHouston George Bush Intcntl

$95

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Frontier

Dec 24

IAH6:08 pmHouston George Bush Intcntl

2h 37m

MDW8:45 pmChicago Midway

Jan 8

MDW6:10 amChicago Midway

10h 50m

1 stop

IAH5:00 pmHouston George Bush Intcntl

$96

Find similar

Frontier

Feb 13

IAH7:09 pmHouston George Bush Intcntl

2h 34m

MDW9:43 pmChicago Midway

Feb 16

MDW3:02 pmChicago Midway

3h 07m

IAH6:09 pmHouston George Bush Intcntl

$99

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Depart

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Price

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

mié. 12/31

6:08 pm-8:45 pm

Nonstop2h 37m

Chicago Midway

lun. 1/5

2:16 pm-5:23 pm

Nonstop3h 07m

$95

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

mié. 12/24

6:08 pm-8:45 pm

Nonstop2h 37m

Chicago Midway

jue. 1/8

6:10 am-5:00 pm

1 stop10h 50m

$96

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

vie. 2/13

7:09 pm-9:43 pm

Nonstop2h 34m

Chicago Midway

lun. 2/16

3:02 pm-6:09 pm

Nonstop3h 07m

$99

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

vie. 2/13

7:09 pm-9:43 pm

Nonstop2h 34m

Chicago Midway

lun. 2/16

3:02 pm-6:09 pm

Nonstop3h 07m

$100

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

mié. 1/14

8:16 pm-10:32 am

1 stop14h 16m

Chicago Midway

vie. 1/16

5:25 pm-8:30 pm

Nonstop3h 05m

$103

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

jue. 2/26

6:05 pm-11:25 pm

1 stop5h 20m

Chicago Midway

dom. 3/1

3:02 pm-6:09 pm

Nonstop3h 07m

$108

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

mar. 1/13

4:15 pm-10:19 pm

1 stop6h 04m

Chicago Midway

lun. 1/19

4:19 pm-7:14 pm

Nonstop2h 55m

$109

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

mié. 12/31

6:08 pm-8:45 pm

Nonstop2h 37m

Chicago Midway

mié. 1/7

5:10 pm-5:00 pm

1 stop23h 50m

$112

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

mié. 12/31

6:08 pm-8:45 pm

Nonstop2h 37m

Chicago Midway

lun. 1/12

6:10 am-5:00 pm

1 stop10h 50m

$113

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

vie. 1/16

9:15 pm-11:47 pm

Nonstop2h 32m

Chicago Midway

dom. 1/25

5:01 pm-10:51 pm

1 stop5h 50m

$114

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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

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

The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from Houston George Bush Intcntl Airport, with most prices found around $158. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Houston George Bush Intcntl Airport during the month October is also very affordable. Most momondo users find prices during this month for around $171.

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

According to our data, Wednesday is the cheapest day to fly to Chicago Midway Airport from Houston George Bush Intcntl Airport. The lowest ticket price found for a Wednesday departure recently was $269. 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 $387.

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 $200 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $252. 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 is only 1 cabin class 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.

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

As of December 2025, prices for Houston George Bush Intcntl Airport to Chicago Midway Airport flights are approximately 52% 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	$100
Fastest flight time	2h 32m
Direct flights	Mon, Tue, Thu and Sat

The best one-way flight to Chicago Midway Airport from Houston George Bush Intcntl Airport in the past 72 hours is $100. 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 $141.

The fastest flight from Houston George Bush Intcntl Airport to Chicago Midway Airport takes 2h 32m

Direct flights go from Houston George Bush Intcntl Airport to Chicago Midway Airport on Monday, Tuesday, Thursday and Saturday. The only airline offering direct flights is Frontier.

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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 32m.
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?
The number of operators available for flights from Houston George Bush Intcntl Airport to Chicago Midway Airport is 2 as of December 2025.
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?
Based on momondo bookings for flights between Houston George Bush Intcntl Airport and Chicago Midway Airport, the leading plane model is Airbus A321neo, making up 16.35% of the total bookings. Other popular models include Airbus A320neo with 15.40%, Boeing 737-900 with 9.60%, and Boeing 737 MAX 8 with 7.97%.
What is the most popular airline from Houston George Bush Intcntl Airport to Chicago Midway Airport?
momondo data reveals that the most frequently booked airline on the route from Houston George Bush Intcntl Airport to Chicago Midway Airport is Frontier, representing 91% of all bookings. The subsequent popular airline is Delta at 9%.

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
Frontier	PriceFrom $89	Free Cancellation	Rating 5.8 3,092 reviews		Search Frontier flights
Delta	PriceFrom $216	Free Cancellation	Rating 7.9 8,009 reviews		Search Delta flights

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Porter

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Saint John

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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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Cheap flights from Houston George Bush Intcntl Airport to Chicago from $48

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

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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?

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

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

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 is only 1 cabin class 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.

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

As of December 2025, prices for Houston George Bush Intcntl Airport to Chicago Midway Airport flights are approximately 52% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Houston George Bush Intcntl to Chicago Midway?

Frontier is the most popular carrier operating from Houston George Bush Intcntl to Chicago Midway

How often are flights from Houston to Chicago delayed?

Historically, on average around 26% of flights between Houston and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 143 minutes.

What is the most punctual flight time for Houston to Chicago flights?

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Monday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Houston to Chicago flights?

According to our data, Frontier have had the least number of delays on this route over the last 12 months; with about 25% of their flights experiencing any sort of delay.

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

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

Fastest flight time

Direct flights

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

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

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?

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

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

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

Find better results for your trip to Chicago

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