What airlines fly to Chicago?

Spirit Airlines, Frontier and United Airlines are the top three most popular airlines that fly to Chicago from Houston according to our data. Spirit Airlines is the first choice among our users, with 30% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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. Sunday has historically seen more delays on average compared to the rest of the week.

How many flights depart from Houston to Chicago on average per day?

As of January 2026, 47 flights take off from Houston and land in Chicago each day. The most common flight departure time for this route is 8:00AM, with 49% of daily flights taking off at noon.

How many flights depart from Houston to Chicago on average per week?

As of January 2026, 329 flights take off from Houston and land in Chicago each week. The most common flight departure day for this route is Fri, with 18% of weekly flights taking off on this day.

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

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

What is the cheapest airline that flies from Houston to Chicago?

Spirit Airlines, Southwest, and American Airlines are the most popular carriers operating from Houston to Chicago

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

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

How often are flights from Houston to Chicago delayed?

Historically, on average around 13% 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 146 minutes.

When did momondo last update prices for flights from Houston to Chicago?

Prices for flights from Houston to Chicago refresh daily.

How many operators does momondo search for flights from Houston to Chicago?

As of January 2026, there are 6 operators available to choose from for flights from Houston to Chicago.

How old do you have to be to fly from Houston to Chicago?

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 to Chicago.

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

The required travel and health documents for your Chicago 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. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$44 Cheap Flights from Houston to Chicago in 2026

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One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

11:17 am - 2:05 pm

IAH

ORD

2h 48mnonstop

7:00 am - 10:22 am

ORD

IAH

3h 22mnonstop

$82Frontier

jue., feb. 26 - jue., mar. 5

10:30 am - 1:08 pm

IAH

MDW

2h 38mnonstop

6:45 am - 9:45 am

MDW

IAH

3h 00mnonstop

$82Frontier

lun., feb. 16 - lun., feb. 23

12:31 pm - 3:24 pm

IAH

ORD

2h 53mnonstop

3:22 pm - 6:22 pm

ORD

IAH

3h 00mnonstop

$83Multiple Airlines

vie., ene. 30 - lun., feb. 2

5:15 am - 7:54 am

IAH

ORD

2h 39mnonstop

9:18 am - 12:24 pm

ORD

IAH

3h 06mnonstop

$84Spirit Airlines

lun., feb. 23 - mar., feb. 24

5:15 am - 7:54 am

IAH

ORD

2h 39mnonstop

9:18 am - 12:24 pm

ORD

IAH

3h 06mnonstop

$86Spirit Airlines

lun., feb. 23 - mar., feb. 24

4:35 pm - 11:47 pm

IAH

ORD

7h 12m

1 stop

7:35 am - 10:57 am

ORD

IAH

3h 22mnonstop

$92Multiple Airlines

mié., feb. 4 - lun., mar. 2

6:55 pm - 9:20 pm

HOU

MDW

2h 25mnonstop

8:30 pm - 11:15 pm

MDW

HOU

2h 45mnonstop

$157Southwest

sáb., feb. 14 - mar., feb. 17

6:40 am - 9:05 am

HOU

MDW

2h 25mnonstop

8:55 pm - 11:45 pm

MDW

HOU

2h 50mnonstop

$168Southwest

mié., feb. 25 - sáb., feb. 28

1:06 pm - 7:19 pm

HOU

ORD

6h 13m

1 stop

6:45 am - 12:20 pm

ORD

HOU

5h 35m

1 stop

$197Delta

mié., feb. 25 - mié., mar. 4

5:19 pm - 10:31 pm

HOU

MDW

5h 12m

1 stop

10:49 am - 4:28 pm

MDW

HOU

5h 39m

1 stop

$207Delta

mié., feb. 18 - vie., feb. 20

Spirit Airlines flights from Houston to Chicago

Our best Spirit Airlines deals on Houston to Chicago flight tickets

Spirit Airlines

Feb 4

IAH11:38 amHouston George Bush Intcntl

2h 39m

ORD2:17 pmChicago O'Hare Intl

Feb 7

ORD3:22 pmChicago O'Hare Intl

3h 00m

IAH6:22 pmHouston George Bush Intcntl

$82

Spirit Airlines

Feb 23

IAH5:15 amHouston George Bush Intcntl

2h 39m

ORD7:54 amChicago O'Hare Intl

Feb 24

ORD9:18 amChicago O'Hare Intl

3h 06m

IAH12:24 pmHouston George Bush Intcntl

$84

Spirit Airlines

Feb 23

IAH5:15 amHouston George Bush Intcntl

2h 39m

ORD7:54 amChicago O'Hare Intl

Feb 24

ORD9:18 amChicago O'Hare Intl

3h 06m

IAH12:24 pmHouston George Bush Intcntl

$86

Frontier flights from Houston to Chicago

Our best Frontier deals on Houston to Chicago flight tickets

Frontier

Feb 16

IAH10:30 amHouston George Bush Intcntl

2h 38m

MDW1:08 pmChicago Midway

Feb 23

MDW6:45 amChicago Midway

3h 00m

IAH9:45 amHouston George Bush Intcntl

$82

Frontier

Feb 13

IAH10:26 amHouston George Bush Intcntl

2h 54m

ORD1:20 pmChicago O'Hare Intl

Feb 15

ORD7:30 amChicago O'Hare Intl

3h 22m

IAH10:52 amHouston George Bush Intcntl

$87

Frontier

Feb 13

IAH10:26 amHouston George Bush Intcntl

2h 54m

ORD1:20 pmChicago O'Hare Intl

Feb 15

ORD7:30 amChicago O'Hare Intl

3h 22m

IAH10:52 amHouston George Bush Intcntl

$88

Fly from

Fly to

Route

Depart

Return

Price

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

jue. 2/26

11:17 am-2:05 pm

Nonstop2h 48m

Chicago O'Hare Intl

jue. 3/5

7:00 am-10:22 am

Nonstop3h 22m

$82

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

lun. 2/16

10:30 am-1:08 pm

Nonstop2h 38m

Chicago Midway

lun. 2/23

6:45 am-9:45 am

Nonstop3h 00m

$82

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

vie. 1/30

12:31 pm-3:24 pm

Nonstop2h 53m

Chicago O'Hare Intl

lun. 2/2

3:22 pm-6:22 pm

Nonstop3h 00m

$83

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

lun. 2/23

5:15 am-7:54 am

Nonstop2h 39m

Chicago O'Hare Intl

mar. 2/24

9:18 am-12:24 pm

Nonstop3h 06m

$84

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

lun. 2/23

5:15 am-7:54 am

Nonstop2h 39m

Chicago O'Hare Intl

mar. 2/24

9:18 am-12:24 pm

Nonstop3h 06m

$86

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

mié. 2/4

4:35 pm-11:47 pm

1 stop7h 12m

Chicago O'Hare Intl

lun. 3/2

7:35 am-10:57 am

Nonstop3h 22m

$92

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

sáb. 2/14

6:55 pm-9:20 pm

Nonstop2h 25m

Chicago Midway

mar. 2/17

8:30 pm-11:15 pm

Nonstop2h 45m

$157

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 2/25

6:40 am-9:05 am

Nonstop2h 25m

Chicago Midway

sáb. 2/28

8:55 pm-11:45 pm

Nonstop2h 50m

$168

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

mié. 2/25

1:06 pm-7:19 pm

1 stop6h 13m

Chicago O'Hare Intl

mié. 3/4

6:45 am-12:20 pm

1 stop5h 35m

$197

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 2/18

5:19 pm-10:31 pm

1 stop5h 12m

Chicago Midway

vie. 2/20

10:49 am-4:28 pm

1 stop5h 39m

$207

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How to get the cheapest flight ticket from Houston to Chicago

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

Prices

Airlines

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Other information

What is the typical price of a round-trip flight between Houston and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Houston, with most prices found around $144. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Houston to Chicago during January average around $152.

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

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $271. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Houston to Chicago for around $377.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Houston to Chicago during this time can be as low as $212. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $750.

What is the cheapest Houston to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Houston when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $209 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Houston for as low as $159 on momondo.

What cabin class options are available on Houston to Chicago flights?

There are 4 cabin classes available to choose from on Houston to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Houston to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Houston to Chicago

Fastest flight time	2h 20m
Direct flights	Every day
Airports in Chicago	3 airports

The fastest flight from Houston to Chicago takes 2h 20m

Direct flights go from Houston to Chicago every day.

There are 3 airports in Chicago. From Houston there are direct flights to Chicago Midway (MDW).

Search flight deals

How far is Houston to Chicago by plane?
A flight from Houston to Chicago will travel around 941.3 mi. 2h 20m is a normal flight duration for this route.
When did momondo last update prices for flights from Houston to Chicago?
Prices for flights from Houston to Chicago refresh daily.
How many operators does momondo search for flights from Houston to Chicago?
As of January 2026, there are 6 operators available to choose from for flights from Houston to Chicago.
How old do you have to be to fly from Houston to Chicago?
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 to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago 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. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Houston to Chicago

Compare and see reviews for airlines that fly from Houston to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $71	Free Cancellation	Rating 5.7 3,055 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $74	Free Cancellation	Rating 6.3 8,296 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $134	Free Cancellation	Rating 7.4 9,144 reviews	Search United Airlines flights
American Airlines	PriceFrom $157	Free Cancellation	Rating 7.2 11,111 reviews	Search American Airlines flights
Southwest	PriceFrom $166	Free Cancellation	Rating 8.0 4,253 reviews	Search Southwest flights
Delta	PriceFrom $216	Free Cancellation	Rating 7.9 8,034 reviews	Search Delta flights

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Why use momondo?

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

All flight searches from Houston to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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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 Chicago from Houston.

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Cheap flights from Houston to Chicago from $44

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 to Chicago departing on 2/13. 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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How to get the cheapest flight ticket from Houston to Chicago

What is the typical price of a round-trip flight between Houston and Chicago?

What is the cheapest month to fly to Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Houston, with most prices found around $144. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Houston to Chicago during January average around $152.

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

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Houston to Chicago during this time can be as low as $212. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $750.

What is the cheapest Houston to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

What cabin class options are available on Houston to Chicago flights?

There are 4 cabin classes available to choose from on Houston to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

What is the cheapest airline that flies from Houston to Chicago?

Spirit Airlines, Southwest, and American Airlines are the most popular carriers operating from Houston to Chicago

What airlines fly to Chicago?

How often are flights from Houston to Chicago delayed?

Historically, on average around 13% 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 146 minutes.

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

Generally, flights departing in the morning 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. Sunday 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, United Airlines have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

How many flights depart from Houston to Chicago on average per day?

As of January 2026, 47 flights take off from Houston and land in Chicago each day. The most common flight departure time for this route is 8:00AM, with 49% of daily flights taking off at noon.

How many flights depart from Houston to Chicago on average per week?

As of January 2026, 329 flights take off from Houston and land in Chicago each week. The most common flight departure day for this route is Fri, with 18% of weekly flights taking off on this day.

Cheap Houston to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Houston to Chicago

Fastest flight time

Direct flights

Airports in Chicago

How far is Houston to Chicago by plane?

When did momondo last update prices for flights from Houston to Chicago?

How many operators does momondo search for flights from Houston to Chicago?

How old do you have to be to fly from Houston to Chicago?

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

Best airlines flying from Houston to Chicago

Compare and see reviews for airlines that fly from Houston to Chicago 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 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 the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago