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 morning have, in the past, seen delays more frequently in comparison.

What is the cheapest airline that flies from Houston Hobby to Chicago O'Hare Intl?

Southwest, Delta, and American Airlines are the most popular carriers operating from Houston Hobby to Chicago O'Hare Intl

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 20% 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 16 minutes.

What airlines fly to Chicago O'Hare Intl Airport?

Spirit Airlines, American Airlines and United Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Houston Hobby Airport according to our data. Spirit Airlines is the first choice among our users, with 33% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 4 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

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

According to our data, Sun Country Air have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

How many operators does momondo search for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport?

As of November 2025, there are 4 operators available to choose from for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport.

How old do you have to be to fly from Houston Hobby Airport to Chicago O'Hare Intl Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Houston Hobby Airport to Chicago O'Hare Intl Airport.

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

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

$48 Cheap Flights from Houston Hobby Airport to Chicago O'Hare Intl Airport in 2025/26

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Cheap round-trip flights

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10:40 am - 4:46 pmHOU-ORD

6h 06m1 stop

5:23 am - 1:28 pmORD-HOU

8h 05m1 stop

$197Delta

Find Deal

Mon, Nov 24 - Thu, Nov 27

6:47 pm - 12:01 amHOU-ORD

5h 14m1 stop

4:20 pm - 10:33 pmORD-HOU

6h 13m1 stop

$207Delta

Find Deal

Thu, Dec 4 - Sat, Dec 6

6:47 pm - 12:01 amHOU-ORD

5h 14m1 stop

6:45 am - 1:28 pmORD-HOU

6h 43m1 stop

$217Delta

Find Deal

Fri, Dec 12 - Sun, Dec 14

10:39 am - 3:20 pmHOU-ORD

4h 41m1 stop

9:49 am - 5:33 pmORD-HOU

7h 44m1 stop

$218Delta

Find Deal

Tue, Dec 2 - Sat, Dec 6

5:55 am - 3:25 pmHOU-ORD

9h 30m1 stop

1:45 pm - 7:50 pmORD-HOU

6h 05m2 stops

$222Southwest

Find Deal

Wed, Dec 3 - Wed, Dec 10

5:55 am - 1:30 pmHOU-ORD

7h 35m1 stop

7:15 am - 5:10 pmORD-HOU

9h 55m2 stops

$223Southwest

Find Deal

Fri, Dec 12 - Sat, Jan 10

6:36 pm - 11:44 pmHOU-ORD

5h 08m1 stop

6:54 am - 12:09 pmORD-HOU

5h 15m1 stop

$269American Airlines

Find Deal

Wed, Jan 7 - Fri, Jan 9

6:37 pm - 9:57 amHOU-ORD

15h 20m1 stop

11:00 am - 5:25 pmORD-HOU

6h 25m1 stop

$292Sun Country Air

Find Deal

Tue, Nov 25 - Fri, Nov 28

8:01 pm - 8:20 amHOU-ORD

12h 19m1 stop

11:00 am - 5:25 pmORD-HOU

6h 25m1 stop

$294Sun Country Air

Find Deal

Wed, Nov 26 - Fri, Nov 28

5:44 am - 10:40 amHOU-ORD

4h 56m1 stop

5:18 am - 11:45 amORD-HOU

6h 27m1 stop

$303American Airlines

Find Deal

Wed, Dec 3 - Sun, Dec 7

Southwest flights from Houston Hobby Airport to Chicago O'Hare Intl Airport

Our best Southwest deals on Houston Hobby Airport to Chicago O'Hare Intl Airport flight tickets

Southwest

Dec 3

HOU5:55 amHouston Hobby

9h 30m

1 stop

ORD3:25 pmChicago O'Hare Intl

Dec 10

ORD1:45 pmChicago O'Hare Intl

6h 05m

2 stops

HOU7:50 pmHouston Hobby

$222

Find similar

Southwest

Dec 12

HOU5:55 amHouston Hobby

7h 35m

1 stop

ORD1:30 pmChicago O'Hare Intl

Jan 10

ORD7:15 amChicago O'Hare Intl

9h 55m

2 stops

HOU5:10 pmHouston Hobby

$223

Find similar

Southwest

Jan 28

HOU7:30 amHouston Hobby

5h 30m

1 stop

ORD1:00 pmChicago O'Hare Intl

Feb 4

ORD11:55 amChicago O'Hare Intl

7h 55m

2 stops

HOU7:50 pmHouston Hobby

$224

Find similar

Delta flights from Houston Hobby Airport to Chicago O'Hare Intl Airport

Our best Delta deals on Houston Hobby Airport to Chicago O'Hare Intl Airport flight tickets

Delta

Nov 24

HOU10:40 amHouston Hobby

6h 06m

1 stop

ORD4:46 pmChicago O'Hare Intl

Nov 27

ORD5:23 amChicago O'Hare Intl

8h 05m

1 stop

HOU1:28 pmHouston Hobby

$197

Find similar

Delta

Dec 4

HOU6:47 pmHouston Hobby

5h 14m

1 stop

ORD12:01 amChicago O'Hare Intl

Dec 6

ORD4:20 pmChicago O'Hare Intl

6h 13m

1 stop

HOU10:33 pmHouston Hobby

$207

Find similar

Delta

Dec 12

HOU6:47 pmHouston Hobby

5h 14m

1 stop

ORD12:01 amChicago O'Hare Intl

Dec 14

ORD6:45 amChicago O'Hare Intl

6h 43m

1 stop

HOU1:28 pmHouston Hobby

$217

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momondo Fare Finder

Use the filters below to find and compare flights from Houston Hobby Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Mon 11/24

10:40 am-4:46 pm

1 stop6h 06m

Chicago O'Hare Intl

Thu 11/27

5:23 am-1:28 pm

1 stop8h 05m

$197

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Thu 12/4

6:47 pm-12:01 am

1 stop5h 14m

Chicago O'Hare Intl

Sat 12/6

4:20 pm-10:33 pm

1 stop6h 13m

$207

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 12/12

6:47 pm-12:01 am

1 stop5h 14m

Chicago O'Hare Intl

Sun 12/14

6:45 am-1:28 pm

1 stop6h 43m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 12/2

10:39 am-3:20 pm

1 stop4h 41m

Chicago O'Hare Intl

Sat 12/6

9:49 am-5:33 pm

1 stop7h 44m

$218

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 12/3

5:55 am-3:25 pm

1 stop9h 30m

Chicago O'Hare Intl

Wed 12/10

1:45 pm-7:50 pm

2 stops6h 05m

$222

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 12/12

5:55 am-1:30 pm

1 stop7h 35m

Chicago O'Hare Intl

Sat 1/10

7:15 am-5:10 pm

2 stops9h 55m

$223

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 1/7

6:36 pm-11:44 pm

1 stop5h 08m

Chicago O'Hare Intl

Fri 1/9

6:54 am-12:09 pm

1 stop5h 15m

$269

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 11/25

6:37 pm-9:57 am

1 stop15h 20m

Chicago O'Hare Intl

Fri 11/28

11:00 am-5:25 pm

1 stop6h 25m

$292

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 11/26

8:01 pm-8:20 am

1 stop12h 19m

Chicago O'Hare Intl

Fri 11/28

11:00 am-5:25 pm

1 stop6h 25m

$294

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 12/3

5:44 am-10:40 am

1 stop4h 56m

Chicago O'Hare Intl

Sun 12/7

5:18 am-11:45 am

1 stop6h 27m

$303

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Houston Hobby Airport to Chicago O'Hare Intl 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

Prices

Airlines

Delays

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Houston Hobby Airport averaging around $194.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Thursday when prices can be found for as low as $177. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Houston Hobby Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $246.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Houston Hobby Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $214 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $850. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Houston Hobby Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $223 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Houston Hobby Airport for as low as $178 on momondo.

How have Houston Hobby Airport to Chicago O'Hare Intl Airport flight prices changed over time?

As of November 2025, prices for Houston Hobby Airport to Chicago O'Hare Intl Airport flights are approximately 52% cheaper when compared to flights at the same time last year.

When to book flights from Houston Hobby Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Houston Hobby Airport to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Houston Hobby Airport to Chicago O'Hare Intl Airport (HOU to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Houston Hobby Airport to Chicago O'Hare Intl Airport

Direct flights	None

There are no direct flights from Houston Hobby Airport to Chicago O'Hare Intl Airport. There are no popular flight routes from Houston Hobby Airport to Chicago O'Hare Intl Airport.

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How far is Houston Hobby to Chicago O'Hare Intl by plane?
Houston Hobby and Chicago O'Hare Intl are 945.3 mi apart from one another. In terms of flight time, this usually takes a little over 4h 41m.
When did momondo last update prices for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport?
Prices for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport were last updated today.
How many operators does momondo search for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport?
As of November 2025, there are 4 operators available to choose from for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Houston Hobby Airport to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Houston Hobby Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The required travel and health documents for your Chicago O'Hare Intl 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 O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular airline from Houston Hobby Airport to Chicago O'Hare Intl Airport?
momondo data reveals that the most frequently booked airline on the route from Houston Hobby Airport to Chicago O'Hare Intl Airport is Spirit Airlines, representing 33% of all bookings. The subsequent popular airlines are American Airlines at 26%, United Airlines at 22%, and Frontier at 19%.

Best airlines flying from Houston Hobby Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Houston Hobby Airport to Chicago O'Hare Intl Airport with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $77	Free Cancellation	Rating 6.3 8,112 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $77	Free Cancellation	Rating 5.8 3,116 reviews	Search Frontier flights
United Airlines	PriceFrom $177	Free Cancellation	Rating 7.4 8,998 reviews	Search United Airlines flights
American Airlines	PriceFrom $177	Free Cancellation	Rating 7.2 11,038 reviews	Search American Airlines flights

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Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Houston to Chicago for you.

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

momondo does allow users to show only those flights to Chicago from Houston which offer a flexible booking policy as well as other useful filters and features.

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

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.

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

Yes momondo offers price alerts on flights to Chicago from Houston. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago O'Hare Intl Airport trip

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Cheap flights from Houston Hobby Airport to Chicago from $69

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 Hobby Airport to Chicago departing on 2/19. 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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Southwest flights from Houston Hobby Airport to Chicago O'Hare Intl Airport

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How to get the cheapest flight ticket from Houston Hobby Airport to Chicago O'Hare Intl 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 O'Hare Intl Airport?

The month of September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Houston Hobby Airport averaging around $194.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

How have Houston Hobby Airport to Chicago O'Hare Intl Airport flight prices changed over time?

As of November 2025, prices for Houston Hobby Airport to Chicago O'Hare Intl 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 Hobby to Chicago O'Hare Intl?

Southwest, Delta, and American Airlines are the most popular carriers operating from Houston Hobby to Chicago O'Hare Intl

What airlines fly to Chicago O'Hare Intl Airport?

How often are flights from Houston to Chicago delayed?

Historically, on average around 20% 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 16 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 morning 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, Sun Country Air have had the least number of delays on this route over the last 12 months; with no flights being classified as delayed.

When to book flights from Houston Hobby Airport to Chicago O'Hare Intl Airport

Cheap Houston Hobby Airport to Chicago O'Hare Intl Airport (HOU to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Houston Hobby Airport to Chicago O'Hare Intl Airport

Direct flights

How far is Houston Hobby to Chicago O'Hare Intl by plane?

When did momondo last update prices for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport?

How many operators does momondo search for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport?

How old do you have to be to fly from Houston Hobby Airport to Chicago O'Hare Intl Airport?

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

What is the most popular airline from Houston Hobby Airport to Chicago O'Hare Intl Airport?

Best airlines flying from Houston Hobby Airport to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Houston Hobby Airport to Chicago O'Hare Intl 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 O'Hare Intl 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

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo