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$54+ Cheap flights from Houston to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — CHI
Nov 1 — Nov 81
Sat 11/1
Sat 11/8
1 adult, Economy
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Cheapflights Tip: The best prices from Houston to Chicago are usually found in October or February, booked 75 days in advance, depart on a Wednesday or Saturday and return on a Wednesday

Cheap flight deals from Houston to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Houston (HO1) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 2, 2025.

Round-trip from

$96
(Priceline)

One-way from

$54
(Priceline)

Popular in

June

Cheapest in

October

Average price

$171
From Houston to Chicago (CHI)
Search Deals
One-way flight from Houston to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Houston to Chicago

Cheapest flights from Houston to Chicago
Explore the most affordable flight options available from Houston to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 2, 2025.

This Priceline deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/221:09 pmIAH - ORD
1 stop10h 36mMultiple Airlines
Sat 10/251:14 pmORD - IAH
Nonstop2h 57mMultiple Airlines
Deal found 9/30$96
This Cheapflightsfares deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/69:04 pmIAH - ORD
Nonstop2h 37mFrontier
Mon 11/101:36 pmORD - IAH
Nonstop2h 57mFrontier
Deal found 9/30$97
This Trip.com deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/251:39 pmIAH - MDW
Nonstop2h 30mFrontier
Mon 10/279:00 amMDW - IAH
Nonstop2h 49mFrontier
Deal found 10/1$97
This Priceline deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/115:28 pmIAH - ORD
Nonstop2h 46mFrontier
Sat 10/181:14 pmORD - IAH
Nonstop2h 57mFrontier
Deal found 9/30$98
This Frontier deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/232:12 pmIAH - MDW
Nonstop2h 30mFrontier
Sat 11/16:30 amMDW - IAH
Nonstop2h 49mFrontier
Deal found 9/30$98
This Cheapflightsfares deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:37 pmIAH - ORD
Nonstop2h 35mFrontier
Thu 11/61:36 pmORD - IAH
Nonstop2h 57mFrontier
Deal found 10/2$99
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/39:04 pmIAH - ORD
Nonstop2h 37mMultiple Airlines
Wed 11/58:28 amORD - IAH
Nonstop2h 50mMultiple Airlines
Deal found 9/30$100
This Priceline deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/181:39 pmIAH - MDW
Nonstop2h 30mFrontier
Fri 10/316:30 amMDW - IAH
Nonstop2h 49mFrontier
Deal found 10/1$100
This Cheapflightsfares deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/291:09 pmIAH - ORD
1 stop11h 54mSpirit Airlines
Wed 11/58:28 amORD - IAH
Nonstop2h 50mSpirit Airlines
Deal found 10/1$101
This Cheapflightsfares deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/232:12 pmIAH - MDW
Nonstop2h 30mFrontier
Sat 10/2510:00 amMDW - IAH
Nonstop2h 52mFrontier
Deal found 9/30$101
This Cheapflightsfares deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/34:29 pmIAH - ORD
Nonstop2h 47mSpirit Airlines
Sun 12/710:15 amORD - IAH
Nonstop2h 46mSpirit Airlines
Deal found 9/30$103
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/185:28 pmIAH - ORD
Nonstop2h 46mMultiple Airlines
Fri 10/319:08 pmORD - IAH
Nonstop2h 48mMultiple Airlines
Deal found 9/30$104

Cheapflights Fare Finder

 
Customize your flight search to find flights from Houston to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated October 2, 2025.
Use the filters below to find and compare flights from Houston to Chicago that are best for you.

Fly from

Houston

Fly to

Chicago

Route

Depart

Return

Price

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sat 12/13

6:10 pm-8:35 pm

Nonstop2h 25m

Chicago Midway

Tue 12/16

8:35 pm-11:20 pm

Nonstop2h 45m

$157

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 12/3

6:35 am-9:00 am

Nonstop2h 25m

Chicago Midway

Sun 12/7

5:10 am-7:55 am

Nonstop2h 45m

$177

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Fri 11/14

4:50 pm-7:15 pm

Nonstop2h 25m

Chicago Midway

Sat 11/15

7:30 pm-10:15 pm

Nonstop2h 45m

$177

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sat 11/8

4:10 pm-6:35 pm

Nonstop2h 25m

Chicago Midway

Mon 11/10

9:55 pm-12:35 am

Nonstop2h 40m

$177

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sat 11/8

4:10 pm-6:35 pm

Nonstop2h 25m

Chicago Midway

Sun 11/9

5:10 am-7:55 am

Nonstop2h 45m

$177

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Tue 10/28

9:15 pm-11:35 pm

Nonstop2h 20m

Chicago Midway

Tue 11/4

5:15 pm-8:00 pm

Nonstop2h 45m

$177

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Thu 11/27

8:20 am-12:40 pm

1 stop4h 20m

Chicago Midway

Tue 12/2

5:15 pm-8:00 pm

Nonstop2h 45m

$184

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sat 12/6

12:10 pm-4:35 pm

1 stop4h 25m

Chicago Midway

Tue 12/9

8:35 pm-11:20 pm

Nonstop2h 45m

$187

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Tue 3/3

5:25 am-12:35 pm

1 stop7h 10m

Chicago Midway

Wed 3/4

1:00 pm-6:40 pm

1 stop5h 40m

$217

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Thu 10/30

6:40 am-1:08 pm

1 stop6h 28m

Chicago Midway

Tue 11/4

10:40 am-3:26 pm

1 stop4h 46m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/30

Showing 1-10 of 60 results
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Best time to book a flight from Houston to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Houston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Houston to Chicago

How far ahead should I book a flight from Houston to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Houston to Chicago. Price data was last updated on September 26, 2025.

To ensure you get the cheapest price possible for a flight from Houston to Chicago, you should look to book at least 75 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Houston to Chicago?

Currently, August is the cheapest month in which you can book a flight from Houston to Chicago (average of $245). Flying from Houston to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from HOU to CHI?

Find hourly flight availability from Houston to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 2, 2025.

A simple way to save on the total cost of your ticket is to fly from Houston to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 36% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Houston to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Houston to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Houston to Chicago flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Houston to Chicago?

The best insider tips for Houston to Chicago flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Houston to Chicago trip
Airlines
Frontier

Frontier's UpFront Plus seats offer a guaranteed empty middle seat for extra comfort.


Book early morning flights to avoid delays and ensure timely arrival.

Read more about Frontierby Marisa Garcia
Spirit Airlines

Spirit's Big Front Seats offer 11 inches more legroom for added comfort.


Spirit's Saver$ Club offers rotating deals for the lowest fares.

Read more about Spirit Airlinesby Daniel Scheffler
United Airlines

United's Economy Plus offers extra legroom seats towards the front of the cabin.


Polaris passengers enjoy lie-flat seats and upscale amenities on long-haul routes.

Read more about United Airlinesby Harriet Baskas
Southwest

Southwest offers free snacks and non-alcoholic drinks, enhancing the flight experience.


Southwest's open seating policy allows seat choice upon boarding, enhancing flexibility.

Read more about Southwestby Marisa Garcia
Airports
IAH

Check the IAH Depart tab for security checkpoint wait times to plan your arrival and avoid delays.

Read more about IAHby Evie Carrick
ORD

For a quick city transfer, take the 'L' train from ORD to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
MDW

Use the Orange Line 'L' train for a direct, affordable route from MDW to downtown Chicago in under 30 minutes.

Read more about MDWby Ramsey Qubein
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Daniel Scheffler

Daniel Scheffler

Expert on Spirit Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Evie Carrick

Evie Carrick

Expert on IAH

Evie Carrick

Evie Carrick

Evie Carrick is a writer and editor who has lived in five countries and traveled to over 50, with extensive experience flying around the world. She was born in Colorado, but has spent time flying to both coasts to visit family. She writes regularly for Travel + Leisure, BuzzFeed, and SKI and recently published seven travel journals with Simon & Schuster.

Read more

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated October 2, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from Houston to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,933 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
11,033 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Spirit Airlines
6.3
Okay
8,070 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
5.8
Fair
3,155 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Houston to Chicago Travel Guide

You can land at Chicago O’Hare that’s on the northwest side of the city. It’s 14 miles from the busy Loop business sector. This is Chicago’s busiest airport. It serves flights that go to Europe, Africa, Asia, and North and South America. It’s the sixth busiest airport in the world.

Your other option is to land at Chicago Midway. This was once the city’s main airport until O’Hare came on the scene. The airport is still quite busy, serving more than 22 million passengers in 2018. The majority of the traffic coming through this airport is provided by Southwest Airlines.

Southwest has some other options between Hobby and Midway. They make stops in St. Louis, New Orleans, Orlando, Dallas, Oklahoma City, Nashville, Jacksonville, Austin, and a few others. Most of their stopovers are under an hour.

Related info for your journey

Find useful and relevant information for your journey from Houston to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Are there direct flights from Houston to Chicago?

    Flying directly from Houston to Chicago is the best way to ensure sustainability. George Bush International Airport (IAH) has sustainable practices by providing several direct flights to O'Hare International Airport (ORD). A couple of airlines provide direct flights, including Air New Zealand, United Airlines, and Scandinavian airlines. Passengers can purchase enough food for the trip by grabbing organic and local foodstuffs at the Houston Airport Marriott between Terminals B and C.

  • Which hotels are near George Bush International Airport?

    Passengers traveling to Chicago through George Bush International Airport (IAH) and with early morning flight can spend their night at one of the several hotels near the airport. In this case, book your room with lodging that you have invested in and take action to improve fuel efficiency. Lodges like Airway Inn Houston offers affordable rooms with light-emitting diodes to save energy. Passengers can use public transport to get to the hotel.

  • How can I get to Chicago’s city center from O'Hare International Airport (ORD)?

    Travelers arriving at O'Hare International Airport (ORD) can get to W Chicago city center by taxi, Towncar, driving a rental car, or shuttle. However, using the subway or public bus is recommended for sustainability. The distance between the two destinations is 17.4 mi. Using the subway will take 47 minutes, while the bus will take about 1 hour and 15 minutes, depending on traffic.

  • What airports serve Houston to Chicago flights?

    You have choices when you’re flying from Houston to Chicago. You can fly out of either George Bush Intercontinental Airport or William P. Hobby Airport in Houston. You can fly into either Chicago O’Hare or Chicago Midway. You should be able to find a flight that fits your needs and your budget with ease with so many options.

  • Which airlines fly directly from Houston to Chicago?

    You can book flights on Spirit Airlines, United, and American Airlines that are non-stop between these two cities. These are all between George Bush and O’Hare. You can fly from Hobby in Houston to Midway in Chicago direct on Southwest. The flights run about 2h 20m.

  • What are the stopover options between Houston to Chicago?

    You’ll find a number of stopovers on this route. You can have stops in Atlanta, Orlando, Dallas-Fort Worth, Detroit, Minneapolis, Cleveland, or Denver. There’s a range of stopover times but they’re typically around an hour and not more than a couple of hours.

  • Do I need a passport or visa to fly from Houston to Chicago?

    You don’t need a passport or a visa to fly this route. This is a purely domestic flight that requires only a form of ID.

  • How long is the flight from Houston to Chicago?

    For as low as $157, Southwest can have you in Chicago from Houston in 2h 25m. The distance from Houston to Chicago is about 938 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Houston to Chicago round-trip?

    Spirit Airlines, at $74, was found to be the cheapest airline from Houston to Chicago.Alternate airlines to your destination round-trip include Frontier and American Airlines. Spirit Airlines is currently priced 63% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Houston to Chicago one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $57. Users have also found prices from $76 and $79 on Frontier and Southwest, respectively.

  • What are the most popular routes from Houston to Chicago?

    The most popular flight routes from Houston to Chicago are Houston Hobby - Chicago Midway, Houston Hobby - Chicago O'Hare Intl and Houston George Bush Intcntl - Chicago O'Hare Intl.

  • Can I find deals for flights from Houston to Chicago that include hotel bookings?

    Yes. In addition to deals on Houston to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Houston to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Houston to Chicago.

  • Can I find deals for business class flights from Houston to Chicago?

    Yes. Cheapflights offers flight deals from Houston to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Houston to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Houston to Chicago (average of $245). Flying from Houston to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Houston to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to O'Hare Intl flights
Dallas/Fort Worth to Midway flights
Austin to O'Hare Intl flights
Hobby to Midway flights
Hobby to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Love Field to O'Hare Intl flights
San Antonio to O'Hare Intl flights
Austin to Midway flights
George Bush Intcntl to Midway flights
Love Field to Midway flights
Dallas/Fort Worth to St. Louis flights
San Antonio to Midway flights
Hobby to St. Louis flights
George Bush Intcntl to St. Louis flights
El Paso to O'Hare Intl flights
El Paso to Midway flights
Austin to St. Louis flights
Love Field to St. Louis flights
Dallas/Fort Worth to Peoria flights
McAllen to O'Hare Intl flights
San Antonio to St. Louis flights
Dallas/Fort Worth to Moline flights
Dallas/Fort Worth to Bloomington flights
Hobby to Moline flights
Harlingen to O'Hare Intl flights
McAllen to Midway flights
Lubbock to O'Hare Intl flights
Brownsville to O'Hare Intl flights
George Bush Intcntl to Moline flights
San Antonio to Peoria flights
Dallas/Fort Worth to Champaign flights
Love Field to Bloomington flights
El Paso to St. Louis flights
Hobby to Peoria flights
San Antonio to Moline flights
Dallas/Fort Worth to Evansville flights
George Bush Intcntl to Peoria flights
Austin to Peoria flights
Austin to Moline flights
Laredo to O'Hare Intl flights
Corpus Christi to O'Hare Intl flights
Dallas/Fort Worth to Springfield flights
Austin to Bloomington flights
Midland to O'Hare Intl flights
Amarillo to O'Hare Intl flights
Hobby to Evansville flights
Love Field to Evansville flights
Love Field to Moline flights

Top 6 airlines flying from Houston to Chicago

Discover the top 6 airlines that operate flights from Houston to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$74Average$171FlexibilityNo cancel feeOn-time65%
FrontierCheapest$78Average$182FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$159Average$427FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$172Average$283FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$176Average$357FlexibilityNo cancel feeOn-time69%
DeltaCheapest$216Average$331FlexibilityNo cancel feeOn-timeN/A

Helpful tips for your next trip to Chicago

Get useful tips and recommendations to enhance your travel experience on your next trip to Chicago. Learn about must-visit attractions, local customs, transportation options, weather conditions, and other valuable tips to make your trip more enjoyable and hassle-free.
  • Passengers traveling from Houston to Chicago through George Bush International Airport (IAH) can get to the airport using a town car, taxi, or drive. However, the most sustainable means is by boarding a bus. Line 102 bus is located at Milan St. and Mc Kinney St.
  • Travelers moving from Houston to Chicago can use airports like Houston Southwest Airport, West Houston Airport, or William P. Hobby Airport. However, George Bush International Airport (IAH) has been vocal about its sustainability commitment. The airport seeks to achieve trash-free travel.
  • When traveling to Chicago from Houston, consider booking economy class flights since they don't spend much fuel, producing less carbon. Economy class flights are available at IAH.

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