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$68+ 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 8/9. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — CHI
Jun 15 — Jun 221
Sun 6/15
Sun 6/22
1 adult, Economy
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Cheapflights Tip: The best prices from Houston to Chicago are usually found in September or February, booked 80 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 June 10, 2025.

Round-trip from

$129
(Kiwi.com)

One-way from

$68
(FlightHub)

Popular in

March

Cheapest in

September

Average price

$188
From Houston to Chicago (CHI)
Search Deals
One-way flight from Houston to Chicago (CHI)
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Highest demand for flights based on searches. 3% potential increase in price ($6 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 10, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/9. 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 8/239:23 amIAH - ORD
Nonstop2h 45mSpirit Airlines
Fri 9/194:30 pmORD - IAH
Nonstop2h 43mSpirit Airlines
Deal found 6/9$129
This FlightHub deal was found by Cheapflights users on 6/8. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/65:15 amIAH - ORD
Nonstop2h 35mMultiple Airlines
Mon 8/114:26 pmORD - IAH
1 stop18h 22mMultiple Airlines
Deal found 6/8$131
This Cheapflightsfares deal was found by Cheapflights users on 6/8. 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.
Fri 8/295:56 pmIAH - MDW
1 stop5h 31mFrontier
Mon 9/111:03 amMDW - IAH
1 stop5h 58mFrontier
Deal found 6/8$139
This Cheapflightsfares deal was found by Cheapflights users on 6/7. 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.
Fri 8/224:11 pmIAH - ORD
1 stop6h 03mFrontier
Sun 8/242:00 pmORD - IAH
1 stop6h 01mFrontier
Deal found 6/7$142
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/34:45 pmHOU - MDW
Nonstop2h 25mSouthwest
Mon 9/85:45 amMDW - HOU
Nonstop2h 30mSouthwest
Deal found 6/10$157
This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/32:30 pmHOU - ORD
1 stop7h 00mSouthwest
Mon 9/811:25 amORD - HOU
1 stop7h 35mSouthwest
Deal found 6/10$177
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/16:28 pmIAH - ORD
Nonstop2h 55mAmerican Airlines
Tue 7/86:55 amORD - IAH
Nonstop2h 37mAmerican Airlines
Deal found 6/8$205
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/610:50 amIAH - MDW
1 stop6h 49mDelta
Thu 8/149:31 amMDW - IAH
1 stop8h 03mDelta
Deal found 6/10$217
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/266:00 amHOU - ORD
1 stop6h 16mDelta
Sun 8/317:05 amORD - HOU
1 stop5h 05mDelta
Deal found 6/9$217
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/15:25 amIAH - ORD
1 stop7h 14mDelta
Thu 11/66:00 amORD - IAH
1 stop6h 19mDelta
Deal found 6/10$227
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/75:00 amHOU - ORD
1 stop5h 04mAmerican Airlines
Tue 10/146:20 pmORD - HOU
1 stop5h 24mAmerican Airlines
Deal found 6/8$251
This Mytrip deal was found by Cheapflights users on 6/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/302:44 pmIAH - RFD
1 stop21h 10mMultiple Airlines
Sun 8/39:21 amRFD - IAH
2 stops28h 50mMultiple Airlines
Deal found 6/8$278

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 June 10, 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

IAH - ORD

IAHORD

Houston George Bush Intcntl

Sat 8/23

9:23 am-12:08 pm

Nonstop2h 45m

Chicago O'Hare Intl

Fri 9/19

4:30 pm-7:13 pm

Nonstop2h 43m

$129

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Wed 8/6

5:15 am-7:50 am

Nonstop2h 35m

Chicago O'Hare Intl

Mon 8/11

4:26 pm-10:48 am

1 stop18h 22m

$131

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Fri 8/29

5:56 pm-11:27 pm

1 stop5h 31m

Chicago Midway

Mon 9/1

11:03 am-5:01 pm

1 stop5h 58m

$139

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Fri 8/22

4:11 pm-10:14 pm

1 stop6h 03m

Chicago O'Hare Intl

Mon 8/25

1:44 pm-7:40 pm

1 stop5h 56m

$142

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 9/3

4:45 pm-7:10 pm

Nonstop2h 25m

Chicago Midway

Mon 9/8

5:45 am-8:15 am

Nonstop2h 30m

$157

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 9/3

2:30 pm-9:30 pm

1 stop7h 00m

Chicago O'Hare Intl

Mon 9/8

11:25 am-7:00 pm

1 stop7h 35m

$177

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Tue 7/1

6:28 pm-9:23 pm

Nonstop2h 55m

Chicago O'Hare Intl

Tue 7/8

6:55 am-9:32 am

Nonstop2h 37m

$205

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Wed 8/6

10:50 am-5:39 pm

1 stop6h 49m

Chicago Midway

Thu 8/14

9:31 am-5:34 pm

1 stop8h 03m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 8/26

1:05 pm-7:09 pm

1 stop6h 04m

Chicago O'Hare Intl

Sat 8/30

11:15 am-5:39 pm

1 stop6h 24m

$217

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Sat 11/1

5:25 am-12:39 pm

1 stop7h 14m

Chicago O'Hare Intl

Wed 11/5

1:35 pm-10:04 pm

1 stop8h 29m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 36 results
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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 two free checked bags, even for oversized items like skis.


Enjoy free in-flight entertainment streamed to your device on Southwest flights.

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

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 May 23, 2025.

To ensure you get the cheapest price possible for a flight from Houston to Chicago, you should look to book at least 80 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 June 10, 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 31% 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 June 30, 2024.

Travelers seeking maximum savings on their Houston to Chicago flight should consider departing on Tuesday 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.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 June 10, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest and Delta from Houston to Chicago to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,289 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,951 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,784 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Overall

8.0

Boarding

8.1

Food

7.1

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    Spirit Airlines, at $129, was found to be the cheapest airline from Houston to Chicago.Alternate airlines to your destination round-trip include Frontier and Southwest. Spirit Airlines is currently priced 29% 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 $68. Users have also found prices from $71 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 George Bush Intcntl - Chicago O'Hare Intl, Houston Hobby - Chicago O'Hare Intl and Houston Hobby - Chicago Midway.

  • 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 Houston?

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

Browse thousands of different options on Cheapflights for your next trip

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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
Hobby to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Austin to O'Hare Intl flights
Hobby to Midway flights
Love Field to O'Hare Intl flights
San Antonio to O'Hare Intl flights
Love Field to Midway flights
George Bush Intcntl to Midway flights
Dallas/Fort Worth to St. Louis flights
Austin to Midway flights
Hobby to St. Louis flights
George Bush Intcntl to St. Louis flights
San Antonio to Midway flights
El Paso to O'Hare Intl flights
Love Field to St. Louis flights
El Paso to Midway flights
Dallas/Fort Worth to Moline flights
Austin to St. Louis flights
Dallas/Fort Worth to Peoria flights
Hobby to Moline flights
Harlingen to O'Hare Intl flights
Dallas/Fort Worth to Evansville flights
McAllen to O'Hare Intl flights
San Antonio to St. Louis flights
George Bush Intcntl to Moline flights
El Paso to St. Louis flights
Austin to Rockford flights
Austin to Moline flights
McAllen to Midway flights
San Antonio to Peoria flights
Dallas/Fort Worth to Bloomington flights
Lubbock to O'Hare Intl flights
Brownsville to O'Hare Intl flights
Love Field to Moline flights
Hobby to Evansville flights
George Bush Intcntl to Evansville flights
George Bush Intcntl to Peoria flights
Dallas/Fort Worth to Champaign flights
Amarillo to O'Hare Intl flights
Austin to Peoria flights
Corpus Christi to O'Hare Intl flights
George Bush Intcntl to Decatur flights
Hobby to Peoria flights
Midland to O'Hare Intl flights
San Antonio to Rockford flights
Hobby to Springfield flights
Love Field to Bloomington 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 June 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$56Average$152FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$64Average$162FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$141Average$260FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$147Average$347FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$192Average$304FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$346FlexibilityNo 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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