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Cheap flights from Houston George Bush Intcntl Airport to Chicago from $58

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 George Bush Intcntl Airport to Chicago departing on 1/16. 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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Find the cheapest flights from Houston George Bush Intcntl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:28 pm - 11:28 pmIAH-ORD
6h 00m1 stop
Multiple Airlines Logo
8:28 am - 11:18 amORD-IAH
2h 50mnonstop
$95Multiple Airlines
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Mon, Nov 10 - Wed, Nov 12
Frontier Logo
7:40 pm - 10:12 pmIAH-MDW
2h 32mnonstop
Frontier Logo
4:00 pm - 7:00 pmMDW-IAH
3h 00mnonstop
$95Frontier
Find Deal
Sat, Nov 22 - Tue, Nov 25
Frontier Logo
10:12 am - 1:03 pmIAH-ORD
2h 51mnonstop
Frontier Logo
6:30 am - 9:27 amORD-IAH
2h 57mnonstop
$96Frontier
Find Deal
Sat, Nov 22 - Tue, Nov 25
Frontier Logo
7:40 pm - 10:12 pmIAH-MDW
2h 32mnonstop
Frontier Logo
4:00 pm - 7:00 pmMDW-IAH
3h 00mnonstop
$96Frontier
Find Deal
Sat, Nov 22 - Tue, Nov 25
Frontier Logo
6:05 am - 5:27 pmIAH-ORD
11h 22m1 stop
Frontier Logo
3:47 pm - 6:56 pmORD-IAH
3h 09mnonstop
$97Frontier
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Thu, Dec 4 - Sun, Dec 7
Frontier Logo
8:49 am - 9:58 pmIAH-MDW
13h 09m1 stop
Frontier Logo
2:01 pm - 5:08 pmMDW-IAH
3h 07mnonstop
$97Frontier
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Thu, Dec 4 - Sun, Dec 7
Multiple Airlines Logo
6:31 pm - 5:32 amIAH-ORD
11h 01m1 stop
Multiple Airlines Logo
12:37 pm - 6:31 pmORD-IAH
5h 54m1 stop
$98Multiple Airlines
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Tue, Nov 18 - Wed, Nov 19
Spirit Airlines Logo
12:10 pm - 2:48 pmIAH-ORD
2h 38mnonstop
Spirit Airlines Logo
8:53 pm - 11:49 pmORD-IAH
2h 56mnonstop
$105Spirit Airlines
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Wed, Dec 3 - Sun, Dec 7
Spirit Airlines Logo
12:13 pm - 2:51 pmIAH-ORD
2h 38mnonstop
Spirit Airlines Logo
8:28 am - 11:18 amORD-IAH
2h 50mnonstop
$114Spirit Airlines
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Mon, Nov 10 - Wed, Nov 12
Spirit Airlines Logo
12:13 pm - 2:51 pmIAH-ORD
2h 38mnonstop
Spirit Airlines Logo
8:28 am - 11:18 amORD-IAH
2h 50mnonstop
$115Spirit Airlines
Find Deal
Tue, Nov 11 - Sat, Nov 15

Spirit Airlines flights from Houston George Bush Intcntl Airport to Chicago

Our best Spirit Airlines deals on Houston George Bush Intcntl Airport to Chicago flight tickets
Spirit Airlines
Dec 3
IAH12:10 pmHouston George Bush Intcntl
2h 38m
ORD2:48 pmChicago O'Hare Intl
Dec 7
ORD8:53 pmChicago O'Hare Intl
2h 56m
IAH11:49 pmHouston George Bush Intcntl
$105
Find similar
Spirit Airlines
Nov 10
IAH12:13 pmHouston George Bush Intcntl
2h 38m
ORD2:51 pmChicago O'Hare Intl
Nov 12
ORD8:28 amChicago O'Hare Intl
2h 50m
IAH11:18 amHouston George Bush Intcntl
$114
Find similar
Spirit Airlines
Nov 11
IAH12:13 pmHouston George Bush Intcntl
2h 38m
ORD2:51 pmChicago O'Hare Intl
Nov 15
ORD8:28 amChicago O'Hare Intl
2h 50m
IAH11:18 amHouston George Bush Intcntl
$115
Find similar

Frontier flights from Houston George Bush Intcntl Airport to Chicago

Our best Frontier deals on Houston George Bush Intcntl Airport to Chicago flight tickets
Frontier
Nov 22
IAH7:40 pmHouston George Bush Intcntl
2h 32m
MDW10:12 pmChicago Midway
Nov 25
MDW4:00 pmChicago Midway
3h 00m
IAH7:00 pmHouston George Bush Intcntl
$95
Find similar
Frontier
Nov 22
IAH10:12 amHouston George Bush Intcntl
2h 51m
ORD1:03 pmChicago O'Hare Intl
Nov 25
ORD6:30 amChicago O'Hare Intl
2h 57m
IAH9:27 amHouston George Bush Intcntl
$96
Find similar
Frontier
Dec 4
IAH6:05 amHouston George Bush Intcntl
11h 22m
1 stop
ORD5:27 pmChicago O'Hare Intl
Dec 7
ORD3:47 pmChicago O'Hare Intl
3h 09m
IAH6:56 pmHouston George Bush Intcntl
$97
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Houston George Bush Intcntl Airport 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, momondo users made 832,500 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Houston George Bush Intcntl Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Mon 11/10

5:28 pm-11:28 pm

1 stop6h 00m

Chicago O'Hare Intl

Wed 11/12

8:28 am-11:18 am

Nonstop2h 50m

$95

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Sat 11/22

7:40 pm-10:12 pm

Nonstop2h 32m

Chicago Midway

Tue 11/25

4:00 pm-7:00 pm

Nonstop3h 00m

$95

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Sat 11/22

10:12 am-1:03 pm

Nonstop2h 51m

Chicago O'Hare Intl

Tue 11/25

6:30 am-9:27 am

Nonstop2h 57m

$96

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Sat 11/22

7:40 pm-10:12 pm

Nonstop2h 32m

Chicago Midway

Tue 11/25

4:00 pm-7:00 pm

Nonstop3h 00m

$96

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Thu 12/4

6:05 am-5:27 pm

1 stop11h 22m

Chicago O'Hare Intl

Sun 12/7

3:47 pm-6:56 pm

Nonstop3h 09m

$97

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Thu 12/4

8:49 am-9:58 pm

1 stop13h 09m

Chicago Midway

Sun 12/7

2:01 pm-5:08 pm

Nonstop3h 07m

$97

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Tue 11/18

6:31 pm-5:32 am

1 stop11h 01m

Chicago O'Hare Intl

Wed 11/19

12:37 pm-6:31 pm

1 stop5h 54m

$98

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Wed 12/3

12:10 pm-2:48 pm

Nonstop2h 38m

Chicago O'Hare Intl

Sun 12/7

8:53 pm-11:49 pm

Nonstop2h 56m

$105

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Mon 11/10

12:13 pm-2:51 pm

Nonstop2h 38m

Chicago O'Hare Intl

Wed 11/12

8:28 am-11:18 am

Nonstop2h 50m

$114

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Tue 11/11

12:13 pm-2:51 pm

Nonstop2h 38m

Chicago O'Hare Intl

Sat 11/15

8:28 am-11:18 am

Nonstop2h 50m

$115

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Houston George Bush Intcntl Airport 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

What is the cheapest month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Houston George Bush Intcntl Airport, with most prices found around $141. If you’re not able to fly to Chicago in March, then September is your next best option. Flight prices from Houston George Bush Intcntl Airport to Chicago during September average around $151.

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 $270. 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 George Bush Intcntl Airport to Chicago for around $389.

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 George Bush Intcntl Airport to Chicago during this time can be as low as $208. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $791.

What is the cheapest Houston George Bush Intcntl to Chicago flight route?

Fly from Houston George Bush Intcntl to Chicago Midway for the best Houston George Bush Intcntl - 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 George Bush Intcntl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $227 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Houston George Bush Intcntl Airport for as low as $164 on momondo.

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

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

Can stopping save me money on Houston George Bush Intcntl Airport to Chicago flights?

No. A direct flight is the cheapest option for a flight between Houston George Bush Intcntl Airport to Chicago.

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

As of October 2025, prices for Houston George Bush Intcntl Airport to Chicago flights are approximately 21% cheaper when compared to flights at the same time last year.

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

Are you open to changing your travel dates? Check out the ideal times to fly from Houston George Bush Intcntl Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Houston George Bush Intcntl Airport to Chicago (IAH to CHI) flight deals and tips

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

Best Price Found

$64

Fastest flight time

2h 31m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Houston George Bush Intcntl Airport in the past 72 hours is $64. The best round-trip flight deal from Houston George Bush Intcntl Airport to Chicago found on momondo in the last 72 hours is $132.
The fastest flight from Houston George Bush Intcntl Airport to Chicago takes 2h 31m
Direct flights go from Houston George Bush Intcntl Airport to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
Search flight deals

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

    The straight-line distance from Houston George Bush Intcntl to Chicago is 926.3 mi. By plane, this route typically takes 2h 31m.

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

    Prices for flights from Houston George Bush Intcntl Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Houston George Bush Intcntl Airport to Chicago?

  • How old do you have to be to fly from Houston George Bush Intcntl Airport 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 George Bush Intcntl Airport to Chicago.

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

    The necessary travel and health documents for your Chicago trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Houston George Bush Intcntl Airport to Chicago?

  • What is the most popular airline from Houston George Bush Intcntl Airport to Chicago?

Best airlines flying from Houston George Bush Intcntl Airport to Chicago

Compare and see reviews for airlines that fly from Houston George Bush Intcntl Airport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $77Free CancellationRating
5.8
3,124 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $83Free CancellationRating
6.3
8,116 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $165Free CancellationRating
7.2
11,032 reviews
Search American Airlines flights
United AirlinesPriceFrom $178Free CancellationRating
7.4
9,001 reviews
Search United Airlines flights
DeltaPriceFrom $216Free CancellationRating
7.9
7,994 reviews
Search Delta flights

  • United Airlines Flights From Houston George Bush Intcntl Airport to Chicago

    United Airlines operates around 57 flights from Houston George Bush Intcntl Airport to Chicago every week. The average price of these flights found in the last 72 hours has been $356, but momondo users have found United Airlines deals from Houston George Bush Intcntl Airport to Chicago from as low as $178 round-trip. United Airlines has been scored 7.4/10 in 9,001 reviews.

  • American Airlines Flights From Houston George Bush Intcntl Airport to Chicago

    Another popular option for Houston George Bush Intcntl Airport to Chicago flights is American Airlines (7.2/10, 11,032 ratings). American Airlines flies from Houston George Bush Intcntl Airport to Chicago around 6 times per week, with deals starting from $165 round-trip and rising to an average price of around $270.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

Finding the right flight to Chicago from Houston is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. All flights to Chicago from Houston on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Houston and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are not ready to book a flight from Houston to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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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
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport