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Cheap flights from Houston to Chicago from $56

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Houston to Chicago departing on 9/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Frontier Logo
8:00 pm - 10:45 pmIAH-ORD
2h 45mnonstop
Frontier Logo
4:03 pm - 7:10 pmORD-IAH
3h 07mnonstop
$98Frontier
Find Deal
Mon, Sep 22 - Fri, Sep 26
Logo
8:00 pm - 10:45 pmIAH-ORD
2h 45mnonstop
Logo
2:04 pm - 4:50 pmORD-IAH
2h 46mnonstop
$99
Find Deal
Fri, Sep 5 - Wed, Sep 10
Spirit Airlines Logo
5:02 pm - 7:42 pmIAH-ORD
2h 40mnonstop
Spirit Airlines Logo
2:04 pm - 4:50 pmORD-IAH
2h 46mnonstop
$103Spirit Airlines
Find Deal
Wed, Sep 3 - Wed, Sep 10
Spirit Airlines Logo
7:57 am - 10:42 amIAH-ORD
2h 45mnonstop
Spirit Airlines Logo
8:56 pm - 11:45 pmORD-IAH
2h 49mnonstop
$106Spirit Airlines
Find Deal
Fri, Oct 3 - Fri, Oct 3
Southwest Logo
8:00 am - 3:20 pmHOU-ORD
7h 20m1 stop
Southwest Logo
5:45 pm - 10:10 pmORD-HOU
4h 25m1 stop
$217Southwest
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Thu, Oct 23 - Wed, Oct 29
Southwest Logo
8:05 am - 2:10 pmHOU-ORD
6h 05m1 stop
Southwest Logo
6:00 am - 1:45 pmORD-HOU
7h 45m2 stops
$222Southwest
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Tue, Sep 16 - Tue, Sep 23
Sun Country Air Logo
7:49 pm - 10:45 amHOU-ORD
14h 56m1 stop
Sun Country Air Logo
11:00 am - 5:25 pmORD-HOU
6h 25m1 stop
$234Sun Country Air
Find Deal
Mon, Nov 24 - Fri, Nov 28
Sun Country Air Logo
9:34 am - 10:39 amHOU-ORD
25h 05m1 stop
Sun Country Air Logo
7:45 pm - 12:16 pmORD-HOU
16h 31m1 stop
$252Sun Country Air
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Sun, Oct 12 - Thu, Oct 23
American Airlines Logo
8:58 am - 1:46 pmHOU-ORD
4h 48m1 stop
American Airlines Logo
2:55 pm - 10:14 pmORD-HOU
7h 19m1 stop
$301American Airlines
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Sat, Oct 11 - Sat, Oct 11
American Airlines Logo
6:00 am - 10:51 amHOU-ORD
4h 51m1 stop
American Airlines Logo
1:22 pm - 6:07 pmORD-HOU
4h 45m1 stop
$316American Airlines
Find Deal
Wed, Oct 15 - Wed, Oct 15

Frontier flights from Houston to Chicago O'Hare Intl Airport

Our best Frontier deals on Houston to Chicago O'Hare Intl Airport flight tickets
Frontier
Sep 22
IAH8:00 pmHouston George Bush Intcntl
2h 45m
ORD10:45 pmChicago O'Hare Intl
Sep 26
ORD4:03 pmChicago O'Hare Intl
3h 07m
IAH7:10 pmHouston George Bush Intcntl
$98
Find similar
Frontier
Sep 5
IAH8:00 pmHouston George Bush Intcntl
2h 45m
ORD10:45 pmChicago O'Hare Intl
Sep 8
ORD4:03 pmChicago O'Hare Intl
3h 07m
IAH7:10 pmHouston George Bush Intcntl
$100
Find similar
Frontier
Oct 16
IAH9:54 pmHouston George Bush Intcntl
2h 32m
ORD12:26 amChicago O'Hare Intl
Oct 19
ORD1:14 pmChicago O'Hare Intl
2h 57m
IAH4:11 pmHouston George Bush Intcntl
$101
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American Airlines flights from Houston to Chicago O'Hare Intl Airport

Our best American Airlines deals on Houston to Chicago O'Hare Intl Airport flight tickets
American Airlines
Oct 11
HOU8:58 amHouston Hobby
4h 48m
1 stop
ORD1:46 pmChicago O'Hare Intl
Oct 11
ORD2:55 pmChicago O'Hare Intl
7h 19m
1 stop
HOU10:14 pmHouston Hobby
$301
Find similar
American Airlines
Oct 15
HOU6:00 amHouston Hobby
4h 51m
1 stop
ORD10:51 amChicago O'Hare Intl
Oct 15
ORD1:22 pmChicago O'Hare Intl
4h 45m
1 stop
HOU6:07 pmHouston Hobby
$316
Find similar
American Airlines
Dec 5
HOU9:15 amHouston Hobby
5h 00m
1 stop
ORD2:15 pmChicago O'Hare Intl
Dec 12
ORD5:00 amChicago O'Hare Intl
6h 27m
1 stop
HOU11:27 amHouston Hobby
$319
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momondo Fare Finder

 
Customize your flight search to find flights from Houston to Chicago O'Hare Intl Airport 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 August 19, 2025.
Use the filters below to find and compare flights from Houston to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Mon 9/22

8:00 pm-10:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

Fri 9/26

4:03 pm-7:10 pm

Nonstop3h 07m

$98

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Fri 9/5

8:00 pm-10:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

Wed 9/10

2:04 pm-4:50 pm

Nonstop2h 46m

$99

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Wed 9/3

5:02 pm-7:42 pm

Nonstop2h 40m

Chicago O'Hare Intl

Wed 9/10

2:04 pm-4:50 pm

Nonstop2h 46m

$103

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Fri 10/3

7:57 am-10:42 am

Nonstop2h 45m

Chicago O'Hare Intl

Fri 10/3

8:56 pm-11:45 pm

Nonstop2h 49m

$106

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Thu 10/23

8:00 am-3:20 pm

1 stop7h 20m

Chicago O'Hare Intl

Wed 10/29

5:45 pm-10:10 pm

1 stop4h 25m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 9/16

8:05 am-2:10 pm

1 stop6h 05m

Chicago O'Hare Intl

Tue 9/23

6:00 am-1:45 pm

2 stops7h 45m

$222

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Mon 11/24

7:49 pm-10:45 am

1 stop14h 56m

Chicago O'Hare Intl

Fri 11/28

11:00 am-5:25 pm

1 stop6h 25m

$234

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sun 10/12

9:34 am-10:39 am

1 stop25h 05m

Chicago O'Hare Intl

Thu 10/23

7:45 pm-12:16 pm

1 stop16h 31m

$252

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sat 10/11

8:58 am-1:46 pm

1 stop4h 48m

Chicago O'Hare Intl

Sat 10/11

2:55 pm-10:14 pm

1 stop7h 19m

$301

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 10/15

6:00 am-10:51 am

1 stop4h 51m

Chicago O'Hare Intl

Wed 10/15

1:22 pm-6:07 pm

1 stop4h 45m

$316

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 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 October is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Houston averaging around $184.

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 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 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 $841. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Houston to Chicago O'Hare Intl flight route?

Fly from Houston George Bush Intcntl to Chicago O'Hare Intl for the best Houston - Chicago O'Hare Intl flight prices

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 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 for as low as $158 on momondo.

What cabin class options are available on Houston to Chicago O'Hare Intl flights?

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

Cheap Houston to Chicago O'Hare Intl Airport flight deals and tips

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

Best Price Found

$56

Fastest flight time

2h 32m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Houston in the past 72 hours is $56. The best round-trip flight deal from Houston to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $98.
The fastest flight from Houston to Chicago O'Hare Intl Airport takes 2h 32m
Direct flights go from Houston to Chicago O'Hare Intl Airport every day.
Search flight deals

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

    There are 940.6 mi between Houston and Chicago O'Hare Intl. In terms of flight time, this usually takes a little over 2h 32m.

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

    Prices for flights from Houston to Chicago O'Hare Intl Airport are refreshed on a daily basis.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Houston to Chicago O'Hare Intl Airport.

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

    The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

Compare and see reviews for airlines that fly from Houston to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $64Free CancellationRating
6.3
8,037 reviews
Search Spirit Airlines flights
FrontierPriceFrom $68Free CancellationRating
5.8
3,211 reviews
Search Frontier flights
American AirlinesPriceFrom $157Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $172Free CancellationRating
7.4
8,922 reviews
Search United Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Rockford
South Haven
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Tinley Park
Orland Park
Elgin
Aurora
Janesville
Benton Harbor

Why use momondo?

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

It is quick and easy to find Houston to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

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

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

Once you have performed a search for Houston to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Of course. momondo tracks the price of Houston to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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