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Cheap flights from Houston to Chicago from $50

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 12/9. 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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Cheap round-trip flights

Spirit Airlines Logo
10:23 am - 1:09 pmIAH-ORD
2h 46mnonstop
Spirit Airlines Logo
11:37 am - 2:20 pmORD-IAH
2h 43mnonstop
$90Spirit Airlines
Find Deal
Wed, Oct 1 - Sat, Oct 4
Spirit Airlines Logo
10:23 am - 1:09 pmIAH-ORD
2h 46mnonstop
Spirit Airlines Logo
11:37 am - 2:20 pmORD-IAH
2h 43mnonstop
$92Spirit Airlines
Find Deal
Tue, Sep 30 - Sat, Oct 4
Frontier Logo
5:28 pm - 8:14 pmIAH-ORD
2h 46mnonstop
Frontier Logo
6:00 am - 8:51 amORD-IAH
2h 51mnonstop
$93Frontier
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Sat, Oct 18 - Mon, Oct 20
Frontier Logo
8:00 pm - 10:45 pmIAH-ORD
2h 45mnonstop
Frontier Logo
1:14 pm - 4:11 pmORD-IAH
2h 57mnonstop
$97Frontier
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Sun, Sep 28 - Sat, Oct 11
Logo
8:00 pm - 10:45 pmIAH-ORD
2h 45mnonstop
Logo
2:04 pm - 4:50 pmORD-IAH
2h 46mnonstop
$99
Find Deal
Mon, Sep 29 - Tue, Sep 30
Logo
8:00 pm - 10:45 pmIAH-ORD
2h 45mnonstop
Logo
11:37 am - 2:20 pmORD-IAH
2h 43mnonstop
$105
Find Deal
Fri, Oct 3 - Sat, Oct 4
American Airlines Logo
10:52 am - 1:41 pmIAH-ORD
2h 49mnonstop
American Airlines Logo
8:50 pm - 11:43 pmORD-IAH
2h 53mnonstop
$133American Airlines
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Wed, Oct 8 - Sat, Oct 11
Southwest Logo
8:45 am - 4:25 pmHOU-ORD
7h 40m1 stop
Southwest Logo
7:30 am - 1:40 pmORD-HOU
6h 10m1 stop
$153Southwest
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Wed, Oct 8 - Wed, Oct 15
Southwest Logo
5:45 am - 2:00 pmHOU-ORD
8h 15m1 stop
Southwest Logo
4:20 pm - 9:30 pmORD-HOU
5h 10m1 stop
$169Southwest
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Tue, Oct 21 - Thu, Oct 23
American Airlines Logo
6:00 am - 10:37 amHOU-ORD
4h 37m1 stop
American Airlines Logo
1:23 pm - 8:20 pmORD-HOU
6h 57m1 stop
$251American Airlines
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Sat, Nov 15 - Sat, Nov 15

Spirit Airlines flights from Houston to Chicago O'Hare Intl Airport

Our best Spirit Airlines deals on Houston to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Oct 1
IAH10:23 amHouston George Bush Intcntl
2h 46m
ORD1:09 pmChicago O'Hare Intl
Oct 4
ORD11:37 amChicago O'Hare Intl
2h 43m
IAH2:20 pmHouston George Bush Intcntl
$90
Find similar
Spirit Airlines
Sep 30
IAH10:23 amHouston George Bush Intcntl
2h 46m
ORD1:09 pmChicago O'Hare Intl
Oct 4
ORD11:37 amChicago O'Hare Intl
2h 43m
IAH2:20 pmHouston George Bush Intcntl
$92
Find similar
Spirit Airlines
Oct 1
IAH12:47 pmHouston George Bush Intcntl
10h 01m
1 stop
ORD10:48 pmChicago O'Hare Intl
Oct 4
ORD11:37 amChicago O'Hare Intl
2h 43m
IAH2:20 pmHouston George Bush Intcntl
$94
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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
Oct 18
IAH5:28 pmHouston George Bush Intcntl
2h 46m
ORD8:14 pmChicago O'Hare Intl
Oct 20
ORD6:00 amChicago O'Hare Intl
2h 51m
IAH8:51 amHouston George Bush Intcntl
$93
Find similar
Frontier
Sep 28
IAH8:00 pmHouston George Bush Intcntl
2h 45m
ORD10:45 pmChicago O'Hare Intl
Oct 11
ORD1:14 pmChicago O'Hare Intl
2h 57m
IAH4:11 pmHouston George Bush Intcntl
$97
Find similar
Frontier
Oct 11
IAH5:28 pmHouston George Bush Intcntl
2h 46m
ORD8:14 pmChicago O'Hare Intl
Oct 20
ORD6:00 amChicago O'Hare Intl
2h 51m
IAH8:51 amHouston George Bush Intcntl
$98
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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 September 11, 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

Wed 10/1

10:23 am-1:09 pm

Nonstop2h 46m

Chicago O'Hare Intl

Sat 10/4

11:37 am-2:20 pm

Nonstop2h 43m

$90

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Tue 9/30

10:23 am-1:09 pm

Nonstop2h 46m

Chicago O'Hare Intl

Sat 10/4

11:37 am-2:20 pm

Nonstop2h 43m

$92

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Sat 10/18

5:28 pm-8:14 pm

Nonstop2h 46m

Chicago O'Hare Intl

Mon 10/20

6:00 am-8:51 am

Nonstop2h 51m

$93

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Sun 9/28

8:00 pm-10:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sat 10/11

1:14 pm-4:11 pm

Nonstop2h 57m

$97

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Mon 9/29

8:00 pm-10:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

Tue 9/30

2:04 pm-4:50 pm

Nonstop2h 46m

$99

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Fri 10/3

8:00 pm-10:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

Sat 10/4

11:37 am-2:20 pm

Nonstop2h 43m

$105

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Wed 10/8

10:52 am-1:41 pm

Nonstop2h 49m

Chicago O'Hare Intl

Sat 10/11

8:50 pm-11:43 pm

Nonstop2h 53m

$133

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 10/8

8:45 am-4:25 pm

1 stop7h 40m

Chicago O'Hare Intl

Wed 10/15

7:30 am-1:40 pm

1 stop6h 10m

$153

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 10/21

5:45 am-2:00 pm

1 stop8h 15m

Chicago O'Hare Intl

Thu 10/23

4:20 pm-9:30 pm

1 stop5h 10m

$169

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sat 11/15

6:00 am-10:37 am

1 stop4h 37m

Chicago O'Hare Intl

Sat 11/15

1:23 pm-8:20 pm

1 stop6h 57m

$251

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 $221 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $858. 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

Fastest flight time

2h 32m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun
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 on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
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  • 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 $65Free CancellationRating
6.3
8,023 reviews
Search Spirit Airlines flights
FrontierPriceFrom $72Free CancellationRating
5.8
3,177 reviews
Search Frontier flights
American AirlinesPriceFrom $161Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $175Free CancellationRating
7.4
8,937 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
South Haven
Rockford
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Orland Park
Tinley 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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