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Cheap flights from Houston to Chicago from $59

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 2/19. 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

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Frontier Logo
10:22 am - 1:13 pmIAH-ORD
2h 51mnonstop
Frontier Logo
6:30 am - 9:27 amORD-IAH
2h 57mnonstop
$98Frontier
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Fri, Nov 21 - Mon, Nov 24
Frontier Logo
7:59 am - 2:31 pmIAH-ORD
6h 32m1 stop
Frontier Logo
3:47 pm - 6:56 pmORD-IAH
3h 09mnonstop
$99Frontier
Find Deal
Wed, Dec 3 - Sun, Dec 7
Spirit Airlines Logo
10:41 am - 8:01 pmIAH-ORD
9h 20m1 stop
Spirit Airlines Logo
7:10 am - 5:43 pmORD-IAH
10h 33m1 stop
$100Spirit Airlines
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Sat, Dec 6 - Tue, Dec 9
Spirit Airlines Logo
12:10 pm - 2:48 pmIAH-ORD
2h 38mnonstop
Spirit Airlines Logo
3:26 pm - 12:57 amORD-IAH
9h 31m1 stop
$101Spirit Airlines
Find Deal
Tue, Dec 2 - Sat, Dec 6
Multiple Airlines Logo
10:31 am - 1:22 pmIAH-ORD
2h 51mnonstop
Multiple Airlines Logo
8:20 am - 11:10 amORD-IAH
2h 50mnonstop
$105Multiple Airlines
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Mon, Nov 24 - Thu, Nov 27
Multiple Airlines Logo
8:54 pm - 6:46 pmIAH-ORD
21h 52m1 stop
Multiple Airlines Logo
9:14 pm - 11:59 pmORD-IAH
2h 45mnonstop
$117Multiple Airlines
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Mon, Dec 1 - Mon, Dec 8
Delta Logo
6:00 am - 12:04 pmHOU-ORD
6h 04m1 stop
Delta Logo
5:23 am - 1:28 pmORD-HOU
8h 05m1 stop
$197Delta
Find Deal
Mon, Nov 24 - Thu, Nov 27
Delta Logo
6:47 pm - 12:01 amHOU-ORD
5h 14m1 stop
Delta Logo
4:20 pm - 10:33 pmORD-HOU
6h 13m1 stop
$207Delta
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Thu, Dec 4 - Sat, Dec 6
American Airlines Logo
10:16 am - 6:30 pmHOU-ORD
8h 14m1 stop
American Airlines Logo
1:15 pm - 7:54 pmORD-HOU
6h 39m1 stop
$241American Airlines
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Sat, Feb 21 - Tue, Feb 24
American Airlines Logo
6:00 am - 10:54 amHOU-ORD
4h 54m1 stop
American Airlines Logo
6:54 am - 12:09 pmORD-HOU
5h 15m1 stop
$269American Airlines
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Wed, Jan 7 - Fri, Jan 9

Delta flights from Houston to Chicago O'Hare Intl Airport

Our best Delta deals on Houston to Chicago O'Hare Intl Airport flight tickets
Delta
Nov 24
HOU6:00 amHouston Hobby
6h 04m
1 stop
ORD12:04 pmChicago O'Hare Intl
Nov 27
ORD5:23 amChicago O'Hare Intl
8h 05m
1 stop
HOU1:28 pmHouston Hobby
$197
Find similar
Delta
Dec 4
HOU6:47 pmHouston Hobby
5h 14m
1 stop
ORD12:01 amChicago O'Hare Intl
Dec 6
ORD4:20 pmChicago O'Hare Intl
6h 13m
1 stop
HOU10:33 pmHouston Hobby
$207
Find similar
Delta
Dec 12
HOU6:47 pmHouston Hobby
5h 14m
1 stop
ORD12:01 amChicago O'Hare Intl
Dec 14
ORD6:45 amChicago O'Hare Intl
6h 43m
1 stop
HOU1:28 pmHouston Hobby
$217
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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
Nov 21
IAH10:22 amHouston George Bush Intcntl
2h 51m
ORD1:13 pmChicago O'Hare Intl
Nov 24
ORD6:30 amChicago O'Hare Intl
2h 57m
IAH9:27 amHouston George Bush Intcntl
$98
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Frontier
Dec 3
IAH7:59 amHouston George Bush Intcntl
6h 32m
1 stop
ORD2:31 pmChicago O'Hare Intl
Dec 7
ORD3:47 pmChicago O'Hare Intl
3h 09m
IAH6:56 pmHouston George Bush Intcntl
$99
Find similar
Frontier
Nov 20
IAH5:22 pmHouston George Bush Intcntl
6h 46m
1 stop
ORD12:08 amChicago O'Hare Intl
Nov 21
ORD6:30 amChicago O'Hare Intl
2h 57m
IAH9:27 amHouston George Bush Intcntl
$104
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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 November 3, 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

Fri 11/21

10:22 am-1:13 pm

Nonstop2h 51m

Chicago O'Hare Intl

Mon 11/24

6:30 am-9:27 am

Nonstop2h 57m

$98

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Wed 12/3

7:59 am-2:31 pm

1 stop6h 32m

Chicago O'Hare Intl

Sun 12/7

3:47 pm-6:56 pm

Nonstop3h 09m

$99

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Sat 12/6

10:41 am-8:01 pm

1 stop9h 20m

Chicago O'Hare Intl

Tue 12/9

7:10 am-5:43 pm

1 stop10h 33m

$100

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Tue 12/2

12:10 pm-2:48 pm

Nonstop2h 38m

Chicago O'Hare Intl

Sat 12/6

3:26 pm-12:57 am

1 stop9h 31m

$101

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Mon 11/24

10:31 am-1:22 pm

Nonstop2h 51m

Chicago O'Hare Intl

Thu 11/27

8:20 am-11:10 am

Nonstop2h 50m

$105

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Mon 12/1

8:54 pm-6:46 pm

1 stop21h 52m

Chicago O'Hare Intl

Mon 12/8

9:14 pm-11:59 pm

Nonstop2h 45m

$117

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Mon 11/24

6:00 am-12:04 pm

1 stop6h 04m

Chicago O'Hare Intl

Thu 11/27

5:23 am-1:28 pm

1 stop8h 05m

$197

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Thu 12/4

6:47 pm-12:01 am

1 stop5h 14m

Chicago O'Hare Intl

Sat 12/6

4:20 pm-10:33 pm

1 stop6h 13m

$207

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sat 2/21

10:16 am-6:30 pm

1 stop8h 14m

Chicago O'Hare Intl

Tue 2/24

1:15 pm-7:54 pm

1 stop6h 39m

$241

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 1/7

6:00 am-10:54 am

1 stop4h 54m

Chicago O'Hare Intl

Fri 1/9

6:54 am-12:09 pm

1 stop5h 15m

$269

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 September is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Houston averaging around $194.

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 $217 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $862. 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 $178 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 26m

Direct flights

Every day
The fastest flight from Houston to Chicago O'Hare Intl Airport takes 2h 26m
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 26m.

  • 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 $77Free CancellationRating
6.3
8,114 reviews
Search Spirit Airlines flights
FrontierPriceFrom $77Free CancellationRating
5.8
3,117 reviews
Search Frontier flights
American AirlinesPriceFrom $160Free CancellationRating
7.2
11,036 reviews
Search American Airlines flights
United AirlinesPriceFrom $177Free CancellationRating
7.4
8,997 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
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
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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