Cheap flights from Houston to Chicago from $52

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 2/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Enter your travel dates to find the best prices.
Spirit Airlines Logo
11:49 am - 2:28 pm
IAH
-
ORD
2h 39mnonstop
Spirit Airlines Logo
3:33 pm - 6:33 pm
ORD
-
IAH
3h 00mnonstop
$95Spirit Airlines
Wed, Feb 18 - Wed, Mar 4
Multiple Airlines Logo
5:30 pm - 8:04 pm
IAH
-
ORD
2h 34mnonstop
Multiple Airlines Logo
1:20 pm - 8:06 pm
ORD
-
IAH
6h 46m1 stop
$96Multiple Airlines
Tue, Jan 6 - Tue, Jan 13
Spirit Airlines Logo
4:35 pm - 11:46 pm
IAH
-
ORD
7h 11m1 stop
Spirit Airlines Logo
3:22 pm - 6:22 pm
ORD
-
IAH
3h 00mnonstop
$97Spirit Airlines
Wed, Jan 21 - Fri, Jan 23
Spirit Airlines Logo
11:38 am - 2:17 pm
IAH
-
ORD
2h 39mnonstop
Spirit Airlines Logo
7:20 am - 8:23 pm
ORD
-
IAH
13h 03m1 stop
$98Spirit Airlines
Thu, Jan 8 - Tue, Jan 13
Frontier Logo
7:01 pm - 9:51 pm
IAH
-
ORD
2h 50mnonstop
Frontier Logo
2:15 pm - 5:23 pm
ORD
-
IAH
3h 08mnonstop
$99Frontier
Thu, Feb 12 - Sun, Feb 15
Frontier Logo
7:09 pm - 9:43 pm
IAH
-
MDW
2h 34mnonstop
Frontier Logo
3:02 pm - 6:09 pm
MDW
-
IAH
3h 07mnonstop
$108Frontier
Fri, Feb 13 - Sun, Feb 15
Southwest Logo
8:30 pm - 10:55 pm
HOU
-
MDW
2h 25mnonstop
Southwest Logo
7:55 pm - 10:40 pm
MDW
-
HOU
2h 45mnonstop
$157Southwest
Tue, Jan 6 - Tue, Jan 13
Southwest Logo
2:15 pm - 4:40 pm
HOU
-
MDW
2h 25mnonstop
Southwest Logo
3:30 pm - 6:20 pm
MDW
-
HOU
2h 50mnonstop
$168Southwest
Wed, Jan 7 - Wed, Jan 14
Delta Logo
5:45 am - 11:59 am
HOU
-
MDW
6h 14m1 stop
Delta Logo
10:46 am - 4:10 pm
MDW
-
HOU
5h 24m1 stop
$197Delta
Wed, Jan 21 - Wed, Jan 28
Delta Logo
5:45 am - 1:40 pm
HOU
-
ORD
7h 55m1 stop
Delta Logo
2:50 pm - 10:33 pm
ORD
-
HOU
7h 43m1 stop
$197Delta
Wed, Jan 21 - Wed, Jan 28

Frontier flights from Houston to Chicago

Our best Frontier deals on Houston to Chicago flight tickets
Frontier
Feb 12
IAH7:01 pmHouston George Bush Intcntl
2h 50m
ORD9:51 pmChicago O'Hare Intl
Feb 15
ORD2:15 pmChicago O'Hare Intl
3h 08m
IAH5:23 pmHouston George Bush Intcntl
Frontier
Feb 20
IAH7:01 pmHouston George Bush Intcntl
2h 50m
ORD9:51 pmChicago O'Hare Intl
Feb 22
ORD5:01 amChicago O'Hare Intl
9h 02m
1 stop
IAH2:03 pmHouston George Bush Intcntl
Frontier
Feb 26
IAH10:28 pmHouston George Bush Intcntl
12h 11m
1 stop
ORD10:39 amChicago O'Hare Intl
Mar 1
ORD2:15 pmChicago O'Hare Intl
3h 08m
IAH5:23 pmHouston George Bush Intcntl

Spirit Airlines flights from Houston to Chicago

Our best Spirit Airlines deals on Houston to Chicago flight tickets
Spirit Airlines
Feb 21
IAH11:49 amHouston George Bush Intcntl
2h 39m
ORD2:28 pmChicago O'Hare Intl
Feb 23
ORD3:33 pmChicago O'Hare Intl
3h 00m
IAH6:33 pmHouston George Bush Intcntl
Spirit Airlines
Jan 8
IAH11:38 amHouston George Bush Intcntl
2h 39m
ORD2:17 pmChicago O'Hare Intl
Jan 13
ORD7:20 amChicago O'Hare Intl
13h 03m
1 stop
IAH8:23 pmHouston George Bush Intcntl
Spirit Airlines
Jan 9
IAH11:38 amHouston George Bush Intcntl
2h 39m
ORD2:17 pmChicago O'Hare Intl
Jan 12
ORD3:22 pmChicago O'Hare Intl
3h 00m
IAH6:22 pmHouston George Bush Intcntl

momondo 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, momondo users made 832,500 searches. Data last updated December 8, 2025.
Use the filters below to find and compare flights from Houston to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Wed 2/18

11:49 am-2:28 pm

Nonstop2h 39m

Chicago O'Hare Intl

Wed 3/4

3:33 pm-6:33 pm

Nonstop3h 00m

$95

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Tue 1/6

5:30 pm-8:04 pm

Nonstop2h 34m

Chicago O'Hare Intl

Tue 1/13

1:20 pm-8:06 pm

1 stop6h 46m

$96

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Wed 1/21

4:35 pm-11:46 pm

1 stop7h 11m

Chicago O'Hare Intl

Fri 1/23

3:22 pm-6:22 pm

Nonstop3h 00m

$97

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Thu 1/8

11:38 am-2:17 pm

Nonstop2h 39m

Chicago O'Hare Intl

Tue 1/13

7:20 am-8:23 pm

1 stop13h 03m

$98

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Thu 2/12

7:01 pm-9:51 pm

Nonstop2h 50m

Chicago O'Hare Intl

Sun 2/15

2:15 pm-5:23 pm

Nonstop3h 08m

$99

HoustonChicago

IAH - MDW

IAHMDW

Houston George Bush Intcntl

Fri 2/13

7:09 pm-9:43 pm

Nonstop2h 34m

Chicago Midway

Sun 2/15

3:02 pm-6:09 pm

Nonstop3h 07m

$108

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Tue 1/6

8:30 pm-10:55 pm

Nonstop2h 25m

Chicago Midway

Tue 1/13

7:55 pm-10:40 pm

Nonstop2h 45m

$157

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 1/7

2:15 pm-4:40 pm

Nonstop2h 25m

Chicago Midway

Wed 1/14

3:30 pm-6:20 pm

Nonstop2h 50m

$168

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Wed 1/21

5:45 am-11:59 am

1 stop6h 14m

Chicago Midway

Wed 1/28

10:46 am-4:10 pm

1 stop5h 24m

$197

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 1/21

5:45 am-1:40 pm

1 stop7h 55m

Chicago O'Hare Intl

Wed 1/28

2:50 pm-10:33 pm

1 stop7h 43m

$197

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

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 February is, on average, the cheapest month to fly to Chicago from Houston, with most prices found around $146. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Houston to Chicago during January average around $177.

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 $269. 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 to Chicago for around $387.

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 to Chicago during this time can be as low as $209. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $763.

What is the cheapest Houston to Chicago flight route?

Fly from Houston George Bush Intcntl to Chicago Midway for the best Houston - 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 when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $216 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Houston for as low as $168 on momondo.

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

There are 4 cabin classes available to choose from on Houston to Chicago 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 flight deals and tips

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

Fastest flight time

2h 20m

Direct flights

Every day

Airports in Chicago

2 airports
The fastest flight from Houston to Chicago takes 2h 20m
Direct flights go from Houston to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
  • How far is Houston to Chicago by plane?

    A flight from Houston to Chicago will travel around 941.3 mi. 2h 20m is a normal flight duration for this route.

  • When did momondo last update prices for flights from Houston to Chicago?

    Prices for flights from Houston to Chicago refresh daily.

  • How many operators does momondo search for flights from Houston to Chicago?

  • How old do you have to be to fly from Houston 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 to Chicago.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Houston to Chicago

Compare and see reviews for airlines that fly from Houston to Chicago with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $74Free CancellationRating
5.8
3,087 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $76Free CancellationRating
6.3
8,166 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $134Free CancellationRating
7.4
9,078 reviews
Search United Airlines flights
American AirlinesPriceFrom $159Free CancellationRating
7.2
11,044 reviews
Search American Airlines flights
SouthwestPriceFrom $168Free CancellationRating
8.0
4,252 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
7.9
8,011 reviews
Search Delta flights

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?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Houston to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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 in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Houston.

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

Price alerts on flights to Chicago from Houston are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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1 adult
Wed 1/7
Wed 1/14

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