Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Houston to Chicago from $55

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 2/26. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Houston to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
10:22 am - 1:13 pmIAH-ORD
2h 51mnonstop
Frontier Logo
6:30 am - 9:27 amORD-IAH
2h 57mnonstop
$97Frontier
Find Deal
Fri, Nov 21 - Sun, Nov 23
Frontier Logo
9:21 pm - 11:57 pmIAH-ORD
2h 36mnonstop
Frontier Logo
8:21 pm - 11:27 pmORD-IAH
3h 06mnonstop
$98Frontier
Find Deal
Mon, Dec 15 - Thu, Dec 18
Spirit Airlines Logo
10:17 am - 12:47 pmIAH-ORD
2h 30mnonstop
Spirit Airlines Logo
9:09 pm - 11:59 pmORD-IAH
2h 50mnonstop
$99Spirit Airlines
Find Deal
Thu, Dec 4 - Wed, Dec 24
Spirit Airlines Logo
12:10 pm - 2:48 pmIAH-ORD
2h 38mnonstop
Spirit Airlines Logo
9:14 pm - 11:59 pmORD-IAH
2h 45mnonstop
$100Spirit Airlines
Find Deal
Tue, Dec 2 - Sat, Dec 6
Multiple Airlines Logo
10:41 am - 8:01 pmIAH-ORD
9h 20m1 stop
Multiple Airlines Logo
12:18 pm - 3:34 pmORD-IAH
3h 16mnonstop
$102Multiple Airlines
Find Deal
Tue, Dec 9 - Fri, Jan 16
Multiple Airlines Logo
7:55 pm - 10:45 pmIAH-ORD
2h 50mnonstop
Multiple Airlines Logo
9:09 pm - 11:59 pmORD-IAH
2h 50mnonstop
$103Multiple Airlines
Find Deal
Wed, Dec 24 - Wed, Dec 31
American Airlines Logo
5:20 pm - 8:13 pmIAH-ORD
2h 53mnonstop
American Airlines Logo
7:40 pm - 10:42 pmORD-IAH
3h 02mnonstop
$117American Airlines
Find Deal
Tue, Jan 27 - Tue, Feb 3
American Airlines Logo
8:00 am - 10:46 amIAH-ORD
2h 46mnonstop
American Airlines Logo
9:38 am - 12:48 pmORD-IAH
3h 10mnonstop
$145American Airlines
Find Deal
Fri, Feb 6 - Sun, Feb 8
Delta Logo
5:04 pm - 11:57 pmHOU-ORD
6h 53m1 stop
Delta Logo
11:18 am - 4:12 pmORD-HOU
4h 54m1 stop
$197Delta
Find Deal
Tue, Jan 27 - Tue, Feb 3
Delta Logo
10:39 am - 3:20 pmHOU-ORD
4h 41m1 stop
Delta Logo
9:49 am - 5:52 pmORD-HOU
8h 03m1 stop
$198Delta
Find Deal
Tue, Dec 9 - Tue, Dec 16

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 23
ORD6:30 amChicago O'Hare Intl
2h 57m
IAH9:27 amHouston George Bush Intcntl
$97
Find similar
Frontier
Dec 15
IAH9:21 pmHouston George Bush Intcntl
2h 36m
ORD11:57 pmChicago O'Hare Intl
Dec 18
ORD8:21 pmChicago O'Hare Intl
3h 06m
IAH11:27 pmHouston George Bush Intcntl
$98
Find similar
Frontier
Nov 27
IAH10:12 amHouston George Bush Intcntl
2h 51m
ORD1:03 pmChicago O'Hare Intl
Dec 1
ORD6:15 pmChicago O'Hare Intl
24h 14m
1 stop
IAH6:29 pmHouston George Bush Intcntl
$101
Find similar

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
Dec 4
IAH10:17 amHouston George Bush Intcntl
2h 30m
ORD12:47 pmChicago O'Hare Intl
Dec 24
ORD9:09 pmChicago O'Hare Intl
2h 50m
IAH11:59 pmHouston George Bush Intcntl
$99
Find similar
Spirit Airlines
Dec 2
IAH12:10 pmHouston George Bush Intcntl
2h 38m
ORD2:48 pmChicago O'Hare Intl
Dec 6
ORD9:14 pmChicago O'Hare Intl
2h 45m
IAH11:59 pmHouston George Bush Intcntl
$100
Find similar
Spirit Airlines
Dec 17
IAH2:00 pmHouston George Bush Intcntl
10h 09m
1 stop
ORD12:09 amChicago O'Hare Intl
Dec 21
ORD9:09 pmChicago O'Hare Intl
2h 50m
IAH11:59 pmHouston George Bush Intcntl
$118
Find similar

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 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

Fri 11/21

10:22 am-1:13 pm

Nonstop2h 51m

Chicago O'Hare Intl

Sun 11/23

6:30 am-9:27 am

Nonstop2h 57m

$97

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Mon 12/15

9:21 pm-11:57 pm

Nonstop2h 36m

Chicago O'Hare Intl

Thu 12/18

8:21 pm-11:27 pm

Nonstop3h 06m

$98

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Thu 12/4

10:17 am-12:47 pm

Nonstop2h 30m

Chicago O'Hare Intl

Wed 12/24

9:09 pm-11:59 pm

Nonstop2h 50m

$99

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

9:14 pm-11:59 pm

Nonstop2h 45m

$100

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Tue 12/9

10:41 am-8:01 pm

1 stop9h 20m

Chicago O'Hare Intl

Fri 1/16

12:18 pm-3:34 pm

Nonstop3h 16m

$102

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Wed 12/24

7:55 pm-10:45 pm

Nonstop2h 50m

Chicago O'Hare Intl

Wed 12/31

9:09 pm-11:59 pm

Nonstop2h 50m

$103

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Tue 1/27

5:20 pm-8:13 pm

Nonstop2h 53m

Chicago O'Hare Intl

Tue 2/3

7:40 pm-10:42 pm

Nonstop3h 02m

$117

HoustonChicago

IAH - ORD

IAHORD

Houston George Bush Intcntl

Fri 2/6

8:00 am-10:46 am

Nonstop2h 46m

Chicago O'Hare Intl

Sun 2/8

9:38 am-12:48 pm

Nonstop3h 10m

$145

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 1/27

5:04 pm-11:57 pm

1 stop6h 53m

Chicago O'Hare Intl

Tue 2/3

11:18 am-4:12 pm

1 stop4h 54m

$197

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 12/9

10:39 am-3:20 pm

1 stop4h 41m

Chicago O'Hare Intl

Tue 12/16

9:49 am-5:52 pm

1 stop8h 03m

$198

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 typical price of a round-trip flight between Houston and Chicago O'Hare Intl Airport?

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 $214 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $850. 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 $173 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
8,136 reviews
Search Spirit Airlines flights
FrontierPriceFrom $77Free CancellationRating
5.8
3,113 reviews
Search Frontier flights
American AirlinesPriceFrom $160Free CancellationRating
7.2
11,047 reviews
Search American Airlines flights
United AirlinesPriceFrom $177Free CancellationRating
7.4
9,012 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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 12/11
Thu 12/18
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago