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Cheap flights from Houston Hobby Airport to Chicago from $113

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 Hobby Airport to Chicago departing on 8/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Houston Hobby Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:20 pm - 11:57 pm
HOU
-
ORD
6h 37m
1 stop
Delta Logo
6:40 am - 12:16 pm
ORD
-
HOU
5h 36m
1 stop
$225Delta
Tue, Aug 4 - Wed, Aug 5
Delta Logo
5:17 pm - 11:53 pm
HOU
-
ORD
6h 36m
1 stop
Delta Logo
6:40 am - 12:16 pm
ORD
-
HOU
5h 36m
1 stop
$227Delta
Wed, Jul 22 - Wed, Aug 5
Delta Logo
5:20 pm - 11:57 pm
HOU
-
ORD
6h 37m
1 stop
Delta Logo
1:50 pm - 10:05 pm
ORD
-
HOU
8h 15m
1 stop
$229Delta
Tue, Aug 4 - Tue, Aug 11
Delta Logo
6:00 am - 4:17 pm
HOU
-
ORD
10h 17m
2 stops
Delta Logo
3:25 pm - 10:05 pm
ORD
-
HOU
6h 40m
1 stop
$230Delta
Wed, Aug 12 - Wed, Aug 19
Delta Logo
12:55 pm - 8:33 pm
HOU
-
ORD
7h 38m
1 stop
Delta Logo
11:22 am - 10:05 pm
ORD
-
HOU
10h 43m
2 stops
$232Delta
Tue, Jul 28 - Thu, Aug 27
Delta Logo
10:50 am - 4:51 pm
HOU
-
ORD
6h 01m
1 stop
Delta Logo
8:48 am - 10:05 pm
ORD
-
HOU
13h 17m
2 stops
$234Delta
Tue, Aug 11 - Tue, Aug 18
Delta Logo
6:00 am - 4:17 pm
HOU
-
ORD
10h 17m
2 stops
Delta Logo
8:48 am - 10:05 pm
ORD
-
HOU
13h 17m
2 stops
$235Delta
Wed, Aug 12 - Tue, Aug 18
Delta Logo
10:50 am - 6:59 pm
HOU
-
ORD
8h 09m
1 stop
Delta Logo
5:30 am - 12:16 pm
ORD
-
HOU
6h 46m
1 stop
$237Delta
Sat, Aug 15 - Mon, Aug 17
Delta Logo
6:00 am - 4:17 pm
HOU
-
ORD
10h 17m
2 stops
Delta Logo
11:22 am - 9:23 pm
ORD
-
HOU
10h 01m
2 stops
$239Delta
Wed, Aug 19 - Sat, Aug 22
Delta Logo
10:50 am - 4:51 pm
HOU
-
ORD
6h 01m
1 stop
Delta Logo
6:00 am - 4:25 pm
ORD
-
HOU
10h 25m
2 stops
$242Delta
Mon, Aug 24 - Wed, Aug 26

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Delta flights from Houston Hobby Airport to Chicago O'Hare Intl Airport

Our best Delta deals on Houston Hobby Airport to Chicago O'Hare Intl Airport flight tickets
Delta
Aug 4
HOU5:20 pmHouston Hobby
6h 37m
1 stop
ORD11:57 pmChicago O'Hare Intl
Aug 5
ORD6:40 amChicago O'Hare Intl
5h 36m
1 stop
HOU12:16 pmHouston Hobby
$225
Delta
Jul 22
HOU5:17 pmHouston Hobby
6h 36m
1 stop
ORD11:53 pmChicago O'Hare Intl
Aug 5
ORD6:40 amChicago O'Hare Intl
5h 36m
1 stop
HOU12:16 pmHouston Hobby
$227
Delta
Sep 29
HOU11:00 amHouston Hobby
7h 45m
1 stop
ORD6:45 pmChicago O'Hare Intl
Sep 30
ORD5:30 amChicago O'Hare Intl
7h 49m
1 stop
HOU1:19 pmHouston Hobby
$229

American Airlines flights from Houston Hobby Airport to Chicago O'Hare Intl Airport

Our best American Airlines deals on Houston Hobby Airport to Chicago O'Hare Intl Airport flight tickets
American Airlines
Aug 4
HOU6:49 pmHouston Hobby
5h 54m
1 stop
ORD12:43 amChicago O'Hare Intl
Aug 8
ORD10:45 amChicago O'Hare Intl
6h 59m
1 stop
HOU5:44 pmHouston Hobby
$297
American Airlines
Aug 1
HOU12:46 pmHouston Hobby
6h 58m
1 stop
ORD7:44 pmChicago O'Hare Intl
Aug 8
ORD10:45 amChicago O'Hare Intl
6h 59m
1 stop
HOU5:44 pmHouston Hobby
$298
American Airlines
Aug 4
HOU6:49 pmHouston Hobby
5h 54m
1 stop
ORD12:43 amChicago O'Hare Intl
Aug 8
ORD7:00 amChicago O'Hare Intl
4h 44m
1 stop
HOU11:44 amHouston Hobby
$299

momondo Fare Finder

 
Customize your flight search to find flights from Houston Hobby Airport 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 July 2, 2026.
Use the filters below to find and compare flights from Houston Hobby Airport to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 8/4

5:20 pm-11:57 pm

1 stop6h 37m

Chicago O'Hare Intl

Wed 8/5

6:40 am-12:16 pm

1 stop5h 36m

$225
Quickest round-trip

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 7/22

5:17 pm-11:53 pm

1 stop6h 36m

Chicago O'Hare Intl

Wed 8/5

6:40 am-12:16 pm

1 stop5h 36m

$227

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 8/4

5:20 pm-11:57 pm

1 stop6h 37m

Chicago O'Hare Intl

Tue 8/11

1:50 pm-10:05 pm

1 stop8h 15m

$229

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 8/12

6:00 am-4:17 pm

2 stops10h 17m

Chicago O'Hare Intl

Wed 8/19

3:25 pm-10:05 pm

1 stop6h 40m

$230

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 7/28

12:55 pm-8:33 pm

1 stop7h 38m

Chicago O'Hare Intl

Thu 8/27

11:22 am-10:05 pm

2 stops10h 43m

$232

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 8/11

10:50 am-4:51 pm

1 stop6h 01m

Chicago O'Hare Intl

Tue 8/18

8:48 am-10:05 pm

2 stops13h 17m

$234

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 8/12

6:00 am-4:17 pm

2 stops10h 17m

Chicago O'Hare Intl

Tue 8/18

8:48 am-10:05 pm

2 stops13h 17m

$235

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sat 8/15

10:50 am-6:59 pm

1 stop8h 09m

Chicago O'Hare Intl

Mon 8/17

5:30 am-12:16 pm

1 stop6h 46m

$237

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 8/19

6:00 am-4:17 pm

2 stops10h 17m

Chicago O'Hare Intl

Sat 8/22

11:22 am-9:23 pm

2 stops10h 01m

$239

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Mon 8/24

10:50 am-4:51 pm

1 stop6h 01m

Chicago O'Hare Intl

Wed 8/26

6:00 am-4:25 pm

2 stops10h 25m

$242

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 Hobby Airport 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 Hobby Airport and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Houston Hobby Airport averaging around $177.

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 Hobby Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as $233 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $821. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight from Houston Hobby Airport to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Houston Hobby Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $232 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 Hobby Airport for as low as $164 on momondo.

How have Houston Hobby Airport to Chicago O'Hare Intl Airport flight prices changed over time?

As of July 2026, prices for Houston Hobby Airport to Chicago O'Hare Intl Airport flights are approximately 11% more expensive when compared to flights at the same time last year.

When to book flights from Houston Hobby Airport to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Houston Hobby Airport to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Houston Hobby Airport to Chicago O'Hare Intl Airport (HOU to ORD) flight deals and tips

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

Fastest flight time

2h 30m

Direct flights

None
The fastest flight from Houston Hobby Airport to Chicago O'Hare Intl Airport takes 2h 30m
There are no direct flights from Houston Hobby Airport to Chicago O'Hare Intl Airport. There are no popular flight routes from Houston Hobby Airport to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Houston Hobby Airport to Chicago O'Hare Intl Airport

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

    Houston Hobby and Chicago O'Hare Intl are 945.3 mi apart from one another. In terms of flight time, this usually takes a little over 2h 30m.

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

    Prices for flights from Houston Hobby Airport to Chicago O'Hare Intl Airport were last updated today.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Houston Hobby Airport to Chicago O'Hare Intl Airport.

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

    The required travel and health documents for your Chicago O'Hare Intl Airport 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 O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular airline from Houston Hobby Airport to Chicago O'Hare Intl Airport?

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

Compare and see reviews for airlines that fly from Houston Hobby Airport to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $63Free CancellationRating
5.6
2,847 reviews
Search Frontier flights
United AirlinesPriceFrom $157Free CancellationRating
7.4
9,927 reviews
Search United Airlines flights
American AirlinesPriceFrom $177Free CancellationRating
7.1
11,765 reviews
Search American Airlines flights

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Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Houston to Chicago for you.

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

momondo does allow users to show only those flights to Chicago from Houston which offer a flexible booking policy as well as other useful filters and features.

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?

Yes momondo offers price alerts on flights to Chicago from Houston. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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