Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Houston Hobby Airport to Chicago from $95

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 6/3. 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 Hobby Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
10:40 am - 5:12 pm
HOU
-
ORD
6h 32m
1 stop
Delta Logo
5:28 am - 12:16 pm
ORD
-
HOU
6h 48m
1 stop
$197Delta
Wed, Jul 29 - Tue, Aug 4
Delta Logo
5:14 pm - 11:53 pm
HOU
-
ORD
6h 39m
1 stop
Delta Logo
3:31 pm - 10:46 pm
ORD
-
HOU
7h 15m
1 stop
$207Delta
Wed, Jul 29 - Wed, Aug 5
Delta Logo
1:06 pm - 8:26 pm
HOU
-
ORD
7h 20m
1 stop
Delta Logo
3:00 pm - 10:26 pm
ORD
-
HOU
7h 26m
1 stop
$208Delta
Wed, Jun 3 - Sat, Jun 6
Delta Logo
10:27 am - 6:41 pm
HOU
-
ORD
8h 14m
1 stop
Delta Logo
1:46 pm - 9:43 pm
ORD
-
HOU
7h 57m
1 stop
$218Delta
Sat, Jun 6 - Tue, Jun 9
Delta Logo
10:27 am - 6:35 pm
HOU
-
ORD
8h 08m
1 stop
Delta Logo
3:22 pm - 9:43 pm
ORD
-
HOU
6h 21m
1 stop
$219Delta
Thu, Jun 4 - Mon, Jun 8
Southwest Logo
6:00 am - 1:15 pm
HOU
-
ORD
7h 15m
2 stops
Southwest Logo
7:00 am - 3:10 pm
ORD
-
HOU
8h 10m
1 stop
$224Southwest
Thu, May 28 - Sat, May 30
Delta Logo
5:02 pm - 11:59 pm
HOU
-
ORD
6h 57m
1 stop
Delta Logo
5:30 am - 12:11 pm
ORD
-
HOU
6h 41m
1 stop
$229Delta
Mon, Jun 1 - Thu, Jun 4
Delta Logo
10:40 am - 5:12 pm
HOU
-
ORD
6h 32m
1 stop
Delta Logo
5:28 am - 12:16 pm
ORD
-
HOU
6h 48m
1 stop
$238Delta
Wed, Jul 29 - Mon, Aug 3
Delta Logo
10:27 am - 6:41 pm
HOU
-
ORD
8h 14m
1 stop
Delta Logo
8:10 am - 4:09 pm
ORD
-
HOU
7h 59m
1 stop
$248Delta
Wed, Jun 3 - Sat, Jun 6
Delta Logo
5:08 pm - 11:59 pm
HOU
-
ORD
6h 51m
1 stop
Delta Logo
11:20 am - 4:23 pm
ORD
-
HOU
5h 03m
1 stop
$249Delta
Fri, Jul 3 - Tue, Jul 7

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
Jul 29
HOU10:40 amHouston Hobby
6h 32m
1 stop
ORD5:12 pmChicago O'Hare Intl
Aug 4
ORD5:28 amChicago O'Hare Intl
6h 48m
1 stop
HOU12:16 pmHouston Hobby
$197
Delta
Jul 29
HOU5:14 pmHouston Hobby
6h 39m
1 stop
ORD11:53 pmChicago O'Hare Intl
Aug 5
ORD3:31 pmChicago O'Hare Intl
7h 15m
1 stop
HOU10:46 pmHouston Hobby
$207
Delta
Jun 3
HOU1:06 pmHouston Hobby
7h 20m
1 stop
ORD8:26 pmChicago O'Hare Intl
Jun 6
ORD3:00 pmChicago O'Hare Intl
7h 26m
1 stop
HOU10:26 pmHouston Hobby
$208

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
Jul 8
HOU6:49 pmHouston Hobby
6h 01m
1 stop
ORD12:50 amChicago O'Hare Intl
Jul 14
ORD12:05 pmChicago O'Hare Intl
6h 14m
1 stop
HOU6:19 pmHouston Hobby
$269
American Airlines
Jun 10
HOU6:48 pmHouston Hobby
5h 51m
1 stop
ORD12:39 amChicago O'Hare Intl
Jun 13
ORD5:00 amChicago O'Hare Intl
7h 20m
1 stop
HOU12:20 pmHouston Hobby
$284
American Airlines
May 28
HOU6:39 pmHouston Hobby
6h 03m
1 stop
ORD12:42 amChicago O'Hare Intl
Jun 10
ORD5:59 amChicago O'Hare Intl
6h 21m
1 stop
HOU12:20 pmHouston Hobby
$285

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 May 11, 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

Wed 7/29

10:40 am-5:12 pm

1 stop6h 32m

Chicago O'Hare Intl

Tue 8/4

5:28 am-12:16 pm

1 stop6h 48m

$197

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 7/29

5:14 pm-11:53 pm

1 stop6h 39m

Chicago O'Hare Intl

Wed 8/5

3:31 pm-10:46 pm

1 stop7h 15m

$207

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 6/3

1:06 pm-8:26 pm

1 stop7h 20m

Chicago O'Hare Intl

Sat 6/6

3:00 pm-10:26 pm

1 stop7h 26m

$208

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sat 6/6

10:27 am-6:41 pm

1 stop8h 14m

Chicago O'Hare Intl

Tue 6/9

1:46 pm-9:43 pm

1 stop7h 57m

$218

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Thu 6/4

10:27 am-6:35 pm

1 stop8h 08m

Chicago O'Hare Intl

Mon 6/8

3:22 pm-9:43 pm

1 stop6h 21m

$219

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Thu 5/28

6:00 am-1:15 pm

2 stops7h 15m

Chicago O'Hare Intl

Sat 5/30

7:00 am-3:10 pm

1 stop8h 10m

$224

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Mon 6/1

5:02 pm-11:59 pm

1 stop6h 57m

Chicago O'Hare Intl

Thu 6/4

5:30 am-12:11 pm

1 stop6h 41m

$229

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 7/29

10:40 am-5:12 pm

1 stop6h 32m

Chicago O'Hare Intl

Mon 8/3

5:28 am-12:16 pm

1 stop6h 48m

$238

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Wed 6/3

10:27 am-6:41 pm

1 stop8h 14m

Chicago O'Hare Intl

Sat 6/6

8:10 am-4:09 pm

1 stop7h 59m

$248
Quickest round-trip

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 7/3

5:08 pm-11:59 pm

1 stop6h 51m

Chicago O'Hare Intl

Tue 7/7

11:20 am-4:23 pm

1 stop5h 03m

$249

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 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 $224 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $719. 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 $220 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 $146 on momondo.

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

As of May 2026, prices for Houston Hobby Airport to Chicago O'Hare Intl Airport flights are approximately 74% 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
2,954 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $71Free CancellationRating
6.3
8,634 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $148Free CancellationRating
7.4
9,699 reviews
Search United Airlines flights
American AirlinesPriceFrom $177Free CancellationRating
7.1
11,667 reviews
Search American 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
Rosemont
Naperville
New Buffalo
Orland Park
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

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.

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
Wed 6/10
Wed 6/17
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago