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$89+ Cheap flights from O'Hare Intl (ORD) to Hobby (HOU)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/11. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HOU
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Houston Hobby are usually found in February or September, booked 79 days in advance, depart on a Wednesday or Saturday and return on a Thursday

Cheap flight deals from O'Hare Intl to Hobby

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Hobby (HOU). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 19, 2025.

Round-trip from

$177
(Southwest)

One-way from

$89
(Southwest)

Popular in

March

Cheapest in

February

Average price

$169
From Chicago O'Hare Intl to Houston Hobby
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One-way flight from Chicago O'Hare Intl to Houston Hobby
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Highest demand for flights based on searches. 7% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from O'Hare Intl to Hobby

Cheapest flights from O'Hare Intl to Hobby
Explore the most affordable flight options available from O'Hare Intl to Hobby. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2025.

This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/234:20 pmORD - HOU
1 stop5h 10mSouthwest
Thu 10/307:35 amHOU - ORD
1 stop6h 25mSouthwest
Deal found 9/17$177
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/291:30 pmORD - HOU
2 stops7h 00mSouthwest
Wed 11/57:15 amHOU - ORD
1 stop5h 00mSouthwest
Deal found 9/18$182
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/51:45 pmORD - HOU
2 stops6h 05mSouthwest
Thu 11/135:25 amHOU - ORD
1 stop9h 20mSouthwest
Deal found 9/18$188
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/124:25 pmORD - HOU
1 stop7h 45mSouthwest
Thu 12/187:45 amHOU - ORD
1 stop4h 30mSouthwest
Deal found 9/17$197
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:00 amORD - HOU
2 stops7h 45mSouthwest
Mon 11/312:50 pmHOU - ORD
1 stop9h 00mSouthwest
Deal found 9/17$202
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:00 amORD - HOU
1 stop8h 10mSouthwest
Mon 10/136:00 amHOU - ORD
1 stop4h 45mSouthwest
Deal found 9/17$217
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:15 amORD - HOU
2 stops8h 55mSouthwest
Mon 10/205:40 amHOU - ORD
1 stop7h 05mSouthwest
Deal found 9/17$222
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1211:55 amORD - HOU
2 stops9h 40mSouthwest
Mon 12/157:30 amHOU - ORD
1 stop5h 30mSouthwest
Deal found 9/17$223
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/156:15 amORD - HOU
2 stops8h 55mSouthwest
Wed 10/228:45 amHOU - ORD
2 stops6h 35mSouthwest
Deal found 9/17$227
This Delta deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/711:23 amORD - HOU
1 stop6h 25mDelta
Sat 10/116:44 pmHOU - ORD
1 stop5h 14mDelta
Deal found 9/18$233
This Southwest deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/174:20 pmORD - HOU
1 stop5h 10mSouthwest
Mon 10/205:40 amHOU - ORD
1 stop7h 05mSouthwest
Deal found 9/17$237
This Southwest deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/73:45 pmORD - HOU
1 stop6h 45mSouthwest
Sun 11/95:25 amHOU - ORD
1 stop9h 20mSouthwest
Deal found 9/18$242

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Hobby 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, Cheapflights users made 2,558,603 searches. Data last updated September 19, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Houston Hobby Airport that are best for you.

Fly from

O'Hare Intl

Fly to

Hobby

Route

Depart

Return

Price

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 11/20

1:00 pm-10:55 pm

1 stop9h 55m

Houston Hobby

Sat 11/22

5:00 am-11:25 am

1 stop6h 25m

$177

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 10/30

4:20 pm-9:30 pm

1 stop5h 10m

Houston Hobby

Mon 11/3

12:50 pm-9:50 pm

1 stop9h 00m

$177

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 11/13

4:25 pm-12:10 am

1 stop7h 45m

Houston Hobby

Mon 11/17

7:15 am-12:15 pm

1 stop5h 00m

$177

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Sat 11/8

11:55 am-7:10 pm

1 stop7h 15m

Houston Hobby

Mon 11/10

5:40 am-3:25 pm

1 stop9h 45m

$177

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Mon 10/27

2:50 pm-9:25 pm

2 stops6h 35m

Houston Hobby

Thu 10/30

5:35 am-2:00 pm

1 stop8h 25m

$182

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Wed 11/12

1:45 pm-7:50 pm

2 stops6h 05m

Houston Hobby

Sat 11/15

6:05 am-1:00 pm

1 stop6h 55m

$182

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Fri 12/12

4:25 pm-12:10 am

1 stop7h 45m

Houston Hobby

Mon 12/15

7:30 am-1:00 pm

1 stop5h 30m

$197

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Fri 10/24

1:30 pm-8:15 pm

1 stop6h 45m

Houston Hobby

Sat 11/1

5:55 am-2:25 pm

2 stops8h 30m

$202

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Sat 10/18

6:45 am-1:27 pm

1 stop6h 42m

Houston Hobby

Sat 10/25

6:44 pm-11:58 pm

1 stop5h 14m

$217

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 10/21

6:45 am-1:27 pm

1 stop6h 42m

Houston Hobby

Tue 10/21

6:44 pm-11:58 pm

1 stop5h 14m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 22 results
1
2
3

Best time to book a flight from O'Hare Intl to Hobby

Have a flexible travel schedule? Discover the best time to fly to Hobby from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Houston Hobby Airport

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

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Hobby. Price data was last updated on September 12, 2025.

Booking 79 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to Houston Hobby Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Houston Hobby Airport?

Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Houston Hobby Airport (average of $230). Flying from Chicago O'Hare Intl Airport to Houston Hobby Airport in March is currently the most expensive (average of $330). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to HOU?

Find hourly flight availability from O'Hare Intl to Hobby. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 19, 2025.

When flying from Chicago O'Hare Intl Airport to Houston Hobby Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 15% versus a flight in the afternoon.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Houston Hobby Airport?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Hobby. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Houston Hobby Airport flight should consider departing on Wednesday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Hobby

Get insights into the airlines that provide service to Hobby. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hobby. Reviews last updated September 19, 2025.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to Houston Hobby Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,030 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,171 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Food

7.0

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Hobby. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago O'Hare Intl Airport to Houston Hobby Airport?

    Departing from Chicago O'Hare Intl Airport to Houston Hobby Airport will take you 9h 55m. Airlines will cover a distance of 945 mi.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Houston Hobby Airport round-trip?

    Our cheapest airline available from Chicago O'Hare Intl Airport to Houston Hobby Airport is Frontier. Our recent data shows that you can find tickets from as low as $75 on this airline. Additional options worth looking into are Spirit Airlines and American Airlines, starting at $75 and $158 round-trip. You may be able to fly from Chicago O'Hare Intl Airport to Houston Hobby Airport for 67% less than the average price by searching for these airlines.

  • Can I find deals for flights from O'Hare Intl to Hobby that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Hobby flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Hobby?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Hobby.

  • Can I find deals for business class flights from O'Hare Intl to Hobby?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Hobby by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Houston Hobby Airport?

    Currently, September is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Houston Hobby Airport (average of $230). Flying from Chicago O'Hare Intl Airport to Houston Hobby Airport in March is currently the most expensive (average of $330). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Houston Hobby Airport?

Book flights to Houston Hobby Airport if you plan to visit one of these locations
Sugar Land
Stafford
Pasadena
Kemah
Baytown
Freeport
Texas City
Seabrook
Rosenberg
Webster
Lake Jackson
Missouri City
Pearland
League City
West University Place
Nassau Bay

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for O'Hare Intl to Hobby

See prices for flight routes from nearby airports that may be better suited for you.
Midway to Hobby flights
O'Hare Intl to George Bush Intcntl flights
Midway to George Bush Intcntl flights

Top 5 airlines flying from O'Hare Intl to Hobby

Discover the top 5 airlines that operate flights from O'Hare Intl to Hobby. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$75Average$162FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$75Average$160FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$158Average$272FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$170Average$395FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$225Average$362FlexibilityNo cancel feeOn-time63%

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