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$99+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — HOU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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1. Tell us where you want to go

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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 65 days in advance, depart on a Wednesday or Saturday and return on a Thursday

Cheap 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 December 18, 2025.

This Southwest deal was found by Cheapflights users on 12/16. 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 12/251:45 pmORD - HOU
2 stops6h 05mSouthwest
Wed 1/77:25 amHOU - ORD
1 stop4h 50mSouthwest
Deal found 12/16$307
This Southwest deal was found by Cheapflights users on 12/17. 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 12/311:45 pmORD - HOU
2 stops6h 05mSouthwest
Wed 1/146:15 amHOU - ORD
1 stop7h 15mSouthwest
Deal found 12/17$313
This Southwest deal was found by Cheapflights users on 12/15. 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 12/251:45 pmORD - HOU
2 stops6h 05mSouthwest
Tue 1/66:15 amHOU - ORD
1 stop7h 15mSouthwest
Deal found 12/15$327
This Southwest deal was found by Cheapflights users on 12/16. 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.
Tue 12/304:25 pmORD - HOU
1 stop7h 40mSouthwest
Wed 1/76:30 amHOU - ORD
1 stop6h 30mSouthwest
Deal found 12/16$373
This Southwest deal was found by Cheapflights users on 12/14. 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 12/251:45 pmORD - HOU
2 stops6h 05mSouthwest
Wed 12/316:00 amHOU - ORD
1 stop7h 00mSouthwest
Deal found 12/14$378
This Southwest deal was found by Cheapflights users on 12/16. 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 12/241:45 pmORD - HOU
1 stop5h 50mSouthwest
Tue 1/66:15 amHOU - ORD
1 stop7h 15mSouthwest
Deal found 12/16$385
This Delta deal was found by Cheapflights users on 12/16. 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.
Thu 12/251:22 pmORD - HOU
1 stop5h 52mDelta
Wed 1/75:04 pmHOU - ORD
1 stop6h 55mDelta
Deal found 12/16$388

Find 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 December 18, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$197
(Delta)

One-way from

$109
(Delta)

Popular in

March

Cheapest in

February

Average price

$228
Provider with most accurate pricing for Chicago O'Hare Intl-Houston Hobby flight deals.
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Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Houston Hobby flights.
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From Chicago O'Hare Intl to Houston Hobby
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One-way flight from Chicago O'Hare Intl to Houston Hobby
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
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 December 2025
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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 December 18, 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 2/19

5:25 am-12:20 pm

1 stop6h 55m

Houston Hobby

Tue 2/24

10:50 am-4:51 pm

1 stop6h 01m

$207

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 1/20

9:55 am-4:10 pm

1 stop6h 15m

Houston Hobby

Thu 1/22

11:09 am-4:55 pm

1 stop5h 46m

$207

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Wed 1/7

2:50 pm-10:33 pm

1 stop7h 43m

Houston Hobby

Sat 1/17

11:09 am-4:44 pm

1 stop5h 35m

$207

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 1/22

11:55 am-7:40 pm

1 stop7h 45m

Houston Hobby

Sun 1/25

6:30 am-12:15 pm

1 stop5h 45m

$237

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Sun 1/18

2:15 pm-7:15 pm

1 stop5h 00m

Houston Hobby

Fri 2/6

8:30 am-2:45 pm

1 stop6h 15m

$237

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 1/15

11:55 am-8:20 pm

1 stop8h 25m

Houston Hobby

Sun 1/18

7:30 am-1:00 pm

1 stop5h 30m

$237

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 1/6

2:50 pm-10:33 pm

1 stop7h 43m

Houston Hobby

Mon 1/12

5:04 pm-11:59 pm

1 stop6h 55m

$237

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Sat 1/31

1:45 pm-9:15 pm

1 stop7h 30m

Houston Hobby

Sun 2/1

6:30 am-12:15 pm

1 stop5h 45m

$237

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Wed 1/14

1:45 pm-8:25 pm

1 stop6h 40m

Houston Hobby

Thu 1/15

6:25 am-12:15 pm

1 stop5h 50m

$248

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Mon 2/2

11:55 am-7:50 pm

2 stops7h 55m

Houston Hobby

Thu 2/26

6:00 am-1:00 pm

1 stop7h 00m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 20 results
1
2

Compare providers for flights from O'Hare Intl to Hobby

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Hobby in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
CheapfaremartPrice Accuracy-Trust Score*1 star
Justfly.comPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Houston Hobby Airport flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Chicago O'Hare Intl Airport-Houston Hobby Airport flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Houston Hobby Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Houston Hobby Airport flights, Cheapflights users trust CheapOair the most. CheapOair has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Houston Hobby Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 December 12, 2025.

Booking 65 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, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Houston Hobby Airport (average of $66). Flying from Chicago O'Hare Intl Airport to Houston Hobby Airport in July is currently the most expensive (average of $132). 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 December 18, 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 14% 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 December 18, 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
7.9
Good
4,250 reviews

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

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
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

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
9,091 reviews
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

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
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

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
8,190 reviews
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

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
3,081 reviews
Southwest
7.9
Good
4,250 reviews

Overall

7.9

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

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 6h 55m. Airlines will cover a distance of 945 mi. This flight may include one or multiple stops.

  • 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 $66 on this airline. Additional options worth looking into are Spirit Airlines and United Airlines, starting at $75 and $124 round-trip. You may be able to fly from Chicago O'Hare Intl Airport to Houston Hobby Airport for 70% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Houston Hobby Airport one-way?

    $50 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Spirit Airlines and American Airlines, with prices starting from $50 and $75, respectively.

  • 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, February is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Houston Hobby Airport (average of $66). Flying from Chicago O'Hare Intl Airport to Houston Hobby Airport in July is currently the most expensive (average of $132). 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
Webster
West University Place
Texas City
Seabrook
Lake Jackson
Missouri City
Rosenberg
Pearland
League City
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.
O'Hare Intl to George Bush Intcntl flights
Midway to Hobby 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$71Average$163FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$78Average$158FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$131Average$358FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$162Average$272FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$225Average$354FlexibilityNo cancel feeOn-time63%

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