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$56+ Cheap flights from Chicago (CHI) 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HOU
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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1. Tell us where you want to go
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The best prices from Chicago to Houston Hobby are usually found in August or October, booked 73 days in advance, depart on a Thursday or Friday and return on a Tuesday

Cheap flight deals from Chicago to Hobby

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$133
(Mytrip)

One-way from

$56
(Mytrip)

Popular in

March

Cheapest in

August

Average price

$244

Good round-trip deal

$318 or less

Good one-way deal

$160 or less
Provider with most accurate pricing for Chicago (CHI)-Houston Hobby flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Houston Hobby flights.
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From Chicago (CHI) to Houston Hobby
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One-way flight from Chicago (CHI) to Houston Hobby
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Highest demand for flights based on searches. 15% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Houston Hobby.
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Price to beat on a one-way flight from Chicago (CHI) to Houston Hobby.
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Find flight deals from Chicago to Hobby

Cheapest flights from Chicago to Hobby
Explore the most affordable flight options available from Chicago to Hobby. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/296:50 amORD - HOU
1 stop12h 34mFrontier
Wed 4/210:36 amHOU - ORD
1 stop14h 06mFrontier
Deal found 2/20$133
This Booking.com deal was found by Cheapflights users on 2/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/86:45 amMDW - HOU
1 stop26h 47mFrontier
Mon 4/1410:36 amHOU - MDW
1 stop13h 45mFrontier
Deal found 2/20$140
This Southwest deal was found by Cheapflights users on 2/20. 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 3/62:35 pmMDW - HOU
Nonstop2h 45mSouthwest
Wed 3/125:25 amHOU - MDW
Nonstop2h 20mSouthwest
Deal found 2/20$197
This KAYAK deal was found by Cheapflights users on 2/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/109:47 amORD - HOU
1 stop8h 03mDelta
Wed 3/1210:41 amHOU - ORD
1 stop5h 39mDelta
Deal found 2/20$214
This KAYAK deal was found by Cheapflights users on 2/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/109:54 amMDW - HOU
1 stop7h 56mDelta
Wed 3/122:35 pmHOU - MDW
1 stop7h 48mDelta
Deal found 2/20$214
This Southwest deal was found by Cheapflights users on 2/19. 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 3/121:50 pmORD - HOU
1 stop5h 50mSouthwest
Tue 3/185:45 amHOU - ORD
1 stop9h 15mSouthwest
Deal found 2/19$217
This Kissandfly.com deal was found by Cheapflights users on 2/19. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/66:45 amORD - HOU
1 stop26h 47mMultiple Airlines
Sun 4/138:00 amHOU - ORD
1 stop12h 19mMultiple Airlines
Deal found 2/19$249
This American Airlines deal was found by Cheapflights users on 2/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/15:00 amORD - HOU
1 stop4h 38mAmerican Airlines
Tue 4/1510:18 amHOU - ORD
1 stop5h 03mAmerican Airlines
Deal found 2/20$256

Find flights from Chicago to Hobby within your budget

Customize your flight search to find flights from Chicago 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 February 20, 2025.

Fly from

Chicago

Fly to

Hobby

Route

Depart

Return

Price

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Sat 3/29

6:50 am-7:24 pm

1 stop12h 34m

Houston Hobby

Wed 4/2

10:36 am-12:42 am

1 stop14h 06m

$133

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 4/8

6:45 am-9:32 am

1 stop26h 47m

Houston Hobby

Mon 4/14

10:36 am-12:21 am

1 stop13h 45m

$140

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Thu 3/6

2:35 pm-5:20 pm

Nonstop2h 45m

Houston Hobby

Wed 3/12

5:25 am-7:45 am

Nonstop2h 20m

$197

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Mon 3/10

9:47 am-5:50 pm

1 stop8h 03m

Houston Hobby

Wed 3/12

10:41 am-4:20 pm

1 stop5h 39m

$214

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Mon 3/10

9:54 am-5:50 pm

1 stop7h 56m

Houston Hobby

Wed 3/12

2:35 pm-10:23 pm

1 stop7h 48m

$214

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Wed 3/12

1:50 pm-7:40 pm

1 stop5h 50m

Houston Hobby

Tue 3/18

5:45 am-3:00 pm

1 stop9h 15m

$217

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Sun 4/6

6:45 am-9:32 am

1 stop26h 47m

Houston Hobby

Sun 4/13

8:00 am-8:19 pm

1 stop12h 19m

$249

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 4/1

5:00 am-9:38 am

1 stop4h 38m

Houston Hobby

Tue 4/15

10:18 am-3:21 pm

1 stop5h 03m

$256

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 3/18

6:45 am-9:36 am

1 stop26h 51m

$56

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 4/15

6:45 am-9:32 am

1 stop26h 47m

$62

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 17 results
1
2

Compare providers for flights from Chicago 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 Chicago to Hobby in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 stars
GotogatePrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy1 starTrust Score*3 stars
FareScanPrice Accuracy-Trust 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-Houston Hobby Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Houston Hobby Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Houston Hobby Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Houston Hobby Airport flights, Cheapflights users trust FlightHub the most. FlightHub 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-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 Chicago to Hobby

Have a flexible travel schedule? Discover the best time to fly to Hobby from Chicago 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.

Travel insights for flights from Chicago to Hobby

Get recent, data-driven insights about flights from Chicago to Hobby including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Houston Hobby Airport?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Hobby. Price data was last updated on February 14, 2025.

Booking 73 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago 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 to Houston Hobby Airport?

Currently, September is the cheapest month in which you can book a flight from Chicago to Houston Hobby Airport (average of $230). Flying from Chicago to Houston Hobby Airport in March is currently the most expensive (average of $334). 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 CHI to HOU?

Find hourly flight availability from Chicago 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 February 20, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 51% on flights from Chicago to Houston Hobby Airport by exploring options for tickets in the evening.

What is the cheapest day to fly from Chicago to Houston Hobby Airport?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Hobby. Price data was last updated on February 16, 2025.

Travelers seeking maximum savings on their Chicago to Houston Hobby Airport flight should consider departing on Tuesday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Hobby by month

Plan your trip to Hobby by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Houston Hobby Airport ranges from 3.2 - 5.9 inches per month. June is typically the wettest month, when rainfall can reach 5.9 in. February is typically the driest time to visit Houston Hobby Airport when rainfall is around 3.2 in.

Temperature in Hobby by month

Plan your trip to Hobby by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Houston Hobby Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 53.6 F).

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 February 20, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Allegiant Air from Chicago to Houston by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Allegiant Air
7.3
Good
765 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Frontier
6.0
Okay
3,355 reviews
Southwest
8.1
Very good
4,411 reviews

Crew

8.7

Overall

8.1

Boarding

8.2

Entertainment

7.6

Food

7.1

Comfort

8.1

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

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

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

    Frontier, at $133, was found to be the cheapest airline from Chicago to Houston Hobby Airport.Alternate airlines to your destination round-trip include Southwest and Delta. Frontier is priced at 34% lower than the current average price of a flight leaving 3 months from now.

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

    $56 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and American Airlines, with prices starting from $99 and $129, respectively.

  • Can I find deals for flights from Chicago to Hobby that include hotel bookings?

    Yes. In addition to deals on Chicago to Hobby flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Hobby?

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

  • Can I find deals for business class flights from Chicago to Hobby?

    Yes. Cheapflights offers flight deals from Chicago 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 to Houston Hobby Airport?

    Currently, September is the cheapest month in which you can book a flight from Chicago to Houston Hobby Airport (average of $230). Flying from Chicago to Houston Hobby Airport in March is currently the most expensive (average of $334). 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

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Top 5 airlines flying from Chicago to Hobby

Discover the top 5 airlines that operate flights from Chicago 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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$61Average$150FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$69Average$147FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$141Average$240FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$153Average$358FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$178Average$352FlexibilityNo cancel feeOn-time63%
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