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$89+ 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 4/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HOU
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
1 adult, Economy
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Find cheap flights from Chicago to Hobby with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
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Cheapflights Tip: The best prices from Chicago to Houston Hobby are usually found in August or October, booked 63 days in advance, depart on a Wednesday or Friday and return on a Wednesday

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 March 28, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$177
(Southwest)

One-way from

$89
(Southwest)

Popular in

March

Cheapest in

August

Average price

$277

Good round-trip deal

$345 or less

Good one-way deal

$118 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. 11% potential increase in price ($24 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 March 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 March 28, 2025.

This Southwest deal was found by Cheapflights users on 3/27. 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 5/66:30 amMDW - HOU
Nonstop2h 40mSouthwest
Sat 5/109:00 pmHOU - MDW
Nonstop2h 30mSouthwest
Deal found 3/27$177
This Delta deal was found by Cheapflights users on 3/27. 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.
Wed 7/97:10 amORD - HOU
1 stop7h 52mDelta
Tue 7/151:00 pmHOU - ORD
1 stop6h 03mDelta
Deal found 3/27$217
This Delta deal was found by Cheapflights users on 3/27. 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.
Wed 4/2312:48 pmMDW - HOU
1 stop5h 00mDelta
Tue 4/296:00 amHOU - MDW
1 stop6h 03mDelta
Deal found 3/27$218
This Southwest deal was found by Cheapflights users on 3/27. 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 4/235:45 pmORD - HOU
1 stop4h 25mSouthwest
Mon 4/286:00 amHOU - ORD
1 stop4h 45mSouthwest
Deal found 3/27$228
This Mytrip deal was found by Cheapflights users on 3/27. 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.
Fri 6/2010:34 amMDW - HOU
1 stop8h 37mAllegiant Air
Mon 6/238:45 amHOU - MDW
1 stop5h 18mAllegiant Air
Deal found 3/27$270
This Sun Country Air deal was found by Cheapflights users on 3/27. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/158:05 pmORD - HOU
1 stop15h 28mSun Country Air
Sun 5/189:10 amHOU - ORD
1 stop8h 17mSun Country Air
Deal found 3/27$275
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Thu 4/176:55 amORD - HOU
1 stop6h 44mAmerican Airlines
Tue 4/226:00 amHOU - ORD
1 stop5h 07mAmerican Airlines
Deal found 3/27$281
This CheapOair deal was found by Cheapflights users on 3/27. 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 CheapOair 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
Sat 4/1212:27 pmHOU - MDW
1 stop11h 54mFrontier
Deal found 3/27$282
This CheapOair deal was found by Cheapflights users on 3/27. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/86:45 amORD - HOU
1 stop26h 47mFrontier
Mon 4/1410:36 amHOU - ORD
1 stop14h 01mFrontier
Deal found 3/27$302

Cheapflights Fare Finder

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 March 28, 2025.
Use the filters below to find and compare flights from Chicago to Houston Hobby Airport that are best for you.

Fly from

Chicago

Fly to

Hobby

Route

Depart

Return

Price

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 5/6

6:30 am-9:10 am

Nonstop2h 40m

Houston Hobby

Sat 5/10

9:00 pm-11:30 pm

Nonstop2h 30m

$177

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 4/29

3:30 pm-11:08 pm

1 stop7h 38m

Houston Hobby

Wed 5/7

6:42 pm-11:58 pm

1 stop5h 16m

$217

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Wed 4/23

12:48 pm-5:48 pm

1 stop5h 00m

Houston Hobby

Tue 4/29

6:00 am-12:03 pm

1 stop6h 03m

$218

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Wed 4/30

5:45 pm-10:10 pm

1 stop4h 25m

Houston Hobby

Sat 5/31

5:05 pm-10:00 pm

1 stop4h 55m

$227

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Fri 6/20

10:34 am-7:11 pm

1 stop8h 37m

Houston Hobby

Mon 6/23

8:45 am-2:03 pm

1 stop5h 18m

$270

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 5/15

8:05 pm-11:33 am

1 stop15h 28m

Houston Hobby

Sun 5/18

9:10 am-5:27 pm

1 stop8h 17m

$275

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Thu 4/17

6:55 am-1:39 pm

1 stop6h 44m

Houston Hobby

Tue 4/22

6:00 am-11:07 am

1 stop5h 07m

$281

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Tue 4/8

6:45 am-9:32 am

1 stop26h 47m

Houston Hobby

Sat 4/12

12:27 pm-12:21 am

1 stop11h 54m

$282

ChicagoHouston

ORD - HOU

ORDHOU

Chicago O'Hare Intl

Tue 4/8

6:45 am-9:32 am

1 stop26h 47m

Houston Hobby

Mon 4/14

10:36 am-12:37 am

1 stop14h 01m

$302

ChicagoHouston

MDW - HOU

MDWHOU

Chicago Midway

Sat 4/26

5:20 pm-8:00 pm

Nonstop2h 40m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 19 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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Houston Hobby Airport

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 March 21, 2025.

Booking 63 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 March 28, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 48% 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 March 23, 2025.

Travelers seeking maximum savings on their Chicago to Houston Hobby Airport flight should consider departing on Saturday evenings 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 March 28, 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
4,274 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.1
Very good
4,274 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Allegiant Air
7.3
Good
731 reviews
Southwest
8.1
Very good
4,274 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,274 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Sun Country Air
6.9
Okay
348 reviews
Southwest
8.1
Very good
4,274 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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?

    Southwest, at $177, was found to be the cheapest airline from Chicago to Houston Hobby Airport.Alternate airlines to your destination round-trip include Delta and Allegiant Air. Southwest is priced at 11% 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?

    $89 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Delta and Allegiant Air, with prices starting from $109 and $113, 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

Traveling to a place near Chicago?

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Top 6 airlines flying from Chicago to Hobby

Discover the top 6 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$62Average$153FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$68Average$151FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$142Average$247FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$158Average$363FlexibilityNo cancel feeOn-time69%
DeltaCheapest$176Average$387FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$188Average$353FlexibilityNo cancel feeOn-time63%
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