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$79+ Cheap flights from Hobby (HOU) to Illinois

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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
ago. 23 — ago. 301
sáb. 8/23
sáb. 8/30
1 adult, Economy
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Cheap flight deals from Hobby to Illinois

Keep the following information in mind while searching for Hobby to Illinois flight deals. Data was last updated agosto 18, 2025.

Round-trip from

$157
(Southwest)

One-way from

$79
(Southwest)

Popular in

June

Cheapest in

September

Average price

$196

Good round-trip deal

$208 or less

Good one-way deal

$188 or less
From Houston Hobby to Illinois
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One-way flight from Houston Hobby to Illinois
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Highest demand for flights based on searches. 12% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Houston Hobby to Illinois.
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Price to beat on a one-way flight from Houston Hobby to Illinois.
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Find flight deals from Hobby to Illinois

Cheapest flights from Hobby to Illinois
Explore the most affordable flight options available from Hobby to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 18, 2025.

This Southwest deal was found by Cheapflights users on 8/17. 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.
mar. 9/161:25 pmHOU - MDW
Nonstop2h 25mSouthwest
mar. 9/235:25 pmMDW - HOU
Nonstop2h 35mSouthwest
Deal found 8/17$157
This Southwest deal was found by Cheapflights users on 8/18. 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.
sáb. 9/208:20 pmHOU - MDW
Nonstop2h 25mSouthwest
lun. 9/228:45 pmMDW - HOU
Nonstop2h 30mSouthwest
Deal found 8/18$177
This Southwest deal was found by Cheapflights users on 8/18. 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.
vie. 9/197:00 pmHOU - MDW
1 stop4h 50mSouthwest
sáb. 9/204:30 pmMDW - HOU
Nonstop2h 40mSouthwest
Deal found 8/18$187
This Southwest deal was found by Cheapflights users on 8/17. 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.
mié. 10/18:55 pmHOU - MDW
Nonstop2h 25mSouthwest
dom. 10/510:55 pmMDW - HOU
Nonstop2h 35mSouthwest
Deal found 8/17$188
This Southwest deal was found by Cheapflights users on 8/17. 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.
vie. 9/199:45 pmHOU - MDW
Nonstop2h 20mSouthwest
lun. 9/228:45 pmMDW - HOU
Nonstop2h 30mSouthwest
Deal found 8/17$197
This Southwest deal was found by Cheapflights users on 8/18. 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.
mié. 9/175:50 pmHOU - MDW
1 stop4h 05mSouthwest
mié. 9/245:25 pmMDW - HOU
Nonstop2h 35mSouthwest
Deal found 8/18$198
This Southwest deal was found by Cheapflights users on 8/18. 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.
vie. 10/37:30 pmHOU - MDW
Nonstop2h 25mSouthwest
dom. 10/510:55 pmMDW - HOU
Nonstop2h 35mSouthwest
Deal found 8/18$208
This Southwest deal was found by Cheapflights users on 8/18. 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.
lun. 9/86:25 pmHOU - MDW
Nonstop2h 25mSouthwest
mié. 9/108:25 pmMDW - HOU
Nonstop2h 30mSouthwest
Deal found 8/18$217
This Southwest deal was found by Cheapflights users on 8/17. 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.
vie. 10/36:00 amHOU - ORD
1 stop4h 45mSouthwest
vie. 10/35:45 pmORD - HOU
1 stop4h 50mSouthwest
Deal found 8/17$217
This Southwest deal was found by Cheapflights users on 8/16. 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.
mié. 11/511:30 amHOU - MDW
2 stops5h 30mSouthwest
vie. 11/75:10 amMDW - HOU
Nonstop2h 45mSouthwest
Deal found 8/16$219
This Southwest deal was found by Cheapflights users on 8/18. 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.
sáb. 9/206:20 amHOU - ORD
1 stop7h 45mSouthwest
lun. 9/2211:25 amORD - HOU
2 stops8h 50mSouthwest
Deal found 8/18$222
This Southwest deal was found by Cheapflights users on 8/16. 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.
sáb. 9/139:40 amHOU - MDW
1 stop6h 35mSouthwest
lun. 9/158:45 pmMDW - HOU
Nonstop2h 30mSouthwest
Deal found 8/16$223

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hobby to Illinois 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 agosto 18, 2025.
Use the filters below to find and compare flights from Houston Hobby Airport to Illinois that are best for you.

Fly from

Hobby

Fly to

Illinois

Route

Depart

Return

Price

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mar. 9/30

1:25 pm-3:50 pm

Nonstop2h 25m

Chicago Midway

mié. 10/1

9:10 am-11:45 am

Nonstop2h 35m

$157

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

sáb. 10/25

5:55 pm-8:20 pm

Nonstop2h 25m

Chicago Midway

mar. 10/28

8:50 pm-11:25 pm

Nonstop2h 35m

$157

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mar. 9/16

1:25 pm-3:50 pm

Nonstop2h 25m

Chicago Midway

mar. 9/23

5:25 pm-8:00 pm

Nonstop2h 35m

$157

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 10/22

9:15 pm-11:35 pm

Nonstop2h 20m

Chicago Midway

sáb. 10/25

12:15 pm-2:55 pm

Nonstop2h 40m

$157

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 10/1

8:55 pm-11:20 pm

Nonstop2h 25m

Chicago Midway

sáb. 10/4

5:35 pm-8:10 pm

Nonstop2h 35m

$157

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 9/17

4:45 pm-7:10 pm

Nonstop2h 25m

Chicago Midway

mié. 9/24

5:25 pm-8:00 pm

Nonstop2h 35m

$157

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

dom. 10/5

9:00 am-11:25 am

Nonstop2h 25m

Chicago Midway

mié. 10/8

8:50 pm-11:25 pm

Nonstop2h 35m

$177

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 9/24

11:25 am-1:55 pm

Nonstop2h 30m

Chicago Midway

dom. 9/28

6:00 am-8:30 am

Nonstop2h 30m

$177

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

vie. 10/3

10:25 pm-12:45 am

Nonstop2h 20m

Chicago Midway

mar. 10/7

8:50 pm-11:25 pm

Nonstop2h 35m

$177

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 9/24

1:25 pm-3:50 pm

Nonstop2h 25m

Chicago Midway

jue. 9/25

5:45 am-8:15 am

Nonstop2h 30m

$177

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/16

Showing 1-10 of 60 results
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Best time to book a flight from Hobby to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Hobby 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 Houston Hobby Airport to Illinois

What is the cheapest month to book a flight from Houston Hobby Airport to Illinois?

Currently, August is the cheapest month in which you can book a flight from Houston Hobby Airport to Illinois (average of $245). Flying from Houston Hobby Airport to Illinois in March is currently the most expensive (average of $321). 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 HOU to IL?

Find hourly flight availability from Hobby to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated agosto 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Houston Hobby Airport to Illinois as you normally would.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated agosto 18, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from Houston Hobby Airport to Illinois by reading reviews from past customers. 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
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

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
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

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.
United Airlines
7.4
Good
8,925 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

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
8.0
Very good
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

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.
Spirit Airlines
6.3
Okay
8,038 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

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.
Frontier
5.8
Fair
3,212 reviews
Southwest
8.0
Very good
4,246 reviews

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

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 Hobby to Illinois. 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 Houston Hobby Airport to Illinois?

    For as low as $157, Southwest can have you in Illinois from Houston Hobby Airport in 2h 25m. There are 938 mi between Houston Hobby Airport and Illinois. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $79. American Airlines flights start at $100 while deals on Delta start at $109 one-way.

  • What are the most popular routes from Houston Hobby Airport to Illinois?

    The most popular flight routes from Houston Hobby Airport to Illinois are Houston Hobby - Chicago Midway, Houston Hobby - Chicago O'Hare Intl and Houston Hobby - Lambert-St Louis.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Houston Hobby Airport to Illinois (average of $245). Flying from Houston Hobby Airport to Illinois in March is currently the most expensive (average of $321). 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.

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Alternative routes for Hobby to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Hobby to Illinois

Discover the top 5 airlines that operate flights from Hobby to Illinois. 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 agosto 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$64Average$172FlexibilityNo cancel feeOn-time65%
FrontierCheapest$69Average$171FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$169Average$414FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$172Average$354FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$177Average$290FlexibilityNo cancel feeOn-time63%

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