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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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
Nov 6 — Nov 131
Thu 11/6
Thu 11/13
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 October 7, 2025.

Round-trip from

$157
(Southwest)

One-way from

$79
(Southwest)

Popular in

June

Cheapest in

February

Average price

$187

Good round-trip deal

$209 or less

Good one-way deal

$175 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. 9% potential increase in price ($22 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 October 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 October 7, 2025.

This Southwest deal was found by Cheapflights users on 10/5. 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 11/152:00 pmHOU - MDW
Nonstop2h 25mSouthwest
Sat 11/157:30 pmMDW - HOU
Nonstop2h 45mSouthwest
Deal found 10/5$157
This Southwest deal was found by Cheapflights users on 10/6. 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 11/86:10 pmHOU - MDW
Nonstop2h 25mSouthwest
Sun 11/95:10 amMDW - HOU
Nonstop2h 45mSouthwest
Deal found 10/6$177
This Southwest deal was found by Cheapflights users on 10/6. 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 12/211:10 amHOU - MDW
1 stop5h 25mSouthwest
Sat 12/65:00 amMDW - HOU
Nonstop2h 50mSouthwest
Deal found 10/6$188
This Southwest deal was found by Cheapflights users on 10/6. 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 10/314:45 pmHOU - MDW
Nonstop2h 30mSouthwest
Sun 11/25:10 amMDW - HOU
Nonstop2h 45mSouthwest
Deal found 10/6$197
This Southwest deal was found by Cheapflights users on 10/4. 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 10/258:35 amHOU - ORD
1 stop5h 50mSouthwest
Fri 10/316:00 amORD - HOU
1 stop8h 35mSouthwest
Deal found 10/4$197
This Southwest deal was found by Cheapflights users on 10/6. 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 10/252:05 pmHOU - MDW
Nonstop2h 25mSouthwest
Fri 10/3112:45 pmMDW - HOU
1 stop5h 35mSouthwest
Deal found 10/6$203
This Southwest deal was found by Cheapflights users on 10/6. 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 10/316:05 amHOU - MDW
1 stop5h 30mSouthwest
Mon 11/38:35 pmMDW - HOU
Nonstop2h 45mSouthwest
Deal found 10/6$207
This Southwest deal was found by Cheapflights users on 10/6. 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 11/410:20 amHOU - MDW
Nonstop2h 25mSouthwest
Fri 11/79:55 pmMDW - HOU
Nonstop2h 40mSouthwest
Deal found 10/6$208
This Southwest deal was found by Cheapflights users on 10/6. 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 12/123:35 pmHOU - MDW
1 stop4h 10mSouthwest
Sun 12/146:45 amMDW - HOU
1 stop5h 15mSouthwest
Deal found 10/6$217
This Delta deal was found by Cheapflights users on 10/5. 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.
Sat 11/152:32 pmHOU - ORD
1 stop7h 58mDelta
Mon 11/244:26 pmORD - HOU
1 stop6h 41mDelta
Deal found 10/5$217
This American Airlines deal was found by Cheapflights users on 10/5. 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.
Sat 11/156:37 pmHOU - MLI
1 stop4h 26mAmerican Airlines
Mon 11/2411:02 amMLI - HOU
1 stop4h 52mAmerican Airlines
Deal found 10/5$226
This Delta deal was found by Cheapflights users on 10/6. 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 11/1210:40 amHOU - ORD
1 stop6h 06mDelta
Mon 11/246:45 amORD - HOU
1 stop6h 43mDelta
Deal found 10/6$227

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 October 7, 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

Sat 11/8

6:10 pm-8:35 pm

Nonstop2h 25m

Chicago Midway

Sun 11/9

5:10 am-7:55 am

Nonstop2h 45m

$177

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Fri 12/5

2:35 pm-5:00 pm

Nonstop2h 25m

Chicago Midway

Wed 12/10

8:35 pm-11:20 pm

Nonstop2h 45m

$177

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Fri 10/31

2:40 pm-5:05 pm

Nonstop2h 25m

Chicago Midway

Mon 11/3

8:35 pm-11:20 pm

Nonstop2h 45m

$197

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Fri 10/31

4:45 pm-7:15 pm

Nonstop2h 30m

Chicago Midway

Sun 11/2

8:00 am-10:50 am

Nonstop2h 50m

$197

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Fri 11/7

4:50 pm-7:15 pm

Nonstop2h 25m

Chicago Midway

Sun 11/9

5:10 am-7:55 am

Nonstop2h 45m

$197

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sat 10/25

2:05 pm-4:30 pm

Nonstop2h 25m

Chicago Midway

Fri 10/31

12:45 pm-6:55 pm

2 stops6h 10m

$212

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Tue 12/2

6:35 am-9:00 am

Nonstop2h 25m

Chicago Midway

Sat 12/6

5:00 am-7:50 am

Nonstop2h 50m

$213

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Sat 11/8

2:22 pm-10:14 pm

1 stop7h 52m

Chicago Midway

Wed 11/12

5:34 pm-11:07 pm

1 stop5h 33m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 11/14

6:00 am-12:19 pm

1 stop6h 19m

Chicago O'Hare Intl

Sat 11/15

5:23 am-1:28 pm

1 stop8h 05m

$217

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sat 12/6

10:39 am-6:43 pm

1 stop8h 04m

Chicago O'Hare Intl

Tue 12/9

4:20 pm-11:02 pm

1 stop6h 42m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/3

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, March is the cheapest month in which you can book a flight from Houston Hobby Airport to Illinois (average of $51). Flying from Houston Hobby Airport to Illinois in April is currently the most expensive (average of $120). 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 October 7, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 49% on flights from Houston Hobby Airport to Illinois by exploring options for tickets in the evening.

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

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

Travelers seeking maximum savings on their Houston Hobby Airport to Illinois flight should consider departing on Monday 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.

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 October 7, 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
4,232 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

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
4,232 reviews
Southwest
8.0
Very good
4,232 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

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
8,957 reviews
Southwest
8.0
Very good
4,232 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

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
11,040 reviews
Southwest
8.0
Very good
4,232 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

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
8,077 reviews
Southwest
8.0
Very good
4,232 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

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
3,146 reviews
Southwest
8.0
Very good
4,232 reviews

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Entertainment

7.5

Comfort

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 $177, 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. Delta flights start at $109 while deals on American Airlines start at $161 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, March is the cheapest month in which you can book a flight from Houston Hobby Airport to Illinois (average of $51). Flying from Houston Hobby Airport to Illinois in April is currently the most expensive (average of $120). 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 October 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$76Average$175FlexibilityNo cancel feeOn-time65%
FrontierCheapest$78Average$184FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$172Average$281FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$174Average$356FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$177Average$402FlexibilityNo cancel feeOn-time71%

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