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$72+ 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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
feb. 7 — feb. 141
sáb. 2/7
sáb. 2/14
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 enero 8, 2026.

Round-trip from

$143
(Southwest)

One-way from

$72
(Southwest)

Popular in

June

Cheapest in

February

Average price

$152

Good round-trip deal

$292 or less

Good one-way deal

$174 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. 13% potential increase in price ($30 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 January 2026
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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 enero 8, 2026.

This Southwest deal was found by Cheapflights users on 1/7. 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.
jue. 1/298:30 pmHOU - MDW
Nonstop2h 25mSouthwest
jue. 2/54:10 pmMDW - HOU
Nonstop2h 50mSouthwest
Deal found 1/7$143
This Southwest deal was found by Cheapflights users on 1/7. 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. 2/96:30 amHOU - MDW
Nonstop2h 20mSouthwest
mar. 2/101:20 pmMDW - HOU
1 stop4h 30mSouthwest
Deal found 1/7$149
This Southwest deal was found by Cheapflights users on 1/7. 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.
jue. 2/58:15 pmHOU - MDW
Nonstop2h 25mSouthwest
sáb. 2/78:20 amMDW - HOU
Nonstop3h 00mSouthwest
Deal found 1/7$150
This Southwest deal was found by Cheapflights users on 1/7. 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. 2/186:40 amHOU - MDW
Nonstop2h 25mSouthwest
sáb. 2/218:55 pmMDW - HOU
Nonstop2h 50mSouthwest
Deal found 1/7$151
This Southwest deal was found by Cheapflights users on 1/7. 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.
jue. 1/298:30 pmHOU - MDW
Nonstop2h 25mSouthwest
lun. 2/22:20 pmMDW - HOU
1 stop5h 25mSouthwest
Deal found 1/7$153
This Southwest deal was found by Cheapflights users on 1/7. 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.
jue. 4/94:25 pmHOU - MDW
1 stop4h 00mSouthwest
lun. 4/1310:00 amMDW - HOU
1 stop4h 00mSouthwest
Deal found 1/7$154
This Southwest deal was found by Cheapflights users on 1/7. 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. 2/711:25 amHOU - MDW
Nonstop2h 25mSouthwest
sáb. 2/77:35 pmMDW - HOU
Nonstop2h 50mSouthwest
Deal found 1/7$157
This Southwest deal was found by Cheapflights users on 1/7. 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. 2/1712:40 pmHOU - MDW
1 stop5h 00mSouthwest
sáb. 2/215:00 amMDW - HOU
Nonstop3h 00mSouthwest
Deal found 1/7$160
This Southwest deal was found by Cheapflights users on 1/7. 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.
jue. 1/297:25 amHOU - ORD
1 stop4h 50mSouthwest
jue. 2/51:45 pmORD - HOU
1 stop6h 40mSouthwest
Deal found 1/7$163
This Southwest deal was found by Cheapflights users on 1/7. 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. 3/174:20 pmHOU - MDW
2 stops5h 35mSouthwest
mié. 3/188:10 amMDW - HOU
1 stop4h 50mSouthwest
Deal found 1/7$164
This Southwest deal was found by Cheapflights users on 1/7. 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.
jue. 4/166:00 amHOU - ORD
2 stops7h 15mSouthwest
lun. 4/202:40 pmORD - HOU
2 stops6h 30mSouthwest
Deal found 1/7$174
This Southwest deal was found by Cheapflights users on 1/8. 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.
jue. 2/57:00 amHOU - ORD
1 stop6h 00mSouthwest
sáb. 2/711:55 amORD - HOU
1 stop7h 20mSouthwest
Deal found 1/8$190

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 enero 8, 2026.
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

jue. 4/16

5:10 am-7:35 am

Nonstop2h 25m

Chicago Midway

lun. 4/20

9:40 pm-12:20 am

Nonstop2h 40m

$143

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

jue. 2/5

8:15 pm-10:40 pm

Nonstop2h 25m

Chicago Midway

sáb. 2/7

8:20 am-11:20 am

Nonstop3h 00m

$150

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 2/18

6:40 am-9:05 am

Nonstop2h 25m

Chicago Midway

sáb. 2/21

8:55 pm-11:45 pm

Nonstop2h 50m

$151

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

mar. 3/17

2:55 pm-9:55 pm

1 stop7h 00m

Chicago O'Hare Intl

mié. 3/18

1:35 pm-10:50 pm

1 stop9h 15m

$163

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

jue. 4/16

5:20 am-1:55 pm

1 stop8h 35m

Chicago O'Hare Intl

lun. 4/20

3:05 pm-11:30 pm

1 stop8h 25m

$163

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mar. 3/17

4:20 pm-9:55 pm

2 stops5h 35m

Chicago Midway

mié. 3/18

8:10 am-1:00 pm

1 stop4h 50m

$164

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

sáb. 2/14

9:05 pm-11:30 pm

Nonstop2h 25m

Chicago Midway

lun. 2/16

9:55 pm-12:40 am

Nonstop2h 45m

$169

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

mié. 2/25

11:05 am-1:30 pm

Nonstop2h 25m

Chicago Midway

dom. 3/1

9:55 pm-12:40 am

Nonstop2h 45m

$170

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

vie. 2/13

8:45 pm-11:10 pm

Nonstop2h 25m

Chicago Midway

lun. 2/16

5:25 am-10:20 am

1 stop4h 55m

$180

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

mié. 2/4

7:25 am-12:15 pm

1 stop4h 50m

Chicago O'Hare Intl

sáb. 2/7

1:45 pm-9:15 pm

1 stop7h 30m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

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 $50). 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 enero 8, 2026.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 30% 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 January 3, 2026.

Travelers seeking maximum savings on their Houston Hobby Airport to Illinois flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday 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 enero 8, 2026.
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
4,248 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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
9,139 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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
11,095 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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
8,287 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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
5.7
Fair
3,062 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Overall

8.0

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

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 $143, 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 Frontier, which is currently one of the cheapest options available, starting at $28. Spirit Airlines flights start at $40 while deals on Southwest start at $78 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 O'Hare Intl, Houston Hobby - Chicago Midway 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 $50). 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.
Hobby to John F Kennedy Intl flights
Hobby to LaGuardia flights
Hobby to Newark flights
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Hobby to Seattle flights
George Bush Intcntl to John F Kennedy Intl flights
George Bush Intcntl to Newark flights
George Bush Intcntl to Denver flights
George Bush Intcntl to Las Vegas flights
George Bush Intcntl to Seattle flights
George Bush Intcntl to LaGuardia flights
Hobby to Reagan-National flights
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Hobby to Tampa flights
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Hobby to New Orleans flights
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Hobby to Salt Lake City flights
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George Bush Intcntl to Reagan-National flights
Hobby to Baltimore flights
Hobby to Boston flights
Hobby to Pittsburgh flights
George Bush Intcntl to Dallas/Fort Worth flights
George Bush Intcntl to Honolulu flights
George Bush Intcntl to San Francisco flights
Hobby to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
George Bush Intcntl to Atlanta flights
Hobby to San Diego flights
George Bush Intcntl to New Orleans flights
Hobby to Midway flights
Hobby to Nashville flights
George Bush Intcntl to Salt Lake City flights
Hobby to Philadelphia flights

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 enero 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$71Average$189FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$76Average$162FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$134Average$350FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$167Average$277FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$177Average$397FlexibilityNo cancel feeOn-time71%

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