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Illinois

$59+ 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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
HOU — ORD
Dec 22 — Dec 291
Mon 12/22
Mon 12/29
1 adult, Economy
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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 November 22, 2025.

This Southwest deal was found by Cheapflights users on 11/22. 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 12/312:35 pmHOU - MDW
Nonstop2h 25mSouthwest
Tue 1/68:55 amMDW - HOU
Nonstop2h 55mSouthwest
Deal found 11/22$117
This Southwest deal was found by Cheapflights users on 11/21. 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 12/134:10 pmHOU - MDW
Nonstop2h 25mSouthwest
Tue 12/167:00 amMDW - HOU
Nonstop2h 40mSouthwest
Deal found 11/21$179
This Southwest deal was found by Cheapflights users on 11/22. 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 12/246:35 amHOU - MDW
Nonstop2h 25mSouthwest
Tue 1/68:55 amMDW - HOU
Nonstop2h 55mSouthwest
Deal found 11/22$188
This Southwest deal was found by Cheapflights users on 11/22. 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 12/242:00 pmHOU - MDW
1 stop5h 35mSouthwest
Sun 1/115:55 amMDW - HOU
Nonstop2h 55mSouthwest
Deal found 11/22$198
This Delta deal was found by Cheapflights users on 11/21. 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 12/136:40 pmHOU - MDW
1 stop5h 07mDelta
Tue 12/1610:49 amMDW - HOU
1 stop7h 03mDelta
Deal found 11/21$199
This Delta deal was found by Cheapflights users on 11/21. 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 12/1310:39 amHOU - ORD
1 stop4h 41mDelta
Tue 12/165:30 amORD - HOU
1 stop7h 58mDelta
Deal found 11/21$199
This Southwest deal was found by Cheapflights users on 11/21. 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 12/242:00 pmHOU - MDW
1 stop5h 35mSouthwest
Wed 12/312:10 pmMDW - HOU
1 stop5h 25mSouthwest
Deal found 11/21$208
This Southwest deal was found by Cheapflights users on 11/21. 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 12/1010:20 amHOU - MDW
Nonstop2h 25mSouthwest
Sat 12/137:30 pmMDW - HOU
Nonstop2h 45mSouthwest
Deal found 11/21$214
This Southwest deal was found by Cheapflights users on 11/21. 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 12/121:30 pmHOU - MDW
1 stop4h 15mSouthwest
Tue 12/165:15 pmMDW - HOU
Nonstop2h 45mSouthwest
Deal found 11/21$218
This Delta deal was found by Cheapflights users on 11/21. 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.
Fri 12/126:47 pmHOU - ORD
1 stop5h 14mDelta
Tue 12/165:30 amORD - HOU
1 stop7h 58mDelta
Deal found 11/21$228
This Delta deal was found by Cheapflights users on 11/21. 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 12/106:00 amHOU - ORD
1 stop6h 03mDelta
Sat 12/134:20 pmORD - HOU
1 stop6h 13mDelta
Deal found 11/21$234
This Southwest deal was found by Cheapflights users on 11/21. 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 12/125:55 amHOU - ORD
1 stop7h 35mSouthwest
Tue 12/161:45 pmORD - HOU
2 stops6h 05mSouthwest
Deal found 11/21$242

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 November 22, 2025.

Round-trip from

$117
(Southwest)

One-way from

$59
(Southwest)

Popular in

June

Cheapest in

February

Average price

$213

Good round-trip deal

$208 or less

Good one-way deal

$138 or less
From Houston Hobby to Illinois
Search Deals
One-way flight from Houston Hobby to Illinois
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Highest demand for flights based on searches. 11% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Houston Hobby to Illinois.
Search Deals
Price to beat on a one-way flight from Houston Hobby to Illinois.
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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 November 22, 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 - ORD

HOUORD

Houston Hobby

Fri 2/20

5:40 am-2:45 pm

1 stop9h 05m

Chicago O'Hare Intl

Sun 2/22

5:15 pm-10:05 pm

1 stop4h 50m

$177

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 2/20

5:40 am-2:45 pm

1 stop9h 05m

Chicago O'Hare Intl

Mon 2/23

2:15 pm-8:45 pm

1 stop6h 30m

$177

HoustonChicago

HOU - MDW

HOUMDW

Houston Hobby

Fri 1/23

5:04 pm-10:22 pm

1 stop5h 18m

Chicago Midway

Sat 1/31

4:30 pm-10:33 pm

1 stop6h 03m

$197

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Fri 1/23

5:04 pm-11:56 pm

1 stop6h 52m

Chicago O'Hare Intl

Tue 1/27

9:55 am-4:10 pm

1 stop6h 15m

$197

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Mon 2/9

5:04 pm-11:56 pm

1 stop6h 52m

Chicago O'Hare Intl

Tue 2/10

11:15 am-4:10 pm

1 stop4h 55m

$197

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 2/3

5:04 pm-11:56 pm

1 stop6h 52m

Chicago O'Hare Intl

Tue 2/10

11:15 am-4:10 pm

1 stop4h 55m

$197

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Tue 12/16

6:00 am-12:10 pm

1 stop6h 10m

Chicago O'Hare Intl

Tue 12/16

4:20 pm-10:48 pm

1 stop6h 28m

$199

HoustonChicago

HOU - ORD

HOUORD

Houston Hobby

Sat 12/13

10:39 am-3:20 pm

1 stop4h 41m

Chicago O'Hare Intl

Tue 12/16

5:30 am-1:28 pm

1 stop7h 58m

$199

HoustonMoline

HOU - MLI

HOUMLI

Houston Hobby

Wed 1/7

5:04 pm-10:28 pm

1 stop5h 24m

Moline Quad-City

Tue 1/20

5:06 pm-10:33 pm

1 stop5h 27m

$203

HoustonMoline

HOU - MLI

HOUMLI

Houston Hobby

Tue 1/27

5:04 pm-10:28 pm

1 stop5h 24m

Moline Quad-City

Sat 1/31

5:20 pm-10:33 pm

1 stop5h 13m

$203

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/22

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, January is the cheapest month in which you can book a flight from Houston Hobby Airport to Illinois (average of $53). 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 November 22, 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 November 22, 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
4,253 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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
9,036 reviews
Southwest
8.0
Very good
4,253 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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
11,047 reviews
Southwest
8.0
Very good
4,253 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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
8,160 reviews
Southwest
8.0
Very good
4,253 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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
3,100 reviews
Southwest
8.0
Very good
4,253 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Food

7.0

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 $265, Southwest can have you in Illinois from Houston Hobby Airport in 4h 34m. There are 823 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 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, January is the cheapest month in which you can book a flight from Houston Hobby Airport to Illinois (average of $53). 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 LaGuardia flights
Hobby to Newark flights
Hobby to John F Kennedy Intl flights
George Bush Intcntl to LaGuardia flights
George Bush Intcntl to John F Kennedy Intl flights
George Bush Intcntl to Newark flights
Hobby to Las Vegas flights
Hobby to Denver flights
Hobby to Seattle flights
Hobby to Orlando flights
George Bush Intcntl to Las Vegas flights
Hobby to Los Angeles flights
George Bush Intcntl to Denver flights
George Bush Intcntl to Seattle flights
George Bush Intcntl to Orlando flights
Hobby to O'Hare Intl flights
George Bush Intcntl to O'Hare Intl flights
Hobby to Atlanta flights
Hobby to Midway flights
George Bush Intcntl to Los Angeles flights
Hobby to Sky Harbor Intl flights
Hobby to San Francisco flights
Hobby to Dulles Intl flights
Hobby to Baltimore flights
Hobby to Dallas/Fort Worth flights
Hobby to Ontario flights
Hobby to Miami flights
George Bush Intcntl to Sky Harbor Intl flights
George Bush Intcntl to Dallas/Fort Worth flights
Hobby to Reagan-National flights
George Bush Intcntl to San Francisco flights
George Bush Intcntl to Ontario flights
George Bush Intcntl to Atlanta flights
Hobby to Honolulu flights
George Bush Intcntl to Dulles Intl flights
Hobby to Philadelphia flights
Hobby to Boston flights
Hobby to Fort Lauderdale flights
Hobby to Salt Lake City flights
George Bush Intcntl to Honolulu flights
George Bush Intcntl to Philadelphia flights
George Bush Intcntl to Reagan-National flights
George Bush Intcntl to Miami flights
George Bush Intcntl to Fort Lauderdale flights
Hobby to Nashville flights
George Bush Intcntl to Baltimore flights
Hobby to Sacramento flights
George Bush Intcntl to Boston flights
Hobby to San Diego flights
George Bush Intcntl to Salt Lake City 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 November 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$77Average$172FlexibilityNo cancel feeOn-time65%
FrontierCheapest$77Average$182FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$171Average$281FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$177Average$346FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$177Average$401FlexibilityNo cancel feeOn-time71%

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