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$46+ Cheap flights from Chicago (CHI) 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ORD
août 25 — sept. 11
lun. 8/25
lun. 9/1
1 adult, Economy
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Cheap flight deals from Chicago to Illinois

Keep the following information in mind while searching for Chicago to Illinois flight deals. Data was last updated août 20, 2025.

Round-trip from

$91
(American Airlines)

One-way from

$46
(American Airlines)

Good round-trip deal

$216 or less

Good one-way deal

$133 or less
From Chicago (CHI) to Illinois
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One-way flight from Chicago (CHI) to Illinois
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Price to beat on a round-trip flight from Chicago (CHI) to Illinois.
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Price to beat on a one-way flight from Chicago (CHI) to Illinois.
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Find flight deals from Chicago to Illinois

Cheapest flights from Chicago to Illinois
Explore the most affordable flight options available from Chicago to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on août 20, 2025.

This American Airlines deal was found by Cheapflights users on 8/19. 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.
mer. 9/247:10 pmORD - STL
Nonstop1h 22mAmerican Airlines
lun. 10/277:16 amSTL - ORD
Nonstop1h 27mAmerican Airlines
Deal found 8/19$91
This Southwest deal was found by Cheapflights users on 8/19. 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.
jeu. 11/139:30 amMDW - STL
2 stops4h 45mSouthwest
lun. 11/177:20 pmSTL - MDW
Nonstop1h 10mSouthwest
Deal found 8/19$92
This American Airlines deal was found by Cheapflights users on 8/19. 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.
jeu. 9/1110:34 pmORD - STL
Nonstop1h 14mAmerican Airlines
lun. 9/157:23 amSTL - ORD
Nonstop1h 22mAmerican Airlines
Deal found 8/19$92
This American Airlines deal was found by Cheapflights users on 8/19. 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.
mer. 10/18:31 pmORD - STL
Nonstop1h 22mAmerican Airlines
jeu. 10/27:23 amSTL - ORD
Nonstop1h 22mAmerican Airlines
Deal found 8/19$93
This Southwest deal was found by Cheapflights users on 8/20. 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.
jeu. 9/117:45 amMDW - STL
1 stop5h 40mSouthwest
lun. 9/154:15 pmSTL - MDW
1 stop5h 20mSouthwest
Deal found 8/20$97
This Southwest deal was found by Cheapflights users on 8/19. 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.
mer. 9/241:50 pmORD - STL
1 stop8h 05mSouthwest
mar. 10/283:50 pmSTL - ORD
1 stop7h 15mSouthwest
Deal found 8/19$97
This Southwest deal was found by Cheapflights users on 8/20. 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.
jeu. 9/111:50 pmORD - STL
1 stop9h 35mSouthwest
lun. 9/155:10 amSTL - ORD
1 stop5h 35mSouthwest
Deal found 8/20$102
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/176:45 amORD - STL
Nonstop1h 25mAmerican Airlines
mar. 11/185:40 pmSTL - ORD
Nonstop1h 40mAmerican Airlines
Deal found 8/18$104
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. 11/1712:00 pmMDW - STL
1 stop5h 15mSouthwest
mar. 11/184:25 pmSTL - MDW
Nonstop1h 10mSouthwest
Deal found 8/18$107
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/2511:30 amORD - BRL
Nonstop1h 20mContour
mer. 12/319:40 amBRL - ORD
Nonstop1h 10mContour
Deal found 8/18$108
This Southwest deal was found by Cheapflights users on 8/19. 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.
sam. 9/133:55 pmMDW - STL
Nonstop1h 15mSouthwest
dim. 9/149:35 amSTL - MDW
Nonstop1h 10mSouthwest
Deal found 8/19$114
This United Airlines deal was found by Cheapflights users on 8/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/1612:55 pmORD - STL
Nonstop1h 24mUnited Airlines
ven. 9/197:04 pmSTL - ORD
Nonstop1h 32mUnited Airlines
Deal found 8/19$114

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago 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 août 20, 2025.
Use the filters below to find and compare flights from Chicago to Illinois that are best for you.

Fly from

Chicago

Fly to

Illinois

Route

Depart

Return

Price

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

mer. 9/24

7:10 pm-8:32 pm

Nonstop1h 22m

Lambert-St Louis

mar. 10/21

4:34 pm-6:02 pm

Nonstop1h 28m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

mer. 10/1

12:09 pm-1:31 pm

Nonstop1h 22m

Lambert-St Louis

sam. 10/4

7:23 am-8:45 am

Nonstop1h 22m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

mer. 9/24

7:10 pm-8:32 pm

Nonstop1h 22m

Lambert-St Louis

lun. 10/27

7:16 am-8:43 am

Nonstop1h 27m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

mar. 9/16

8:00 am-9:26 am

Nonstop1h 26m

Lambert-St Louis

mar. 9/23

6:10 am-7:30 am

Nonstop1h 20m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

mer. 9/24

7:10 pm-8:32 pm

Nonstop1h 22m

Lambert-St Louis

mer. 10/22

7:16 am-8:43 am

Nonstop1h 27m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

jeu. 9/18

10:34 pm-11:48 pm

Nonstop1h 14m

Lambert-St Louis

mar. 10/7

7:16 am-8:43 am

Nonstop1h 27m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

lun. 9/15

6:59 pm-8:25 pm

Nonstop1h 26m

Lambert-St Louis

mer. 9/17

6:10 am-7:30 am

Nonstop1h 20m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

mer. 9/24

7:10 pm-8:32 pm

Nonstop1h 22m

Lambert-St Louis

mar. 10/28

7:16 am-8:43 am

Nonstop1h 27m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

sam. 10/4

8:00 am-9:26 am

Nonstop1h 26m

Lambert-St Louis

sam. 10/11

6:00 am-7:23 am

Nonstop1h 23m

$91

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

mar. 11/11

3:23 pm-4:47 pm

Nonstop1h 24m

Lambert-St Louis

jeu. 11/13

2:17 pm-3:46 pm

Nonstop1h 29m

$91

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

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

Have a flexible travel schedule? Discover the best time to fly to Illinois 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 Illinois

What is the cheapest month to book a flight from Chicago to Illinois?

Currently, August is the cheapest month in which you can book a flight from Chicago to Illinois (average of $245). Flying from Chicago 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 CHI to IL?

Find hourly flight availability from Chicago 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 août 20, 2025.

When flying from Chicago to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 août 20, 2025.
Read reviews from past customers who have flown Contour from Chicago to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Contour
6.9
Okay
33 reviews

Food

6.2

Entertainment

5.7

Boarding

7.0

Crew

7.5

Comfort

6.7

Overall

6.9

Reviews

1 / 1
2.0
Mediocre

Kavita,Aug 2025

PAH - CLT

Flight was canceled after hours of delays due to a maintenance issue. Contour offered no assistance with rebooking, finding a hotel for the night, or transportation even though the next flight was not until the next morning.
Contour
6.9
Okay
33 reviews
Contour
6.9
Okay
33 reviews

Food

6.2

Entertainment

5.7

Boarding

7.0

Crew

7.5

Comfort

6.7

Overall

6.9

Reviews

1 / 1
2.0
Mediocre

Kavita,Aug 2025

PAH - CLT

Flight was canceled after hours of delays due to a maintenance issue. Contour offered no assistance with rebooking, finding a hotel for the night, or transportation even though the next flight was not until the next morning.

Related info for your journey

Find useful and relevant information for your journey from Chicago 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 Chicago to Illinois?

    Departing from Chicago to Illinois will take you 1h 20m. Chicago and Illinois are separated by a distance of 186 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago to Illinois one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $46. However, be on the lookout for offers from Southwest and Contour, as they are both options that can get you from Chicago to Illinois for a low price.

  • What are the most popular routes from Chicago to Illinois?

    Most travelers choose Chicago O'Hare Intl - Lambert-St Louis, Chicago Midway - Lambert-St Louis or Chicago O'Hare Intl - Moline Quad-City when deciding on the best route from Chicago to Illinois.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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 Chicago to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Chicago to Illinois (average of $245). Flying from Chicago 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.

See more FAQs

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Alternative routes for Chicago to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Chicago to Illinois

Discover the top 2 airlines that operate flights from Chicago 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 août 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$339FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$295Average$412FlexibilityNo cancel feeOn-time71%

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