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$42+ 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ORD
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$86
(Mytrip)

One-way from

$42
(Booking.com)

Good round-trip deal

$112 or less

Good one-way deal

$131 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 September 17, 2025.

This Mytrip deal was found by Cheapflights users on 9/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/225:35 pmORD - BRL
Nonstop1h 20mContour
Tue 9/239:40 amBRL - ORD
Nonstop1h 10mContour
Deal found 9/16$86
This Booking.com deal was found by Cheapflights users on 9/15. 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.
Thu 10/911:40 amORD - BRL
Nonstop1h 20mContour
Wed 10/152:25 pmBRL - ORD
Nonstop1h 20mContour
Deal found 9/15$90
This Southwest deal was found by Cheapflights users on 9/15. 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 10/1512:40 pmMDW - STL
Nonstop1h 10mSouthwest
Wed 10/221:15 pmSTL - MDW
Nonstop1h 10mSouthwest
Deal found 9/15$97
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/142:20 pmORD - STL
Nonstop1h 24mUnited Airlines
Tue 10/213:23 pmSTL - ORD
Nonstop1h 25mUnited Airlines
Deal found 9/16$97
This FlightHub deal was found by Cheapflights users on 9/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2212:50 pmORD - BRL
Nonstop1h 20mContour
Mon 9/223:25 pmBRL - ORD
Nonstop1h 20mContour
Deal found 9/16$98
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/96:53 pmORD - STL
Nonstop1h 33mAmerican Airlines
Mon 10/136:00 amSTL - ORD
Nonstop1h 23mAmerican Airlines
Deal found 9/16$98
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/111:40 amORD - BRL
Nonstop1h 20mContour
Sun 10/59:40 amBRL - ORD
Nonstop1h 10mContour
Deal found 9/16$101
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/175:40 pmORD - BRL
Nonstop1h 20mContour
Sun 10/192:25 pmBRL - ORD
Nonstop1h 20mContour
Deal found 9/16$102
This Southwest deal was found by Cheapflights users on 9/15. 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.
Mon 10/206:00 pmMDW - STL
1 stop3h 30mSouthwest
Wed 10/221:15 pmSTL - MDW
Nonstop1h 10mSouthwest
Deal found 9/15$107
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:40 pmORD - BRL
Nonstop1h 20mContour
Sat 11/19:40 amBRL - ORD
Nonstop1h 10mContour
Deal found 9/16$109
This Southwest deal was found by Cheapflights users on 9/16. 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.
Sat 10/188:20 amMDW - STL
2 stops6h 10mSouthwest
Thu 10/235:40 amSTL - MDW
Nonstop1h 10mSouthwest
Deal found 9/16$112
This Southwest deal was found by Cheapflights users on 9/15. 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 10/71:30 pmORD - STL
1 stop7h 15mSouthwest
Wed 10/222:55 pmSTL - ORD
1 stop6h 35mSouthwest
Deal found 9/15$117

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 September 17, 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

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Sat 9/27

12:50 pm-2:10 pm

Nonstop1h 20m

Burlington

Mon 9/29

9:40 am-10:50 am

Nonstop1h 10m

$86

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Mon 9/22

5:35 pm-6:55 pm

Nonstop1h 20m

Burlington

Tue 9/23

9:40 am-10:50 am

Nonstop1h 10m

$86

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Wed 10/15

11:40 am-1:00 pm

Nonstop1h 20m

Burlington

Wed 10/22

2:25 pm-3:45 pm

Nonstop1h 20m

$90

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Thu 10/9

11:40 am-1:00 pm

Nonstop1h 20m

Burlington

Wed 10/15

2:25 pm-3:45 pm

Nonstop1h 20m

$90

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Tue 10/14

8:40 pm-9:50 pm

Nonstop1h 10m

Lambert-St Louis

Tue 10/21

1:15 pm-2:25 pm

Nonstop1h 10m

$97

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Wed 10/22

9:25 am-10:49 am

Nonstop1h 24m

Lambert-St Louis

Thu 10/23

5:00 am-6:30 am

Nonstop1h 30m

$97

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Tue 10/28

7:55 am-9:10 am

Nonstop1h 15m

Lambert-St Louis

Thu 10/30

6:30 pm-7:40 pm

Nonstop1h 10m

$97

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Tue 10/14

2:20 pm-3:44 pm

Nonstop1h 24m

Lambert-St Louis

Tue 10/21

3:23 pm-4:48 pm

Nonstop1h 25m

$97

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Wed 9/24

12:50 pm-2:10 pm

Nonstop1h 20m

Burlington

Sun 9/28

9:40 am-10:50 am

Nonstop1h 10m

$98

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Tue 9/30

5:35 pm-6:55 pm

Nonstop1h 20m

Burlington

Sat 10/4

9:40 am-10:50 am

Nonstop1h 10m

$98

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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 September 17, 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 September 17, 2025.
Read reviews from past customers who have flown United Airlines and Contour from Chicago to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,926 reviews

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
United Airlines
7.4
Good
8,926 reviews
United Airlines
7.4
Good
8,926 reviews

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!
Contour
7.2
Good
36 reviews
United Airlines
7.4
Good
8,926 reviews

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

Food

6.6

Entertainment

7.1

Reviews

1 / 20
2.0
Mediocre

Deb,Jan 2025

MKE - ORD

It was terrible! So much to say, but in a nutshell we used vouchers from United because our last trip with them was awful with many mishaps and errors made. Unfortunately, this trip was even worse!

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 10m. Chicago and Illinois are separated by a distance of 251 mi. All flights are typically nonstop.

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

    The cheapest airline one-way is Contour, with whom users have recently found tickets for as low as $42. However, be on the lookout for offers from Southwest and United Airlines, 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 - Burlington 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$319FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$347FlexibilityNo cancel feeOn-time71%

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