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$49+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ORD
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

Round-trip from

$107
(Mytrip)

One-way from

$49
(Southwest)

Good round-trip deal

$199 or less

Good one-way deal

$113 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 November 3, 2025.

This Mytrip deal was found by Cheapflights users on 11/1. 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.
Thu 12/46:25 pmORD - BRL
Nonstop1h 20mContour
Tue 12/99:00 amBRL - ORD
Nonstop1h 10mContour
Deal found 11/1$107
This Southwest deal was found by Cheapflights users on 11/3. 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 12/911:25 amMDW - STL
Nonstop1h 10mSouthwest
Tue 12/93:20 pmSTL - MDW
1 stop4h 40mSouthwest
Deal found 11/3$127
This Booking.com deal was found by Cheapflights users on 11/2. 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 11/66:25 pmORD - BRL
Nonstop1h 20mContour
Sun 11/99:00 amBRL - ORD
Nonstop1h 10mContour
Deal found 11/2$129
This Trip.com deal was found by Cheapflights users on 11/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:00 amORD - STL
1 stop27h 07mFrontier
Thu 11/203:14 pmSTL - ORD
1 stop8h 54mFrontier
Deal found 11/3$129
This Southwest deal was found by Cheapflights users on 11/2. 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 12/99:05 pmMDW - STL
Nonstop1h 15mSouthwest
Thu 12/117:35 pmSTL - MDW
Nonstop1h 10mSouthwest
Deal found 11/2$144
This United Airlines deal was found by Cheapflights users on 11/2. 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 12/92:14 pmORD - STL
Nonstop1h 26mUnited Airlines
Wed 12/106:42 pmSTL - ORD
Nonstop1h 30mUnited Airlines
Deal found 11/2$144
This Mytrip deal was found by Cheapflights users on 11/1. 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.
Sun 11/166:25 pmORD - BRL
Nonstop1h 20mContour
Thu 11/202:25 pmBRL - ORD
Nonstop1h 20mContour
Deal found 11/1$145
This Kiwi.com deal was found by Cheapflights users on 11/3. 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.
Thu 12/47:23 pmMDW - STL
1 stop14h 24mFrontier
Mon 12/810:47 amSTL - MDW
1 stop11h 25mFrontier
Deal found 11/3$147
This Frontier deal was found by Cheapflights users on 11/3. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/135:25 amORD - STL
1 stop7h 52mFrontier
Mon 11/1712:09 pmSTL - ORD
1 stop12h 40mFrontier
Deal found 11/3$150
This Kiwi.com deal was found by Cheapflights users on 11/2. 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.
Thu 12/45:05 amORD - STL
1 stop6h 02mFrontier
Fri 12/510:42 amSTL - ORD
1 stop25h 12mFrontier
Deal found 11/2$152
This United Airlines deal was found by Cheapflights users on 11/1. 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.
Sat 11/294:50 pmORD - DEC
Nonstop1h 02mUnited Airlines
Sat 12/67:08 pmDEC - ORD
Nonstop1h 11mUnited Airlines
Deal found 11/1$155
This American Airlines deal was found by Cheapflights users on 11/3. 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.
Tue 12/911:12 amORD - STL
Nonstop1h 32mAmerican Airlines
Tue 12/95:40 pmSTL - ORD
Nonstop1h 40mAmerican Airlines
Deal found 11/3$156

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 November 3, 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

Thu 12/4

6:25 pm-7:45 pm

Nonstop1h 20m

Burlington

Tue 12/9

9:00 am-10:10 am

Nonstop1h 10m

$107

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Tue 12/9

11:25 am-12:35 pm

Nonstop1h 10m

Lambert-St Louis

Tue 12/9

3:20 pm-8:00 pm

1 stop4h 40m

$127

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Thu 11/6

10:50 am-12:10 pm

Nonstop1h 20m

Burlington

Sat 11/8

9:00 am-10:10 am

Nonstop1h 10m

$129

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Thu 11/6

6:25 pm-7:45 pm

Nonstop1h 20m

Burlington

Sun 11/9

9:00 am-10:10 am

Nonstop1h 10m

$129

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Sun 11/16

6:25 pm-7:45 pm

Nonstop1h 20m

Burlington

Thu 11/20

2:25 pm-3:45 pm

Nonstop1h 20m

$145

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Tue 11/18

6:25 pm-7:45 pm

Nonstop1h 20m

Burlington

Sat 11/22

9:00 am-10:10 am

Nonstop1h 10m

$145

ChicagoSt. Louis

MDW - STL

MDWSTL

Chicago Midway

Thu 12/4

7:23 pm-9:47 am

1 stop14h 24m

Lambert-St Louis

Mon 12/8

10:47 am-10:12 pm

1 stop11h 25m

$147

ChicagoDecatur

ORD - DEC

ORDDEC

Chicago O'Hare Intl

Sat 11/29

4:50 pm-5:52 pm

Nonstop1h 02m

Decatur Arpt

Sat 12/6

7:08 pm-8:19 pm

Nonstop1h 11m

$155

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Wed 12/31

10:46 am-4:28 pm

1 stop5h 42m

Lambert-St Louis

Tue 1/13

5:00 pm-11:57 pm

1 stop6h 57m

$157

ChicagoSt. Louis

ORD - STL

ORDSTL

Chicago O'Hare Intl

Thu 12/4

6:41 am-8:08 am

Nonstop1h 27m

Lambert-St Louis

Mon 12/8

8:38 am-10:16 am

Nonstop1h 38m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

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 $179). Flying from Chicago to Illinois in January is currently the most expensive (average of $259). 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 November 3, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago to Illinois in the afternoon. If you’re flexible enough to do this you can expect to save up to 25% on your trip compared to booking a flight in the evening.

What is the cheapest day to fly from Chicago to Illinois?

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

Travelers seeking maximum savings on their Chicago to Illinois flight should consider departing on Monday at noon when fares are most often at their lowest. Wednesday evenings 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 3, 2025.
Read reviews from past customers who have flown Contour, United Airlines, and Southern / Mokulele from Chicago to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Contour
7.5
Good
40 reviews

Entertainment

6.4

Boarding

7.5

Crew

7.9

Food

6.9

Overall

7.5

Comfort

7.3

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo
Contour
7.5
Good
40 reviews
Contour
7.5
Good
40 reviews

Entertainment

6.4

Boarding

7.5

Crew

7.9

Food

6.9

Overall

7.5

Comfort

7.3

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo
United Airlines
7.4
Good
8,998 reviews
Contour
7.5
Good
40 reviews

Entertainment

6.4

Boarding

7.5

Crew

7.9

Food

6.9

Overall

7.5

Comfort

7.3

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo
Southern / Mokulele
6.1
Okay
25 reviews
Contour
7.5
Good
40 reviews

Entertainment

6.4

Boarding

7.5

Crew

7.9

Food

6.9

Overall

7.5

Comfort

7.3

Reviews

1 / 2
10.0
Excellent

Anonymous,Oct 2025

CLT - PAH

The steward on my flight from Charlotte to Paducah was the kindest person I’ve ever met. He made everyone feel comfortable, and even laugh a little. Not to mention his hair was top tier. He deserves a raise. Xoxo

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. This flight may include one or multiple stops.

  • 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 - Decatur Arpt 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 $179). Flying from Chicago to Illinois in January is currently the most expensive (average of $259). 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$319FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$363Average$437FlexibilityNo cancel feeOn-time71%

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