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$50+ 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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — ORD
Aug 22 — Aug 291
Sat 8/22
Sat 8/29
1 adult, Economy
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Cheap 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 July 23, 2026.

This Mytrip deal was found by Cheapflights users on 7/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:50 pm
ORD
-
BRL
Nonstop1h 25m
Contour
Sun 9/133:35 pm
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/20$97
This Mytrip deal was found by Cheapflights users on 7/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/75:50 pm
ORD
-
BRL
Nonstop1h 25m
Contour
Mon 8/103:35 pm
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/21$98
This Mytrip deal was found by Cheapflights users on 7/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:50 pm
ORD
-
BRL
Nonstop1h 25m
Contour
Sat 8/299:00 am
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/19$99
This Mytrip deal was found by Cheapflights users on 7/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:50 pm
ORD
-
BRL
Nonstop1h 25m
Contour
Mon 8/319:00 am
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/18$100
This Mytrip deal was found by Cheapflights users on 7/23. 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 8/205:50 pm
ORD
-
BRL
Nonstop1h 25m
Contour
Thu 8/279:00 am
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/23$101
This Mytrip deal was found by Cheapflights users on 7/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:50 pm
ORD
-
BRL
Nonstop1h 25m
Contour
Sun 8/93:35 pm
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/22$102
This Booking.com deal was found by Cheapflights users on 7/23. 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.
Wed 9/912:20 pm
ORD
-
BRL
Nonstop1h 25m
Contour
Sun 9/133:35 pm
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/23$105
This Contour deal was found by Cheapflights users on 7/21. 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 Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:50 pm
ORD
-
BRL
Nonstop1h 25m
Contour
Tue 9/19:00 am
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/21$118
This Booking.com deal was found by Cheapflights users on 7/21. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/236:00 pm
ORD
-
BRL
Nonstop1h 25m
Contour
Sat 1/29:00 am
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/21$124
This Booking.com deal was found by Cheapflights users on 7/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2512:20 pm
ORD
-
BRL
Nonstop1h 25m
Contour
Sun 11/293:45 pm
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/19$125
This Trip.com deal was found by Cheapflights users on 7/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:00 pm
ORD
-
BRL
Nonstop1h 25m
Contour
Fri 12/49:00 am
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/20$130
This Mytrip deal was found by Cheapflights users on 7/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3012:15 pm
ORD
-
BRL
Nonstop1h 20m
Contour
Tue 8/49:00 am
BRL
-
ORD
Nonstop1h 35m
Contour
Deal found 7/20$140

Find flight deals from Chicago to Illinois

Keep the following information in mind while searching for Chicago to Illinois flight deals. Data was last updated July 23, 2026.

Round-trip from

$97
(Mytrip)

One-way from

$50
(Mytrip)

Good round-trip deal

$248 or less

Good one-way deal

$77 or less
From Chicago (CHI) to Illinois
Search Deals
One-way flight from Chicago (CHI) to Illinois
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Illinois.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Illinois.
Search Deals

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 July 23, 2026.
Use the filters below to find and compare flights from Chicago to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Thu 9/10

5:50 pm-7:15 pm

Nonstop1h 25m

Burlington

Sun 9/13

3:35 pm-5:10 pm

Nonstop1h 35m

$97

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Thu 8/13

5:50 pm-7:15 pm

Nonstop1h 25m

Burlington

Tue 8/18

9:00 am-10:35 am

Nonstop1h 35m

$97

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Sat 10/10

6:00 pm-7:25 pm

Nonstop1h 25m

Burlington

Sun 10/18

3:45 pm-5:20 pm

Nonstop1h 35m

$98

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Fri 8/28

5:50 pm-7:15 pm

Nonstop1h 25m

Burlington

Sat 8/29

9:00 am-10:35 am

Nonstop1h 35m

$99

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Sat 8/15

5:50 pm-7:15 pm

Nonstop1h 25m

Burlington

Tue 8/18

9:00 am-10:35 am

Nonstop1h 35m

$100

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Fri 8/14

12:20 pm-1:45 pm

Nonstop1h 25m

Burlington

Tue 8/18

9:00 am-10:35 am

Nonstop1h 35m

$100

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Wed 9/16

5:50 pm-7:15 pm

Nonstop1h 25m

Burlington

Wed 9/30

3:35 pm-5:10 pm

Nonstop1h 35m

$102

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Thu 8/6

5:50 pm-7:15 pm

Nonstop1h 25m

Burlington

Sun 8/9

3:35 pm-5:10 pm

Nonstop1h 35m

$102

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Tue 11/3

6:00 pm-7:25 pm

Nonstop1h 25m

Burlington

Mon 11/9

9:00 am-10:35 am

Nonstop1h 35m

$105

ChicagoBurlington

ORD - BRL

ORDBRL

Chicago O'Hare Intl

Wed 9/9

12:20 pm-1:45 pm

Nonstop1h 25m

Burlington

Sun 9/13

3:35 pm-5:10 pm

Nonstop1h 35m

$105

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/22

Showing 1-10 of 60 resultsSorted by cheapest first
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6

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, December is the cheapest month in which you can book a flight from Chicago to Illinois (average of $168). Flying from Chicago to Illinois in March is currently the most expensive (average of $338). 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 July 23, 2026.

A simple way to save on the total cost of your ticket is to fly from Chicago to Illinois in the evening. If you’re flexible enough to do this you can expect to save up to 28% on your trip compared to booking a flight in the morning.

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 November 29, 2025.

Travelers seeking maximum savings on their Chicago to Illinois flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Saturday 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 July 23, 2026.
Read reviews from past customers who have flown Contour and United Airlines from Chicago to Illinois. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Contour
7.7
Good
42 reviews

Food

6.9

Overall

7.7

Comfort

7.4

Crew

8.0

Boarding

7.7

Entertainment

6.2

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
7.7
Good
42 reviews
Contour
7.7
Good
42 reviews

Food

6.9

Overall

7.7

Comfort

7.4

Crew

8.0

Boarding

7.7

Entertainment

6.2

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
10,025 reviews
Contour
7.7
Good
42 reviews

Food

6.9

Overall

7.7

Comfort

7.4

Crew

8.0

Boarding

7.7

Entertainment

6.2

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 59m. Chicago and Illinois are separated by a distance of 116 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 United Airlines and American 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 - Paducah Barkley Regional 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, December is the cheapest month in which you can book a flight from Chicago to Illinois (average of $168). Flying from Chicago to Illinois in March is currently the most expensive (average of $338). 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 airline flying from Chicago to Illinois

Discover the top airline 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 July 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$168Average$690FlexibilityNo cancel feeOn-time71%

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