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$46+ Cheap flights from Illinois to Chicago (CHI)

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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CHI
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheap flight deals from Illinois to Chicago

Keep the following information in mind while searching for Illinois to Chicago flight deals. Data was last updated July 31, 2025.

Round-trip from

$91
(Southwest)

One-way from

$46
(Southwest)

Popular in

July

Cheapest in

January

Average price

$302

Good round-trip deal

$164 or less

Good one-way deal

$79 or less
From Illinois to Chicago (CHI)
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One-way flight from Illinois to Chicago (CHI)
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Highest demand for flights based on searches. 5% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Illinois to Chicago (CHI).
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Price to beat on a one-way flight from Illinois to Chicago (CHI).
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Find flight deals from Illinois to Chicago

Cheapest flights from Illinois to Chicago
Explore the most affordable flight options available from Illinois to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2025.

This Southwest deal was found by Cheapflights users on 7/29. 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 8/267:10 amSTL - MDW
Nonstop1h 10mSouthwest
Wed 8/2711:25 amMDW - STL
Nonstop1h 10mSouthwest
Deal found 7/29$91
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 9/137:23 amSTL - ORD
Nonstop1h 22mAmerican Airlines
Sat 9/207:10 pmORD - STL
Nonstop1h 22mAmerican Airlines
Deal found 7/30$91
This Mytrip deal was found by Cheapflights users on 7/29. 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 9/129:40 amBRL - ORD
Nonstop1h 10mContour
Mon 9/155:35 pmORD - BRL
Nonstop1h 20mContour
Deal found 7/29$103
This Southwest deal was found by Cheapflights users on 7/30. 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 8/264:50 pmSTL - ORD
1 stop6h 15mSouthwest
Wed 8/2711:25 amORD - STL
1 stop8h 35mSouthwest
Deal found 7/30$111
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Thu 9/255:00 amSTL - ORD
Nonstop1h 30mUnited Airlines
Sun 9/281:03 pmORD - STL
Nonstop1h 24mUnited Airlines
Deal found 7/31$147
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 8/139:45 amDEC - ORD
Nonstop1h 10mUnited Airlines
Wed 8/207:50 amORD - DEC
Nonstop1h 06mUnited Airlines
Deal found 7/30$149
This Jettzy deal was found by Cheapflights users on 7/29. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/121:00 pmSTL - ORD
1 stop3h 19mSouthern / Mokulele
Fri 9/198:15 amORD - STL
1 stop3h 45mSouthern / Mokulele
Deal found 7/29$166
This Delta deal was found by Cheapflights users on 7/28. 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 9/133:55 pmSTL - MDW
1 stop5h 15mDelta
Tue 9/161:08 pmMDW - STL
1 stop3h 29mDelta
Deal found 7/28$177
This Delta deal was found by Cheapflights users on 7/31. 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 9/135:27 pmSTL - ORD
1 stop4h 07mDelta
Tue 9/169:10 amORD - STL
1 stop4h 10mDelta
Deal found 7/31$177
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 8/2710:07 amPIA - ORD
Nonstop1h 11mAmerican Airlines
Tue 9/98:58 amORD - PIA
Nonstop1h 10mAmerican Airlines
Deal found 7/30$179
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 10/36:00 amMLI - ORD
Nonstop1h 09mAmerican Airlines
Sat 10/1110:46 pmORD - MLI
Nonstop1h 04mAmerican Airlines
Deal found 7/30$179
This Priceline deal was found by Cheapflights users on 7/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/162:52 pmSTL - MDW
1 stop7h 41mFrontier
Sat 8/236:10 amMDW - STL
1 stop7h 23mFrontier
Deal found 7/29$179

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois to Chicago 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 31, 2025.
Use the filters below to find and compare flights from Illinois to Chicago that are best for you.

Fly from

Illinois

Fly to

Chicago

Route

Depart

Return

Price

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 8/26

7:10 am-8:20 am

Nonstop1h 10m

Chicago Midway

Wed 8/27

11:25 am-12:35 pm

Nonstop1h 10m

$91

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Sat 9/13

7:23 am-8:45 am

Nonstop1h 22m

Chicago O'Hare Intl

Sat 9/20

7:10 pm-8:32 pm

Nonstop1h 22m

$91

BurlingtonChicago

BRL - ORD

BRLORD

Burlington

Fri 9/12

9:40 am-10:50 am

Nonstop1h 10m

Chicago O'Hare Intl

Mon 9/15

5:35 pm-6:55 pm

Nonstop1h 20m

$103

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 8/26

4:50 pm-11:05 pm

1 stop6h 15m

Chicago O'Hare Intl

Wed 8/27

11:25 am-8:00 pm

1 stop8h 35m

$111

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 9/25

5:00 am-6:30 am

Nonstop1h 30m

Chicago O'Hare Intl

Sun 9/28

1:03 pm-2:27 pm

Nonstop1h 24m

$147

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Wed 8/13

9:45 am-10:55 am

Nonstop1h 10m

Chicago O'Hare Intl

Wed 8/20

7:50 am-8:56 am

Nonstop1h 06m

$149

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Fri 9/12

1:00 pm-4:19 pm

1 stop3h 19m

Chicago O'Hare Intl

Fri 9/19

8:15 am-12:00 pm

1 stop3h 45m

$166

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 9/13

3:55 pm-9:10 pm

1 stop5h 15m

Chicago Midway

Tue 9/16

1:08 pm-4:37 pm

1 stop3h 29m

$177

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Sat 9/13

5:27 pm-9:34 pm

1 stop4h 07m

Chicago O'Hare Intl

Tue 9/16

9:10 am-1:20 pm

1 stop4h 10m

$177

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 8/16

2:52 pm-10:33 pm

1 stop7h 41m

Chicago Midway

Sat 8/23

6:10 am-1:33 pm

1 stop7h 23m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 49 results
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Best time to book a flight from Illinois to Chicago

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

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

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

Find hourly flight availability from Illinois to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Chicago as you normally would.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated July 31, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Illinois to Chicago 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
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Illinois to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    $46 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $46 and $72, respectively.

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

    The most popular flight routes from Illinois to Chicago are Lambert-St Louis - Chicago O'Hare Intl, Lambert-St Louis - Chicago Midway and Greater Peoria - Chicago O'Hare Intl.

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

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

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

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

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

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

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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Alternative routes for Illinois to Chicago

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

Discover the top 2 airlines that operate flights from Illinois to Chicago. 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 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$259FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$328FlexibilityNo cancel feeOn-time71%

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