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$49+ 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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CHI
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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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 November 3, 2025.

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.
Mon 11/242:30 pmSTL - MDW
Nonstop1h 10mSouthwest
Thu 11/279:30 amMDW - STL
Nonstop1h 15mSouthwest
Deal found 11/3$97
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.
Mon 11/247:58 pmSTL - ORD
Nonstop1h 31mAmerican Airlines
Thu 11/273:00 pmORD - STL
Nonstop1h 25mAmerican Airlines
Deal found 11/3$97
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/118:38 amSTL - ORD
Nonstop1h 38mAmerican Airlines
Mon 12/156:41 amORD - STL
Nonstop1h 27mAmerican Airlines
Deal found 11/2$98
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.
Wed 12/37:00 amSTL - MDW
Nonstop1h 10mSouthwest
Wed 12/1011:25 amMDW - STL
Nonstop1h 10mSouthwest
Deal found 11/3$101
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.
Wed 12/35:40 pmSTL - ORD
Nonstop1h 40mAmerican Airlines
Wed 12/1011:12 amORD - STL
Nonstop1h 32mAmerican Airlines
Deal found 11/3$101
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.
Wed 12/179:50 amUIN - ORD
Nonstop1h 20mContour
Wed 12/247:30 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/1$104
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/19:50 amUIN - ORD
Nonstop1h 20mContour
Mon 12/82:00 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/3$105
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/95:30 pmUIN - ORD
Nonstop1h 20mContour
Wed 11/127:30 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/3$106
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/79:50 amUIN - ORD
Nonstop1h 20mContour
Sat 11/82:00 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/2$107
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 11/69:50 amUIN - ORD
Nonstop1h 20mContour
Sat 11/82:00 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/2$110
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/52:25 pmBRL - ORD
Nonstop1h 20mContour
Fri 11/710:50 amORD - BRL
Nonstop1h 20mContour
Deal found 11/3$110
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.
Mon 11/1712:09 pmSTL - ORD
1 stop12h 40mFrontier
Thu 11/207:00 amORD - STL
1 stop11h 58mFrontier
Deal found 11/3$110

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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$97
(Southwest)

One-way from

$49
(Southwest)

Popular in

July

Cheapest in

January

Average price

$239

Good round-trip deal

$168 or less

Good one-way deal

$57 or less
Provider with most accurate pricing for Moline Quad-City-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Moline Quad-City-Chicago (CHI) flights.
Search Deals
From Illinois to Chicago (CHI)
Search Deals
One-way flight from Illinois to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Illinois to Chicago (CHI).
Search Deals

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 November 3, 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

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Mon 12/1

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Mon 12/8

2:00 pm-3:20 pm

Nonstop1h 20m

$105

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Fri 2/13

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Mon 3/2

2:00 pm-3:20 pm

Nonstop1h 20m

$105

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Wed 11/26

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Tue 12/2

2:00 pm-3:20 pm

Nonstop1h 20m

$107

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Tue 1/20

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Sat 2/21

2:00 pm-3:20 pm

Nonstop1h 20m

$107

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Thu 12/25

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Sun 1/18

7:30 pm-8:50 pm

Nonstop1h 20m

$110

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Sun 11/30

5:30 pm-6:50 pm

Nonstop1h 20m

Chicago O'Hare Intl

Sun 12/7

2:00 pm-3:20 pm

Nonstop1h 20m

$110

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Sat 12/6

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Mon 12/8

7:30 pm-8:50 pm

Nonstop1h 20m

$110

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Wed 12/3

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Wed 12/10

2:00 pm-3:20 pm

Nonstop1h 20m

$110

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Fri 12/5

5:30 pm-6:50 pm

Nonstop1h 20m

Chicago O'Hare Intl

Sun 12/7

7:30 pm-8:50 pm

Nonstop1h 20m

$110

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 12/4

12:04 pm-6:08 pm

1 stop6h 04m

Chicago Midway

Wed 12/10

2:49 pm-11:07 am

1 stop20h 18m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 60 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, May is the cheapest month in which you can book a flight from Illinois to Chicago (average of $158). Flying from Illinois to Chicago in April is currently the most expensive (average of $243). 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 November 3, 2025.

When flying from Illinois to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 22% versus a flight in the evening.

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 November 3, 2025.
Get a feel of what it's like to fly with Contour, United Airlines, and American 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.
Contour
7.5
Good
40 reviews

Entertainment

6.4

Food

6.9

Crew

7.9

Overall

7.5

Boarding

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

Food

6.9

Crew

7.9

Overall

7.5

Boarding

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
8,997 reviews
Contour
7.5
Good
40 reviews

Entertainment

6.4

Food

6.9

Crew

7.9

Overall

7.5

Boarding

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
American Airlines
7.2
Good
11,038 reviews
Contour
7.5
Good
40 reviews

Entertainment

6.4

Food

6.9

Crew

7.9

Overall

7.5

Boarding

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 Illinois to Chicago. 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 Illinois to Chicago?

    Airlines like Contour, Frontier, and Southwest fly from Illinois to Chicago in about 1h 10m. The time it takes to get you to your destination can typically vary by up to 4h 54m. There are 251 mi between Illinois and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    $49 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on United Airlines and Contour, with prices starting from $49 and $54, 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 Decatur Arpt - 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, May is the cheapest month in which you can book a flight from Illinois to Chicago (average of $158). Flying from Illinois to Chicago in April is currently the most expensive (average of $243). 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
Porter
Benton Harbor

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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$179Average$258FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$179Average$334FlexibilityNo cancel feeOn-time71%

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