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Cheap flights from Illinois to Chicago from $36

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Chicago departing on 7/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Illinois to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Contour Logo
9:10 am - 10:35 am
BRL
-
ORD
1h 25mnonstop
Contour Logo
12:15 pm - 1:35 pm
ORD
-
BRL
1h 20mnonstop
$78Contour
Tue, Jun 2 - Sun, Jun 7
Contour Logo
9:10 am - 10:35 am
BRL
-
ORD
1h 25mnonstop
Contour Logo
5:50 pm - 7:10 pm
ORD
-
BRL
1h 20mnonstop
$79Contour
Wed, Jun 10 - Tue, Jun 16
United Airlines Logo
6:45 pm - 7:53 pm
DEC
-
ORD
1h 08mnonstop
United Airlines Logo
4:45 pm - 5:56 pm
ORD
-
DEC
1h 11mnonstop
$149United Airlines
Sat, Jun 13 - Sat, Jun 27
United Airlines Logo
7:05 pm - 8:13 pm
DEC
-
ORD
1h 08mnonstop
United Airlines Logo
7:45 am - 8:57 am
ORD
-
DEC
1h 12mnonstop
$159United Airlines
Wed, May 27 - Sun, May 31
American Airlines Logo
8:05 pm - 9:39 pm
STL
-
ORD
1h 34mnonstop
American Airlines Logo
11:29 am - 12:54 pm
ORD
-
STL
1h 25mnonstop
$191American Airlines
Sat, Aug 22 - Thu, Sep 3
Southwest Logo
6:30 pm - 7:35 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
9:35 pm - 10:50 pm
MDW
-
STL
1h 15mnonstop
$191Southwest
Thu, Jun 4 - Mon, Jun 8
American Airlines Logo
7:03 am - 8:30 am
STL
-
ORD
1h 27mnonstop
American Airlines Logo
11:00 pm - 12:16 am
ORD
-
STL
1h 16mnonstop
$192American Airlines
Thu, Jun 4 - Mon, Jun 8
Southwest Logo
9:55 pm - 11:00 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
5:25 pm - 9:00 pm
MDW
-
STL
3h 35m
1 stop
$201Southwest
Thu, Jun 4 - Mon, Jun 8
Frontier Logo
5:06 pm - 8:03 am
STL
-
ORD
14h 57m
1 stop
Frontier Logo
1:50 pm - 8:57 am
ORD
-
STL
19h 07m
1 stop
$205Frontier
Mon, Jun 29 - Fri, Jul 17
Frontier Logo
4:10 pm - 11:14 pm
STL
-
ORD
7h 04m
1 stop
Frontier Logo
6:55 am - 5:30 pm
ORD
-
STL
10h 35m
1 stop
$210Frontier
Tue, Aug 25 - Sun, Aug 30

United Airlines flights from Illinois to Chicago

Our best United Airlines deals on Illinois to Chicago flight tickets
United Airlines
Jun 13
DEC6:45 pmDecatur Arpt
1h 08m
ORD7:53 pmChicago O'Hare Intl
Jun 27
ORD4:45 pmChicago O'Hare Intl
1h 11m
DEC5:56 pmDecatur Arpt
$149
United Airlines
May 27
DEC7:05 pmDecatur Arpt
1h 08m
ORD8:13 pmChicago O'Hare Intl
May 31
ORD7:45 amChicago O'Hare Intl
1h 12m
DEC8:57 amDecatur Arpt
$159
United Airlines
Jul 3
DEC6:45 pmDecatur Arpt
1h 08m
ORD7:53 pmChicago O'Hare Intl
Jul 4
ORD4:45 pmChicago O'Hare Intl
1h 11m
DEC5:56 pmDecatur Arpt
$170

American Airlines flights from Illinois to Chicago

Our best American Airlines deals on Illinois to Chicago flight tickets
American Airlines
Aug 22
STL8:05 pmLambert-St Louis
1h 34m
ORD9:39 pmChicago O'Hare Intl
Sep 3
ORD11:29 amChicago O'Hare Intl
1h 25m
STL12:54 pmLambert-St Louis
$191
American Airlines
Jun 4
STL7:03 amLambert-St Louis
1h 27m
ORD8:30 amChicago O'Hare Intl
Jun 8
ORD11:00 pmChicago O'Hare Intl
1h 16m
STL12:16 amLambert-St Louis
$192
American Airlines
Jun 2
STL6:35 amLambert-St Louis
1h 29m
ORD8:04 amChicago O'Hare Intl
Jun 9
ORD3:03 pmChicago O'Hare Intl
1h 30m
STL4:33 pmLambert-St Louis
$194

momondo 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, momondo users made 832,500 searches. Data last updated May 14, 2026.
Use the filters below to find and compare flights from Illinois to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BurlingtonChicago

BRL - ORD

BRLORD

Burlington

Tue 6/2

9:10 am-10:35 am

Nonstop1h 25m

Chicago O'Hare Intl

Sun 6/7

12:15 pm-1:35 pm

Nonstop1h 20m

$78

BurlingtonChicago

BRL - ORD

BRLORD

Burlington

Wed 6/10

9:10 am-10:35 am

Nonstop1h 25m

Chicago O'Hare Intl

Tue 6/16

5:50 pm-7:10 pm

Nonstop1h 20m

$79
Quickest round-trip

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Sat 6/13

6:45 pm-7:53 pm

Nonstop1h 08m

Chicago O'Hare Intl

Sat 6/27

4:45 pm-5:56 pm

Nonstop1h 11m

$149

DecaturChicago

DEC - ORD

DECORD

Decatur Arpt

Wed 5/27

7:05 pm-8:13 pm

Nonstop1h 08m

Chicago O'Hare Intl

Sun 5/31

7:45 am-8:57 am

Nonstop1h 12m

$159

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Sat 8/22

8:05 pm-9:39 pm

Nonstop1h 34m

Chicago O'Hare Intl

Thu 9/3

11:29 am-12:54 pm

Nonstop1h 25m

$191

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 6/4

6:30 pm-7:35 pm

Nonstop1h 05m

Chicago Midway

Mon 6/8

9:35 pm-10:50 pm

Nonstop1h 15m

$191

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 6/4

7:03 am-8:30 am

Nonstop1h 27m

Chicago O'Hare Intl

Mon 6/8

11:00 pm-12:16 am

Nonstop1h 16m

$192

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 6/4

9:55 pm-11:00 pm

Nonstop1h 05m

Chicago Midway

Mon 6/8

5:25 pm-9:00 pm

1 stop3h 35m

$201

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Mon 6/29

5:06 pm-8:03 am

1 stop14h 57m

Chicago O'Hare Intl

Fri 7/17

1:50 pm-8:57 am

1 stop19h 07m

$205

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 8/25

4:10 pm-11:14 pm

1 stop7h 04m

Chicago O'Hare Intl

Sun 8/30

6:55 am-5:30 pm

1 stop10h 35m

$210

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Illinois to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of December is, on average, the cheapest month to fly to Chicago from Illinois, with most prices found around $108. If you’re not able to fly to Chicago in December, then October is your next best option. Flight prices from Illinois to Chicago during October average around $118.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $387. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Illinois to Chicago for around $595.

What is the cheapest time of day to depart on your flight to Chicago?

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Illinois to Chicago during this time can be as low as $401. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $497.

What is the cheapest Illinois to Chicago flight route?

Fly from Chicago Greater Rockford to Chicago O'Hare Intl for the best Illinois - Chicago flight prices

Cheap Illinois to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Chicago

Best Price Found

$63

Fastest flight time

0h 50m

Direct flights

Every day

Airports in Chicago

3 airports
The best one-way flight to Chicago from Illinois in the past 72 hours is $63. The best round-trip flight deal from Illinois to Chicago found on momondo in the last 72 hours is $186.
The fastest flight from Illinois to Chicago takes 0h 50m
Direct flights go from Illinois to Chicago every day.
There are 3 airports in Chicago. From Illinois there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

Frequently asked questions about flying from Illinois to Chicago

  • When did momondo last update prices for flights from Illinois to Chicago?

    Prices for flights from Illinois to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Illinois to Chicago?

  • How old do you have to be to fly from Illinois to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Illinois to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Illinois to Chicago?

Best airlines flying from Illinois to Chicago

Compare and see reviews for airlines that fly from Illinois to Chicago with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $179Free CancellationRating
7.4
9,706 reviews
Search United Airlines flights
American AirlinesPriceFrom $179Free CancellationRating
7.1
11,662 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Chicago?

It is quick and easy to find Illinois to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Illinois to Chicago with flexible booking policies on momondo?

momondo does allow users to show only those flights to Chicago from Illinois which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Illinois to Chicago?

Once all potential Illinois to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Illinois to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Illinois. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport