Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Illinois to Chicago from $50

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 9/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Illinois to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Contour Logo
9:55 am - 11:40 am
UIN
-
ORD
1h 45mnonstop
Contour Logo
12:30 pm - 1:55 pm
ORD
-
UIN
1h 25mnonstop
$100Contour
Fri, Nov 20 - Sun, Nov 22
Contour Logo
3:25 pm - 5:10 pm
UIN
-
ORD
1h 45mnonstop
Contour Logo
12:30 pm - 1:55 pm
ORD
-
UIN
1h 25mnonstop
$100Contour
Tue, Sep 1 - Wed, Sep 16
American Airlines Logo
7:24 am - 9:00 am
STL
-
ORD
1h 36mnonstop
American Airlines Logo
10:39 pm - 12:03 am
ORD
-
STL
1h 24mnonstop
$117American Airlines
Mon, Nov 16 - Thu, Nov 19
American Airlines Logo
5:00 am - 6:26 am
STL
-
ORD
1h 26mnonstop
American Airlines Logo
10:40 pm - 11:58 pm
ORD
-
STL
1h 18mnonstop
$117American Airlines
Sat, Oct 17 - Sat, Oct 17
United Airlines Logo
7:25 am - 9:01 am
STL
-
ORD
1h 36mnonstop
United Airlines Logo
2:13 pm - 3:44 pm
ORD
-
STL
1h 31mnonstop
$117United Airlines
Mon, Aug 31 - Tue, Sep 8
United Airlines Logo
8:50 am - 10:26 am
STL
-
ORD
1h 36mnonstop
United Airlines Logo
9:30 pm - 10:59 pm
ORD
-
STL
1h 29mnonstop
$117United Airlines
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
6:15 pm - 7:20 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
7:55 am - 9:15 am
MDW
-
STL
1h 20mnonstop
$117Southwest
Thu, Aug 20 - Mon, Aug 24
Southwest Logo
8:45 pm - 9:50 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
7:55 am - 9:15 am
MDW
-
STL
1h 20mnonstop
$117Southwest
Tue, Aug 25 - Thu, Aug 27
Delta Logo
5:34 pm - 9:47 pm
STL
-
ORD
4h 13m
1 stop
Delta Logo
6:10 am - 10:23 am
ORD
-
STL
4h 13m
1 stop
$157Delta
Tue, Sep 1 - Thu, Sep 10
Delta Logo
6:30 am - 10:42 am
STL
-
ORD
4h 12m
1 stop
Delta Logo
8:55 am - 3:14 pm
ORD
-
STL
6h 19m
1 stop
$157Delta
Sun, Sep 6 - Wed, Sep 9

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Contour flights from Illinois to Chicago

Our best Contour deals on Illinois to Chicago flight tickets
Contour
Sep 1
UIN3:25 pmQuincy Regional
1h 45m
ORD5:10 pmChicago O'Hare Intl
Sep 16
ORD12:30 pmChicago O'Hare Intl
1h 25m
UIN1:55 pmQuincy Regional
$100
Contour
Aug 9
UIN9:55 amQuincy Regional
1h 45m
ORD11:40 amChicago O'Hare Intl
Aug 13
ORD12:30 pmChicago O'Hare Intl
1h 25m
UIN1:55 pmQuincy Regional
$101
Contour
Aug 9
UIN9:55 amQuincy Regional
1h 45m
ORD11:40 amChicago O'Hare Intl
Aug 13
ORD12:30 pmChicago O'Hare Intl
1h 25m
UIN1:55 pmQuincy Regional
$102

United Airlines flights from Illinois to Chicago

Our best United Airlines deals on Illinois to Chicago flight tickets
United Airlines
Aug 27
STL6:00 amLambert-St Louis
1h 33m
ORD7:33 amChicago O'Hare Intl
Sep 3
ORD9:30 pmChicago O'Hare Intl
1h 29m
STL10:59 pmLambert-St Louis
$117
United Airlines
Sep 3
DEC7:20 pmDecatur Arpt
1h 17m
ORD8:37 pmChicago O'Hare Intl
Sep 10
ORD6:55 amChicago O'Hare Intl
1h 10m
DEC8:05 amDecatur Arpt
$149
United Airlines
Aug 12
DEC7:20 pmDecatur Arpt
1h 17m
ORD8:37 pmChicago O'Hare Intl
Aug 16
ORD4:45 pmChicago O'Hare Intl
1h 14m
DEC5:59 pmDecatur Arpt
$159

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 July 30, 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

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Fri 11/20

9:55 am-11:40 am

Nonstop1h 45m

Chicago O'Hare Intl

Sun 11/22

12:30 pm-1:55 pm

Nonstop1h 25m

$100

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Tue 9/1

3:25 pm-5:10 pm

Nonstop1h 45m

Chicago O'Hare Intl

Wed 9/16

12:30 pm-1:55 pm

Nonstop1h 25m

$100

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Mon 11/16

7:24 am-9:00 am

Nonstop1h 36m

Chicago O'Hare Intl

Thu 11/19

10:39 pm-12:03 am

Nonstop1h 24m

$117

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Sat 10/17

5:00 am-6:26 am

Nonstop1h 26m

Chicago O'Hare Intl

Sat 10/17

10:40 pm-11:58 pm

Nonstop1h 18m

$117

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Mon 8/31

7:25 am-9:01 am

Nonstop1h 36m

Chicago O'Hare Intl

Tue 9/8

2:13 pm-3:44 pm

Nonstop1h 31m

$117

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Thu 8/27

8:50 am-10:26 am

Nonstop1h 36m

Chicago O'Hare Intl

Mon 8/31

9:30 pm-10:59 pm

Nonstop1h 29m

$117
Quickest round-trip

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 8/20

6:15 pm-7:20 pm

Nonstop1h 05m

Chicago Midway

Mon 8/24

7:55 am-9:15 am

Nonstop1h 20m

$117

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 8/25

8:45 pm-9:50 pm

Nonstop1h 05m

Chicago Midway

Thu 8/27

7:55 am-9:15 am

Nonstop1h 20m

$117

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Tue 9/1

5:34 pm-9:47 pm

1 stop4h 13m

Chicago O'Hare Intl

Thu 9/10

6:10 am-10:23 am

1 stop4h 13m

$157

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Sun 9/6

6:30 am-10:42 am

1 stop4h 12m

Chicago O'Hare Intl

Wed 9/9

8:55 am-3:14 pm

1 stop6h 19m

$157

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $182. If you’re not able to fly to Chicago in December, then November is your next best option. Flight prices from Illinois to Chicago during November average around $194.

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 Friday when prices can be found for as low as $397. 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 $604.

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 $407. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $458.

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

What cabin class options are available on Illinois to Chicago flights?

There are 4 cabin classes available to choose from on Illinois to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

$148

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 $148. The best round-trip flight deal from Illinois to Chicago found on momondo in the last 72 hours is $111.
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
10,046 reviews
Search United Airlines flights
American AirlinesPriceFrom $179Free CancellationRating
7.1
11,841 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Crown Point
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.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 8/29
Sat 9/5
By creating a price alert you accept our terms of use and privacy policy.

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