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Cheap flights from Illinois to Chicago from $49

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 2/21. 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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Cheap round-trip flights

Southwest Logo
5:40 am - 6:50 amSTL-MDW
1h 10mnonstop
Southwest Logo
7:40 am - 8:50 amMDW-STL
1h 10mnonstop
$97Southwest
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jue., oct. 23 - lun., oct. 27
American Airlines Logo
5:40 pm - 7:20 pmSTL-ORD
1h 40mnonstop
American Airlines Logo
2:50 pm - 4:16 pmORD-STL
1h 26mnonstop
$97American Airlines
Find Deal
mié., nov. 19 - lun., nov. 24
Frontier Logo
4:00 pm - 11:20 pmSTL-MDW
7h 20m1 stop
Frontier Logo
6:20 am - 3:04 pmMDW-STL
8h 44m1 stop
$143Frontier
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jue., sep. 25 - dom., sep. 28
Frontier Logo
4:00 pm - 12:10 amSTL-ORD
8h 10m1 stop
Frontier Logo
5:10 am - 3:04 pmORD-STL
9h 54m1 stop
$143Frontier
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lun., sep. 29 - jue., oct. 2
United Airlines Logo
5:28 pm - 6:53 pmSTL-ORD
1h 25mnonstop
United Airlines Logo
2:20 pm - 3:44 pmORD-STL
1h 24mnonstop
$146United Airlines
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lun., oct. 13 - lun., oct. 20
United Airlines Logo
12:25 pm - 1:50 pmSTL-ORD
1h 25mnonstop
United Airlines Logo
2:20 pm - 3:44 pmORD-STL
1h 24mnonstop
$148United Airlines
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mié., oct. 15 - lun., oct. 20
Southern / Mokulele Logo
1:00 pm - 12:19 pmSTL-ORD
23h 19m1 stop
Southern / Mokulele Logo
1:10 pm - 8:40 amORD-STL
19h 30m1 stop
$149Southern / Mokulele
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sáb., oct. 4 - dom., oct. 12
Southern / Mokulele Logo
1:00 pm - 7:24 amSTL-ORD
18h 24m1 stop
Southern / Mokulele Logo
8:15 am - 12:00 pmORD-STL
3h 45m1 stop
$163Southern / Mokulele
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vie., sep. 26 - dom., sep. 28
Contour Logo
7:30 am - 6:45 pmPAH-ORD
11h 15m2 stops
Contour Logo
2:10 pm - 7:15 pmORD-PAH
29h 05m2 stops
$484Contour
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mié., oct. 1 - dom., oct. 5
Contour Logo
2:30 pm - 6:45 pmPAH-ORD
28h 15m2 stops
Contour Logo
2:10 pm - 7:15 pmORD-PAH
29h 05m2 stops
$542Contour
Find Deal
vie., oct. 3 - dom., oct. 5

United Airlines flights from Illinois to Chicago

Our best United Airlines deals on Illinois to Chicago flight tickets
United Airlines
Oct 13
STL5:28 pmLambert-St Louis
1h 25m
ORD6:53 pmChicago O'Hare Intl
Oct 20
ORD2:20 pmChicago O'Hare Intl
1h 24m
STL3:44 pmLambert-St Louis
$146
Find similar
United Airlines
Oct 15
STL12:25 pmLambert-St Louis
1h 25m
ORD1:50 pmChicago O'Hare Intl
Oct 20
ORD2:20 pmChicago O'Hare Intl
1h 24m
STL3:44 pmLambert-St Louis
$148
Find similar
United Airlines
Sep 29
DEC6:55 pmDecatur Arpt
1h 15m
ORD8:10 pmChicago O'Hare Intl
Oct 6
ORD4:55 pmChicago O'Hare Intl
1h 09m
DEC6:04 pmDecatur Arpt
$149
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Southern / Mokulele flights from Illinois to Chicago

Our best Southern / Mokulele deals on Illinois to Chicago flight tickets
Southern / Mokulele
Sep 25
STL1:00 pmLambert-St Louis
3h 19m
1 stop
ORD4:19 pmChicago O'Hare Intl
Oct 1
ORD1:10 pmChicago O'Hare Intl
3h 25m
1 stop
STL4:35 pmLambert-St Louis
$145
Find similar
Southern / Mokulele
Oct 4
STL1:00 pmLambert-St Louis
23h 19m
1 stop
ORD12:19 pmChicago O'Hare Intl
Oct 12
ORD1:10 pmChicago O'Hare Intl
19h 30m
1 stop
STL8:40 amLambert-St Louis
$149
Find similar
Southern / Mokulele
Sep 28
STL5:15 pmLambert-St Louis
3h 24m
1 stop
ORD8:39 pmChicago O'Hare Intl
Oct 5
ORD8:15 amChicago O'Hare Intl
3h 45m
1 stop
STL12:00 pmLambert-St Louis
$157
Find similar

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 septiembre 16, 2025.
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

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

jue. 10/23

5:40 am-6:50 am

Nonstop1h 10m

Chicago Midway

lun. 10/27

7:40 am-8:50 am

Nonstop1h 10m

$97

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

mié. 11/19

5:40 pm-7:20 pm

Nonstop1h 40m

Chicago O'Hare Intl

lun. 11/24

2:50 pm-4:16 pm

Nonstop1h 26m

$97

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

jue. 9/25

4:00 pm-11:20 pm

1 stop7h 20m

Chicago Midway

dom. 9/28

6:20 am-3:04 pm

1 stop8h 44m

$143

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

lun. 9/29

4:00 pm-12:10 am

1 stop8h 10m

Chicago O'Hare Intl

jue. 10/2

5:10 am-3:04 pm

1 stop9h 54m

$143

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

lun. 10/13

5:28 pm-6:53 pm

Nonstop1h 25m

Chicago O'Hare Intl

lun. 10/20

2:20 pm-3:44 pm

Nonstop1h 24m

$146

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

mié. 10/15

12:25 pm-1:50 pm

Nonstop1h 25m

Chicago O'Hare Intl

lun. 10/20

2:20 pm-3:44 pm

Nonstop1h 24m

$148

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

sáb. 10/4

1:00 pm-12:19 pm

1 stop23h 19m

Chicago O'Hare Intl

dom. 10/12

1:10 pm-8:40 am

1 stop19h 30m

$149

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

vie. 9/26

1:00 pm-7:24 am

1 stop18h 24m

Chicago O'Hare Intl

dom. 9/28

8:15 am-12:00 pm

1 stop3h 45m

$163

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

mié. 10/1

7:30 am-6:45 pm

2 stops11h 15m

Chicago O'Hare Intl

dom. 10/5

2:10 pm-7:15 pm

2 stops29h 05m

$484

PaducahChicago

PAH - ORD

PAHORD

Paducah Barkley Regional

vie. 10/3

2:30 pm-6:45 pm

2 stops28h 15m

Chicago O'Hare Intl

dom. 10/5

2:10 pm-7:15 pm

2 stops29h 05m

$542

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 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 $398. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Illinois to Chicago for around $558.

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 $426. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $557.

What is the cheapest Illinois to Chicago flight route?

Fly from Decatur Arpt 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

$99

Fastest flight time

0h 55m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Illinois in the past 72 hours is $99. The best round-trip flight deal from Illinois to Chicago found on momondo in the last 72 hours is $228.
The fastest flight from Illinois to Chicago takes 0h 55m
Direct flights go from Illinois to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)
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  • 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 $148Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
American AirlinesPriceFrom $179Free CancellationRating
7.2
10,000 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
Benton Harbor
Saint Joseph
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
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