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Cheap flights from Illinois to Chicago from $72

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 10/24. 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

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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Mon, Sep 22 - Mon, Sep 29
Frontier Logo
4:00 pm - 11:20 pmSTL-MDW
7h 20m1 stop
Frontier Logo
6:20 am - 3:04 pmMDW-STL
8h 44m1 stop
$150Frontier
Find Deal
Sun, Sep 7 - Thu, Sep 11
Southwest Logo
5:05 pm - 6:10 pmSTL-MDW
1h 05mnonstop
Southwest Logo
9:05 pm - 10:20 pmMDW-STL
1h 15mnonstop
$217Southwest
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Wed, Oct 15 - Wed, Nov 12
Southwest Logo
11:50 am - 12:55 pmSTL-MDW
1h 05mnonstop
Southwest Logo
1:10 pm - 2:25 pmMDW-STL
1h 15mnonstop
$227Southwest
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Mon, Sep 15 - Tue, Sep 16
Delta Logo
6:00 am - 12:28 pmSTL-MDW
6h 28m2 stops
Delta Logo
9:35 am - 1:22 pmMDW-STL
3h 47m1 stop
$242Delta
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Tue, Oct 7 - Tue, Oct 14
Delta Logo
11:21 am - 4:09 pmSTL-MDW
4h 48m1 stop
Delta Logo
9:20 am - 3:31 pmMDW-STL
6h 11m1 stop
$247Delta
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Tue, Oct 28 - Thu, Oct 30
Logo
4:00 pm - 11:20 pmSTL-MDW
7h 20m1 stop
Logo
7:03 pm - 9:06 amMDW-STL
14h 03m2 stops
$259
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Mon, Sep 22 - Mon, Sep 29
Logo
10:18 am - 11:38 amSTL-MDW
25h 20m2 stops
Logo
6:20 am - 3:57 pmMDW-STL
9h 37m1 stop
$300
Find Deal
Mon, Oct 27 - Fri, Oct 31
Allegiant Air Logo
11:10 am - 7:34 pmMLI-MDW
8h 24m2 stops
Allegiant Air Logo
4:46 pm - 10:20 amMDW-MLI
17h 34m1 stop
$378Allegiant Air
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Mon, Oct 27 - Sun, Nov 2
Allegiant Air Logo
6:03 pm - 5:02 pmMLI-MDW
22h 59m2 stops
Allegiant Air Logo
4:33 pm - 10:25 amMDW-MLI
17h 52m1 stop
$393Allegiant Air
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Thu, Oct 30 - Thu, Nov 6

Frontier flights from Illinois to Chicago Midway Airport

Our best Frontier deals on Illinois to Chicago Midway Airport flight tickets
Frontier
Sep 22
STL4:00 pmLambert-St Louis
7h 20m
1 stop
MDW11:20 pmChicago Midway
Sep 29
MDW6:20 amChicago Midway
8h 44m
1 stop
STL3:04 pmLambert-St Louis
$143
Find similar
Frontier
Sep 7
STL4:00 pmLambert-St Louis
7h 20m
1 stop
MDW11:20 pmChicago Midway
Sep 11
MDW6:20 amChicago Midway
8h 44m
1 stop
STL3:04 pmLambert-St Louis
$150
Find similar
Frontier
Nov 5
STL7:45 pmLambert-St Louis
15h 45m
1 stop
MDW11:30 amChicago Midway
Nov 7
MDW12:30 pmChicago Midway
20h 37m
1 stop
STL9:07 amLambert-St Louis
$157
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Delta flights from Illinois to Chicago Midway Airport

Our best Delta deals on Illinois to Chicago Midway Airport flight tickets
Delta
Oct 7
STL6:00 amLambert-St Louis
6h 28m
2 stops
MDW12:28 pmChicago Midway
Oct 14
MDW9:35 amChicago Midway
3h 47m
1 stop
STL1:22 pmLambert-St Louis
$242
Find similar
Delta
Oct 28
STL11:21 amLambert-St Louis
4h 48m
1 stop
MDW4:09 pmChicago Midway
Oct 30
MDW9:20 amChicago Midway
6h 11m
1 stop
STL3:31 pmLambert-St Louis
$247
Find similar
Delta
Oct 28
STL8:53 amLambert-St Louis
9h 32m
2 stops
MDW6:25 pmChicago Midway
Oct 30
MDW9:20 amChicago Midway
6h 11m
1 stop
STL3:31 pmLambert-St Louis
$252
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momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Chicago Midway Airport 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 August 25, 2025.
Use the filters below to find and compare flights from Illinois to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 9/22

4:00 pm-11:20 pm

1 stop7h 20m

Chicago Midway

Mon 9/29

6:20 am-3:04 pm

1 stop8h 44m

$143

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sun 9/7

4:00 pm-11:20 pm

1 stop7h 20m

Chicago Midway

Thu 9/11

6:20 am-3:04 pm

1 stop8h 44m

$150

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 10/15

5:05 pm-6:10 pm

Nonstop1h 05m

Chicago Midway

Wed 11/12

9:05 pm-10:20 pm

Nonstop1h 15m

$217

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 9/15

11:50 am-12:55 pm

Nonstop1h 05m

Chicago Midway

Tue 9/16

1:10 pm-2:25 pm

Nonstop1h 15m

$227

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 10/7

6:00 am-12:28 pm

2 stops6h 28m

Chicago Midway

Tue 10/14

9:35 am-1:22 pm

1 stop3h 47m

$242

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 10/28

11:21 am-4:09 pm

1 stop4h 48m

Chicago Midway

Thu 10/30

9:20 am-3:31 pm

1 stop6h 11m

$247

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 9/22

4:00 pm-11:20 pm

1 stop7h 20m

Chicago Midway

Mon 9/29

7:03 pm-9:06 am

2 stops14h 03m

$259

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Mon 10/27

10:18 am-11:38 am

2 stops25h 20m

Chicago Midway

Fri 10/31

6:20 am-3:57 pm

1 stop9h 37m

$300

MolineChicago

MLI - MDW

MLIMDW

Moline Quad-City

Mon 10/27

11:10 am-7:34 pm

2 stops8h 24m

Chicago Midway

Sun 11/2

4:46 pm-10:20 am

1 stop17h 34m

$378

MolineChicago

MLI - MDW

MLIMDW

Moline Quad-City

Thu 10/30

6:03 pm-5:02 pm

2 stops22h 59m

Chicago Midway

Thu 11/6

4:33 pm-10:25 am

1 stop17h 52m

$393

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Illinois to Chicago Midway Airport

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 airline that flies from Illinois to Chicago Midway?

Frontier, Southwest, and Delta are the most popular carriers operating from Illinois to Chicago Midway

Cheap Illinois to Chicago Midway Airport flight deals and tips

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

Fastest flight time

1h 05m

Direct flights

Every day
The fastest flight from Illinois to Chicago Midway Airport takes 1h 05m
Direct flights go from Illinois to Chicago Midway Airport every day.
Search flight deals

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

    Prices for flights from Illinois to Chicago Midway Airport are updated daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Chicago Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Illinois.

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

Flights from Illinois to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to Chicago from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Illinois to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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