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Cheap flights from Illinois to Chicago from $77

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 2/24. 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

Enter your travel dates to find the best prices.
Southwest Logo
5:55 pm - 7:05 pm
STL
-
MDW
1h 10mnonstop
Southwest Logo
9:55 am - 11:15 am
MDW
-
STL
1h 20mnonstop
$162Southwest
Tue, Jan 20 - Thu, Jan 22
Frontier Logo
10:42 am - 10:12 pm
STL
-
MDW
11h 30m1 stop
Frontier Logo
6:10 am - 2:48 pm
MDW
-
STL
8h 38m1 stop
$163Frontier
Thu, Jan 1 - Thu, Jan 8
Frontier Logo
5:11 pm - 11:09 pm
STL
-
MDW
29h 58m1 stop
Frontier Logo
4:31 pm - 10:34 pm
MDW
-
STL
30h 03m1 stop
$165Frontier
Thu, Jan 8 - Mon, Jan 12
Frontier Logo
3:43 pm - 10:17 pm
STL
-
MDW
6h 34m1 stop
Frontier Logo
4:31 pm - 10:34 pm
MDW
-
STL
30h 03m1 stop
$170Frontier
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
8:20 am - 9:30 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
1:50 pm - 3:00 pm
MDW
-
STL
1h 10mnonstop
$171Southwest
Thu, Jan 8 - Mon, Jan 12
Southwest Logo
3:05 pm - 8:05 pm
STL
-
MDW
5h 00m1 stop
Southwest Logo
7:45 pm - 9:00 pm
MDW
-
STL
1h 15mnonstop
$172Southwest
Tue, Jan 6 - Thu, Jan 8
Frontier Logo
5:11 pm - 10:31 am
STL
-
MDW
17h 20m2 stops
Frontier Logo
1:20 pm - 6:51 am
MDW
-
STL
17h 31m1 stop
$174Frontier
Tue, Jan 13 - Tue, Jan 20
Frontier Logo
3:43 pm - 10:17 pm
STL
-
MDW
6h 34m1 stop
Frontier Logo
4:31 pm - 10:34 pm
MDW
-
STL
30h 03m1 stop
$175Frontier
Thu, Jan 8 - Mon, Jan 12
Delta Logo
5:00 pm - 3:21 pm
MLI
-
MDW
22h 21m1 stop
Delta Logo
10:53 am - 10:30 pm
MDW
-
MLI
11h 37m1 stop
$585Delta
Fri, Feb 13 - Wed, Feb 18
Delta Logo
5:00 pm - 3:21 pm
MLI
-
MDW
22h 21m1 stop
Delta Logo
9:34 am - 10:30 pm
MDW
-
MLI
12h 56m2 stops
$625Delta
Fri, Feb 13 - Wed, Feb 18

Southwest flights from Illinois to Chicago Midway Airport

Our best Southwest deals on Illinois to Chicago Midway Airport flight tickets
Southwest
Jan 20
STL5:55 pmLambert-St Louis
1h 10m
MDW7:05 pmChicago Midway
Jan 22
MDW9:55 amChicago Midway
1h 20m
STL11:15 amLambert-St Louis
$162
Find similar
Southwest
Jan 8
STL8:20 amLambert-St Louis
1h 10m
MDW9:30 amChicago Midway
Jan 12
MDW1:50 pmChicago Midway
1h 10m
STL3:00 pmLambert-St Louis
$171
Find similar
Southwest
Jan 6
STL3:05 pmLambert-St Louis
5h 00m
1 stop
MDW8:05 pmChicago Midway
Jan 8
MDW7:45 pmChicago Midway
1h 15m
STL9:00 pmLambert-St Louis
$172
Find similar

Delta flights from Illinois to Chicago Midway Airport

Our best Delta deals on Illinois to Chicago Midway Airport flight tickets
Delta
Jan 28
STL6:10 amLambert-St Louis
6h 59m
1 stop
MDW1:09 pmChicago Midway
Feb 4
MDW10:46 amChicago Midway
5h 21m
1 stop
STL4:07 pmLambert-St Louis
$191
Find similar
Delta
Jan 8
STL3:45 pmLambert-St Louis
6h 22m
1 stop
MDW10:07 pmChicago Midway
Jan 12
MDW5:31 pmChicago Midway
6h 08m
1 stop
STL11:39 pmLambert-St Louis
$192
Find similar
Delta
Jan 8
STL6:10 amLambert-St Louis
6h 38m
2 stops
MDW12:48 pmChicago Midway
Jan 12
MDW7:16 pmChicago Midway
4h 09m
1 stop
STL11:25 pmLambert-St Louis
$196
Find similar

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 December 16, 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

Tue 1/20

5:55 pm-7:05 pm

Nonstop1h 10m

Chicago Midway

Thu 1/22

9:55 am-11:15 am

Nonstop1h 20m

$162

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 1/1

10:42 am-10:12 pm

1 stop11h 30m

Chicago Midway

Thu 1/8

6:10 am-2:48 pm

1 stop8h 38m

$163

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 1/8

5:11 pm-11:09 pm

1 stop29h 58m

Chicago Midway

Mon 1/12

4:31 pm-10:34 pm

1 stop30h 03m

$165

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 1/8

3:43 pm-10:17 pm

1 stop6h 34m

Chicago Midway

Mon 1/12

4:31 pm-10:34 pm

1 stop30h 03m

$170

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 1/8

8:20 am-9:30 am

Nonstop1h 10m

Chicago Midway

Mon 1/12

1:50 pm-3:00 pm

Nonstop1h 10m

$171

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 1/6

3:05 pm-8:05 pm

1 stop5h 00m

Chicago Midway

Thu 1/8

7:45 pm-9:00 pm

Nonstop1h 15m

$172

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Tue 1/13

5:11 pm-10:31 am

2 stops17h 20m

Chicago Midway

Tue 1/20

1:20 pm-6:51 am

1 stop17h 31m

$174

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 1/8

3:43 pm-10:17 pm

1 stop6h 34m

Chicago Midway

Mon 1/12

4:31 pm-10:34 pm

1 stop30h 03m

$175

MolineChicago

MLI - MDW

MLIMDW

Moline Quad-City

Fri 2/13

5:00 pm-3:21 pm

1 stop22h 21m

Chicago Midway

Wed 2/18

10:53 am-10:30 pm

1 stop11h 37m

$585

MolineChicago

MLI - MDW

MLIMDW

Moline Quad-City

Fri 2/13

5:00 pm-3:21 pm

1 stop22h 21m

Chicago Midway

Wed 2/18

9:34 am-10:30 pm

2 stops12h 56m

$625

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 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?

Southwest, Frontier, and Allegiant Air 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 10m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun
The fastest flight from Illinois to Chicago Midway Airport takes 1h 10m
Direct flights go from Illinois to Chicago Midway Airport on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
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
Portage
Lansing
Valparaiso
Schererville
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.

An easier way to manage your Chicago Midway Airport trip

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