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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 12/4. 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

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Southwest Logo
7:35 pm - 8:45 pmSTL-MDW
1h 10mnonstop
Southwest Logo
5:15 pm - 6:30 pmMDW-STL
1h 15mnonstop
$97Southwest
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jue., dic. 4 - mié., dic. 10
Southwest Logo
3:20 pm - 8:00 pmSTL-MDW
4h 40m1 stop
Southwest Logo
9:05 pm - 10:20 pmMDW-STL
1h 15mnonstop
$107Southwest
Find Deal
jue., dic. 4 - mié., dic. 10
Frontier Logo
7:45 pm - 11:30 amSTL-MDW
15h 45m1 stop
Frontier Logo
12:30 pm - 9:07 amMDW-STL
20h 37m1 stop
$121Frontier
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sáb., nov. 15 - lun., nov. 17
Frontier Logo
12:04 pm - 10:12 pmSTL-MDW
10h 08m1 stop
Frontier Logo
3:10 pm - 10:33 pmMDW-STL
7h 23m1 stop
$130Frontier
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jue., dic. 4 - lun., dic. 8
Delta Logo
8:50 am - 1:08 pmSTL-MDW
4h 18m1 stop
Delta Logo
5:25 pm - 11:40 pmMDW-STL
6h 15m1 stop
$157Delta
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mar., feb. 24 - mié., feb. 25
Delta Logo
7:30 am - 6:08 pmSTL-MDW
10h 38m2 stops
Delta Logo
5:25 pm - 11:40 pmMDW-STL
6h 15m1 stop
$162Delta
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mar., feb. 24 - mié., feb. 25
Multiple Airlines Logo
3:33 pm - 11:30 amPIA-MDW
19h 57m2 stops
Multiple Airlines Logo
12:18 pm - 8:21 pmMDW-PIA
8h 03m1 stop
$314Multiple Airlines
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lun., nov. 24 - lun., dic. 15
Allegiant Air Logo
7:03 pm - 11:53 amMLI-MDW
16h 50m1 stop
Allegiant Air Logo
10:17 am - 5:01 pmMDW-MLI
30h 44m1 stop
$325Allegiant Air
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lun., ene. 5 - jue., ene. 8
Allegiant Air Logo
10:44 am - 3:43 pmPIA-MDW
28h 59m1 stop
Allegiant Air Logo
4:33 pm - 7:44 amMDW-PIA
15h 11m1 stop
$367Allegiant Air
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mié., nov. 12 - dom., nov. 16
Multiple Airlines Logo
5:36 pm - 10:26 amMLI-MDW
16h 50m2 stops
Multiple Airlines Logo
4:33 pm - 10:25 amMDW-MLI
17h 52m1 stop
$441Multiple Airlines
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sáb., nov. 8 - dom., nov. 9

Delta flights from Illinois to Chicago Midway Airport

Our best Delta deals on Illinois to Chicago Midway Airport flight tickets
Delta
Feb 24
STL8:50 amLambert-St Louis
4h 18m
1 stop
MDW1:08 pmChicago Midway
Feb 25
MDW5:25 pmChicago Midway
6h 15m
1 stop
STL11:40 pmLambert-St Louis
$157
Find similar
Delta
Feb 24
STL7:30 amLambert-St Louis
10h 38m
2 stops
MDW6:08 pmChicago Midway
Feb 25
MDW5:25 pmChicago Midway
6h 15m
1 stop
STL11:40 pmLambert-St Louis
$162
Find similar
Delta
Feb 24
STL10:00 amLambert-St Louis
8h 08m
2 stops
MDW6:08 pmChicago Midway
Feb 25
MDW2:00 pmChicago Midway
9h 40m
2 stops
STL11:40 pmLambert-St Louis
$167
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Frontier flights from Illinois to Chicago Midway Airport

Our best Frontier deals on Illinois to Chicago Midway Airport flight tickets
Frontier
Nov 15
STL7:45 pmLambert-St Louis
15h 45m
1 stop
MDW11:30 amChicago Midway
Nov 17
MDW12:30 pmChicago Midway
20h 37m
1 stop
STL9:07 amLambert-St Louis
$121
Find similar
Frontier
Dec 4
STL12:04 pmLambert-St Louis
10h 08m
1 stop
MDW10:12 pmChicago Midway
Dec 8
MDW3:10 pmChicago Midway
7h 23m
1 stop
STL10:33 pmLambert-St Louis
$130
Find similar
Frontier
Dec 4
STL12:04 pmLambert-St Louis
6h 04m
1 stop
MDW6:08 pmChicago Midway
Dec 8
MDW3:10 pmChicago Midway
7h 23m
1 stop
STL10:33 pmLambert-St Louis
$131
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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 octubre 29, 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

jue. 12/4

7:35 pm-8:45 pm

Nonstop1h 10m

Chicago Midway

mié. 12/10

5:15 pm-6:30 pm

Nonstop1h 15m

$97

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

jue. 12/4

3:20 pm-8:00 pm

1 stop4h 40m

Chicago Midway

mié. 12/10

9:05 pm-10:20 pm

Nonstop1h 15m

$107

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

sáb. 11/15

7:45 pm-11:30 am

1 stop15h 45m

Chicago Midway

lun. 11/17

12:30 pm-9:07 am

1 stop20h 37m

$121

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

jue. 12/4

12:04 pm-10:12 pm

1 stop10h 08m

Chicago Midway

lun. 12/8

3:10 pm-10:33 pm

1 stop7h 23m

$130

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

mar. 2/24

8:50 am-1:08 pm

1 stop4h 18m

Chicago Midway

mié. 2/25

5:25 pm-11:40 pm

1 stop6h 15m

$157

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

mar. 2/24

7:30 am-6:08 pm

2 stops10h 38m

Chicago Midway

mié. 2/25

5:25 pm-11:40 pm

1 stop6h 15m

$162

PeoriaChicago

PIA - MDW

PIAMDW

Greater Peoria

lun. 11/24

3:33 pm-11:30 am

2 stops19h 57m

Chicago Midway

lun. 12/15

12:18 pm-8:21 pm

1 stop8h 03m

$314

MolineChicago

MLI - MDW

MLIMDW

Moline Quad-City

lun. 1/5

7:03 pm-11:53 am

1 stop16h 50m

Chicago Midway

jue. 1/8

10:17 am-5:01 pm

1 stop30h 44m

$325

PeoriaChicago

PIA - MDW

PIAMDW

Greater Peoria

mié. 11/12

10:44 am-3:43 pm

1 stop28h 59m

Chicago Midway

dom. 11/16

4:33 pm-7:44 am

1 stop15h 11m

$367

MolineChicago

MLI - MDW

MLIMDW

Moline Quad-City

sáb. 11/8

5:36 pm-10:26 am

2 stops16h 50m

Chicago Midway

dom. 11/9

4:33 pm-10:25 am

1 stop17h 52m

$441

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?

Southwest, Frontier, 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.
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  • 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
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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