MDW

$49 Find Cheap Flights from Illinois to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 5/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap Flights from Illinois to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Illinois to Chicago

Sa, Mrz 14 - Di, Mrz 17
Southwest Logo
9:35 pm - 10:40 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
5:30 pm - 10:40 pm
MDW
-
STL
5h 10m
1 stop
$196Southwest
Do, Mrz 19 - Mo, Mrz 23
Southwest Logo
5:30 am - 6:40 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
9:55 pm - 11:10 pm
MDW
-
STL
1h 15mnonstop
$201Southwest
Fr, Mrz 6 - Di, Mrz 10
Frontier Logo
1:09 pm - 7:47 pm
STL
-
MDW
6h 38m
1 stop
Frontier Logo
11:19 am - 11:19 pm
MDW
-
STL
12h 00m
1 stop
$205Frontier
Mi, Mrz 18 - Mi, Mrz 25
Southwest Logo
10:15 am - 2:05 pm
STL
-
MDW
3h 50m
1 stop
Southwest Logo
11:00 am - 6:00 pm
MDW
-
STL
7h 00m
2 stops
$207Southwest
Mi, Mrz 11 - Fr, Mrz 13
Frontier Logo
11:32 am - 10:19 pm
STL
-
MDW
10h 47m
1 stop
Frontier Logo
6:15 am - 7:05 pm
MDW
-
STL
12h 50m
1 stop
$215Frontier
Di, Mrz 17 - Di, Mrz 24
Delta Logo
6:29 am - 12:29 pm
STL
-
MDW
6h 00m
2 stops
Delta Logo
6:07 pm - 11:58 pm
MDW
-
STL
5h 51m
1 stop
$216Delta
Mi, Mrz 25 - Do, Apr 2
Allegiant Air Logo
5:23 pm - 8:34 am
MLI
-
MDW
15h 11m
1 stop
Allegiant Air Logo
9:16 am - 9:09 am
MDW
-
MLI
23h 53m
1 stop
$564Allegiant Air
Sa, Mrz 21 - Fr, Mrz 27
Multiple Airlines Logo
8:50 pm - 10:45 pm
PIA
-
MDW
25h 55m
1 stop
Multiple Airlines Logo
10:36 pm - 12:37 pm
MDW
-
PIA
14h 01m
1 stop
$567Multiple Airlines
Mi, Feb 25 - So, Mrz 1
Multiple Airlines Logo
1:10 pm - 2:26 pm
MLI
-
MDW
25h 16m
1 stop
Multiple Airlines Logo
3:21 pm - 7:38 pm
MDW
-
MLI
28h 17m
1 stop
$590Multiple Airlines
Di, Mrz 24 - Sa, Apr 4
Delta Logo
5:15 pm - 9:56 am
MLI
-
MDW
16h 41m
1 stop
Delta Logo
6:00 am - 4:32 pm
MDW
-
MLI
10h 32m
1 stop
$691Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$49
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from St. Louis to Chicago Midway Airport

FAQs for booking Illinois to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from Illinois to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Illinois to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Illinois with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Chicago Midway Airport (MDW)