MDW

$48 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 4/8. 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

Sat, Apr 11 - Sat, Apr 18
Southwest Logo
12:25 pm - 4:55 pm
STL
-
MDW
4h 30m
1 stop
Southwest Logo
9:15 am - 10:30 am
MDW
-
STL
1h 15mnonstop
$197Southwest
Thu, Apr 16 - Mon, Apr 20
Southwest Logo
1:35 pm - 7:10 pm
STL
-
MDW
5h 35m
1 stop
Southwest Logo
7:50 am - 9:05 am
MDW
-
STL
1h 15mnonstop
$198Southwest
Tue, Apr 14 - Tue, Apr 21
Southwest Logo
3:55 pm - 5:05 pm
STL
-
MDW
1h 10mnonstop
Southwest Logo
8:15 am - 9:30 am
MDW
-
STL
1h 15mnonstop
$201Southwest
Thu, Mar 26 - Mon, Mar 30
Frontier Logo
11:21 am - 7:47 pm
STL
-
MDW
8h 26m
1 stop
Frontier Logo
6:00 am - 10:32 am
MDW
-
STL
28h 32m
1 stop
$202Frontier
Wed, Mar 11 - Fri, Mar 13
Frontier Logo
11:32 am - 10:19 pm
STL
-
MDW
10h 47m
1 stop
Frontier Logo
6:05 am - 1:34 pm
MDW
-
STL
7h 29m
1 stop
$205Frontier
Sat, Mar 28 - Mon, Mar 30
Delta Logo
12:28 pm - 6:40 pm
STL
-
MDW
6h 12m
1 stop
Delta Logo
7:20 pm - 11:25 pm
MDW
-
STL
4h 05m
1 stop
$206Delta
Wed, Apr 1 - Thu, Apr 2
Delta Logo
6:00 am - 12:29 pm
STL
-
MDW
6h 29m
2 stops
Delta Logo
9:35 am - 12:58 pm
MDW
-
STL
3h 23m
1 stop
$211Delta
Fri, May 22 - Sun, May 24
Multiple Airlines Logo
8:29 am - 3:38 pm
EVV
-
MDW
7h 09m
1 stop
Multiple Airlines Logo
7:41 pm - 7:54 pm
MDW
-
EVV
24h 13m
1 stop
$402Multiple Airlines
Fri, Mar 13 - Mon, Mar 23
Multiple Airlines Logo
7:46 pm - 1:08 pm
EVV
-
MDW
17h 22m
1 stop
Multiple Airlines Logo
7:25 am - 7:06 pm
MDW
-
EVV
11h 41m
1 stop
$434Multiple Airlines
Wed, Mar 11 - Sun, Mar 15
Allegiant Air Logo
12:38 pm - 8:34 am
PIA
-
MDW
19h 56m
1 stop
Allegiant Air Logo
9:24 am - 3:14 pm
MDW
-
PIA
29h 50m
1 stop
$607Allegiant Air
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$48
Best time to beat the crowds with an average 3% drop 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
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Saint Joseph
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Lansing
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Chesterton
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Everything you need to know for your flight to Chicago

Information on your arrival and departure airports