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

Tue, Apr 14 - Tue, Apr 21
Delta Logo
6:19 am - 12:43 pm
STL
-
MDW
6h 24m
2 stops
Delta Logo
10:41 am - 5:44 pm
MDW
-
STL
7h 03m
1 stop
$196Delta
Thu, Apr 9 - Mon, Apr 13
Southwest Logo
7:20 am - 8:30 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
4:00 pm - 8:50 pm
MDW
-
STL
4h 50m
1 stop
$198Southwest
Wed, Mar 25 - Thu, Mar 26
Southwest Logo
8:50 pm - 9:55 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
7:45 am - 9:00 am
MDW
-
STL
1h 15mnonstop
$201Southwest
Wed, Apr 1 - Wed, Apr 8
Southwest Logo
8:25 am - 1:10 pm
STL
-
MDW
4h 45m
1 stop
Southwest Logo
11:35 am - 5:55 pm
MDW
-
STL
6h 20m
2 stops
$202Southwest
Wed, Apr 15 - Wed, Apr 22
Frontier Logo
8:23 pm - 7:31 pm
STL
-
MDW
23h 08m
1 stop
Frontier Logo
6:15 am - 11:19 pm
MDW
-
STL
17h 04m
2 stops
$207Frontier
Mon, Mar 30 - Mon, Apr 6
Southwest Logo
10:20 am - 4:05 pm
STL
-
MDW
5h 45m
1 stop
Southwest Logo
5:50 pm - 7:05 pm
MDW
-
STL
1h 15mnonstop
$211Southwest
Fri, Apr 17 - Fri, Apr 24
Frontier Logo
8:23 pm - 6:37 pm
STL
-
MDW
22h 14m
1 stop
Frontier Logo
6:49 pm - 11:19 pm
MDW
-
STL
28h 30m
1 stop
$221Frontier
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
$403Multiple Airlines
Fri, Mar 13 - Mon, Mar 16
Multiple Airlines Logo
7:46 pm - 10:09 pm
EVV
-
MDW
26h 23m
2 stops
Multiple Airlines Logo
7:25 am - 7:06 pm
MDW
-
EVV
11h 41m
1 stop
$406Multiple Airlines
Wed, Mar 18 - Sun, Mar 22
Allegiant Air Logo
5:23 pm - 8:34 am
MLI
-
MDW
15h 11m
1 stop
Allegiant Air Logo
9:24 am - 9:08 am
MDW
-
MLI
23h 44m
1 stop
$895Allegiant Air
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$49
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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
Saint John
Griffith

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Chicago Midway Airport (MDW)