MDW

$59 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 5/5. 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

Mon, May 11 - Wed, May 20
Southwest Logo
4:00 pm - 10:20 pm
STL
-
MDW
6h 20m
1 stop
Southwest Logo
8:15 am - 1:25 pm
MDW
-
STL
5h 10m
1 stop
$174Southwest
Mon, Apr 27 - Tue, Apr 28
Southwest Logo
10:30 am - 4:05 pm
STL
-
MDW
5h 35m
1 stop
Southwest Logo
11:35 am - 5:55 pm
MDW
-
STL
6h 20m
2 stops
$179Southwest
Sun, May 3 - Sun, May 10
Frontier Logo
11:28 am - 10:19 pm
STL
-
MDW
10h 51m
1 stop
Frontier Logo
6:00 am - 4:54 pm
MDW
-
STL
10h 54m
1 stop
$180Frontier
Thu, Apr 30 - Mon, May 4
Frontier Logo
11:21 am - 7:31 pm
STL
-
MDW
8h 10m
1 stop
Frontier Logo
8:41 am - 11:19 pm
MDW
-
STL
14h 38m
1 stop
$183Frontier
Tue, May 12 - Sat, May 16
Delta Logo
6:45 am - 12:42 pm
STL
-
MDW
5h 57m
1 stop
Delta Logo
1:22 pm - 5:16 pm
MDW
-
STL
3h 54m
1 stop
$184Delta
Thu, Apr 30 - Mon, May 4
Southwest Logo
7:20 am - 8:30 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
9:30 pm - 10:45 pm
MDW
-
STL
1h 15mnonstop
$191Southwest
Thu, Apr 30 - Mon, May 4
Frontier Logo
11:21 am - 10:19 pm
STL
-
MDW
10h 58m
1 stop
Frontier Logo
6:00 am - 11:19 pm
MDW
-
STL
17h 19m
2 stops
$195Frontier
Fri, May 1 - Mon, May 4
Multiple Airlines Logo
9:55 pm - 10:14 pm
MLI
-
MDW
24h 19m
2 stops
Multiple Airlines Logo
6:20 am - 9:05 pm
MDW
-
MLI
14h 45m
1 stop
$273Multiple Airlines
Sun, May 3 - Sun, May 10
Multiple Airlines Logo
9:24 am - 10:19 pm
MLI
-
MDW
12h 55m
2 stops
Multiple Airlines Logo
9:16 am - 9:29 am
MDW
-
MLI
24h 13m
1 stop
$471Multiple Airlines
Wed, May 13 - Thu, May 14
Delta Logo
10:10 am - 6:33 pm
EVV
-
MDW
8h 23m
2 stops
Delta Logo
1:22 pm - 9:44 pm
MDW
-
EVV
8h 22m
2 stops
$1,575Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$59
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 2% 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
Griffith
Saint John

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Chicago Midway Airport (MDW)