MDW

$67 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 2/20. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

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Everything you should know

Cheapest round-trip
$169
Frontier
Wed 1/21Sun 1/25
STL - MDW • 1 stop
Cheapest non-stop
$185
Typical prices: $173-$583
Southwest
Wed 2/4Wed 2/11
STL - MDW • Non-stop
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Flight Deals
Useful Info
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

Wed, Jan 21 - Sun, Jan 25
Frontier Logo
8:22 pm - 11:45 am
STL
-
MDW
15h 23m1 stop
Frontier Logo
5:01 pm - 6:51 am
MDW
-
STL
13h 50m1 stop
$169Frontier
Fri, Feb 27 - Sun, Mar 1
Frontier Logo
3:49 pm - 2:55 pm
STL
-
MDW
23h 06m1 stop
Frontier Logo
9:04 pm - 6:51 am
MDW
-
STL
9h 47m1 stop
$179Frontier
Wed, Feb 4 - Wed, Feb 11
Southwest Logo
5:55 pm - 7:05 pm
STL
-
MDW
1h 10mnonstop
Southwest Logo
7:45 pm - 9:00 pm
MDW
-
STL
1h 15mnonstop
$185Southwest
Tue, Jan 27 - Wed, Jan 28
Southwest Logo
1:10 pm - 2:15 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
7:45 pm - 9:00 pm
MDW
-
STL
1h 15mnonstop
$190Southwest
Wed, Feb 4 - Wed, Feb 11
Southwest Logo
6:20 am - 1:10 pm
STL
-
MDW
6h 50m1 stop
Southwest Logo
6:10 am - 7:35 am
MDW
-
STL
1h 25mnonstop
$194Southwest
Fri, Jan 30 - Sun, Feb 1
Frontier Logo
11:18 am - 7:52 pm
STL
-
MDW
8h 34m1 stop
Frontier Logo
5:01 pm - 6:51 am
MDW
-
STL
13h 50m1 stop
$198Frontier
Tue, Feb 3 - Tue, Feb 10
Delta Logo
7:10 am - 11:59 am
STL
-
MDW
4h 49m1 stop
Delta Logo
9:53 am - 4:45 pm
MDW
-
STL
6h 52m1 stop
$199Delta
Mon, Feb 2 - Wed, Feb 4
Delta Logo
6:10 am - 1:06 pm
STL
-
MDW
6h 56m1 stop
Delta Logo
9:53 am - 4:45 pm
MDW
-
STL
6h 52m1 stop
$200Delta
Thu, Jan 29 - Mon, Feb 2
Delta Logo
6:35 am - 12:46 pm
STL
-
MDW
6h 11m1 stop
Delta Logo
9:53 am - 2:38 pm
MDW
-
STL
4h 45m1 stop
$201Delta
Wed, Feb 4 - Wed, Feb 11
Delta Logo
6:10 am - 12:51 pm
STL
-
MDW
6h 41m2 stops
Delta Logo
7:16 pm - 11:25 pm
MDW
-
STL
4h 09m1 stop
$204Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$67
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 2% 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
Saint John
Griffith

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports