MDW

$81 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 6/14. 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.
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Flights Deals

Cheap Flight Deals 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.

Recent round-trip flight deals from Illinois to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Illinois to Chicago.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
9:55 pm - 2:48 pmSTL-MDW
16h 53m1 stop
Frontier Logo
6:15 am - 9:05 pmMDW-STL
14h 50m1 stop
$191Frontier
Find Deal
Thu, May 15 - Sun, May 18
Southwest Logo
8:45 pm - 9:50 pmSTL-MDW
1h 05mnonstop
Southwest Logo
4:55 pm - 6:10 pmMDW-STL
1h 15mnonstop
$217Southwest
Find Deal
Sat, May 24 - Sun, May 25
Southwest Logo
4:55 pm - 10:30 pmSTL-MDW
5h 35m1 stop
Southwest Logo
10:50 am - 12:10 pmMDW-STL
1h 20mnonstop
$227Southwest
Find Deal
Sat, May 24 - Sun, May 25
Delta Logo
3:40 pm - 9:13 pmSTL-MDW
5h 33m1 stop
Delta Logo
4:15 pm - 11:38 pmMDW-STL
7h 23m1 stop
$237Delta
Find Deal
Sat, May 24 - Sun, May 25
Southwest Logo
8:55 pm - 10:00 pmSTL-MDW
1h 05mnonstop
Southwest Logo
1:50 pm - 3:00 pmMDW-STL
1h 10mnonstop
$240Southwest
Find Deal
Thu, May 29 - Thu, Jun 5
Southwest Logo
5:25 am - 6:35 amSTL-MDW
1h 10mnonstop
Southwest Logo
5:20 pm - 6:30 pmMDW-STL
1h 10mnonstop
$243Southwest
Find Deal
Thu, Jun 5 - Mon, Jun 9
Delta Logo
6:40 am - 12:29 pmSTL-MDW
5h 49m1 stop
Delta Logo
12:44 pm - 6:44 pmMDW-STL
6h 00m1 stop
$247Delta
Find Deal
Wed, Jun 25 - Sat, Jun 28
Delta Logo
6:30 am - 12:29 pmSTL-MDW
5h 59m2 stops
Delta Logo
12:44 pm - 6:44 pmMDW-STL
6h 00m1 stop
$252Delta
Find Deal
Wed, Jun 25 - Sat, Jun 28
Allegiant Air Logo
4:07 pm - 8:22 amPIA-MDW
16h 15m1 stop
Allegiant Air Logo
11:03 am - 7:42 amMDW-PIA
20h 39m1 stop
$288Allegiant Air
Find Deal
Thu, May 29 - Sun, Jun 1
Allegiant Air Logo
8:39 am - 2:13 pmMLI-MDW
29h 34m2 stops
Allegiant Air Logo
11:43 am - 8:53 amMDW-MLI
21h 10m1 stop
$384Allegiant Air
Find Deal
Wed, May 14 - Sun, May 18
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Good to know

Low seasonJanuary
High seasonMay
Cheapest flight$81
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 4% 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.

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

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