MDW

$39 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 9/23. 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

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

Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 20% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flights Deals
Useful Info
Flights 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, Aug 4 - Wed, Aug 6
Southwest Logo
3:20 pm - 4:30 pmSTL-MDW
1h 10mnonstop
Southwest Logo
1:10 pm - 2:25 pmMDW-STL
1h 15mnonstop
$77Southwest
Find Deal
Thu, Aug 7 - Mon, Aug 11
Southwest Logo
11:50 am - 12:55 pmSTL-MDW
1h 05mnonstop
Southwest Logo
9:30 am - 1:25 pmMDW-STL
3h 55m1 stop
$87Southwest
Find Deal
Tue, Aug 12 - Thu, Aug 14
Southwest Logo
10:45 am - 4:45 pmSTL-MDW
6h 00m2 stops
Southwest Logo
11:45 am - 12:55 pmMDW-STL
1h 10mnonstop
$92Southwest
Find Deal
Thu, Aug 7 - Mon, Aug 11
Southwest Logo
6:50 pm - 10:50 pmSTL-MDW
4h 00m1 stop
Southwest Logo
4:35 pm - 8:50 pmMDW-STL
4h 15m1 stop
$97Southwest
Find Deal
Sat, Jun 28 - Sun, Jun 29
Frontier Logo
2:52 pm - 10:28 pmSTL-MDW
7h 36m1 stop
Frontier Logo
6:20 am - 1:40 pmMDW-STL
7h 20m1 stop
$160Frontier
Find Deal
Sat, Nov 8 - Tue, Nov 11
Delta Logo
6:30 am - 1:09 pmSTL-MDW
6h 39m1 stop
Delta Logo
6:00 am - 12:56 pmMDW-STL
6h 56m1 stop
$177Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
Delta Logo
6:30 am - 12:32 pmSTL-MDW
6h 02m2 stops
Delta Logo
6:00 am - 12:56 pmMDW-STL
6h 56m1 stop
$182Delta
Find Deal
Wed, Jul 16 - Thu, Jul 31
Allegiant Air Logo
5:56 pm - 10:47 amPIA-MDW
16h 51m1 stop
Allegiant Air Logo
11:37 am - 7:38 amMDW-PIA
20h 01m1 stop
$313Allegiant Air
Find Deal
Thu, Jul 31 - Thu, Aug 7
Frontier Logo
2:36 pm - 11:17 pmSTL-MDW
8h 41m1 stop
Frontier Logo
7:40 am - 7:23 pmMDW-STL
11h 43m1 stop
$352Frontier
Find Deal
Wed, Jul 16 - Thu, Jul 31
Allegiant Air Logo
8:49 am - 7:24 pmPIA-MDW
34h 35m2 stops
Allegiant Air Logo
11:37 am - 7:38 amMDW-PIA
20h 01m1 stop
$531Allegiant Air
Find Deal
Useful Info

Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$39
Best time to beat the crowds with an average 5% 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.

Everything you need to know for your flight to Chicago

Information on your arrival and departure airports

Chicago Midway Airport (MDW)

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.