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 9/17. 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

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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, Sep 16 - Tue, Sep 23
Southwest Logo
1:20 pm - 5:05 pmSTL-MDW
3h 45m1 stop
Southwest Logo
8:25 pm - 9:40 pmMDW-STL
1h 15mnonstop
$87Southwest
Find Deal
Tue, Sep 16 - Wed, Oct 15
Southwest Logo
8:15 am - 11:50 amSTL-MDW
3h 35m1 stop
Southwest Logo
7:45 am - 11:45 amMDW-STL
4h 00m1 stop
$97Southwest
Find Deal
Wed, Sep 17 - Sat, Sep 20
Southwest Logo
8:40 am - 9:50 amSTL-MDW
1h 10mnonstop
Southwest Logo
9:50 am - 2:15 pmMDW-STL
4h 25m1 stop
$107Southwest
Find Deal
Tue, Sep 9 - Sat, Sep 13
Southwest Logo
10:45 am - 4:45 pmSTL-MDW
6h 00m2 stops
Southwest Logo
7:40 pm - 8:50 pmMDW-STL
1h 10mnonstop
$112Southwest
Find Deal
Mon, Sep 15 - Mon, Sep 22
Frontier Logo
4:00 pm - 11:20 pmSTL-MDW
7h 20m1 stop
Frontier Logo
6:20 am - 3:04 pmMDW-STL
8h 44m1 stop
$144Frontier
Find Deal
Fri, Oct 31 - Sun, Nov 2
Frontier Logo
4:29 pm - 10:08 pmSTL-MDW
5h 39m1 stop
Frontier Logo
11:21 am - 5:28 pmMDW-STL
6h 07m1 stop
$146Frontier
Find Deal
Sat, Sep 13 - Tue, Sep 16
Delta Logo
6:00 am - 1:03 pmSTL-MDW
7h 03m1 stop
Delta Logo
6:00 am - 12:21 pmMDW-STL
6h 21m1 stop
$177Delta
Find Deal
Sat, Sep 20 - Mon, Sep 22
Delta Logo
6:00 am - 12:28 pmSTL-MDW
6h 28m2 stops
Delta Logo
6:30 pm - 11:24 pmMDW-STL
4h 54m1 stop
$182Delta
Find Deal
Sat, Sep 13 - Sat, Sep 20
Logo
8:24 am - 9:18 amPIA-MDW
24h 54m1 stop
Logo
6:15 am - 9:57 amMDW-PIA
27h 42m2 stops
$326
Find Deal
Mon, Sep 1 - Fri, Sep 5
Logo
2:30 pm - 12:24 amPIA-MDW
9h 54m1 stop
Logo
7:50 pm - 9:57 amMDW-PIA
38h 07m2 stops
$657
Find Deal
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Good to know

Low seasonJanuary
Cheapest flight$49
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 5% 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
Valparaiso
Lansing
Chesterton
Munster
Schererville
Porter
Monticello
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Griffith

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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