MDW

$59 Find Cheap Flights from Illinois to Chicago Midway Airport - Compare and Save

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 7/25. 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, Oct 5 - Wed, Oct 7
Southwest Logo
5:40 am - 6:50 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
7:45 am - 9:00 am
MDW
-
STL
1h 15mnonstop
$226Southwest
Sat, Jul 25 - Fri, Jul 31
Southwest Logo
4:00 pm - 5:05 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
2:45 pm - 3:55 pm
MDW
-
STL
1h 10mnonstop
$227Southwest
Wed, Jul 29 - Sun, Aug 2
Frontier Logo
4:57 pm - 10:03 pm
STL
-
MDW
5h 06m
1 stop
Frontier Logo
6:05 am - 5:37 pm
MDW
-
STL
11h 32m
1 stop
$244Frontier
Wed, Jul 22 - Thu, Jul 23
Frontier Logo
4:57 pm - 10:03 pm
STL
-
MDW
5h 06m
1 stop
Frontier Logo
6:05 am - 5:37 pm
MDW
-
STL
11h 32m
1 stop
$245Frontier
Thu, Jul 23 - Thu, Jul 30
Multiple Airlines Logo
8:24 pm - 8:31 pm
PIA
-
MDW
24h 07m
1 stop
Multiple Airlines Logo
12:11 pm - 11:59 am
MDW
-
PIA
23h 48m
2 stops
$439Multiple Airlines
Thu, Jul 23 - Thu, Jul 30
Allegiant Air Logo
8:24 pm - 8:31 pm
PIA
-
MDW
24h 07m
1 stop
Allegiant Air Logo
9:08 am - 8:48 am
MDW
-
PIA
23h 40m
1 stop
$484Allegiant Air
Sun, Jul 12 - Thu, Jul 16
Allegiant Air Logo
8:24 pm - 8:30 pm
PIA
-
MDW
24h 06m
1 stop
Allegiant Air Logo
9:08 am - 8:48 am
MDW
-
PIA
23h 40m
1 stop
$491Allegiant Air
Sun, Aug 2 - Sat, Aug 8
Multiple Airlines Logo
8:24 pm - 8:30 pm
PIA
-
MDW
24h 06m
1 stop
Multiple Airlines Logo
11:06 am - 7:37 pm
MDW
-
PIA
32h 31m
2 stops
$516Multiple Airlines
Sat, Jul 25 - Sat, Aug 1
Delta Logo
10:18 am - 6:07 pm
EVV
-
MDW
7h 49m
2 stops
Delta Logo
9:19 am - 8:39 pm
MDW
-
EVV
11h 20m
2 stops
$1,395Delta
Fri, Aug 28 - Sun, Aug 30
Delta Logo
10:04 am - 4:15 pm
EVV
-
MDW
6h 11m
1 stop
Delta Logo
12:46 pm - 5:19 pm
MDW
-
EVV
4h 33m
1 stop
$1,413Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$59
Most popular time to fly and prices are also 11% 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
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Saint Joseph
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Lansing
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Munster
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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)