MDW

$76 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 5/19. 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

Wed, May 20 - Wed, May 27
Southwest Logo
5:35 am - 6:45 am
STL
-
MDW
1h 10mnonstop
Southwest Logo
8:55 pm - 10:10 pm
MDW
-
STL
1h 15mnonstop
$213Southwest
Tue, May 26 - Mon, Jun 1
Frontier Logo
6:33 pm - 11:09 am
STL
-
MDW
16h 36m
1 stop
Frontier Logo
6:00 am - 7:23 pm
MDW
-
STL
37h 23m
2 stops
$215Frontier
Wed, Aug 12 - Wed, Aug 19
Southwest Logo
8:45 pm - 9:50 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
4:15 pm - 8:00 pm
MDW
-
STL
3h 45m
1 stop
$223Southwest
Wed, May 20 - Wed, May 27
Southwest Logo
8:45 pm - 9:50 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
3:00 pm - 7:15 pm
MDW
-
STL
4h 15m
1 stop
$224Southwest
Wed, May 27 - Wed, May 27
Southwest Logo
1:15 pm - 7:35 pm
STL
-
MDW
6h 20m
2 stops
Southwest Logo
8:55 pm - 10:10 pm
MDW
-
STL
1h 15mnonstop
$225Southwest
Fri, Jul 24 - Sun, Jul 26
Frontier Logo
4:52 pm - 10:11 pm
STL
-
MDW
5h 19m
1 stop
Frontier Logo
6:00 am - 5:30 pm
MDW
-
STL
11h 30m
1 stop
$230Frontier
Wed, May 20 - Wed, May 27
Delta Logo
6:45 am - 12:42 pm
STL
-
MDW
5h 57m
1 stop
Delta Logo
5:12 pm - 11:59 pm
MDW
-
STL
6h 47m
1 stop
$233Delta
Sun, May 3 - Tue, May 5
Frontier Logo
11:28 am - 10:19 pm
STL
-
MDW
10h 51m
1 stop
Frontier Logo
6:00 am - 5:36 pm
MDW
-
STL
11h 36m
1 stop
$235Frontier
Mon, May 25 - Fri, Jun 26
Allegiant Air Logo
8:29 am - 8:40 pm
EVV
-
MDW
12h 11m
1 stop
Allegiant Air Logo
6:38 pm - 9:20 am
MDW
-
EVV
38h 42m
2 stops
$504Allegiant Air
Wed, Sep 9 - Wed, Sep 16
Delta Logo
5:55 am - 9:46 pm
MLI
-
MDW
15h 51m
1 stop
Delta Logo
6:00 am - 10:30 pm
MDW
-
MLI
16h 30m
1 stop
$595Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$76
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 3% 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
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

Chicago Midway Airport (MDW)