$81 Find Cheap Flights from Chicago to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Illinois departing on 6/28. 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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KAYAK searches hundreds of travel sites at once for deals on flights to Illinois

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Illinois, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Illinois, as well as popular online travel agencies
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Flights Deals

Best Illinois Flight Deals from Chicago

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

St. Louis
St. Louis1 stop$163
St. Louis
St. Louis1 stop$163

Cheap Flights from Chicago to Illinois

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Illinois 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 Chicago to Illinois

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Illinois.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
6:20 am - 2:07 pmMDW-STL
7h 47m1 stop
Frontier Logo
2:52 pm - 10:28 pmSTL-MDW
7h 36m1 stop
$163Frontier
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Sat, Jun 14 - Sat, Jun 21
Frontier Logo
6:20 am - 1:40 pmMDW-STL
7h 20m1 stop
Frontier Logo
2:52 pm - 10:35 pmSTL-MDW
7h 43m1 stop
$182Frontier
Find Deal
Sun, Jun 29 - Sat, Jul 5
Frontier Logo
1:19 pm - 12:06 amMDW-STL
10h 47m1 stop
Frontier Logo
9:55 pm - 2:48 pmSTL-MDW
16h 53m1 stop
$210Frontier
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Thu, May 15 - Sun, May 18
Southwest Logo
5:40 pm - 6:55 pmMDW-STL
1h 15mnonstop
Southwest Logo
8:05 pm - 9:10 pmSTL-MDW
1h 05mnonstop
$217Southwest
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Wed, May 21 - Tue, May 27
Southwest Logo
5:40 pm - 6:55 pmMDW-STL
1h 15mnonstop
Southwest Logo
8:55 pm - 10:00 pmSTL-MDW
1h 05mnonstop
$227Southwest
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Wed, May 28 - Fri, May 30
Southwest Logo
8:15 am - 2:00 pmMDW-STL
5h 45m1 stop
Southwest Logo
8:55 pm - 10:00 pmSTL-MDW
1h 05mnonstop
$237Southwest
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Wed, May 28 - Fri, May 30
Delta Logo
9:20 am - 3:00 pmMDW-STL
5h 40m1 stop
Delta Logo
6:00 am - 12:28 pmSTL-MDW
6h 28m2 stops
$242Delta
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Wed, May 21 - Tue, May 27
Southwest Logo
6:20 am - 10:55 amMDW-STL
4h 35m1 stop
Southwest Logo
10:30 am - 4:10 pmSTL-MDW
5h 40m1 stop
$247Southwest
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Wed, Sep 10 - Sat, Sep 13
Delta Logo
9:16 am - 5:00 pmMDW-STL
7h 44m2 stops
Delta Logo
2:15 pm - 6:45 pmSTL-MDW
4h 30m1 stop
$252Delta
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Wed, May 28 - Fri, May 30
Delta Logo
3:40 pm - 8:49 pmMDW-STL
5h 09m1 stop
Delta Logo
12:10 pm - 6:07 pmSTL-MDW
5h 57m1 stop
$257Delta
Find Deal
Sat, Sep 20 - Sat, Oct 4
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KAYAK's insights & trends for Chicago to Illinois flights

Get data-powered insights and trends into flights from Chicago to Illinois to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago Midway Airport to Illinois?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Illinois were found on Frontier ($163) and Southwest ($217).

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Good to know

Low seasonApril
High seasonDecember
Cheapest flight$81
Best time to beat the crowds with an average 61% drop in price.
Most popular time to fly and prices are also 25% lower on average.
Flight from Chicago Midway Airport to St. Louis

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Chicago to Illinois?

    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 Chicago to Illinois.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Illinois?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to 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 Chicago to Illinois?

    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 from Chicago to Illinois with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Illinois?

    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 from Chicago to 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 from Chicago to Illinois

Information on your arrival and departure airports

Chicago (MDW)

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