$49 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 12/25. 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

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

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Flight Deals

Cheap Flights from Chicago to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Peoria
Peoria1 stop$346
Bloomington
Bloomington1 stop$584
St. Louis
St. Louis1 stop$121
Peoria
Peoria1 stop$346
Bloomington
Bloomington1 stop$584
St. Louis
St. Louis1 stop$121

Book Cheap Chicago to Illinois Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Illinois

Tue, Dec 9 - Wed, Dec 10
Southwest Logo
12:25 pm - 4:20 pmMDW-STL
3h 55m1 stop
Southwest Logo
3:20 pm - 8:00 pmSTL-MDW
4h 40m1 stop
$121Southwest
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Wed, Dec 10 - Fri, Dec 12
Frontier Logo
2:49 pm - 11:07 amMDW-STL
20h 18m1 stop
Frontier Logo
10:42 am - 7:42 pmSTL-MDW
9h 00m1 stop
$135Frontier
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Tue, Dec 9 - Wed, Dec 10
Southwest Logo
1:55 pm - 7:25 pmMDW-STL
5h 30m1 stop
Southwest Logo
8:25 am - 1:35 pmSTL-MDW
5h 10m1 stop
$137Southwest
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Thu, Dec 4 - Sun, Dec 7
Southwest Logo
9:50 am - 1:00 pmMDW-STL
3h 10m1 stop
Southwest Logo
5:45 pm - 6:55 pmSTL-MDW
1h 10mnonstop
$146Southwest
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Wed, Nov 19 - Thu, Nov 20
Frontier Logo
1:56 pm - 11:01 pmMDW-STL
9h 05m1 stop
Frontier Logo
3:14 pm - 10:43 pmSTL-MDW
7h 29m1 stop
$150Frontier
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Thu, Dec 4 - Mon, Dec 8
Frontier Logo
3:10 pm - 10:33 pmMDW-STL
7h 23m1 stop
Frontier Logo
10:47 am - 10:12 pmSTL-MDW
11h 25m1 stop
$151Frontier
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Thu, Dec 11 - Sun, Dec 14
Frontier Logo
7:23 pm - 9:47 amMDW-STL
14h 24m1 stop
Frontier Logo
10:42 am - 6:12 pmSTL-MDW
7h 30m1 stop
$156Frontier
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Thu, Dec 4 - Sun, Dec 7
Delta Logo
7:02 pm - 11:29 pmMDW-STL
4h 27m1 stop
Delta Logo
6:00 am - 11:55 amSTL-MDW
5h 55m1 stop
$157Delta
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Mon, Dec 8 - Sat, Dec 13
Frontier Logo
8:42 pm - 10:33 pmMDW-STL
25h 51m2 stops
Frontier Logo
7:43 pm - 11:08 amSTL-MDW
15h 25m1 stop
$158Frontier
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Tue, Dec 2 - Tue, Dec 9
Delta Logo
6:00 am - 1:16 pmMDW-STL
7h 16m1 stop
Delta Logo
6:00 am - 11:55 amSTL-MDW
5h 55m1 stop
$217Delta
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Booking Insights

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 Southwest ($121) and Frontier ($135).

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Good to know

Low seasonAugust
Cheapest flight$49
Best time to beat the crowds with an average 65% drop in price.
Most popular time to fly with an average 32% increase in price.
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)