$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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Flight Deals

Cheap Flights from Chicago to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Bloomington
Bloomington2 stops$906
St. Louis
St. Louisnonstop$144
Bloomington
Bloomington2 stops$906
St. Louis
St. Louisnonstop$144

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 30 - Thu, Jan 1
Southwest Logo
10:00 am - 11:25 amMDW-STL
1h 25mnonstop
Southwest Logo
6:05 pm - 10:35 pmSTL-MDW
4h 30m1 stop
$144Southwest
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Wed, Dec 24 - Sat, Jan 10
Frontier Logo
6:12 am - 9:40 amMDW-STL
27h 28m1 stop
Frontier Logo
7:43 pm - 11:25 pmSTL-MDW
27h 42m2 stops
$147Frontier
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Thu, Nov 13 - Sun, Nov 16
Frontier Logo
12:30 pm - 9:07 amMDW-STL
20h 37m1 stop
Frontier Logo
2:12 pm - 8:32 amSTL-MDW
18h 20m1 stop
$153Frontier
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Thu, Jan 1 - Mon, Jan 26
Delta Logo
5:59 pm - 10:16 pmMDW-STL
4h 17m1 stop
Delta Logo
3:45 pm - 10:26 pmSTL-MDW
6h 41m1 stop
$157Delta
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Wed, Dec 24 - Sat, Jan 10
Frontier Logo
8:15 am - 9:40 amMDW-STL
25h 25m1 stop
Frontier Logo
7:43 pm - 11:25 pmSTL-MDW
27h 42m2 stops
$159Frontier
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Thu, Dec 4 - Mon, Dec 8
Frontier Logo
7:23 pm - 9:47 amMDW-STL
14h 24m1 stop
Frontier Logo
3:30 pm - 8:46 amSTL-MDW
17h 16m2 stops
$160Frontier
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Thu, Dec 4 - Mon, Dec 8
Delta Logo
7:02 pm - 11:29 pmMDW-STL
4h 27m1 stop
Delta Logo
6:00 am - 12:34 pmSTL-MDW
6h 34m2 stops
$162Delta
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Thu, Dec 4 - Fri, Dec 5
Frontier Logo
3:10 pm - 10:33 pmMDW-STL
7h 23m1 stop
Frontier Logo
10:42 am - 7:42 pmSTL-MDW
9h 00m1 stop
$163Frontier
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Sat, Jan 17 - Mon, Jan 19
Delta Logo
5:00 pm - 11:25 pmMDW-STL
6h 25m1 stop
Delta Logo
6:35 am - 12:48 pmSTL-MDW
6h 13m1 stop
$167Delta
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Sat, Nov 22 - Mon, Nov 24
Southwest Logo
4:05 pm - 5:15 pmMDW-STL
1h 10mnonstop
Southwest Logo
8:45 am - 9:55 amSTL-MDW
1h 10mnonstop
$189Southwest
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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 ($144) and Frontier ($147).

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Good to know

Low seasonAugust
Cheapest flight$49
Best time to beat the crowds with an average 67% drop in price.
Most popular time to fly with an average 26% 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)

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