$67 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 2/21. 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
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Bloomington
Bloomington1 stop$657
St. Louis
St. Louisnonstop$157
Bloomington
Bloomington1 stop$657
St. Louis
St. Louisnonstop$157

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

Sat, Jan 31 - Mon, Feb 2
Southwest Logo
7:40 pm - 8:55 pm
MDW
-
STL
1h 15mnonstop
Southwest Logo
5:55 pm - 7:05 pm
STL
-
MDW
1h 10mnonstop
$157Southwest
Thu, Jan 22 - Mon, Jan 26
Southwest Logo
9:55 am - 11:15 am
MDW
-
STL
1h 20mnonstop
Southwest Logo
8:20 am - 9:30 am
STL
-
MDW
1h 10mnonstop
$171Southwest
Tue, Jan 20 - Wed, Jan 21
Delta Logo
7:16 pm - 11:25 pm
MDW
-
STL
4h 09m1 stop
Delta Logo
5:04 pm - 10:22 pm
STL
-
MDW
5h 18m1 stop
$173Delta
Wed, Feb 4 - Wed, Feb 11
Delta Logo
9:32 am - 4:45 pm
MDW
-
STL
7h 13m2 stops
Delta Logo
5:04 pm - 10:22 pm
STL
-
MDW
5h 18m1 stop
$178Delta
Thu, Jan 29 - Sat, Jan 31
Southwest Logo
1:50 pm - 3:00 pm
MDW
-
STL
1h 10mnonstop
Southwest Logo
10:30 am - 2:50 pm
STL
-
MDW
4h 20m1 stop
$181Southwest
Mon, Jan 12 - Tue, Jan 13
Delta Logo
7:16 pm - 11:25 pm
MDW
-
STL
4h 09m1 stop
Delta Logo
12:00 pm - 4:29 pm
STL
-
MDW
4h 29m1 stop
$182Delta
Mon, Jan 12 - Tue, Jan 13
Delta Logo
7:16 pm - 11:25 pm
MDW
-
STL
4h 09m1 stop
Delta Logo
6:10 am - 12:48 pm
STL
-
MDW
6h 38m2 stops
$187Delta
Thu, Jan 22 - Mon, Jan 26
Delta Logo
9:50 am - 4:45 pm
MDW
-
STL
6h 55m1 stop
Delta Logo
11:23 am - 6:36 pm
STL
-
MDW
7h 13m1 stop
$191Delta
Mon, Jan 19 - Mon, Jan 26
Frontier Logo
7:20 pm - 6:51 am
MDW
-
STL
35h 31m2 stops
Frontier Logo
8:22 pm - 12:05 pm
STL
-
MDW
15h 43m1 stop
$197Frontier
Sat, Jan 17 - Sun, Jan 18
Southwest Logo
7:40 pm - 8:55 pm
MDW
-
STL
1h 15mnonstop
Southwest Logo
5:55 pm - 7:05 pm
STL
-
MDW
1h 10mnonstop
$209Southwest
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 ($171) and Delta ($173).

Find deals

Good to know

Low seasonOctober
Cheapest flight$67
Best time to beat the crowds with an average 69% drop in price.
Most popular time to fly with an average 93% 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)