$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 5/12. 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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Cheap Flights from Chicago to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Peoria
Peoria1 stop$370
St. Louis
St. Louis1 stop$241
Peoria
Peoria1 stop$370
St. Louis
St. Louis1 stop$241

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

Thu, Apr 9 - Sat, Apr 11
Southwest Logo
3:25 pm - 8:50 pm
MDW
-
STL
5h 25m
1 stop
Southwest Logo
6:20 am - 1:10 pm
STL
-
MDW
6h 50m
1 stop
$241Southwest
Wed, Apr 29 - Wed, May 6
Southwest Logo
2:50 pm - 8:00 pm
MDW
-
STL
5h 10m
1 stop
Southwest Logo
1:15 pm - 7:35 pm
STL
-
MDW
6h 20m
2 stops
$242Southwest
Fri, Apr 17 - Sun, Apr 19
Frontier Logo
9:14 am - 11:19 pm
MDW
-
STL
14h 05m
1 stop
Frontier Logo
4:59 pm - 8:04 am
STL
-
MDW
15h 05m
1 stop
$244Frontier
Thu, Apr 30 - Thu, May 7
Southwest Logo
4:00 pm - 8:55 pm
MDW
-
STL
4h 55m
1 stop
Southwest Logo
8:25 am - 2:55 pm
STL
-
MDW
6h 30m
2 stops
$246Southwest
Thu, Apr 9 - Mon, Apr 13
Frontier Logo
6:00 am - 5:34 pm
MDW
-
STL
11h 34m
1 stop
Frontier Logo
8:19 pm - 10:14 pm
STL
-
MDW
25h 55m
2 stops
$247Frontier
Fri, May 15 - Mon, May 18
Frontier Logo
4:52 pm - 12:21 am
MDW
-
STL
7h 29m
1 stop
Frontier Logo
5:27 pm - 11:12 am
STL
-
MDW
17h 45m
1 stop
$253Frontier
Fri, May 1 - Mon, May 4
Southwest Logo
9:00 am - 10:15 am
MDW
-
STL
1h 15mnonstop
Southwest Logo
7:20 am - 8:30 am
STL
-
MDW
1h 10mnonstop
$254Southwest
Fri, Jul 3 - Thu, Jul 16
Allegiant Air Logo
9:15 pm - 3:13 pm
MDW
-
PIA
17h 58m
1 stop
Allegiant Air Logo
8:24 pm - 8:25 pm
PIA
-
MDW
24h 01m
1 stop
$370Allegiant Air
Sat, May 30 - Sat, Jun 13
Multiple Airlines Logo
3:07 pm - 7:30 pm
MDW
-
PIA
28h 23m
2 stops
Multiple Airlines Logo
8:40 am - 8:31 am
PIA
-
MDW
23h 51m
1 stop
$489Multiple Airlines
Sat, May 30 - Sat, Jun 13
Multiple Airlines Logo
3:07 pm - 7:30 pm
MDW
-
PIA
28h 23m
2 stops
Multiple Airlines Logo
8:40 am - 8:31 am
PIA
-
MDW
23h 51m
1 stop
$495Multiple Airlines
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.

How long does a flight from Chicago Midway Airport to Illinois take?

The duration of a flight to Illinois depends on your arrival airport. The shortest routes to Illinois from Chicago Midway Airport are to Bloomington, which takes 4h 56m, and Peoria, which takes 28h 23m.

Find deals

Good to know

Low seasonOctober
Cheapest flight$49
Best time to beat the crowds with an average 71% drop in price.
Most popular time to fly with an average 81% 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)