$133 Find Cheap Flights from Chicago to Illinois - Compare and Save

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 8/8. 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

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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
Peoria2 stops$672
St. Louis
St. Louis1 stop$300
Peoria
Peoria2 stops$672
St. Louis
St. Louis1 stop$300

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, Jul 30 - Fri, Jul 31
Frontier Logo
6:05 am - 5:37 pm
MDW
-
STL
11h 32m
1 stop
Frontier Logo
4:57 pm - 10:03 pm
STL
-
MDW
5h 06m
1 stop
$300Frontier
Fri, Sep 11 - Tue, Sep 15
Frontier Logo
1:02 pm - 9:40 am
MDW
-
STL
20h 38m
2 stops
Frontier Logo
10:35 am - 10:58 am
STL
-
MDW
24h 23m
1 stop
$303Frontier
Sun, Aug 2 - Mon, Aug 3
Frontier Logo
6:05 am - 5:37 pm
MDW
-
STL
11h 32m
1 stop
Frontier Logo
4:57 pm - 10:03 pm
STL
-
MDW
5h 06m
1 stop
$305Frontier
Sat, Aug 15 - Sat, Aug 22
Southwest Logo
9:55 am - 4:40 pm
MDW
-
STL
6h 45m
2 stops
Southwest Logo
7:50 am - 1:20 pm
STL
-
MDW
5h 30m
2 stops
$307Southwest
Sun, Aug 2 - Wed, Aug 5
Frontier Logo
6:05 am - 5:37 pm
MDW
-
STL
11h 32m
1 stop
Frontier Logo
4:57 pm - 10:03 pm
STL
-
MDW
5h 06m
1 stop
$308Frontier
Wed, Aug 5 - Sat, Aug 8
Frontier Logo
4:45 pm - 2:56 pm
MDW
-
STL
22h 11m
1 stop
Frontier Logo
4:57 pm - 9:51 am
STL
-
MDW
16h 54m
1 stop
$317Frontier
Wed, Aug 12 - Tue, Aug 18
Delta Logo
9:24 am - 1:14 pm
MDW
-
STL
3h 50m
1 stop
Delta Logo
6:20 am - 12:39 pm
STL
-
MDW
6h 19m
2 stops
$332Delta
Fri, Aug 28 - Sun, Aug 30
Southwest Logo
8:55 pm - 10:05 pm
MDW
-
STL
1h 10mnonstop
Southwest Logo
6:00 am - 7:05 am
STL
-
MDW
1h 05mnonstop
$337Southwest
Sun, Aug 2 - Sat, Aug 8
Allegiant Air Logo
8:11 pm - 1:30 pm
MDW
-
PIA
41h 19m
2 stops
Allegiant Air Logo
10:45 am - 8:24 am
PIA
-
MDW
21h 39m
1 stop
$672Allegiant Air
Sun, Aug 2 - Sat, Aug 8
Allegiant Air Logo
9:08 am - 8:48 am
MDW
-
PIA
23h 40m
1 stop
Allegiant Air Logo
10:45 am - 8:24 am
PIA
-
MDW
21h 39m
1 stop
$725Allegiant Air
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 5 days.

In the past 5 days, the cheapest round-trip tickets from Chicago Midway Airport to Illinois were found on Delta ($332) and Southwest ($337).

Find deals

Good to know

Low season

August

Cheapest flight

$133
Best time to beat the crowds with an average 82% drop in price.
Most popular time to fly with an average 70% 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)