$49 Find Cheap Flights from Missouri to Chicago - 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 to Chicago departing on 9/29. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Useful Info
Flight Deals

Cheap Flights from Missouri to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Missouri to Chicago 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 Missouri to Chicago

Tue, Sep 1 - Wed, Sep 16
Contour Logo
3:25 pm - 5:10 pm
UIN
-
ORD
1h 45mnonstop
Contour Logo
12:30 pm - 1:55 pm
ORD
-
UIN
1h 25mnonstop
$101Contour
Sun, Aug 9 - Thu, Aug 13
Contour Logo
9:55 am - 11:40 am
UIN
-
ORD
1h 45mnonstop
Contour Logo
12:30 pm - 1:55 pm
ORD
-
UIN
1h 25mnonstop
$101Contour
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
6:15 pm - 7:20 pm
STL
-
MDW
1h 05mnonstop
Southwest Logo
6:20 am - 9:30 am
MDW
-
STL
3h 10m
1 stop
$127Southwest
Tue, Sep 22 - Mon, Sep 28
Southwest Logo
6:30 am - 7:35 am
STL
-
MDW
1h 05mnonstop
Southwest Logo
7:25 am - 1:10 pm
MDW
-
STL
5h 45m
1 stop
$127Southwest
Wed, Aug 12 - Thu, Aug 27
Delta Logo
6:30 am - 12:39 pm
STL
-
MDW
6h 09m
1 stop
Delta Logo
1:25 pm - 5:38 pm
MDW
-
STL
4h 13m
1 stop
$157Delta
Sat, Nov 7 - Sat, Nov 14
Delta Logo
10:31 am - 4:26 pm
STL
-
ORD
5h 55m
1 stop
Delta Logo
11:29 am - 3:47 pm
ORD
-
STL
4h 18m
1 stop
$157Delta
Thu, Aug 13 - Thu, Aug 13
United Airlines Logo
6:00 am - 7:33 am
STL
-
ORD
1h 33mnonstop
United Airlines Logo
10:29 am - 12:02 pm
ORD
-
STL
1h 33mnonstop
$162United Airlines
Mon, Oct 5 - Wed, Oct 7
United Airlines Logo
1:29 pm - 3:00 pm
STL
-
ORD
1h 31mnonstop
United Airlines Logo
10:40 am - 12:13 pm
ORD
-
STL
1h 33mnonstop
$165United Airlines
Tue, Nov 10 - Thu, Nov 19
American Airlines Logo
5:00 am - 6:29 am
STL
-
ORD
1h 29mnonstop
American Airlines Logo
10:39 pm - 12:03 am
ORD
-
STL
1h 24mnonstop
$177American Airlines
Fri, Oct 2 - Tue, Oct 6
American Airlines Logo
5:00 am - 6:29 am
STL
-
ORD
1h 29mnonstop
American Airlines Logo
9:30 am - 10:51 am
ORD
-
STL
1h 21mnonstop
$183American Airlines
Useful Info

Good to know

Low season

February

Cheapest flight

$49
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 1% increase in price.
Flight from Quincy to Chicago

Flights from Missouri to Chicago: the best tips from KAYAK users

Insights shared by verified travelers who flew the route from Missouri to Chicago 
Learn how KAYAK collects reviews and tips from users.
Verified travelerFlew with American Airlines
SGF
-
ORD
May 2026
Arrive airport early, esp if checking bags - std procedure but vital here
valerieFlew with Air Canada
STL
-
ORD
Jan 2025
Usually it is unreliable - always leave lots of time for connection.

FAQs for booking flights from Missouri to Chicago

  • How does KAYAK find such low prices on flights from Missouri to Chicago?

    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 Missouri to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Missouri to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Missouri 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 Missouri to Chicago?

    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 to Chicago with an airline and back to Missouri with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Missouri to Chicago?

    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 to Chicago from Missouri 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 to Chicago

Cabin class types available on flights to Missouri

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $398
Business Class flights to Chicagofrom $358
Premium Economy Class flights to Chicagofrom $458
Economy Class flights to Chicagofrom $138