$48 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 11/11. 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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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

Mon, Nov 16 - Wed, Nov 18
Contour Logo
9:55 am - 11:40 amUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Contour Logo
12:30 pm - 1:55 pmORD  Chicago O'Hare Intl-UIN Quincy Regional
1h 25mnonstop
$101Contour
Fri, Aug 28 - Sun, Aug 30
Contour Logo
9:55 am - 11:40 amUIN  Quincy Regional-ORD Chicago O'Hare Intl
1h 45mnonstop
Contour Logo
12:30 pm - 1:55 pmORD  Chicago O'Hare Intl-UIN Quincy Regional
1h 25mnonstop
$102Contour
Sat, Sep 5 - Sun, Sep 6
Southwest Logo
5:45 am - 6:50 amSTL  Lambert-St Louis-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
8:35 am - 9:55 amMDW  Chicago Midway-STL Lambert-St Louis
1h 20mnonstop
$117Southwest
Fri, Sep 11 - Fri, Sep 11
Southwest Logo
6:15 pm - 7:20 pmSTL  Lambert-St Louis-MDW Chicago Midway
1h 05mnonstop
Southwest Logo
8:55 pm - 10:10 pmMDW  Chicago Midway-STL Lambert-St Louis
1h 15mnonstop
$117Southwest
Sat, Sep 5 - Sun, Sep 6
American Airlines Logo
5:00 am - 6:24 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 24mnonstop
American Airlines Logo
7:00 am - 8:24 amORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 24mnonstop
$117American Airlines
Sat, Sep 5 - Sun, Sep 6
American Airlines Logo
5:13 pm - 6:52 pmSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 39mnonstop
American Airlines Logo
7:00 am - 8:24 amORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 24mnonstop
$117American Airlines
Sat, Sep 5 - Sun, Sep 6
United Airlines Logo
8:30 am - 10:06 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 36mnonstop
United Airlines Logo
9:30 pm - 10:59 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 29mnonstop
$117United Airlines
Sat, Sep 5 - Sun, Sep 6
United Airlines Logo
7:25 am - 9:01 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
1h 36mnonstop
United Airlines Logo
10:29 am - 12:02 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
1h 33mnonstop
$117United Airlines
Thu, Oct 1 - Tue, Oct 13
Frontier Logo
10:20 am - 7:35 pmSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
9h 15m1 stop Dallas/Fort Worth
Frontier Logo
11:06 am - 7:15 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
8h 09m1 stop Denver Intl
$142Frontier
Mon, Oct 12 - Thu, Nov 12
Frontier Logo
8:10 pm - 10:01 amSTL  Lambert-St Louis-ORD Chicago O'Hare Intl
13h 51m1 stop Denver Intl
Frontier Logo
10:40 pm - 7:15 pmORD  Chicago O'Hare Intl-STL Lambert-St Louis
20h 35m1 stop Denver Intl
$142Frontier
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Good to know

Low season

February

Cheapest flight

$48
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly and prices are also 1% lower on average.
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-May 2026
Arrive airport early, esp if checking bags - std procedure but vital here
valerieFlew with Air Canada-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 $319
Business Class flights to Chicagofrom $358
Premium Economy Class flights to Chicagofrom $458
Economy Class flights to Chicagofrom $117