$49 Find Cheap Flights from Missouri to Chicago

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 10/20. 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

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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

Thu, Oct 23 - Mon, Oct 27
Southwest Logo
5:40 am - 6:50 amSTL-MDW
1h 10mnonstop
Southwest Logo
7:40 am - 8:50 amMDW-STL
1h 10mnonstop
$97Southwest
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Wed, Oct 15 - Wed, Oct 15
United Airlines Logo
5:00 am - 6:30 amSTL-ORD
1h 30mnonstop
United Airlines Logo
1:03 pm - 2:27 pmORD-STL
1h 24mnonstop
$97United Airlines
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Thu, Oct 23 - Mon, Oct 27
American Airlines Logo
7:16 am - 8:43 amSTL-ORD
1h 27mnonstop
American Airlines Logo
10:34 pm - 11:54 pmORD-STL
1h 20mnonstop
$98American Airlines
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Thu, Oct 23 - Mon, Oct 27
American Airlines Logo
7:16 am - 8:43 amSTL-ORD
1h 27mnonstop
American Airlines Logo
10:34 pm - 11:54 pmORD-STL
1h 20mnonstop
$99American Airlines
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Tue, Sep 30 - Sat, Oct 4
Southern / Mokulele Logo
5:40 am - 7:24 amUIN-ORD
1h 44mnonstop
Southern / Mokulele Logo
1:10 pm - 2:54 pmORD-UIN
1h 44mnonstop
$108Southern / Mokulele
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Tue, Mar 10 - Wed, Mar 11
Contour Logo
9:50 am - 11:10 amUIN-ORD
1h 20mnonstop
Contour Logo
2:00 pm - 3:20 pmORD-UIN
1h 20mnonstop
$118Contour
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Thu, Nov 6 - Fri, Nov 7
Frontier Logo
11:07 am - 6:39 pmSTL-MDW
7h 32m1 stop
Frontier Logo
6:15 am - 4:01 pmMDW-STL
9h 46m1 stop
$143Frontier
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Mon, Sep 29 - Thu, Oct 2
Frontier Logo
4:00 pm - 12:10 amSTL-ORD
8h 10m1 stop
Frontier Logo
5:10 am - 3:04 pmORD-STL
9h 54m1 stop
$143Frontier
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Wed, Oct 1 - Sun, Oct 5
Southern / Mokulele Logo
5:40 am - 7:24 amUIN-ORD
1h 44mnonstop
Southern / Mokulele Logo
9:35 pm - 11:19 pmORD-UIN
1h 44mnonstop
$158Southern / Mokulele
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Wed, Oct 1 - Sun, Oct 5
Contour Logo
3:05 pm - 4:45 pmCGI-ORD
1h 40mnonstop
Contour Logo
4:30 pm - 6:05 pmORD-CGI
1h 35mnonstop
$165Contour
Find Deal

Everything you should know

Cheapest round-trip
$97
Overall average: $288
Southwest
Thu 10/23Mon 10/27
STL - MDW • Non-stop
Cheapest one-way
$49
Typical prices: $192-327
Southwest
Mon 10/20
STL - MDW • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$49
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from St. Louis to Chicago Midway Airport

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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Valparaiso
Lansing
Munster
Chesterton
Schererville
Porter
Monticello
Saint John
Griffith

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 $283
Business Class flights to Chicagofrom $323
Prem Econ Class flights to Chicagofrom $632
Economy Class flights to Chicagofrom $114

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