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.

$58 CHEAP FLIGHTS from Missouri to Chicago

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Cheap Flights from Missouri to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Missouri to Chicago

Thu, Nov 19 - Mon, Nov 23

12:30 pm - 2:15 pmIRK Kirksville Cannon Memorial-ORD Chicago O'Hare Intl

1h 45mnonstop

2:55 pm - 4:25 pmORD Chicago O'Hare Intl-IRK Kirksville Cannon Memorial

1h 30mnonstop

$120Contour

Thu, Nov 19 - Mon, Nov 23

12:30 pm - 2:15 pmIRK Kirksville Cannon Memorial-ORD Chicago O'Hare Intl

1h 45mnonstop

2:55 pm - 4:25 pmORD Chicago O'Hare Intl-IRK Kirksville Cannon Memorial

1h 30mnonstop

$122Contour

Tue, Dec 8 - Thu, Dec 10

4:40 pm - 5:50 pmSTL Lambert-St Louis-MDW Chicago Midway

1h 10mnonstop

5:25 pm - 10:00 pmMDW Chicago Midway-STL Lambert-St Louis

4h 35m1 stop Nashville Intl

$127Southwest

Thu, Dec 3 - Thu, Dec 10

4:40 pm - 5:50 pmSTL Lambert-St Louis-MDW Chicago Midway

1h 10mnonstop

5:25 pm - 10:00 pmMDW Chicago Midway-STL Lambert-St Louis

4h 35m1 stop Nashville Intl

$127Southwest

Mon, Dec 7 - Tue, Dec 8

12:02 pm - 9:29 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

9h 27m1 stop Atlanta Hartsfield-Jackson

7:25 am - 11:04 amORD Chicago O'Hare Intl-STL Lambert-St Louis

27h 39m1 stop Denver Intl

$134Frontier

Tue, Jan 5 - Tue, Jan 12

6:00 am - 7:33 amSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 33mnonstop

10:39 pm - 11:57 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 18mnonstop

$139American Airlines

Sat, Dec 5 - Sat, Dec 12

5:23 pm - 6:59 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 36mnonstop

5:41 pm - 7:06 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 25mnonstop

$139American Airlines

Tue, Jan 5 - Tue, Jan 19

9:05 am - 10:48 amSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 43mnonstop

9:45 pm - 11:20 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 35mnonstop

$139United Airlines

Sat, Jan 23 - Sat, Jan 30

1:17 pm - 2:55 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 38mnonstop

10:40 am - 12:13 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 33mnonstop

$139United Airlines

Fri, Dec 18 - Mon, Dec 21

4:21 pm - 12:26 amSTL Lambert-St Louis-ORD Chicago O'Hare Intl

8h 05m1 stop Denver Intl

5:47 pm - 12:41 amORD Chicago O'Hare Intl-STL Lambert-St Louis

6h 54m1 stop Orlando

$143Frontier

Recent last minute flight deals from Missouri to Chicago

Sat, Nov 14 - Fri, Nov 20

12:30 pm - 2:15 pmIRK Kirksville Cannon Memorial-ORD Chicago O'Hare Intl

1h 45mnonstop

2:55 pm - 4:25 pmORD Chicago O'Hare Intl-IRK Kirksville Cannon Memorial

1h 30mnonstop

$155Contour

Fri, Nov 13 - Fri, Nov 27

12:14 pm - 7:15 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

7h 01m1 stop Dallas/Fort Worth

5:12 pm - 11:59 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

6h 47m1 stop Orlando

$244Frontier

Fri, Nov 13 - Fri, Nov 20

2:25 pm - 2:15 pmCGI Cape Girardeau-ORD Chicago O'Hare Intl

23h 50m2 stops Dallas/Fort Worth Kirksville Cannon Memorial

11:15 am - 12:50 pmORD Chicago O'Hare Intl-CGI Cape Girardeau

1h 35mnonstop

$283Contour

Thu, Nov 12 - Sat, Nov 14

12:14 pm - 7:15 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

7h 01m1 stop Dallas/Fort Worth

6:30 am - 7:14 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

12h 44m1 stop Denver Intl

$320Frontier

Fri, Nov 13 - Thu, Nov 19

6:01 am - 7:59 amJLN Joplin-ORD Chicago O'Hare Intl

1h 58mnonstop

7:59 am - 9:59 amORD Chicago O'Hare Intl-JLN Joplin

2h 00mnonstop

$341United Airlines

Fri, Nov 13 - Fri, Nov 27

6:40 pm - 8:38 pmSGF Springfield-Branson-ORD Chicago O'Hare Intl

1h 58mnonstop

8:40 am - 10:36 amORD Chicago O'Hare Intl-SGF Springfield-Branson

1h 56mnonstop

$374United Airlines

Fri, Nov 13 - Sat, Nov 14

6:26 pm - 8:13 pmCOU Columbia Regional-ORD Chicago O'Hare Intl

1h 47mnonstop

8:40 pm - 10:15 pmORD Chicago O'Hare Intl-COU Columbia Regional

1h 35mnonstop

$409American Airlines

Fri, Nov 13 - Sun, Nov 15

6:26 pm - 8:13 pmCOU Columbia Regional-ORD Chicago O'Hare Intl

1h 47mnonstop

8:40 pm - 10:15 pmORD Chicago O'Hare Intl-COU Columbia Regional

1h 35mnonstop

$409American Airlines

Sat, Nov 14 - Fri, Nov 20

12:30 pm - 2:15 pmIRK Kirksville Cannon Memorial-ORD Chicago O'Hare Intl

1h 45mnonstop

8:57 am - 11:25 amORD Chicago O'Hare Intl-IRK Kirksville Cannon Memorial

26h 28m1 stop Dallas/Fort Worth

$431Multiple Airlines

Fri, Nov 13 - Sun, Nov 15

5:28 pm - 11:54 pmSGF Springfield-Branson-ORD Chicago O'Hare Intl

6h 26m1 stop Atlanta Hartsfield-Jackson

6:49 am - 2:41 pmORD Chicago O'Hare Intl-SGF Springfield-Branson

7h 52m1 stop Atlanta Hartsfield-Jackson

$439Delta

Recent direct flight deals from Missouri to Chicago

Thu, Nov 19 - Mon, Nov 23

12:30 pm - 2:15 pmIRK Kirksville Cannon Memorial-ORD Chicago O'Hare Intl

1h 45mnonstop

2:55 pm - 4:25 pmORD Chicago O'Hare Intl-IRK Kirksville Cannon Memorial

1h 30mnonstop

$120Contour

Thu, Nov 19 - Mon, Nov 23

12:30 pm - 2:15 pmIRK Kirksville Cannon Memorial-ORD Chicago O'Hare Intl

1h 45mnonstop

2:55 pm - 4:25 pmORD Chicago O'Hare Intl-IRK Kirksville Cannon Memorial

1h 30mnonstop

$122Contour

Fri, Nov 27 - Mon, Dec 21

12:30 pm - 2:15 pmIRK Kirksville Cannon Memorial-ORD Chicago O'Hare Intl

1h 45mnonstop

2:55 pm - 4:25 pmORD Chicago O'Hare Intl-IRK Kirksville Cannon Memorial

1h 30mnonstop

$135Contour

Tue, Jan 5 - Tue, Jan 12

6:00 am - 7:33 amSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 33mnonstop

10:39 pm - 11:57 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 18mnonstop

$139American Airlines

Sat, Dec 5 - Sat, Dec 12

5:23 pm - 6:59 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 36mnonstop

5:41 pm - 7:06 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 25mnonstop

$139American Airlines

Tue, Jan 5 - Tue, Jan 19

9:05 am - 10:48 amSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 43mnonstop

9:45 pm - 11:20 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 35mnonstop

$139United Airlines

Sat, Jan 23 - Sat, Jan 30

1:17 pm - 2:55 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 38mnonstop

10:40 am - 12:13 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 33mnonstop

$139United Airlines

Tue, Jan 5 - Tue, Jan 19

4:40 pm - 5:50 pmSTL Lambert-St Louis-MDW Chicago Midway

1h 10mnonstop

12:50 pm - 2:00 pmMDW Chicago Midway-STL Lambert-St Louis

1h 10mnonstop

$139Southwest

Sat, Dec 5 - Sat, Dec 12

4:20 pm - 5:25 pmSTL Lambert-St Louis-MDW Chicago Midway

1h 05mnonstop

6:35 am - 7:55 amMDW Chicago Midway-STL Lambert-St Louis

1h 20mnonstop

$139Southwest

Mon, Dec 21 - Mon, Dec 28

4:55 pm - 5:55 pmSTL Lambert-St Louis-MDW Chicago Midway

1h 00mnonstop

12:55 pm - 2:05 pmMDW Chicago Midway-STL Lambert-St Louis

1h 10mnonstop

$321JetBlue

Useful Info

Low season	January
High season	October
Cheapest flight	$58

Best time to beat the crowds but there is an average 2% increase in price.

Most popular time to fly with an average 17% increase in price.

Flight from St. Louis to Chicago O'Hare Airport

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.

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.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Chesterton

Munster

Schererville

Porter

Monticello

Saint John

Griffith

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$58 Find Cheap Flights from Missouri to Chicago - Compare and Save

Cheap Flights from Missouri to Chicago

Recent round-trip flight deals from Missouri to Chicago

Recent one-way flight deals from Missouri to Chicago

Recent last minute flight deals from Missouri to Chicago

Recent direct flight deals from Missouri to Chicago

Good to know

Low season

High season

Cheapest flight

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

FAQs for booking flights from Missouri to Chicago

Traveling to a place near Chicago?

More options for your flight to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Cabin class types available on flights to Missouri

Find direct flights for Chicago

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Flights to other popular destinations

Find deals for your return flight