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.

$59 CHEAP FLIGHTS from Missouri to Chicago

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Cheap Flights from Missouri to Chicago

Cheap flights from Missouri to Chicago with top airlines, updated regularly. Compare round-trip, one-way, direct and last-minute deals.

Round-trip

One-way

Last minute

Direct

Fri, Nov 13 - 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

$118Contour

Sat, Oct 31 - Wed, Nov 4

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

$121Contour

Thu, Nov 12 - Thu, Nov 19

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

7h 01m1 stop Dallas/Fort Worth

7:31 am - 6:39 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

11h 08m1 stop Atlanta Hartsfield-Jackson

$157Frontier

Thu, Nov 19 - Mon, Nov 23

7:24 pm - 12:13 amSTL Lambert-St Louis-ORD Chicago O'Hare Intl

4h 49m1 stop Atlanta Hartsfield-Jackson

7:49 am - 5:40 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

9h 51m1 stop Atlanta Hartsfield-Jackson

$159Frontier

Sat, Nov 21 - Sun, Nov 22

9:50 pm - 11:00 pmSTL Lambert-St Louis-MDW Chicago Midway

1h 10mnonstop

6:30 am - 7:45 amMDW Chicago Midway-STL Lambert-St Louis

1h 15mnonstop

$171Southwest

Sun, Nov 22 - Sun, Nov 22

1:05 pm - 2:10 pmSTL Lambert-St Louis-MDW Chicago Midway

1h 05mnonstop

9:25 pm - 10:50 pmMDW Chicago Midway-STL Lambert-St Louis

1h 25mnonstop

$171Southwest

Sat, Nov 21 - Sun, Nov 22

8:12 pm - 9:48 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 36mnonstop

6:40 pm - 8:04 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 24mnonstop

$171American Airlines

Sun, Nov 22 - Sun, Nov 22

10:53 am - 12:29 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 36mnonstop

4:35 pm - 6:09 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 34mnonstop

$171United Airlines

Sat, Nov 21 - Sun, Nov 22

8:12 pm - 9:48 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 36mnonstop

6:40 pm - 8:04 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 24mnonstop

$172American Airlines

Sun, Nov 22 - Wed, Nov 25

6:50 pm - 8:19 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 29mnonstop

2:12 pm - 3:43 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 31mnonstop

$181United Airlines

Fri, Oct 23 - Mon, Oct 26

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

$258Contour

Fri, Oct 23 - Mon, Oct 26

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

$293Contour

Sat, Oct 24 - Tue, Oct 27

8:43 pm - 12:24 amMCI Kansas City-ORD Chicago O'Hare Intl

27h 41m1 stop Denver Intl

6:30 am - 7:47 pmORD Chicago O'Hare Intl-MCI Kansas City

13h 17m1 stop Denver Intl

$332Frontier

Fri, Oct 23 - Wed, Oct 28

7:32 am - 9:30 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

Tue, Oct 20 - Sun, Oct 25

7:32 am - 9:30 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, Oct 23 - Tue, Oct 27

12:53 pm - 5:16 amMCI Kansas City-ORD Chicago O'Hare Intl

16h 23m1 stop Las Vegas Harry Reid Intl

6:30 am - 7:47 pmORD Chicago O'Hare Intl-MCI Kansas City

13h 17m1 stop Denver Intl

$342Frontier

Fri, Oct 23 - Sun, Nov 1

1:39 pm - 3:30 pmSGF Springfield-Branson-ORD Chicago O'Hare Intl

1h 51mnonstop

11:20 am - 1:07 pmORD Chicago O'Hare Intl-SGF Springfield-Branson

1h 47mnonstop

$379American Airlines

Fri, Oct 23 - Sun, Nov 1

1:39 pm - 3:30 pmSGF Springfield-Branson-ORD Chicago O'Hare Intl

1h 51mnonstop

11:20 am - 1:07 pmORD Chicago O'Hare Intl-SGF Springfield-Branson

1h 47mnonstop

$379American Airlines

Sat, Oct 24 - Sat, Oct 31

4:00 pm - 11:57 pmSGF Springfield-Branson-ORD Chicago O'Hare Intl

7h 57m1 stop Atlanta Hartsfield-Jackson

5:27 am - 12:06 pmORD Chicago O'Hare Intl-SGF Springfield-Branson

6h 39m1 stop Atlanta Hartsfield-Jackson

$399Delta

Sat, Oct 24 - Sat, Oct 31

12:11 pm - 8:30 pmSGF Springfield-Branson-ORD Chicago O'Hare Intl

8h 19m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County

5:27 am - 12:06 pmORD Chicago O'Hare Intl-SGF Springfield-Branson

6h 39m1 stop Atlanta Hartsfield-Jackson

$404Delta

Fri, Nov 13 - 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

$118Contour

Mon, Nov 2 - Thu, Nov 5

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

$121Contour

Sat, Oct 31 - Wed, Nov 4

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

$121Contour

Sat, Nov 21 - Sun, Nov 22

8:12 pm - 9:48 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 36mnonstop

6:40 pm - 8:04 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 24mnonstop

$171American Airlines

Sun, Nov 22 - Sun, Nov 22

10:53 am - 12:29 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 36mnonstop

4:35 pm - 6:09 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 34mnonstop

$171United Airlines

Sat, Nov 21 - Sun, Nov 22

9:50 pm - 11:00 pmSTL Lambert-St Louis-MDW Chicago Midway

1h 10mnonstop

6:30 am - 7:45 amMDW Chicago Midway-STL Lambert-St Louis

1h 15mnonstop

$171Southwest

Sun, Nov 22 - Sun, Nov 22

1:05 pm - 2:10 pmSTL Lambert-St Louis-MDW Chicago Midway

1h 05mnonstop

9:25 pm - 10:50 pmMDW Chicago Midway-STL Lambert-St Louis

1h 25mnonstop

$171Southwest

Sat, Nov 21 - Sun, Nov 22

8:12 pm - 9:48 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 36mnonstop

6:40 pm - 8:04 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 24mnonstop

$172American Airlines

Sun, Nov 22 - Wed, Nov 25

6:50 pm - 8:19 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 29mnonstop

2:12 pm - 3:43 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 31mnonstop

$181United Airlines

Sat, Nov 21 - Sun, Nov 22

7:10 am - 9:05 amMCI Kansas City-ORD Chicago O'Hare Intl

1h 55mnonstop

10:00 am - 11:48 amORD Chicago O'Hare Intl-MCI Kansas City

1h 48mnonstop

$266American Airlines

Low season	January
High season	June

Best time to beat the crowds with an average 1% drop in price.

Most popular time to fly with an average 9% increase in price.

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.