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.

$55 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, Oct 15 - 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

$120Contour

Wed, Oct 28 - Sat, Oct 31

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

Wed, Oct 28 - Sat, Oct 31

10:20 am - 4:10 pmSTL Lambert-St Louis-MDW Chicago Midway

5h 50m2 stops Columbus Washington, D.C. Reagan-National

8:25 am - 2:10 pmMDW Chicago Midway-STL Lambert-St Louis

5h 45m1 stop Washington, D.C. Reagan-National

$142Southwest

Thu, Nov 5 - Sat, Nov 7

5:10 pm - 11:15 pmSTL Lambert-St Louis-MDW Chicago Midway

6h 05m1 stop Baltimore/Washington

10:20 am - 7:20 pmMDW Chicago Midway-STL Lambert-St Louis

9h 00m2 stops Grand Rapids Gerald R. Ford Intl Baltimore/Washington

$142Southwest

Fri, Nov 13 - Mon, Nov 16

11:35 am - 1:00 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 25mnonstop

10:39 pm - 11:59 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 20mnonstop

$144American Airlines

Fri, Dec 4 - Sat, Dec 5

6:55 pm - 8:25 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 30mnonstop

4:40 pm - 6:16 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 36mnonstop

$144United Airlines

Fri, Oct 30 - Tue, Nov 3

7:30 am - 9:00 amSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 30mnonstop

1:00 pm - 2:34 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 34mnonstop

$144United Airlines

Fri, Nov 13 - Mon, Nov 16

12:14 pm - 7:08 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

6h 54m1 stop Dallas/Fort Worth

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

12h 44m1 stop Denver Intl

$144Frontier

Mon, Oct 26 - Wed, Oct 28

6:35 pm - 11:43 pmSTL Lambert-St Louis-MDW Chicago Midway

5h 08m1 stop Atlanta Hartsfield-Jackson

6:16 am - 5:40 pmMDW Chicago Midway-STL Lambert-St Louis

11h 24m1 stop Atlanta Hartsfield-Jackson

$147Frontier

Fri, Oct 30 - Fri, Nov 6

11:31 am - 12:59 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 28mnonstop

11:15 am - 12:50 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 35mnonstop

$171American Airlines

Recent last minute flight deals from Missouri to Chicago

Tue, Oct 6 - Thu, Oct 8

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

$208Contour

Wed, Oct 7 - Thu, Oct 8

9:40 am - 11:35 amCGI Cape Girardeau-ORD Chicago O'Hare Intl

1h 55mnonstop

2:55 pm - 8:35 pmORD Chicago O'Hare Intl-CGI Cape Girardeau

29h 40m2 stops Kirksville Cannon Memorial Dallas/Fort Worth

$264Contour

Sat, Oct 3 - Thu, Nov 5

6:05 am - 7:10 amSTL Lambert-St Louis-MDW Chicago Midway

1h 05mnonstop

8:45 am - 10:05 amMDW Chicago Midway-STL Lambert-St Louis

1h 20mnonstop

$322Southwest

Sat, Oct 3 - Thu, Nov 5

1:49 pm - 3:30 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 41mnonstop

9:30 am - 10:53 amORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 23mnonstop

$322American Airlines

Sat, Oct 3 - Thu, Nov 5

8:10 pm - 12:23 amSTL Lambert-St Louis-ORD Chicago O'Hare Intl

28h 13m1 stop Denver Intl

7:50 pm - 5:40 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

21h 50m1 stop Atlanta Hartsfield-Jackson

$322Frontier

Sat, Oct 3 - Thu, Nov 5

8:20 am - 2:00 pmSTL Lambert-St Louis-MDW Chicago Midway

5h 40m1 stop Washington, D.C. Reagan-National

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

1h 15mnonstop

$332Southwest

Sat, Oct 3 - Thu, Nov 5

10:21 am - 4:00 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

5h 39m1 stop Charlotte Douglas

6:03 pm - 7:22 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 19mnonstop

$332American Airlines

Sat, Oct 3 - Wed, Oct 7

8:32 pm - 12:23 amMCI Kansas City-ORD Chicago O'Hare Intl

27h 51m1 stop Denver Intl

6:30 am - 7:37 pmORD Chicago O'Hare Intl-MCI Kansas City

13h 07m1 stop Denver Intl

$334Frontier

Sat, Oct 3 - Mon, Oct 5

7:32 am - 9:30 amJLN Joplin-ORD Chicago O'Hare Intl

1h 58mnonstop

10:15 am - 12:09 pmORD Chicago O'Hare Intl-JLN Joplin

1h 54mnonstop

$341United Airlines

Sat, Oct 3 - Sun, Oct 4

7:32 am - 9:30 amJLN Joplin-ORD Chicago O'Hare Intl

1h 58mnonstop

10:15 am - 12:09 pmORD Chicago O'Hare Intl-JLN Joplin

1h 54mnonstop

$341United Airlines

Recent direct flight deals from Missouri to Chicago

Thu, Oct 15 - 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

$120Contour

Wed, Oct 28 - Sat, Oct 31

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

Tue, Oct 13 - Sat, Oct 17

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 13 - Mon, Nov 16

11:35 am - 1:00 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 25mnonstop

10:39 pm - 11:59 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 20mnonstop

$144American Airlines

Fri, Oct 30 - Tue, Nov 3

7:30 am - 9:00 amSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 30mnonstop

1:00 pm - 2:34 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 34mnonstop

$144United Airlines

Fri, Nov 6 - Sat, Nov 7

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

1h 29mnonstop

1:00 pm - 2:34 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 34mnonstop

$144United Airlines

Fri, Oct 30 - Sat, Oct 31

2:00 pm - 3:05 pmSTL Lambert-St Louis-MDW Chicago Midway

1h 05mnonstop

6:05 am - 7:15 amMDW Chicago Midway-STL Lambert-St Louis

1h 10mnonstop

$144Southwest

Thu, Nov 5 - Fri, Nov 6

9:35 pm - 10:45 pmSTL Lambert-St Louis-MDW Chicago Midway

1h 10mnonstop

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

1h 15mnonstop

$144Southwest

Fri, Oct 30 - Fri, Nov 6

11:31 am - 12:59 pmSTL Lambert-St Louis-ORD Chicago O'Hare Intl

1h 28mnonstop

11:15 am - 12:50 pmORD Chicago O'Hare Intl-STL Lambert-St Louis

1h 35mnonstop

$171American Airlines

Tue, Nov 17 - Fri, Nov 27

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

2h 00mnonstop

10:40 pm - 12:24 amORD Chicago O'Hare Intl-MCI Kansas City

1h 44mnonstop

$266American Airlines

Useful Info

Low season	January
High season	October

Best time to beat the crowds with an average 2% drop 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.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Chesterton

Porter

Monticello

Saint John

Griffith

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$55 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

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

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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