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$41+ Cheap flights from Missouri to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/10. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Mar 28 — Apr 41
Sat 3/28
Sat 4/4
1 adult, Economy
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Cheap flight deals from Missouri to Chicago

Cheapest flights from Missouri to Chicago
Explore the most affordable flight options available from Missouri to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 26, 2026.

This Booking.com deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/49:35 am
UIN
-
ORD
Nonstop1h 35m
Contour
Wed 3/42:40 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 2/23$82
This Booking.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/29:35 am
UIN
-
ORD
Nonstop1h 35m
Contour
Thu 4/22:45 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 2/25$85
This Booking.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/269:50 am
UIN
-
ORD
Nonstop1h 20m
Contour
Sun 3/17:30 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 2/25$86
This Mytrip deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:50 am
UIN
-
ORD
Nonstop1h 20m
Contour
Sun 3/12:40 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 2/25$87
This Booking.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/139:35 am
UIN
-
ORD
Nonstop1h 35m
Contour
Tue 3/1712:05 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 2/25$88
This Booking.com deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/89:35 am
UIN
-
ORD
Nonstop1h 35m
Contour
Wed 3/117:30 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 2/22$89
This Contour deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Contour is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/149:45 am
UIN
-
ORD
Nonstop1h 35m
Contour
Sat 4/182:45 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 2/23$98
This Mytrip deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/99:25 am
CGI
-
ORD
Nonstop1h 45m
Contour
Fri 3/1311:50 am
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 2/22$124
This Booking.com deal was found by Cheapflights users on 2/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:25 am
CGI
-
ORD
Nonstop1h 45m
Contour
Mon 3/1611:50 am
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 2/25$125
This Mytrip deal was found by Cheapflights users on 2/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/299:45 am
CGI
-
ORD
Nonstop1h 45m
Contour
Mon 6/112:10 pm
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 2/24$126
This Booking.com deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/99:45 am
CGI
-
ORD
Nonstop1h 45m
Contour
Thu 4/1612:10 pm
ORD
-
CGI
Nonstop1h 40m
Contour
Deal found 2/23$132
This Mytrip deal was found by Cheapflights users on 2/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/275:30 pm
UIN
-
ORD
Nonstop1h 20m
Contour
Sun 3/292:45 pm
ORD
-
UIN
Nonstop1h 20m
Contour
Deal found 2/22$137

Find flight deals from Missouri to Chicago

Keep the following information in mind while searching for Missouri to Chicago flight deals. Data was last updated February 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$85
(Booking.com)

One-way from

$41
(Booking.com)

Popular in

January

Cheapest in

August

Average price

$448

Good round-trip deal

$350 or less

Good one-way deal

$57 or less
Provider with most accurate pricing for Lambert-St Louis-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Lambert-St Louis-Chicago (CHI) flights.
Search Deals
From Missouri to Chicago (CHI)
Search Deals
One-way flight from Missouri to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 29% potential increase in price ($127 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Missouri to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Missouri to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Missouri to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 26, 2026.
Use the filters below to find and compare flights from Missouri to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Thu 3/26

9:35 am-11:10 am

Nonstop1h 35m

Chicago O'Hare Intl

Thu 4/2

7:40 pm-9:00 pm

Nonstop1h 20m

$85

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Fri 3/27

9:35 am-11:10 am

Nonstop1h 35m

Chicago O'Hare Intl

Fri 4/3

7:40 pm-9:00 pm

Nonstop1h 20m

$85

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Tue 3/10

9:35 am-11:10 am

Nonstop1h 35m

Chicago O'Hare Intl

Sat 3/14

12:05 pm-1:25 pm

Nonstop1h 20m

$87

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Fri 4/10

5:25 pm-7:00 pm

Nonstop1h 35m

Chicago O'Hare Intl

Fri 4/17

2:45 pm-4:05 pm

Nonstop1h 20m

$87

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Mon 3/16

5:15 pm-6:50 pm

Nonstop1h 35m

Chicago O'Hare Intl

Fri 3/20

7:30 pm-8:50 pm

Nonstop1h 20m

$87

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Thu 3/12

9:35 am-11:10 am

Nonstop1h 35m

Chicago O'Hare Intl

Sun 3/22

2:40 pm-4:00 pm

Nonstop1h 20m

$87

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Fri 3/13

9:35 am-11:10 am

Nonstop1h 35m

Chicago O'Hare Intl

Tue 3/17

12:05 pm-1:25 pm

Nonstop1h 20m

$88

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Sun 3/8

9:35 am-11:10 am

Nonstop1h 35m

Chicago O'Hare Intl

Wed 3/11

7:30 pm-8:50 pm

Nonstop1h 20m

$89

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Thu 3/12

5:15 pm-6:50 pm

Nonstop1h 35m

Chicago O'Hare Intl

Sun 3/15

2:40 pm-4:00 pm

Nonstop1h 20m

$89

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Sun 3/22

9:35 am-11:10 am

Nonstop1h 35m

Chicago O'Hare Intl

Sun 3/29

7:40 pm-9:00 pm

Nonstop1h 20m

$89

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/23

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Missouri to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Missouri with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Missouri to Chicago

What is the cheapest month to book a flight from Missouri to Chicago?

Currently, September is the cheapest month in which you can book a flight from Missouri to Chicago (average of $62). Flying from Missouri to Chicago in January is currently the most expensive (average of $156). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MO to CHI?

Find hourly flight availability from Missouri to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 26, 2026.

A simple way to save on the total cost of your ticket is to fly from Missouri to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 33% on your trip compared to booking a flight in the evening.

What is the cheapest day to fly from Missouri to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Missouri to Chicago. Price data was last updated on February 21, 2026.

Travelers seeking maximum savings on their Missouri to Chicago flight should consider departing on Friday at noon when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Missouri to Chicago

Explore weekly flight availability from Missouri to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 26, 2026.

The most flights from USMO to CHI are scheduled on a Wednesday (77 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (29 on average).

Related info for your journey

Find useful and relevant information for your journey from Missouri to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Missouri to Chicago?

    Contour, United Airlines, and Delta can get you from Missouri to Chicago in just under 1h 30m. Your travel time can differ by up to 3h 46m. Missouri and Chicago are separated by a distance of 315 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Missouri to Chicago?

    When deciding which route to take from Missouri to Chicago consider Kansas City - Chicago O'Hare Intl, Kansas City - Chicago Midway or Lambert-St Louis - Chicago O'Hare Intl as they are the most popular.

  • What are the most reliable airlines from Missouri to Chicago?

    Consider Republic Airways (92%), Envoy Air (85%) or Alaska Airlines (85%) when booking your flight. These represent the most reliable airlines when flying from Missouri to Chicago.

  • What are the cheapest flights from Missouri to Chicago?

    The cheapest flight price from Missouri to Chicago is $129. On average you can expect to pay $1,141. The most popular route, (Kansas City - Chicago O'Hare Intl), can usually be booked for $179.

  • Can I find deals for flights from Missouri to Chicago that include hotel bookings?

    Yes. In addition to deals on Missouri to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Missouri to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Missouri to Chicago.

  • Can I find deals for business class flights from Missouri to Chicago?

    Yes. Cheapflights offers flight deals from Missouri to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Missouri to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Missouri to Chicago (average of $62). Flying from Missouri to Chicago in January is currently the most expensive (average of $156). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Missouri to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Missouri to Chicago

Discover the top 5 airlines that operate flights from Missouri to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$97Average$298FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$109Average$341FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$117Average$359FlexibilityNo cancel feeOn-time63%
ContourCheapest$118Average$160FlexibilityNo cancel feeOn-timeN/A
Southern / MokuleleCheapest$140Average$212FlexibilityNo cancel feeOn-timeN/A

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