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$53+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
1 adult, Economy
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Cheap flight deals from Missouri to Chicago

Keep the following information in mind while searching for Missouri to Chicago flight deals. Data was last updated October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$105
(Mytrip)

One-way from

$53
(Booking.com)

Popular in

April

Cheapest in

August

Average price

$273

Good round-trip deal

$129 or less

Good one-way deal

$104 or less
Provider with most accurate pricing for Lambert-St Louis-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Lambert-St Louis-Chicago (CHI) flights.
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From Missouri to Chicago (CHI)
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One-way flight from Missouri to Chicago (CHI)
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Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Missouri to Chicago (CHI).
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Price to beat on a one-way flight from Missouri to Chicago (CHI).
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Find 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 October 20, 2025.

This Mytrip deal was found by Cheapflights users on 10/18. 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.
Sun 12/145:30 pmUIN - ORD
Nonstop1h 20mContour
Sat 1/32:00 pmORD - UIN
Nonstop1h 20mContour
Deal found 10/18$105
This Booking.com deal was found by Cheapflights users on 10/19. 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 11/245:30 pmUIN - ORD
Nonstop1h 20mContour
Sat 11/297:30 pmORD - UIN
Nonstop1h 20mContour
Deal found 10/19$110
This Mytrip deal was found by Cheapflights users on 10/20. 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.
Tue 11/49:30 amCGI - ORD
Nonstop1h 40mContour
Sat 11/811:50 amORD - CGI
Nonstop1h 35mContour
Deal found 10/20$122
This Mytrip deal was found by Cheapflights users on 10/20. 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 12/89:30 amCGI - ORD
Nonstop1h 40mContour
Fri 12/1211:50 amORD - CGI
Nonstop1h 35mContour
Deal found 10/20$123
This Mytrip deal was found by Cheapflights users on 10/20. 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.
Thu 12/259:30 amCGI - ORD
Nonstop1h 40mContour
Sat 12/2711:50 amORD - CGI
Nonstop1h 35mContour
Deal found 10/20$124
This Mytrip deal was found by Cheapflights users on 10/19. 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.
Wed 11/59:50 amUIN - ORD
Nonstop1h 20mContour
Mon 11/107:30 pmORD - UIN
Nonstop1h 20mContour
Deal found 10/19$125
This Mytrip deal was found by Cheapflights users on 10/18. 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 11/179:30 amCGI - ORD
Nonstop1h 40mContour
Thu 11/2011:50 amORD - CGI
Nonstop1h 35mContour
Deal found 10/18$126
This Contour deal was found by Cheapflights users on 10/19. 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.
Fri 11/285:30 pmUIN - ORD
Nonstop1h 20mContour
Sun 11/307:30 pmORD - UIN
Nonstop1h 20mContour
Deal found 10/19$129
This Booking.com deal was found by Cheapflights users on 10/19. 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 12/319:30 amCGI - ORD
Nonstop1h 40mContour
Sun 1/411:50 amORD - CGI
Nonstop1h 35mContour
Deal found 10/19$129
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/47:45 pmSTL - ORD
1 stop19h 54mFrontier
Sat 11/85:45 pmORD - STL
1 stop16h 27mFrontier
Deal found 10/20$137
This Contour deal was found by Cheapflights users on 10/18. 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.
Sun 11/29:30 amCGI - ORD
Nonstop1h 40mContour
Thu 11/611:50 amORD - CGI
Nonstop1h 35mContour
Deal found 10/18$139
This Priceline deal was found by Cheapflights users on 10/19. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3011:07 amSTL - MDW
1 stop7h 32mFrontier
Fri 10/316:20 amMDW - STL
1 stop9h 37mFrontier
Deal found 10/19$144

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 October 20, 2025.
Use the filters below to find and compare flights from Missouri to Chicago that are best for you.

Fly from

Missouri

Fly to

Chicago

Route

Depart

Return

Price

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Sun 12/14

5:30 pm-6:50 pm

Nonstop1h 20m

Chicago O'Hare Intl

Sat 1/3

2:00 pm-3:20 pm

Nonstop1h 20m

$105

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Sat 3/14

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Sun 3/22

7:30 pm-8:50 pm

Nonstop1h 20m

$109

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Mon 11/24

5:30 pm-6:50 pm

Nonstop1h 20m

Chicago O'Hare Intl

Sat 11/29

7:30 pm-8:50 pm

Nonstop1h 20m

$110

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Tue 3/10

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Wed 3/11

7:30 pm-8:50 pm

Nonstop1h 20m

$118

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Mon 12/8

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Fri 12/12

11:50 am-1:25 pm

Nonstop1h 35m

$123

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Thu 11/6

3:05 pm-4:45 pm

Nonstop1h 40m

Chicago O'Hare Intl

Sun 11/9

4:30 pm-6:05 pm

Nonstop1h 35m

$123

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Mon 11/3

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Fri 11/7

4:30 pm-6:05 pm

Nonstop1h 35m

$124

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Mon 11/17

3:05 pm-4:45 pm

Nonstop1h 40m

Chicago O'Hare Intl

Thu 11/20

11:50 am-1:25 pm

Nonstop1h 35m

$124

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 11/6

11:07 am-10:03 pm

1 stop10h 56m

Chicago Midway

Sun 11/9

10:12 am-4:18 pm

1 stop6h 06m

$156

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Mon 11/3

12:09 pm-12:43 am

1 stop12h 34m

Chicago O'Hare Intl

Mon 11/10

5:15 am-1:17 pm

1 stop8h 02m

$156

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/18

Showing 1-10 of 60 results
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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 August is currently the most expensive (average of $142). 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 October 20, 2025.

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 36% on your trip compared to booking a flight at noon.

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 October 19, 2025.

Travelers seeking maximum savings on their Missouri to Chicago flight should consider departing on Thursday at noon when fares are most often at their lowest. Tuesday evenings 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 October 20, 2025.

The most flights from USMO to CHI are scheduled on a Thursday (76 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (55 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, Frontier, and United Airlines can get you from Missouri to Chicago in just under 1h 20m. Your travel time can differ by up to 9h 36m. Missouri and Chicago are separated by a distance of 222 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Missouri to Chicago one-way?

    One-way options have recently been found by users for as low as $53 on Contour. Other airlines that offer cheap prices include United Airlines from $55 and Southwest from $56 one-way.

  • 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, Lambert-St Louis - Chicago O'Hare Intl or Kansas City - Chicago Midway as they are the most popular.

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

    Consider Cathay Pacific (90%), Japan Airlines (85%) or Austrian 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 $104. On average you can expect to pay $848. The most popular route, (Kansas City - Chicago O'Hare Intl), can usually be booked for $166.

  • 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 August is currently the most expensive (average of $142). 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor
Chesterton

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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 6 airlines flying from Missouri to Chicago

Discover the top 6 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 October 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$114Average$301FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$116Average$340FlexibilityNo cancel feeOn-time69%
FrontierCheapest$118Average$182FlexibilityNo cancel feeOn-time62%
ContourCheapest$123Average$161FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$137Average$324FlexibilityNo cancel feeOn-time63%
Southern / MokuleleCheapest$140Average$221FlexibilityNo cancel feeOn-timeN/A

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