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$44+ 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 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
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 November 26, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$81
(Mytrip)

One-way from

$44
(Booking.com)

Popular in

November

Cheapest in

August

Average price

$306

Good round-trip deal

$154 or less

Good one-way deal

$83 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 ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 26, 2025.

This Mytrip deal was found by Cheapflights users on 11/25. 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.
Thu 11/279:50 amUIN - ORD
Nonstop1h 20mContour
Sun 11/302:00 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/25$81
This Mytrip deal was found by Cheapflights users on 11/24. 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.
Tue 12/99:50 amUIN - ORD
Nonstop1h 20mContour
Sat 12/132:40 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/24$85
This Gotogate deal was found by Cheapflights users on 11/26. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/265:30 pmUIN - ORD
Nonstop1h 20mContour
Wed 1/77:30 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/26$86
This Gotogate deal was found by Cheapflights users on 11/26. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:50 amUIN - ORD
Nonstop1h 20mContour
Thu 12/42:40 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/26$87
This Booking.com deal was found by Cheapflights users on 11/24. 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 Booking.com 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 11/302:00 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/24$90
This Southwest deal was found by Cheapflights users on 11/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/254:25 pmSTL - MDW
Nonstop1h 10mSouthwest
Wed 12/318:25 amMDW - STL
Nonstop1h 15mSouthwest
Deal found 11/25$97
This United Airlines deal was found by Cheapflights users on 11/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:30 amSTL - ORD
Nonstop1h 35mUnited Airlines
Wed 12/318:10 pmORD - STL
Nonstop1h 33mUnited Airlines
Deal found 11/25$97
This Booking.com deal was found by Cheapflights users on 11/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:30 pmUIN - ORD
Nonstop1h 20mContour
Fri 12/197:30 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/24$114
This United Airlines deal was found by Cheapflights users on 11/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/258:05 amSTL - ORD
Nonstop1h 35mUnited Airlines
Wed 12/314:24 pmORD - STL
Nonstop1h 30mUnited Airlines
Deal found 11/25$115
This United Airlines deal was found by Cheapflights users on 11/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:30 amSTL - ORD
Nonstop1h 35mUnited Airlines
Wed 12/2412:56 pmORD - STL
Nonstop1h 30mUnited Airlines
Deal found 11/25$127
This Booking.com deal was found by Cheapflights users on 11/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/284:05 pmCGI - ORD
Nonstop1h 40mContour
Sun 11/304:30 pmORD - CGI
Nonstop1h 35mContour
Deal found 11/24$129
This Booking.com deal was found by Cheapflights users on 11/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/19:50 amUIN - ORD
Nonstop1h 20mContour
Thu 12/47:30 pmORD - UIN
Nonstop1h 20mContour
Deal found 11/24$139

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 November 26, 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

Sat 12/13

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Sat 12/13

2:40 pm-4:00 pm

Nonstop1h 20m

$81

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Thu 12/11

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Mon 12/15

7:30 pm-8:50 pm

Nonstop1h 20m

$81

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Tue 1/27

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Sat 1/31

2:40 pm-4:00 pm

Nonstop1h 20m

$82

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Tue 12/9

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Sat 12/13

2:40 pm-4:00 pm

Nonstop1h 20m

$85

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Fri 12/26

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Sun 12/28

7:30 pm-8:50 pm

Nonstop1h 20m

$87

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Sat 2/7

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Sun 2/8

7:30 pm-8:50 pm

Nonstop1h 20m

$90

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 1/17

7:40 am-8:50 am

Nonstop1h 10m

Chicago Midway

Sun 1/18

6:10 am-7:35 am

Nonstop1h 25m

$97

St. LouisChicago

STL - ORD

STLORD

Lambert-St Louis

Wed 12/31

6:30 am-8:05 am

Nonstop1h 35m

Chicago O'Hare Intl

Thu 1/1

9:10 pm-10:43 pm

Nonstop1h 33m

$97

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Thu 12/25

4:25 pm-5:35 pm

Nonstop1h 10m

Chicago Midway

Wed 12/31

8:25 am-9:40 am

Nonstop1h 15m

$97

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Wed 12/31

4:25 pm-5:35 pm

Nonstop1h 10m

Chicago Midway

Thu 1/1

11:25 am-12:35 pm

Nonstop1h 10m

$97

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

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 November 26, 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 November 25, 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 at noon 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 November 26, 2025.

The most flights from USMO to CHI are scheduled on a Monday (73 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (17 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, Southwest, and United Airlines can get you from Missouri to Chicago in just under 1h 10m. Your travel time will be generally consistent. Missouri and Chicago are separated by a distance of 251 mi. Generally, flights for this route are nonstop.

  • 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 $44 on Contour. Other airlines that offer cheap prices include Southwest from $49 and United Airlines from $49 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 Austrian Airlines (87%), Royal Jordanian (83%) or GoJet (82%) 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 $149. On average you can expect to pay $928. 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 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
Lansing
Hammond
Porter
Benton Harbor
Merrillville

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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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$112Average$301FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$115Average$339FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$117Average$334FlexibilityNo cancel feeOn-time63%
FrontierCheapest$118Average$182FlexibilityNo cancel feeOn-time62%
ContourCheapest$123Average$160FlexibilityNo cancel feeOn-timeN/A
Southern / MokuleleCheapest$140Average$221FlexibilityNo cancel feeOn-timeN/A

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