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$65+ 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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
STL — CHI
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
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 December 28, 2025.

This Mytrip deal was found by Cheapflights users on 12/27. 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 12/319:30 amCGI - ORD
Nonstop1h 40mContour
Fri 1/211:50 amORD - CGI
Nonstop1h 35mContour
Deal found 12/27$227
This American Airlines deal was found by Cheapflights users on 12/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:58 pmSGF - ORD
Nonstop1h 51mAmerican Airlines
Thu 1/11:27 pmORD - SGF
Nonstop1h 45mAmerican Airlines
Deal found 12/25$235
This American Airlines deal was found by Cheapflights users on 12/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:03 amSGF - ORD
Nonstop1h 47mAmerican Airlines
Mon 1/58:00 amORD - SGF
Nonstop1h 57mAmerican Airlines
Deal found 12/27$257
This Delta deal was found by Cheapflights users on 12/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:06 pmSGF - ORD
2 stops7h 30mDelta
Mon 1/55:30 amORD - SGF
1 stop5h 52mDelta
Deal found 12/27$282
This American Airlines deal was found by Cheapflights users on 12/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:00 amSTL - ORD
1 stop28h 21mAmerican Airlines
Thu 1/112:10 pmORD - STL
Nonstop1h 26mAmerican Airlines
Deal found 12/28$286
This Delta deal was found by Cheapflights users on 12/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:06 pmSGF - ORD
2 stops7h 30mDelta
Thu 1/15:30 amORD - SGF
1 stop6h 56mDelta
Deal found 12/25$294
This United Airlines deal was found by Cheapflights users on 12/25. 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.
Tue 12/307:50 amJLN - ORD
Nonstop1h 58mUnited Airlines
Thu 1/19:45 pmORD - JLN
Nonstop1h 59mUnited Airlines
Deal found 12/25$301
This Delta deal was found by Cheapflights users on 12/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:06 pmSGF - ORD
1 stop6h 32mDelta
Sun 1/412:30 pmORD - SGF
2 stops9h 50mDelta
Deal found 12/27$316
This American Airlines deal was found by Cheapflights users on 12/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:58 pmSGF - ORD
Nonstop1h 51mAmerican Airlines
Sun 1/41:27 pmORD - SGF
Nonstop1h 45mAmerican Airlines
Deal found 12/26$321
This United Airlines deal was found by Cheapflights users on 12/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/266:34 pmCOU - ORD
Nonstop1h 36mUnited Airlines
Tue 12/307:40 pmORD - COU
Nonstop1h 39mUnited Airlines
Deal found 12/26$379
This Kiwi.com deal was found by Cheapflights users on 12/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:45 pmMCI - ORD
1 stop27h 27mFrontier
Thu 1/112:39 pmORD - MCI
1 stop21h 29mFrontier
Deal found 12/25$388
This American Airlines deal was found by Cheapflights users on 12/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/267:44 pmCOU - ORD
Nonstop1h 40mAmerican Airlines
Sun 12/285:21 amORD - COU
1 stop6h 18mAmerican Airlines
Deal found 12/25$389

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 December 28, 2025.

Most accurate provider

Justfly.com
3 stars

Most trusted provider

Justfly.com
3 stars

Round-trip from

$88
(Booking.com)

One-way from

$65
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$333

Good round-trip deal

$188 or less

Good one-way deal

$64 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)
Search Deals
One-way flight from Missouri to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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).
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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 December 28, 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

Thu 3/12

5:30 pm-6:50 pm

Nonstop1h 20m

Chicago O'Hare Intl

Thu 3/19

2:40 pm-4:00 pm

Nonstop1h 20m

$88

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Sat 1/10

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Wed 1/14

7:30 pm-8:50 pm

Nonstop1h 20m

$88

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Mon 1/12

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Fri 1/16

7:30 pm-8:50 pm

Nonstop1h 20m

$88

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Thu 2/19

9:50 am-11:10 am

Nonstop1h 20m

Chicago O'Hare Intl

Sun 2/22

7:30 pm-8:50 pm

Nonstop1h 20m

$98

QuincyChicago

UIN - ORD

UINORD

Quincy Regional

Thu 1/22

5:30 pm-6:50 pm

Nonstop1h 20m

Chicago O'Hare Intl

Thu 1/29

7:30 pm-8:50 pm

Nonstop1h 20m

$98

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Sat 1/10

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Wed 1/14

11:50 am-1:25 pm

Nonstop1h 35m

$125

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Sun 1/11

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Thu 1/15

11:50 am-1:25 pm

Nonstop1h 35m

$139

Cape GirardeauChicago

CGI - ORD

CGIORD

Cape Girardeau

Wed 1/7

9:30 am-11:10 am

Nonstop1h 40m

Chicago O'Hare Intl

Mon 1/12

11:50 am-1:25 pm

Nonstop1h 35m

$147

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 1/17

5:50 pm-7:00 pm

Nonstop1h 10m

Chicago Midway

Mon 1/19

8:15 am-9:35 am

Nonstop1h 20m

$157

St. LouisChicago

STL - MDW

STLMDW

Lambert-St Louis

Sat 1/24

10:25 am-11:35 am

Nonstop1h 10m

Chicago Midway

Mon 1/26

9:55 am-11:15 am

Nonstop1h 20m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/27

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 December 28, 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 34% 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 December 27, 2025.

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 December 28, 2025.

The most flights from USMO to CHI are scheduled on a Friday (63 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (30 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 American 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 $48 on Southwest. Other airlines that offer cheap prices include American Airlines from $48 and Contour from $54 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 American Airlines (73%), ANA (70%) or Republic Airways (70%) 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 $125. On average you can expect to pay $1,144. The most popular route, (Kansas City - Chicago O'Hare Intl), can usually be booked for $182.

  • 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
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 December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$324FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$106Average$293FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$114Average$336FlexibilityNo cancel feeOn-time69%
ContourCheapest$123Average$159FlexibilityNo cancel feeOn-timeN/A
Southern / MokuleleCheapest$140Average$223FlexibilityNo cancel feeOn-timeN/A

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